
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Stuarts Draft offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
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Internet
- Charlottesville
- ·
- Roseland
- 7.57 mi to center
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Parking
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Balcony/Terrace
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Internet
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Security/Safety
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Parking
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Balcony/Terrace
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Internet
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Security/Safety
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
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Parking
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Pool
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Kitchen
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Air Conditioner
- Charlottesville
- ·
- Nellysford
- 1.86 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
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Internet
- Charlottesville
- ·
- Roseland
- 8.37 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Charlottesville
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- Tyro
- 5.17 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Hot Tub
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Spa
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Balcony/Terrace
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View
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Hot Tub
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Spa
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Balcony/Terrace
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View
- Lexington
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- Montebello
- 4.83 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
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- Tyro
- 1.31 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
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- Roseland
- 6.36 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lexington
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- Montebello
- 1.55 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lexington
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- Montebello
- 1.87 mi to center
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Hot Tub
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Parking
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Spa
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Balcony/Terrace
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Hot Tub
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Parking
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Spa
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Balcony/Terrace
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
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Kitchen
- Charlottesville
- ·
- Pedlars Edge
- 0.24 mi to center
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Parking
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Skiing
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Balcony/Terrace
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Kitchen
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Parking
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Skiing
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Balcony/Terrace
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Kitchen
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EV Charge Station
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Parking
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Skiing
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Balcony/Terrace
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EV Charge Station
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Parking
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Skiing
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Balcony/Terrace
- Charlottesville
- ·
- Chestnut Springs
- 0.23 mi to center
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Hot Tub
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Parking
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Pool
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Spa
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Hot Tub
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Parking
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Pool
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Spa
- Charlottesville
- ·
- Tyro
- 5.17 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
- ·
- Wintergreen
- 2.15 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
- Charlottesville
- ·
- Nellysford
- 1.40 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
- ·
- Chestnut Springs
- 0.31 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Charlottesville
- ·
- Nellysford
- 3.27 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Internet
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Child Friendly
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Accessibility
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Parking
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Internet
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Child Friendly
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Accessibility
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
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Parking
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Pool
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Spa
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Kitchen
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Parking
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Pool
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Spa
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Kitchen
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
- ·
- Roseland
- 2.56 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
- Charlottesville
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- Nellysford
- 1.97 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Staunton
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- Waynesboro
- 3.62 mi to center
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Breakfast
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Parking
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Spa
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Balcony/Terrace
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Breakfast
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Parking
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Spa
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Balcony/Terrace
- Charlottesville
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- Chestnut Springs
- 0.18 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Charlottesville
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- Nellysford
- 3.18 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Staunton
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- Waynesboro
- 3.63 mi to center
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
- Charlottesville
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- Wintergreen
- 1.78 mi to center
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Parking
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Pool
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Internet
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Sports/Activities
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Parking
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Pool
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Internet
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Sports/Activities
- Charlottesville
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- Wintergreen
- 1.93 mi to center
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Parking
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Pool
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Skiing
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Balcony/Terrace
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Parking
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Pool
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Skiing
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Balcony/Terrace
- Charlottesville
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- Nellysford
- 3.05 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Charlottesville
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- Roseland
- 7.39 mi to center
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Hot Tub
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Breakfast
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Parking
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Balcony/Terrace
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Hot Tub
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Breakfast
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Parking
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Balcony/Terrace
- Charlottesville
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- Roseland
- 7.43 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
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Kitchen
- Charlottesville
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- Roseland
- 6.18 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
- Virginia
- ·
- Middlebrook
- 3.92 mi to center
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Charlottesville
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- Nellysford
- 1.66 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
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Kitchen
Find the Perfect Resort Vacation in the Stuarts Draft
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Stuarts Draft
What are the Top Resort Locations Across the Stuarts Draft?
Discover resorts in the most sought-after travel destinations nationwide:
George Washington’s Distillery & Gristmill
George Washington’s Distillery & Gristmill VACATION RENTALSGunston Hall
Gunston Hall VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Stuarts Draft. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Stuarts Draft
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Stuarts Draft, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Stuarts Draft? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Charlottesville
- ·
- Nellysford
- 1.97 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Charlottesville
- ·
- Chestnut Springs
- 0.18 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Staunton
- ·
- Waynesboro
- 3.62 mi to center
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Breakfast
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Parking
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Spa
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Balcony/Terrace
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Breakfast
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Parking
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Spa
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Balcony/Terrace
- Charlottesville
- ·
- Nellysford
- 3.18 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Staunton
- ·
- Waynesboro
- 3.63 mi to center
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
- Charlottesville
- ·
- Wintergreen
- 1.78 mi to center
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Parking
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Pool
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Internet
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Sports/Activities
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Parking
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Pool
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Internet
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Sports/Activities
- Charlottesville
- ·
- Wintergreen
- 1.93 mi to center
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Parking
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Pool
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Skiing
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Balcony/Terrace
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Parking
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Pool
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Skiing
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Balcony/Terrace
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
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Internet
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
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Parking
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Pool
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Skiing
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View
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Parking
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Pool
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Skiing
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View
- Charlottesville
- ·
- Nellysford
- 3.06 mi to center
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Pool
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Air Conditioner
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Internet
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Pet Friendly
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Pool
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Air Conditioner
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Internet
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Pet Friendly
- Charlottesville
- ·
- Wintergreen
- 1.71 mi to center
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Hot Tub
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Parking
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Pool
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Skiing
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Hot Tub
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Parking
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Pool
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Skiing
- Charlottesville
- ·
- Wintergreen
- 2.00 mi to center
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
Resorts Vacations FAQs
What are the top vacation rentals in Stuarts Draft?
There are a lot of options in Stuarts Draft. If you plan on staying in the Stuarts Draft area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Stuarts Draft:
- Bright Wintergreen Resort Home; Deck & Grill!
- Grand Chalet w/Hot Tub - Near Wintergreen Resort
- Mtn & Lake Views: Serene Wintergreen Resort Escape
- Mountaintop Wintergreen Resort Home w/Deck, Views
- Stunning Wintergreen Resort Home: Ski & Golf!
- Iris Inn and Cabins
- Wintergreen Resort Vacation Rental w/Balcony!
- Iris Inn and Cabins
- Wintergreen Resort Condo w/Deck, 0.3 Mi to Slopes
- Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort
How many vacation rentals have private pools in Stuarts Draft?
There are 40 vacation rentals with private pools near Stuarts Draft. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Stuarts Draft are best for families?
If you are looking for a family-friendly vacation home in Stuarts Draft, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stuarts Draft:
How many vacation rentals are available in Stuarts Draft?
Currently, the total number of properties listed in 2026 is over 41 in the Stuarts Draft area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Stuarts Draft.
More Resorts Vacations to Explore
- Charlottesville
- ·
- Wintergreen
- 1.78 mi to center
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Parking
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Pool
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Internet
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Sports/Activities
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Parking
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Pool
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Internet
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Sports/Activities
- Charlottesville
- ·
- Nellysford
- 3.18 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
-
Internet
- Charlottesville
- ·
- Nellysford
- 2.89 mi to center
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Parking
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Pool
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Internet
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Sports/Activities
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Parking
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Pool
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Internet
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Sports/Activities
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
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Parking
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Pool
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Spa
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Internet
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Parking
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Pool
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Spa
-
Internet
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
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Parking
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Pool
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Skiing
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View
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Parking
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Pool
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Skiing
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View
- Charlottesville
- ·
- Nellysford
- 3.24 mi to center
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EV Charge Station
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Parking
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Pool
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Balcony/Terrace
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EV Charge Station
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Parking
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Pool
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Balcony/Terrace
- Charlottesville
- ·
- Nellysford
- 2.95 mi to center
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Parking
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Skiing
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Air Conditioner
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Internet
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Parking
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Skiing
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Air Conditioner
-
Internet
- Charlottesville
- ·
- Wintergreen
- 2.00 mi to center
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
- Charlottesville
- ·
- Nellysford
- 3.12 mi to center
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Parking
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Pool
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Internet
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Pet Friendly
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Parking
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Pool
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Internet
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Pet Friendly
- Charlottesville
- ·
- Nellysford
- 2.95 mi to center
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Parking
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Skiing
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Air Conditioner
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Internet
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Parking
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Skiing
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Air Conditioner
-
Internet
- Charlottesville
- ·
- Wintergreen
- 1.71 mi to center
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Hot Tub
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Parking
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Pool
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Skiing
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Hot Tub
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Parking
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Pool
-
Skiing
- Staunton
- ·
- Waynesboro
- 3.63 mi to center
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
Travel Stories and Guides For Stuarts Draft
Explore tips, destination guides, and inspiration for your next getaway.