-
Hot Tub
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Breakfast
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Parking
-
Pool

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 Bennington County offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Bennington
- ·
- Sunderland
- 0.16 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Bennington
- ·
- Manchester
- 0.12 mi to center
-
Breakfast
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Parking
-
Balcony/Terrace
-
Air Conditioner
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Pownal
- 1.43 mi to center
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Hot Tub
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Parking
-
Pool
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Kitchen
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
-
Parking
-
Pool
-
Spa
-
Balcony/Terrace
-
Parking
-
Pool
-
Spa
-
Balcony/Terrace
- Bennington
- ·
- North Bennington
- 3.33 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
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Manchester Center
- 4.06 mi to center
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Breakfast
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Parking
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Pool
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Skiing
-
Breakfast
-
Parking
-
Pool
-
Skiing
- Bennington
- ·
- Manchester Center
- 3.18 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
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Landgrove
- 0.87 mi to center
-
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
-
Balcony/Terrace
-
Kitchen
- Vermont
- ·
- Londonderry
- 7.05 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
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Sunderland
- 0.91 mi to center
-
Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
- Bennington
- ·
- Manchester Center
- 0.10 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
-
Kitchen
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Air Conditioner
-
Internet
-
Pet Friendly
- Bennington
- ·
- Sunderland
- 0.48 mi to center
-
Hot Tub
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Parking
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Spa
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Balcony/Terrace
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
- Vermont
- ·
- Londonderry
- 1.39 mi to center
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Parking
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View
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Internet
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Pet Friendly
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Parking
-
View
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Internet
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Pet Friendly
- Bennington
- ·
- Manchester
- 0.64 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
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Manchester
- 0.39 mi to center
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Breakfast
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Parking
-
Pool
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Balcony/Terrace
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Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Vermont
- ·
- Bromley Mountain
- 0.57 mi to center
-
Hot Tub
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Parking
-
Pool
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Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Bennington
- ·
- North Bennington
- 3.33 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
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Vermont
- ·
- Londonderry
- 4.92 mi to center
-
Hot Tub
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Parking
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Balcony/Terrace
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View
-
Hot Tub
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Parking
-
Balcony/Terrace
-
View
- Bennington
- ·
- Manchester
- 1.17 mi to center
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Private Pool
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Parking
-
Pool
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Spa
-
Private Pool
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Parking
-
Pool
-
Spa
- Bennington
- ·
- Manchester
- 1.09 mi to center
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Private Pool
-
Hot Tub
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Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 1.29 mi to center
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Breakfast
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Parking
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Balcony/Terrace
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Kitchen
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Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
- Bennington
- ·
- Manchester
- 0.08 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
- Bennington
- ·
- Sandgate
- 2.17 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
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Woodford
- 0.68 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
-
Air Conditioner
- Bennington
- ·
- Dorset
- 1.46 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
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Sandgate
- 2.34 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
-
Air Conditioner
- Bennington
- ·
- Woodford
- 1.08 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
-
Kitchen
- Vermont
- ·
- Londonderry
- 4.13 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
-
Kitchen
-
Air Conditioner
- Bennington
- ·
- Manchester Center
- 1.21 mi to center
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Hot Tub
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Breakfast
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Parking
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Pool
-
Hot Tub
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Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.01 mi to center
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Private Pool
-
Hot Tub
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Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
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Breakfast
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Parking
-
Pool
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Spa
-
Breakfast
-
Parking
-
Pool
-
Spa
- Bennington
- ·
- Manchester Center
- 0.86 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.01 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.02 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.84 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.74 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Old Bennington
- 0.28 mi to center
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Air Conditioner
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Internet
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Child Friendly
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Laundry
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Air Conditioner
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Internet
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Child Friendly
-
Laundry
- Bennington
- ·
- Manchester Center
- 3.08 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
-
Kitchen
-
Air Conditioner
-
Internet
- Bennington
- ·
- Shaftsbury
- 2.29 mi to center
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Hot Tub
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Parking
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Spa
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Kitchen
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Hot Tub
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Parking
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Spa
-
Kitchen
- Bennington
- ·
- North Bennington Historic District
- 0.15 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
-
Kitchen
-
Air Conditioner
- Vermont
- ·
- Bennington
- 2.59 mi to center
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Bennington
- ·
- Manchester Center
- 3.08 mi to center
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Hot Tub
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Parking
-
Pool
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Spa
-
Hot Tub
-
Parking
-
Pool
-
Spa
- Bennington
- ·
- Dorset
- 0.38 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
-
Pool
-
Balcony/Terrace
-
Kitchen
- Vermont
- ·
- Londonderry
- 3.44 mi to center
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Air Conditioner
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Laundry
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Bedding/Linens
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Wellness Facilities
-
Air Conditioner
-
Laundry
-
Bedding/Linens
-
Wellness Facilities
Find the Perfect Resort Vacation in the Bennington County
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 Bennington County
What are the Top Resort Locations Across the Bennington County?
Discover resorts in the most sought-after travel destinations nationwide:
Bennington
Bennington VACATION RENTALSManchester
Manchester VACATION RENTALSBondville
Bondville VACATION RENTALSLondonderry
Londonderry VACATION RENTALSManchester Center
Manchester Center VACATION RENTALSSunderland
Sunderland VACATION RENTALSWoodford
Woodford VACATION RENTALSArlington
Arlington VACATION RENTALSDorset
Dorset VACATION RENTALSBromley Mountain
Bromley Mountain VACATION RENTALSBromley Mountain Ski Resort
Bromley Mountain Ski Resort VACATION RENTALSWinhall
Winhall VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Bennington County. 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 Bennington County
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Bennington County, 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 Bennington County? 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.
- Bennington
- ·
- Manchester
- 0.25 mi to center
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Breakfast
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EV Charge Station
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Parking
-
Pool
-
Breakfast
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EV Charge Station
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.01 mi to center
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Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.01 mi to center
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Private Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
- Bennington
- ·
- Manchester Center
- 1.21 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.86 mi to center
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Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.01 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.02 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
-
Breakfast
-
Parking
-
Pool
-
Spa
-
Breakfast
-
Parking
-
Pool
-
Spa
- Bennington
- ·
- Manchester Center
- 0.84 mi to center
-
Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.77 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.74 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
Resorts Vacations FAQs
What are the top vacation rentals in Bennington County?
There are a lot of options in Bennington County. If you plan on staying in the Bennington County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bennington County:
- 12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway
- Kimpton Taconic Hotel by IHG
- The Equinox Golf Resort & Spa
- The Palmer House Resort, an Ascend Collection Hotel
- Equinox Resort Residences
- Palmer House Resort - Deluxe King Bed 5
- Palmer House Resort - Deluxe King Bed 3
- Palmer House Resort - Deluxe Two Double Beds 4
- Palmer House Resort - Deluxe King Bed 1
- Equinox Resort Residences
How many vacation rentals have private pools in Bennington County?
There are 21 vacation rentals with private pools near Bennington County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Bennington County are best for families?
If you are looking for a family-friendly vacation home in Bennington County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bennington County:
How many vacation rentals are available in Bennington County?
Currently, the total number of properties listed in 2026 is over 16 in the Bennington County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bennington County.
More Resorts Vacations to Explore
- Bennington
- ·
- Manchester Center
- 1.01 mi to center
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Private Pool
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Hot Tub
-
Breakfast
-
Parking
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
- Bennington
- ·
- Manchester
- 0.01 mi to center
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Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.25 mi to center
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Breakfast
-
EV Charge Station
-
Parking
-
Pool
-
Breakfast
-
EV Charge Station
-
Parking
-
Pool
- Bennington
- ·
- Manchester
- 0.03 mi to center
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Private Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
- Bennington
- ·
- Manchester Center
- 0.86 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.21 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.84 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.02 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.17 mi to center
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Hot Tub
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Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.77 mi to center
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Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 1.05 mi to center
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Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Bennington
- ·
- Manchester Center
- 0.74 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
Travel Stories and Guides For Bennington County
Explore tips, destination guides, and inspiration for your next getaway.