
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 Charlottesville offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Charlottesville
- ·
- Patrick Henry
- 4.26 mi to center
-
Breakfast
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EV Charge Station
-
Parking
-
Pool
-
Breakfast
-
EV Charge Station
-
Parking
-
Pool
- Charlottesville
- ·
- Orange
- 2.22 mi to center
-
Breakfast
-
Parking
-
Pool
-
Spa
-
Breakfast
-
Parking
-
Pool
-
Spa
- Charlottesville
- ·
- North Downtown
- 0.49 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
- Charlottesville
- ·
- Barracks Road
- 0.08 mi to center
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Breakfast
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Parking
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Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Charlottesville
- ·
- Barracks Road
- 0.08 mi to center
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Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Charlottesville
- ·
- Barracks Road
- 0.08 mi to center
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Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Charlottesville
- ·
- North Downtown
- 0.49 mi to center
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Charlottesville
- ·
- Nellysford
- 1.86 mi to center
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Charlottesville
- ·
- Faber
- 2.54 mi to center
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View
-
Air Conditioner
-
Internet
-
Barbecue/Outdoor Cooking
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View
-
Air Conditioner
-
Internet
-
Barbecue/Outdoor Cooking
- Charlottesville
- ·
- Orange
- 0.39 mi to center
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Parking
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Balcony/Terrace
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View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Charlottesville
- ·
- Stanardsville
- 2.23 mi to center
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
- Charlottesville
- ·
- Roseland
- 8.37 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Charlottesville
- ·
- Roseland
- 4.63 mi to center
-
Balcony/Terrace
-
Air Conditioner
-
Internet
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Pet Friendly
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Pet Friendly
- Charlottesville
- ·
- Orange
- 4.76 mi to center
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Child Friendly
-
Child Friendly
- Charlottesville
- ·
- Orange
- 4.76 mi to center
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- 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
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Crozet
- 1.90 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Wintergreen
- 1.86 mi to center
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Hot Tub
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Parking
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Spa
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Internet
-
Hot Tub
-
Parking
-
Spa
-
Internet
- Charlottesville
- ·
- Tyro
- 1.31 mi to center
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Parking
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Barboursville
- 3.98 mi to center
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Roseland
- 6.36 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Earlysville
- 0.96 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
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Charlottesville
- ·
- Free Union
- 1.95 mi to center
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Parking
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Trevilians
- 0.87 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Charlottesville
- ·
- Gordonsville
- 4.65 mi to center
-
Balcony/Terrace
-
Kitchen
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Air Conditioner
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Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Charlottesville
- ·
- Gordonsville
- 4.65 mi to center
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Balcony/Terrace
-
Kitchen
-
Child Friendly
-
Barbecue/Outdoor Cooking
-
Balcony/Terrace
-
Kitchen
-
Child Friendly
-
Barbecue/Outdoor Cooking
- Charlottesville
- ·
- Gordonsville
- 4.65 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
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Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Charlottesville
- ·
- Roseland
- 3.47 mi to center
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Parking
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Ruckersville
- 3.22 mi to center
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Parking
-
Internet
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Pet Friendly
-
Sports/Activities
-
Parking
-
Internet
-
Pet Friendly
-
Sports/Activities
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
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Parking
-
Pool
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Spa
-
Kitchen
-
Parking
-
Pool
-
Spa
-
Kitchen
- Charlottesville
- ·
- Free Union
- 5.37 mi to center
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Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Charlottesville
- ·
- Lake Monticello
- 1.21 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
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Ivy
- 0.10 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
- Charlottesville
- ·
- Lake Monticello
- 1.21 mi to center
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Roseland
- 2.56 mi to center
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Nellysford
- 1.97 mi to center
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Parking
-
Pool
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Spa
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Crozet
- 1.41 mi to center
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Parking
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Balcony/Terrace
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Internet
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Child Friendly
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
- Charlottesville
- ·
- Gordonsville
- 3.25 mi to center
-
Pool
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Kitchen
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Air Conditioner
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Child Friendly
-
Pool
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Pool
-
Air Conditioner
-
TV
-
Pool
-
Air Conditioner
-
TV
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Faber
- 3.28 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Charlottesville
- ·
- Stanardsville
- 2.00 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Pet Friendly
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Pet Friendly
- Charlottesville
- ·
- Pratts
- 0.47 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
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Roseland
- 7.39 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Hot Tub
-
Breakfast
-
Parking
-
Balcony/Terrace
- Charlottesville
- ·
- Faber
- 2.91 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Roseland
- 7.43 mi to center
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Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Charlottesville
- ·
- Roseland
- 6.18 mi to center
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Charlottesville
- ·
- Scottsville
- 0.80 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
Find the Perfect Resort Vacation in the Charlottesville
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 Charlottesville
What are the Top Resort Locations Across the Charlottesville?
Discover resorts in the most sought-after travel destinations nationwide:
Nelson County
Nelson County VACATION RENTALSNellysford
Nellysford VACATION RENTALSLouisa County
Louisa County VACATION RENTALSAlbemarle County
Albemarle County VACATION RENTALSWintergreen
Wintergreen VACATION RENTALSRoseland
Roseland VACATION RENTALSNorth Downtown
North Downtown VACATION RENTALSGreene County
Greene County VACATION RENTALSStanardsville
Stanardsville VACATION RENTALSChestnut Springs
Chestnut Springs VACATION RENTALSSamuel Miller
Samuel Miller VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Charlottesville. 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 Charlottesville
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Charlottesville, 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 Charlottesville? 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
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Chestnut Springs
- 0.18 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Charlottesville
- ·
- Nellysford
- 3.18 mi to center
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Parking
-
Pool
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Spa
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Wintergreen
- 1.78 mi to center
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Parking
-
Pool
-
Internet
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Sports/Activities
-
Parking
-
Pool
-
Internet
-
Sports/Activities
- Charlottesville
- ·
- Wintergreen
- 1.93 mi to center
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Parking
-
Pool
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Skiing
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Balcony/Terrace
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Charlottesville
- ·
- Crozet
- 1.41 mi to center
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Parking
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Balcony/Terrace
-
Internet
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Child Friendly
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
- Charlottesville
- ·
- Crozet
- 1.45 mi to center
-
EV Charge Station
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Parking
-
Skiing
-
View
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EV Charge Station
-
Parking
-
Skiing
-
View
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
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Parking
-
Pool
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Spa
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
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Parking
-
Pool
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Skiing
-
View
-
Parking
-
Pool
-
Skiing
-
View
- Charlottesville
- ·
- Nellysford
- 3.06 mi to center
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Pool
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Air Conditioner
-
Internet
-
Pet Friendly
-
Pool
-
Air Conditioner
-
Internet
-
Pet Friendly
- Charlottesville
- ·
- Wintergreen
- 1.71 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Skiing
-
Hot Tub
-
Parking
-
Pool
-
Skiing
Resorts Vacations FAQs
What are the top vacation rentals in Charlottesville?
There are a lot of options in Charlottesville. If you plan on staying in the Charlottesville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charlottesville:
- 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!
- Wintergreen Resort Vacation Rental w/Balcony!
- Wintergreen Resort Condo w/Deck, 0.3 Mi to Slopes
- Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort
- Beautiful 2BD condo in an equestrian themed resort with tons of activities for the family
- Montfair Resort Farm
How many vacation rentals have private pools in Charlottesville?
There are 72 vacation rentals with private pools near Charlottesville. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Charlottesville are best for families?
If you are looking for a family-friendly vacation home in Charlottesville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charlottesville:
How many vacation rentals are available in Charlottesville?
Currently, the total number of properties listed in 2026 is over 52 in the Charlottesville area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Charlottesville.
More Resorts Vacations to Explore
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Charlottesville
- ·
- Wintergreen
- 1.78 mi to center
-
Parking
-
Pool
-
Internet
-
Sports/Activities
-
Parking
-
Pool
-
Internet
-
Sports/Activities
- Charlottesville
- ·
- Crozet
- 1.41 mi to center
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Pool
-
Balcony/Terrace
-
View
-
Air Conditioner
-
Pool
-
Balcony/Terrace
-
View
-
Air Conditioner
- Charlottesville
- ·
- Crozet
- 1.45 mi to center
-
EV Charge Station
-
Parking
-
Skiing
-
View
-
EV Charge Station
-
Parking
-
Skiing
-
View
- Charlottesville
- ·
- Nellysford
- 3.18 mi to center
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Parking
-
Pool
-
Spa
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Gordonsville
- 3.41 mi to center
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
- Charlottesville
- ·
- Gordonsville
- 3.40 mi to center
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Charlottesville
- ·
- Nellysford
- 2.89 mi to center
-
Parking
-
Pool
-
Internet
-
Sports/Activities
-
Parking
-
Pool
-
Internet
-
Sports/Activities
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
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Parking
-
Pool
-
Spa
-
Internet
-
Parking
-
Pool
-
Spa
-
Internet
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
-
Parking
-
Pool
-
Skiing
-
View
-
Parking
-
Pool
-
Skiing
-
View
- Charlottesville
- ·
- Nellysford
- 3.24 mi to center
-
EV Charge Station
-
Parking
-
Pool
-
Balcony/Terrace
-
EV Charge Station
-
Parking
-
Pool
-
Balcony/Terrace
Travel Stories and Guides For Charlottesville
Explore tips, destination guides, and inspiration for your next getaway.