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Holiday Rentals with Pools in Charlottesville

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11 rentals in Charlottesville.
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POOL IS OPEN!!! Come swim in privacy!
Light-filled room, Queen-sized bed, Fireplace                   Photo: Melanie Marshall-Roth
The Cottage adjacent to the Main House
The Cottage at Sunnybank B&B
Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Beautifully Rustic Cabin just 10 minutes from UVA, with pool!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Cottage on quiet farm close to town and wineries
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Stunning Modern Townhome with amazing views in a safe and beautiful neighborhood
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Near University of Virginia + CHO | Free Breakfast, Indoor Pool!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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King Suite Near University of Virginia + CHO | Free Breakfast, Pool Access
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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King Suite Near University of Virginia + CHO | Free Daily Breakfast
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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★ New 3 Bed/4 Bath | 10 min to UVA/Hospital/Wineries/Downtown Mall
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Colle | 6 Bed, 5.5 Bath
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Magnolia Hill | 4 Bed, 3.5 Bath
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Save time - get the best Charlottesville rentals sent straight to your email!
Equipped Studio Near University of Virginia + CHO | Free Daily Breakfast
Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Stay Minutes from ~UVA~, Yet Feel Like You're in the Country—On 5 Ac. w/ Pond
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Belmont Bungalow, Walk to Restaurants, DT, UVA, Attractions
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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The Recycled House - Walk Downtown
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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C'ville Country Retreat for UVa Events~Wine Tours~Family/Friends Reunions
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Renew*Coniferidge ... Located in a beautiful wooded setting.
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Secluded Escape for Family & Friends * Laurelen on Stony Point Acres
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Comfortable Charlottesville Town House
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dowtown Mall / Best Location in C-Ville - Rare House just off Main Street
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Azalea Cottage - adorable cottage within one mile of the University of Virginia
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Honey House--beautiful detached Modern loft near UVA, Downtown and Monticello
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Experience CHARLOTTESVILLE with charm❣️
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ingleridge Annex | 2-bed historic home just 3 miles to UVA up scenic Garth Rd
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pryor-Haynes House | 4 Bed, 4.5 Bath
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Warner House | NEW! Charming Home in Belmont- walk Downtown
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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•Broad Reach• Secluded cottage with open living space, sunset deck, big yard
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stadium Cottage | Beautiful Home Steps Away From Scott's Stadium/UVA Grounds
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Rugby Hills-Walk to University Rotunda/Downtown
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Located In Trendy downtown Belmont, Easy Walk To Downtown Mall,UVA. Pet friendly
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Braeside Annex | Comfort Close to Boars Head & UVA
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Westview Haus- walking distance to UVA, Scott Stadium, JPJ Arena, dining/shops
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Ranch Style Home - Minutes from Downtown CVille!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cavalier Cove | 4 Bed, 5.5 Bath
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Premium Downtown Charlottesville 1900's Renovated Abode in Belmont Neighborhood
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cabell Cottage | 2 Bed, 1.5 Bath
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Bright, Spacious Home Perfect for Groups (5 Beds)
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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The Belmont Flat | 0 Bed, 1 Bath
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Boutique Hotel Room above The Jefferson Theater on the Downtown Mall
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cope Foster - King room | Downtown Cville!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay at Knight's Gambit Vineyard
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Corner House | 3 Bed, 1.5 Bath
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Apartment at Ivy Farms near Barracks and central Charlottesville
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Bungalow | 4 Bed, 2 Bath
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Townsman Hotel: Faulkner | 0 Bed, 1 Bath
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1802 cottage once part of Monticello and owned by Thomas Jefferson
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Charming Charlottesville Apt w/ Outdoor Space!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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