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Holiday Rentals in Charlottesville

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183 rentals in Charlottesville.
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Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, holiday rental in Charlottesville
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, holiday rental in Charlottesville
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, holiday rental in Charlottesville

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 in Charlottesville
Stay Minutes from ~UVA~, Yet Feel Like You're in the Country—On 5 Ac. w/ Pond, holiday rental in Charlottesville
Stay Minutes from ~UVA~, Yet Feel Like You're in the Country—On 5 Ac. w/ Pond, holiday rental in Charlottesville

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 4
Match: Sleeps
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The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville

The Recycled House - Walk Downtown

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Belmont Bungalow, Walk to Restaurants, DT, UVA, Attractions, holiday rental in Charlottesville
Renovated Belmont Bungalow, Walk to Restaurants, DT, UVA, Attractions, holiday rental in Charlottesville
Renovated Belmont Bungalow, Walk to Restaurants, DT, UVA, Attractions, holiday rental in Charlottesville

Renovated Belmont Bungalow, Walk to Restaurants, DT, UVA, Attractions

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia, holiday rental in Charlottesville
Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia, holiday rental in Charlottesville
Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia, holiday rental in Charlottesville

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 in Charlottesville
C'ville Country Retreat for UVa Events~Wine Tours~Family/Friends Reunions, holiday rental in Charlottesville
C'ville Country Retreat for UVa Events~Wine Tours~Family/Friends Reunions, holiday rental in Charlottesville

C'ville Country Retreat for UVa Events~Wine Tours~Family/Friends Reunions

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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The Cottage at Sunnybank B&B, holiday rental in Charlottesville
The Cottage at Sunnybank B&B, holiday rental in Charlottesville
The Cottage at Sunnybank B&B, holiday rental in Charlottesville

The Cottage at Sunnybank B&B

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville
Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville
Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville

Azalea Cottage - adorable cottage within one mile of the University of Virginia

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Secluded Escape for Family & Friends * Laurelen on Stony Point Acres, holiday rental in Charlottesville
Secluded Escape for Family & Friends * Laurelen on Stony Point Acres, holiday rental in Charlottesville
Secluded Escape for Family & Friends * Laurelen on Stony Point Acres, holiday rental in Charlottesville

Secluded Escape for Family & Friends * Laurelen on Stony Point Acres

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Renew*Coniferidge ... Located in a beautiful wooded setting., holiday rental in Charlottesville
Renew*Coniferidge ... Located in a beautiful wooded setting., holiday rental in Charlottesville
Renew*Coniferidge ... Located in a beautiful wooded setting., holiday rental in Charlottesville

Renew*Coniferidge ... Located in a beautiful wooded setting.

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, holiday rental in Charlottesville
Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, holiday rental in Charlottesville
Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, holiday rental in Charlottesville

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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Comfortable Charlottesville Town House, holiday rental in Charlottesville
Comfortable Charlottesville Town House, holiday rental in Charlottesville
Comfortable Charlottesville Town House, holiday rental in Charlottesville

Comfortable Charlottesville Town House

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Honey House--beautiful detached Modern loft near UVA, Downtown and Monticello, holiday rental in Charlottesville
Honey House--beautiful detached Modern loft near UVA, Downtown and Monticello, holiday rental in Charlottesville
Honey House--beautiful detached Modern loft near UVA, Downtown and Monticello, holiday rental in Charlottesville

Honey House--beautiful detached Modern loft near UVA, Downtown and Monticello

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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•Broad Reach• Secluded cottage with open living space, sunset deck, big yard, holiday rental in Charlottesville
•Broad Reach• Secluded cottage with open living space, sunset deck, big yard, holiday rental in Charlottesville
•Broad Reach• Secluded cottage with open living space, sunset deck, big yard, holiday rental in Charlottesville

•Broad Reach• Secluded cottage with open living space, sunset deck, big yard

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Warner House | NEW! Charming Home in Belmont- walk Downtown, holiday rental in Charlottesville
Warner House | NEW! Charming Home in Belmont- walk Downtown, holiday rental in Charlottesville
Warner House | NEW! Charming Home in Belmont- walk Downtown, holiday rental in Charlottesville

Warner House | NEW! Charming Home in Belmont- walk Downtown

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Experience CHARLOTTESVILLE with charm❣️, holiday rental in Charlottesville
Experience CHARLOTTESVILLE with charm❣️, holiday rental in Charlottesville
Experience CHARLOTTESVILLE with charm❣️, holiday rental in Charlottesville

Experience CHARLOTTESVILLE with charm❣️

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Braeside Annex | Comfort Close to Boars Head & UVA, holiday rental in Charlottesville
Braeside Annex | Comfort Close to Boars Head & UVA, holiday rental in Charlottesville
Braeside Annex | Comfort Close to Boars Head & UVA, holiday rental in Charlottesville

Braeside Annex | Comfort Close to Boars Head & UVA

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Ingleridge Annex | 2-bed historic home just 3 miles to UVA up scenic Garth Rd, holiday rental in Charlottesville
Ingleridge Annex | 2-bed historic home just 3 miles to UVA up scenic Garth Rd, holiday rental in Charlottesville
Ingleridge Annex | 2-bed historic home just 3 miles to UVA up scenic Garth Rd, holiday rental in Charlottesville

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
More info
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Rugby Hills-Walk  to University Rotunda/Downtown, holiday rental in Charlottesville
Rugby Hills-Walk  to University Rotunda/Downtown, holiday rental in Charlottesville
Rugby Hills-Walk  to University Rotunda/Downtown, holiday rental in Charlottesville

Rugby Hills-Walk to University Rotunda/Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville
Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville
Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville

Pryor-Haynes House | 4 Bed, 4.5 Bath

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Located In Trendy downtown Belmont, Easy Walk To Downtown Mall,UVA. Pet friendly, holiday rental in Charlottesville
Located In Trendy downtown Belmont, Easy Walk To Downtown Mall,UVA. Pet friendly, holiday rental in Charlottesville
Located In Trendy downtown Belmont, Easy Walk To Downtown Mall,UVA. Pet friendly, holiday rental in Charlottesville

Located In Trendy downtown Belmont, Easy Walk To Downtown Mall,UVA. Pet friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful Ranch Style Home - Minutes from Downtown CVille!, holiday rental in Charlottesville
Beautiful Ranch Style Home - Minutes from Downtown CVille!, holiday rental in Charlottesville
Beautiful Ranch Style Home - Minutes from Downtown CVille!, holiday rental in Charlottesville

Beautiful Ranch Style Home - Minutes from Downtown CVille!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Westview Haus- walking distance to UVA, Scott Stadium, JPJ Arena, dining/shops, holiday rental in Charlottesville
Westview Haus- walking distance to UVA, Scott Stadium, JPJ Arena, dining/shops, holiday rental in Charlottesville
Westview Haus- walking distance to UVA, Scott Stadium, JPJ Arena, dining/shops, holiday rental in Charlottesville

Westview Haus- walking distance to UVA, Scott Stadium, JPJ Arena, dining/shops

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Premium Downtown Charlottesville 1900's Renovated Abode in Belmont Neighborhood, holiday rental in Charlottesville
Premium Downtown Charlottesville 1900's Renovated Abode in Belmont Neighborhood, holiday rental in Charlottesville
Premium Downtown Charlottesville 1900's Renovated Abode in Belmont Neighborhood, holiday rental in Charlottesville

Premium Downtown Charlottesville 1900's Renovated Abode in Belmont Neighborhood

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautifully Rustic Cabin just 10 minutes from UVA, with pool!, holiday rental in Charlottesville
Beautifully Rustic Cabin just 10 minutes from UVA, with pool!, holiday rental in Charlottesville
Beautifully Rustic Cabin just 10 minutes from UVA, with pool!, holiday rental in Charlottesville

Beautifully Rustic Cabin just 10 minutes from UVA, with pool!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville
Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville
Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville

Cabell Cottage | 2 Bed, 1.5 Bath

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Cavalier Cove | 4 Bed, 5.5 Bath, holiday rental in Charlottesville
Cavalier Cove | 4 Bed, 5.5 Bath, holiday rental in Charlottesville
Cavalier Cove | 4 Bed, 5.5 Bath, holiday rental in Charlottesville

Cavalier Cove | 4 Bed, 5.5 Bath

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
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Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville

Boutique Hotel Room above The Jefferson Theater on the Downtown Mall

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Bright, Spacious Home Perfect for Groups (5 Beds), holiday rental in Charlottesville
Bright, Spacious Home Perfect for Groups (5 Beds), holiday rental in Charlottesville
Bright, Spacious Home Perfect for Groups (5 Beds), holiday rental in Charlottesville

Bright, Spacious Home Perfect for Groups (5 Beds)

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautiful, Relaxing Getaway for Family and Friends, holiday rental in Charlottesville
Beautiful, Relaxing Getaway for Family and Friends, holiday rental in Charlottesville
Beautiful, Relaxing Getaway for Family and Friends, holiday rental in Charlottesville

Beautiful, Relaxing Getaway for Family and Friends

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville
The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville
The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville

The Belmont Flat | 0 Bed, 1 Bath

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville
Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville
Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville

Cope Foster - King room | Downtown Cville!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville

Townsman Hotel: Faulkner | 0 Bed, 1 Bath

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Stay at Knight's Gambit Vineyard, holiday rental in Charlottesville
Stay at Knight's Gambit Vineyard, holiday rental in Charlottesville
Stay at Knight's Gambit Vineyard, holiday rental in Charlottesville

Stay at Knight's Gambit Vineyard

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious Apartment at Ivy Farms near Barracks and central Charlottesville, holiday rental in Charlottesville
Spacious Apartment at Ivy Farms near Barracks and central Charlottesville, holiday rental in Charlottesville
Spacious Apartment at Ivy Farms near Barracks and central Charlottesville, holiday rental in Charlottesville

Spacious Apartment at Ivy Farms near Barracks and central Charlottesville

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Blue Bungalow | 4 Bed, 2 Bath, holiday rental in Charlottesville
Blue Bungalow | 4 Bed, 2 Bath, holiday rental in Charlottesville
Blue Bungalow | 4 Bed, 2 Bath, holiday rental in Charlottesville

Blue Bungalow | 4 Bed, 2 Bath

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Meriwether Springs Vineyard Estate | Professionally Cleaned, holiday rental in Charlottesville
Meriwether Springs Vineyard Estate | Professionally Cleaned, holiday rental in Charlottesville
Meriwether Springs Vineyard Estate | Professionally Cleaned, holiday rental in Charlottesville

Meriwether Springs Vineyard Estate | Professionally Cleaned

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville

Charming Charlottesville Apt w/ Outdoor Space!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Corner House | 3 Bed, 1.5 Bath, holiday rental in Charlottesville
Corner House | 3 Bed, 1.5 Bath, holiday rental in Charlottesville
Corner House | 3 Bed, 1.5 Bath, holiday rental in Charlottesville

Corner House | 3 Bed, 1.5 Bath

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville

Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville
Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville
Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville

Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Unique  space in downtown Belmont!, holiday rental in Charlottesville
Unique  space in downtown Belmont!, holiday rental in Charlottesville
Unique  space in downtown Belmont!, holiday rental in Charlottesville

Unique space in downtown Belmont!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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New luxury tiny house close to UVA, holiday rental in Charlottesville
New luxury tiny house close to UVA, holiday rental in Charlottesville
New luxury tiny house close to UVA, holiday rental in Charlottesville

New luxury tiny house close to UVA

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville

The Recycled House - Walk Downtown

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Payment Protection

Howl at the Moon Farm and Cabin, holiday rental in Charlottesville
Howl at the Moon Farm and Cabin, holiday rental in Charlottesville
Howl at the Moon Farm and Cabin, holiday rental in Charlottesville

Howl at the Moon Farm and Cabin

Cabin Holiday Rental
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, holiday rental in Charlottesville
Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, holiday rental in Charlottesville
Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, holiday rental in Charlottesville

Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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One mile from University of Virginia and UVA Medical Center, holiday rental in Charlottesville
One mile from University of Virginia and UVA Medical Center, holiday rental in Charlottesville
One mile from University of Virginia and UVA Medical Center, holiday rental in Charlottesville

One mile from University of Virginia and UVA Medical Center

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Nest on Locust | 2 Bed, 2 Bath, holiday rental in Charlottesville
Nest on Locust | 2 Bed, 2 Bath, holiday rental in Charlottesville
Nest on Locust | 2 Bed, 2 Bath, holiday rental in Charlottesville

Nest on Locust | 2 Bed, 2 Bath

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Well Appointed Home For Your Family's Enjoyment In The Heart of Charlottesville, holiday rental in Charlottesville
Well Appointed Home For Your Family's Enjoyment In The Heart of Charlottesville, holiday rental in Charlottesville
Well Appointed Home For Your Family's Enjoyment In The Heart of Charlottesville, holiday rental in Charlottesville

Well Appointed Home For Your Family's Enjoyment In The Heart of Charlottesville

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Wood Company Loft | 1 Bed, 1 Bath, holiday rental in Charlottesville
Wood Company Loft | 1 Bed, 1 Bath, holiday rental in Charlottesville
Wood Company Loft | 1 Bed, 1 Bath, holiday rental in Charlottesville

Wood Company Loft | 1 Bed, 1 Bath

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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