Holiday Rentals in Charlottesville
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200 rentals in Charlottesville.
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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1802 cottage once part of Monticello and owned by Thomas Jefferson
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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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Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fairytale Loft Suite | 1 bed, 1 bath Luxury Apartment in Downtown Belmont
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rugby Hills-Walk to University Rotunda/Downtown
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fourth Street #6 - | Downtown Mall with Amazing View
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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Walkable to UVA, and Fountain Research park, Newly Renovated Home.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Park Street Cottage - 5 bdrm/4 bath - North Downtown
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Townsman Hotel: Secretariat | 0 Bed, 1 Bath
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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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Water Street #2 - Studio apartment attached to Downtown Mall
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Old Met #202 | Corner View Overlooking Downtown Mall
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Beauty and Walkable to Everywhere
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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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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Yellow House| 2 BR Cottage Dtwn Cville/Belmont
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New! Cameron Cottage | Best UVA Neighborhood
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townsman Hotel: Faulkner | 0 Bed, 1 Bath
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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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Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Newly remodeled basement apt just two blocks from the downtown mall - 2 miles
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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 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 2
Match: Sleeps
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Hometract Cottage, Historic Property, located in Charlottesville, VA
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Holiday Rental House
3 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
4 bathrooms
Sleeps 8
Match: Sleeps
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The Gryphon | Downtown Mall next to Townsman Hotel
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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As seen on
Colle | Historic Estate with Pool, Across from Jefferson Vineyards
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
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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As seen on
Enderly - c1859 - English Basement Apartment
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Penthouse Apartment Overlooking Downtown Mall
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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As seen on
Townsman Hotel: Poe | 0 Bed, 1 Bath
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Corner House | Stylish Belmont Home, Walk to Downtown Mall
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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As seen on
Townsman Hotel: Meriwether | 0 Bed, 1 Bath
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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As seen on
Bright, Spacious Home Perfect for Groups (5 Beds)
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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As seen on
Boutique Room steps from Downtown Mall | Rose Jean - Room #5
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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As seen on
Boutique Hotel Room 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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As seen on
Charming Updated 3 Bedroom Home Near Downtown
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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As seen on
Beautiful Ranch Style Home - Minutes from Downtown CVille!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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As seen on
Hoos` Homestead | 5 Bed, 4.5 Bath
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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As seen on
Boutique Room steps from Downtown Mall | Rose Jean - Room #1
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 200
Frequently Asked Questions about Charlottesville
- Yes, here are some popular holiday rentals in Charlottesville that have a pool:
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
- 1802 cottage once part of Monticello and owned by Thomas Jefferson
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Yes, here are some popular holiday rentals in Charlottesville that have internet access:
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
- 1802 cottage once part of Monticello and owned by Thomas Jefferson
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- The best pet friendly rentals in Charlottesville are:
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Downtown Carriage House | 1 BR Loft close to the historic downtown mall
- Rugby Hills-Walk to University Rotunda/Downtown
- Some of the most popular kid friendly rentals in Charlottesville are:
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Downtown Carriage House | 1 BR Loft close to the historic downtown mall
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