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Holiday Rentals in Charlottesville

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5 km
248 rentals in Charlottesville.
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown, holiday rental in Charlottesville
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown, holiday rental in Charlottesville
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown, holiday rental 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 in Charlottesville
1802 cottage once part of Monticello and owned by Thomas Jefferson, holiday rental in Charlottesville
1802 cottage once part of Monticello and owned by Thomas Jefferson, holiday rental in Charlottesville

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 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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Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville
Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville
Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville

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 in Charlottesville
Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!, holiday rental in Charlottesville
Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!, holiday rental in Charlottesville

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, holiday rental in Charlottesville
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool, holiday rental in Charlottesville
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool, holiday rental in Charlottesville

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, holiday rental in Charlottesville
Fairytale Loft Suite | 1 bed, 1 bath Luxury Apartment in Downtown Belmont, holiday rental in Charlottesville
Fairytale Loft Suite | 1 bed, 1 bath Luxury Apartment in Downtown Belmont, holiday rental in Charlottesville

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 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
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Fourth Street #6 - | Downtown Mall with Amazing View, holiday rental in Charlottesville
Fourth Street #6 - | Downtown Mall with Amazing View, holiday rental in Charlottesville
Fourth Street #6 - | Downtown Mall with Amazing View, holiday rental in Charlottesville

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 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
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Walkable to UVA, and Fountain Research park, Newly Renovated Home., holiday rental in Charlottesville
Walkable to UVA, and Fountain Research park, Newly Renovated Home., holiday rental in Charlottesville
Walkable to UVA, and Fountain Research park, Newly Renovated Home., holiday rental in Charlottesville

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 in Charlottesville
Park Street Cottage - 5 bdrm/4 bath - North Downtown, holiday rental in Charlottesville
Park Street Cottage - 5 bdrm/4 bath - North Downtown, holiday rental in Charlottesville

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, holiday rental in Charlottesville
Townsman Hotel: Secretariat | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Secretariat | 0 Bed, 1 Bath, holiday rental in Charlottesville

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 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
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Water Street #2 - Studio apartment attached to Downtown Mall, holiday rental in Charlottesville
Water Street #2 - Studio apartment attached to Downtown Mall, holiday rental in Charlottesville
Water Street #2 - Studio apartment attached to Downtown Mall, holiday rental in Charlottesville

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 in Charlottesville
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive, holiday rental in Charlottesville
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive, holiday rental in Charlottesville

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, holiday rental in Charlottesville
Old Met #202 | Corner View Overlooking Downtown Mall, holiday rental in Charlottesville
Old Met #202 | Corner View Overlooking Downtown Mall, holiday rental in Charlottesville

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 in Charlottesville
Historic Beauty and Walkable to Everywhere, holiday rental in Charlottesville
Historic Beauty and Walkable to Everywhere, holiday rental in Charlottesville

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 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
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The Ari - Belmont 2 bed, 1 bath, walk to downtown  921 B 6th Street SE, holiday rental in Charlottesville
The Ari - Belmont 2 bed, 1 bath, walk to downtown  921 B 6th Street SE, holiday rental in Charlottesville
The Ari - Belmont 2 bed, 1 bath, walk to downtown  921 B 6th Street SE, holiday rental in Charlottesville

The Ari - Belmont 2 bed, 1 bath, walk to downtown 921 B 6th Street SE

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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
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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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Yellow House| 2 BR Cottage Dtwn Cville/Belmont, holiday rental in Charlottesville
Yellow House| 2 BR Cottage Dtwn Cville/Belmont, holiday rental in Charlottesville
Yellow House| 2 BR Cottage Dtwn Cville/Belmont, holiday rental in Charlottesville

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 in Charlottesville
New! Cameron Cottage | Best UVA Neighborhood, holiday rental in Charlottesville
New! Cameron Cottage | Best UVA Neighborhood, holiday rental in Charlottesville

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, 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

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville

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 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

Condo/Apartment
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 in Charlottesville
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!, holiday rental in Charlottesville
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!, holiday rental in Charlottesville

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, holiday rental in Charlottesville
Newly remodeled basement apt just two blocks from the downtown mall - 2 miles, holiday rental in Charlottesville
Newly remodeled basement apt just two blocks from the downtown mall - 2 miles, holiday rental in Charlottesville

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 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 3
Match: Sleeps
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Luxurious Townhouse, holiday rental in Charlottesville
Luxurious Townhouse, holiday rental in Charlottesville
Luxurious Townhouse, holiday rental in Charlottesville

Luxurious Townhouse

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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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 2
Match: Sleeps
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Hometract Cottage, Historic Property, located in Charlottesville, VA, holiday rental in Charlottesville
Hometract Cottage, Historic Property, located in Charlottesville, VA, holiday rental in Charlottesville
Hometract Cottage, Historic Property, located in Charlottesville, VA, holiday rental in Charlottesville

Hometract Cottage, Historic Property, located in Charlottesville, VA

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Près-de-terre | Amazing Property Near the UVA Grounds, holiday rental in Charlottesville
Près-de-terre | Amazing Property Near the UVA Grounds, holiday rental in Charlottesville
Près-de-terre | Amazing Property Near the UVA Grounds, holiday rental in Charlottesville

Près-de-terre | Amazing Property Near the UVA Grounds

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville

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 in Charlottesville
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, holiday rental in Charlottesville
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, holiday rental in Charlottesville

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 in Charlottesville
Stadium Cottage | Beautiful Home Steps Away From Scott's Stadium/UVA Grounds, holiday rental in Charlottesville
Stadium Cottage | Beautiful Home Steps Away From Scott's Stadium/UVA Grounds, holiday rental in Charlottesville

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, holiday rental in Charlottesville
The Gryphon | Downtown Mall next to Townsman Hotel, holiday rental in Charlottesville
The Gryphon | Downtown Mall next to Townsman Hotel, holiday rental in Charlottesville

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 in Charlottesville
*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ, holiday rental in Charlottesville
*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ, holiday rental in Charlottesville

*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Colle | Historic Estate with Pool, Across from Jefferson Vineyards, holiday rental in Charlottesville
Colle | Historic Estate with Pool, Across from Jefferson Vineyards, holiday rental in Charlottesville
Colle | Historic Estate with Pool, Across from Jefferson Vineyards, holiday rental in Charlottesville

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!, holiday rental in Charlottesville
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!, holiday rental in Charlottesville
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!, holiday rental in Charlottesville

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enderly - c1859 - English Basement Apartment, holiday rental in Charlottesville
Enderly - c1859 - English Basement Apartment, holiday rental in Charlottesville
Enderly - c1859 - English Basement Apartment, holiday rental in Charlottesville

Enderly - c1859 - English Basement Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville
Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville
Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville

Penthouse Apartment Overlooking Downtown Mall

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville

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 in Charlottesville
Corner House | Stylish Belmont Home, Walk to Downtown Mall, holiday rental in Charlottesville
Corner House | Stylish Belmont Home, Walk to Downtown Mall, holiday rental in Charlottesville

Corner House | Stylish Belmont Home, Walk to Downtown Mall

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townsman Hotel: Meriwether | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Meriwether | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Meriwether | 0 Bed, 1 Bath, holiday rental in Charlottesville

Townsman Hotel: Meriwether | 0 Bed, 1 Bath

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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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
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Boutique Room steps from Downtown Mall | Rose Jean - Room #5, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #5, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #5, holiday rental in Charlottesville

Boutique Room steps from Downtown Mall | Rose Jean - Room #5

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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 2
Match: Sleeps
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Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville
Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville
Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville

Charming Updated 3 Bedroom Home Near Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 248
Frequently Asked Questions about Charlottesville