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Keswick Vacation Rentals

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Bedrooms

Bathrooms

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5 mi
44 rentals in Keswick.
Stonemont Farm Cabin - in Keswick by VIneyards!, vacation rental in Keswick
Stonemont Farm Cabin - in Keswick by VIneyards!, vacation rental in Keswick
Stonemont Farm Cabin - in Keswick by VIneyards!, vacation rental in Keswick

Stonemont Farm Cabin - in Keswick by VIneyards!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Cottage on beautiful Farm & Vineyard, vacation rental in Keswick
Charming Cottage on beautiful Farm & Vineyard, vacation rental in Keswick
Charming Cottage on beautiful Farm & Vineyard, vacation rental in Keswick

Charming Cottage on beautiful Farm & Vineyard

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Smokehouse at La Fourche- Elegant Keswick Cottage, vacation rental in Keswick
Smokehouse at La Fourche- Elegant Keswick Cottage, vacation rental in Keswick
Smokehouse at La Fourche- Elegant Keswick Cottage, vacation rental in Keswick

Smokehouse at La Fourche- Elegant Keswick Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Tavern at La Fourche- Two Story Keswick Cottage, vacation rental in Keswick
Tavern at La Fourche- Two Story Keswick Cottage, vacation rental in Keswick
Tavern at La Fourche- Two Story Keswick Cottage, vacation rental in Keswick

Tavern at La Fourche- Two Story Keswick Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Stonemont Farm Cottage in Keswick near Vineyards!, vacation rental in Keswick
Stonemont Farm Cottage in Keswick near Vineyards!, vacation rental in Keswick
Stonemont Farm Cottage in Keswick near Vineyards!, vacation rental in Keswick

Stonemont Farm Cottage in Keswick near Vineyards!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stonemont Farm Retreat | Cottage and Cabin on Keswick Farm | Sleeps 12, vacation rental in Keswick
Stonemont Farm Retreat | Cottage and Cabin on Keswick Farm | Sleeps 12, vacation rental in Keswick
Stonemont Farm Retreat | Cottage and Cabin on Keswick Farm | Sleeps 12, vacation rental in Keswick

Stonemont Farm Retreat | Cottage and Cabin on Keswick Farm | Sleeps 12

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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NEW Luxury Estate in the heart of Virginia’s Monticello Wine Trail, vacation rental in Keswick
NEW Luxury Estate in the heart of Virginia’s Monticello Wine Trail, vacation rental in Keswick
NEW Luxury Estate in the heart of Virginia’s Monticello Wine Trail, vacation rental in Keswick

NEW Luxury Estate in the heart of Virginia’s Monticello Wine Trail

Rental Home
6 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Newly Renovated 2 BR cottage w/pool, vacation rental in Keswick
Beautiful Newly Renovated 2 BR cottage w/pool, vacation rental in Keswick
Beautiful Newly Renovated 2 BR cottage w/pool, vacation rental in Keswick

Beautiful Newly Renovated 2 BR cottage w/pool

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The following properties within 20 miles of Keswick match all your filters:
1802 cottage once part of Monticello and owned by Thomas Jefferson, vacation rental in Keswick
1802 cottage once part of Monticello and owned by Thomas Jefferson, vacation rental in Keswick
1802 cottage once part of Monticello and owned by Thomas Jefferson, vacation rental in Keswick

1802 cottage once part of Monticello and owned by Thomas Jefferson

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, vacation rental in Keswick
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, vacation rental in Keswick
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!, vacation rental in Keswick

Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool, vacation rental in Keswick
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool, vacation rental in Keswick
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool, vacation rental in Keswick

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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Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, vacation rental in Keswick
Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, vacation rental in Keswick
Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking, vacation rental in Keswick

Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, vacation rental in Keswick
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, vacation rental in Keswick
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, vacation rental in Keswick

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, vacation rental in Keswick
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, vacation rental in Keswick
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, vacation rental in Keswick

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Colle | Historic Estate with Pool, Across from Jefferson Vineyards, vacation rental in Keswick
Colle | Historic Estate with Pool, Across from Jefferson Vineyards, vacation rental in Keswick
Colle | Historic Estate with Pool, Across from Jefferson Vineyards, vacation rental in Keswick

Colle | Historic Estate with Pool, Across from Jefferson Vineyards

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Charming Charlottesville Apt w/ Outdoor Space!, vacation rental in Keswick
Charming Charlottesville Apt w/ Outdoor Space!, vacation rental in Keswick
Charming Charlottesville Apt w/ Outdoor Space!, vacation rental in Keswick

Charming Charlottesville Apt w/ Outdoor Space!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Unit 2_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick
Unit 2_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick
Unit 2_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick

Unit 2_Expansive Luxury Suite for up to 4 Persons

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Bedroom, 1 Bath, Full Kitchen with Laundry,, vacation rental in Keswick
3 Bedroom, 1 Bath, Full Kitchen with Laundry,, vacation rental in Keswick
3 Bedroom, 1 Bath, Full Kitchen with Laundry,, vacation rental in Keswick

3 Bedroom, 1 Bath, Full Kitchen with Laundry,

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unit 5 - Cozy Lower Level Studio Suite, vacation rental in Keswick
Unit 5 - Cozy Lower Level Studio Suite, vacation rental in Keswick
Unit 5 - Cozy Lower Level Studio Suite, vacation rental in Keswick

Unit 5 - Cozy Lower Level Studio Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cowboy hide-a-way cottage with hot tub on historic farm close to everything, vacation rental in Keswick
Cowboy hide-a-way cottage with hot tub on historic farm close to everything, vacation rental in Keswick
Cowboy hide-a-way cottage with hot tub on historic farm close to everything, vacation rental in Keswick

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Unit 4 - Luxury King Suite with Private Balcony, vacation rental in Keswick
Unit 4 - Luxury King Suite with Private Balcony, vacation rental in Keswick
Unit 4 - Luxury King Suite with Private Balcony, vacation rental in Keswick

Unit 4 - Luxury King Suite with Private Balcony

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Loveshack, a charming tiny house on a 5 acre farm, vacation rental in Keswick
Loveshack, a charming tiny house on a 5 acre farm, vacation rental in Keswick
Loveshack, a charming tiny house on a 5 acre farm, vacation rental in Keswick

Loveshack, a charming tiny house on a 5 acre farm

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Unit 3 - Luxury King Suite with Private Balcony, vacation rental in Keswick
Unit 3 - Luxury King Suite with Private Balcony, vacation rental in Keswick
Unit 3 - Luxury King Suite with Private Balcony, vacation rental in Keswick

Unit 3 - Luxury King Suite with Private Balcony

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Barn Studio in country setting but close to town, vacation rental in Keswick
Barn Studio in country setting but close to town, vacation rental in Keswick
Barn Studio in country setting but close to town, vacation rental in Keswick

Barn Studio in country setting but close to town

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Treehouse in Charlottesville Downtown, vacation rental in Keswick
Treehouse in Charlottesville Downtown, vacation rental in Keswick
Treehouse in Charlottesville Downtown, vacation rental in Keswick

Treehouse in Charlottesville Downtown

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage on quiet farm close to town and wineries, vacation rental in Keswick
Cottage on quiet farm close to town and wineries, vacation rental in Keswick
Cottage on quiet farm close to town and wineries, vacation rental in Keswick

Cottage on quiet farm close to town and wineries

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, vacation rental in Keswick
Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, vacation rental in Keswick
Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries, vacation rental in Keswick

Cozy Suite on Historic Property - Explore Nearby Vineyards and Wineries

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Unit 1_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick
Unit 1_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick
Unit 1_Expansive Luxury Suite for up to 4 Persons, vacation rental in Keswick

Unit 1_Expansive Luxury Suite for up to 4 Persons

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Nest on Locust | 2 Bed, 2 Bath, vacation rental in Keswick
Nest on Locust | 2 Bed, 2 Bath, vacation rental in Keswick
Nest on Locust | 2 Bed, 2 Bath, vacation rental in Keswick

Nest on Locust | 2 Bed, 2 Bath

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Monticello Vista - A Woolen Mills Retreat, vacation rental in Keswick
Monticello Vista - A Woolen Mills Retreat, vacation rental in Keswick
Monticello Vista - A Woolen Mills Retreat, vacation rental in Keswick

Monticello Vista - A Woolen Mills Retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Barn studios with a view near Monticello and wineries!, vacation rental in Keswick
The Barn studios with a view near Monticello and wineries!, vacation rental in Keswick
The Barn studios with a view near Monticello and wineries!, vacation rental in Keswick

The Barn studios with a view near Monticello and wineries!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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House near Downtown and UVA location!, vacation rental in Keswick
House near Downtown and UVA location!, vacation rental in Keswick
House near Downtown and UVA location!, vacation rental in Keswick

House near Downtown and UVA location!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Recently Renovated Humble House, vacation rental in Keswick
Recently Renovated Humble House, vacation rental in Keswick
Recently Renovated Humble House, vacation rental in Keswick

Recently Renovated Humble House

Rental Home
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charlottesville's Charming Retreat: Stunning Vacation Home, vacation rental in Keswick
Charlottesville's Charming Retreat: Stunning Vacation Home, vacation rental in Keswick
Charlottesville's Charming Retreat: Stunning Vacation Home, vacation rental in Keswick

Charlottesville's Charming Retreat: Stunning Vacation Home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Rural Farm House minutes from Downtown Charlottesville, vacation rental in Keswick
Rural Farm House minutes from Downtown Charlottesville, vacation rental in Keswick
Rural Farm House minutes from Downtown Charlottesville, vacation rental in Keswick

Rural Farm House minutes from Downtown Charlottesville

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year, vacation rental in Keswick
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year, vacation rental in Keswick
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year, vacation rental in Keswick

Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MountainView Farm Getaway, vacation rental in Keswick
MountainView Farm Getaway, vacation rental in Keswick
MountainView Farm Getaway, vacation rental in Keswick

MountainView Farm Getaway

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Cape Cod Home in Heart of Charlottesville, vacation rental in Keswick
Charming Cape Cod Home in Heart of Charlottesville, vacation rental in Keswick
Charming Cape Cod Home in Heart of Charlottesville, vacation rental in Keswick

Charming Cape Cod Home in Heart of Charlottesville

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming Creekside Gem near Downtown, vacation rental in Keswick
Charming Creekside Gem near Downtown, vacation rental in Keswick
Charming Creekside Gem near Downtown, vacation rental in Keswick

Charming Creekside Gem near Downtown

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!, vacation rental in Keswick
Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!, vacation rental in Keswick
Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!, vacation rental in Keswick

Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming 4-bedroom Woolen Mills house close to Monticello in Charlottesville, vacation rental in Keswick
Charming 4-bedroom Woolen Mills house close to Monticello in Charlottesville, vacation rental in Keswick
Charming 4-bedroom Woolen Mills house close to Monticello in Charlottesville, vacation rental in Keswick

Charming 4-bedroom Woolen Mills house close to Monticello in Charlottesville

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 2-bedroom house on Meadow Creek, vacation rental in Keswick
Charming 2-bedroom house on Meadow Creek, vacation rental in Keswick
Charming 2-bedroom house on Meadow Creek, vacation rental in Keswick

Charming 2-bedroom house on Meadow Creek

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!, vacation rental in Keswick
Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!, vacation rental in Keswick
Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!, vacation rental in Keswick

Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Studio | Kitchen | Washer/Dryer | Backyard, vacation rental in Keswick
Elegant Studio | Kitchen | Washer/Dryer | Backyard, vacation rental in Keswick
Elegant Studio | Kitchen | Washer/Dryer | Backyard, vacation rental in Keswick

Elegant Studio | Kitchen | Washer/Dryer | Backyard

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-44 of 44
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