Vacation rentals near Keswick Vineyards and Winery
We found 491 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Keswick Vineyards and Winery, scroll through and discover vacation rentals to find the perfect one for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include parking and a fireplace. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Keswick Vineyards and Winery
Showing deals for:Aug 22 - Aug 29
Image gallery for Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.
1010 out of 10 rating
Exceptional
(73 reviews)
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.
Orange, VA
8% off
Price is $1,038
$1,038
per night
$7,264 for 7 nights
$7,264 for 7 nights
All fees included
Image gallery for 5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
1010 out of 10 rating
Exceptional
(5 reviews)
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Louisa, VA
8% off
Price is $422
$422
per night
$2,953 for 7 nights
$2,953 for 7 nights
All fees included
Image gallery for Visit Monticello, Wineries, UVA & More
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Visit Monticello, Wineries, UVA & More
Zion Crossroads, VA
22% off
Price is $388
$388
per night
$2,718 for 7 nights
$2,718 for 7 nights
All fees included
Image gallery for Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville, VA
18% off
Price is $390
$390
per night
$2,727 for 7 nights
$2,727 for 7 nights
All fees included
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!
1010 out of 10 rating
Exceptional
(17 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
8% off
Price is $342
$342
per night
$2,397 for 7 nights
$2,397 for 7 nights
All fees included
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
1010 out of 10 rating
Exceptional
(32 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
17% off
Price is $379
$379
per night
$2,651 for 7 nights
$2,651 for 7 nights
All fees included
Image gallery for Charming 3-bedroom Farm Cottage: Relax, Unwind, and Explore Gordonsville, VA
1010 out of 10 rating
Exceptional
(161 reviews)
Charming 3-bedroom Farm Cottage: Relax, Unwind, and Explore Gordonsville, VA
Gordonsville, VA
9% off
Price is $255
$255
per night
$1,786 for 7 nights
$1,786 for 7 nights
All fees included
Image gallery for The Recycled House - Walk Downtown
1010 out of 10 rating
Exceptional
(161 reviews)
The Recycled House - Walk Downtown
Charlottesville, VA
26% off
Price is $250
$250
per night
$1,751 for 7 nights
$1,751 for 7 nights
All fees included
Image gallery for 'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
9.89.8 out of 10 rating
Exceptional
(83 reviews)
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville, VA
18% off
Price is $229
$229
per night
$1,603 for 7 nights
$1,603 for 7 nights
All fees included
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
1010 out of 10 rating
Exceptional
(21 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
19% off
Price is $418
$418
per night
$2,929 for 7 nights
$2,929 for 7 nights
All fees included
Image gallery for UVA Home near Scott Stadium, the Corner, & Wineries
1010 out of 10 rating
Exceptional
(30 reviews)
UVA Home near Scott Stadium, the Corner, & Wineries
Charlottesville, VA
17% off
Price is $681
$681
per night
$4,767 for 7 nights
$4,767 for 7 nights
All fees included
Image gallery for Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
1010 out of 10 rating
Exceptional
(53 reviews)
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
Charlottesville, VA
23% off
Price is $398
$398
per night
$2,785 for 7 nights
$2,785 for 7 nights
All fees included
Image gallery for “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
1010 out of 10 rating
Exceptional
(31 reviews)
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville, VA
9% off
Price is $258
$258
per night
$1,803 for 7 nights
$1,803 for 7 nights
All fees included
Image gallery for Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Delightful 5-bedroom residence near downtown Charlottesville. Pet-friendly!
Charlottesville, VA
9% off
Price is $550
$550
per night
$3,847 for 7 nights
$3,847 for 7 nights
All fees included
Image gallery for Beautiful, Relaxing Getaway for Family and Friends
1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful, Relaxing Getaway for Family and Friends
Charlottesville, VA
9% off
Price is $805
$805
per night
$5,634 for 7 nights
$5,634 for 7 nights
All fees included
Image gallery for Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
1010 out of 10 rating
Exceptional
(45 reviews)
Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
Barboursville, VA
37% off
Price is $349
$349
per night
$2,441 for 7 nights
$2,441 for 7 nights
All fees included
Image gallery for Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
1010 out of 10 rating
Exceptional
(31 reviews)
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Charlottesville, VA
9% off
Price is $193
$193
per night
$1,352 for 7 nights
$1,352 for 7 nights
All fees included
Image gallery for Cozy 2 bedroom on Main St in Gordonsville
1010 out of 10 rating
Exceptional
(14 reviews)
Cozy 2 bedroom on Main St in Gordonsville
Gordonsville, VA
9% off
Price is $220
$220
per night
$1,538 for 7 nights
$1,538 for 7 nights
All fees included
Image gallery for Historic, Quaint Bungalow #157 Pool & Spa
9.49.4 out of 10 rating
Exceptional
(43 reviews)
Historic, Quaint Bungalow #157 Pool & Spa
Gordonsville, VA
9% off
Price is $139
$139
per night
$972 for 7 nights
$972 for 7 nights
All fees included
Image gallery for Charlottesville Retreat for Family & Friends
1010 out of 10 rating
Exceptional
(96 reviews)
Charlottesville Retreat for Family & Friends
Charlottesville, VA
17% off
Price is $642
$642
per night
$4,495 for 7 nights
$4,495 for 7 nights
All fees included
Image gallery for Visit Monticello, Wineries, UVA: Room for a Crowd
9.09.0 out of 10 rating
Wonderful
(15 reviews)
Visit Monticello, Wineries, UVA: Room for a Crowd
Zion Crossroads, VA
22% off
Price is $501
$501
per night
$3,510 for 7 nights
$3,510 for 7 nights
All fees included
Image gallery for 18th Century Charming Bungalow #127 Pool & Spa.
9.89.8 out of 10 rating
Exceptional
(44 reviews)
18th Century Charming Bungalow #127 Pool & Spa.
Gordonsville, VA
9% off
Price is $139
$139
per night
$972 for 7 nights
$972 for 7 nights
All fees included
Image gallery for Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
9.69.6 out of 10 rating
Exceptional
(36 reviews)
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville, VA
19% off
Price is $156
$156
per night
$1,092 for 7 nights
$1,092 for 7 nights
All fees included
Image gallery for Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Palmyra, VA
6% off
Price is $139
$139
per night
$972 for 7 nights
$972 for 7 nights
All fees included
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Keswick Vineyards and Winery
Showing deals for: Aug 21 - Aug 24
Charlottesville Retreat for Family & Friends
Sleeps 20 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
The current price is $841
$841
All fees included
Cottage and working farm in heart of Virginia wine country near UVA & Woodberry
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The current price is $440
$440
All fees included
Cozy 2 bedroom on Main St in Gordonsville
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The current price is $269
$269
All fees included
Shire Suite at White Lotus Eco Spa Retreat
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is $159
$159
All fees included
The Ranch at Wine Country - Complimentary Bottle!
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The current price is $358
$358
All fees included
Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is $218
$218
All fees included
Top rated rentals - Keswick Vineyards and Winery
Excellent Walkable Spot in Charlottesville
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Great location with all the comfort you’d expect
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Great trip!
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Beautiful property
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Spectacular stay
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Great Getaway
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Fabulous Location and Very Comfortable House
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Beautiful property
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
