Holiday rentals near Keswick Vineyards and Winery
We found 485 holiday rentals — enter your dates for availability
If you'd like to stay close to Keswick Vineyards and Winery, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Keswick Vineyards and Winery
Showing deals for:25 Jul - 1 Aug
Image gallery for Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
1010 out of 10 rating
Exceptional
(23 reviews)
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Charlottesville, VA
18% off
Price is £1,190
£1,190
£170 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!
1010 out of 10 rating
Exceptional
(15 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
7% off
Price is £2,035
£2,035
£291 per night
includes taxes & fees
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
1010 out of 10 rating
Exceptional
(20 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
17% off
Price is £3,151
£3,151
£450 per night
includes taxes & fees
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
1010 out of 10 rating
Exceptional
(31 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
16% off
Price is £2,240
£2,240
£320 per night
includes taxes & fees
Image gallery for The Recycled House - Walk Downtown
1010 out of 10 rating
Exceptional
(160 reviews)
The Recycled House - Walk Downtown
Charlottesville, VA
24% off
Price is £1,514
£1,514
£216 per night
includes taxes & fees
Image gallery for UVA Home near Scott Stadium, the Corner, & Wineries
1010 out of 10 rating
Exceptional
(29 reviews)
UVA Home near Scott Stadium, the Corner, & Wineries
Charlottesville, VA
15% off
Price is £3,032
£3,032
£433 per night
includes taxes & fees
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
21% off
Price is £2,738
£2,738
£391 per night
includes taxes & fees
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
17% off
Price is £1,328
£1,328
£190 per night
includes taxes & fees
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
8% off
Price is £4,947
£4,947
£707 per night
includes taxes & fees
Image gallery for Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly
1010 out of 10 rating
Exceptional
(19 reviews)
Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly
Somerset, VA
17% off
Price is £1,987
£1,987
£284 per night
includes taxes & fees
Image gallery for The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
1010 out of 10 rating
Exceptional
(87 reviews)
The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
Stanardsville, VA
8% off
Price is £2,092
£2,092
£299 per night
includes taxes & fees
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
8% off
Price is £1,272
£1,272
£182 per night
includes taxes & fees
Image gallery for 18th Century Charming Bungalow #127 Pool & Spa.
9.89.8 out of 10 rating
Exceptional
(43 reviews)
18th Century Charming Bungalow #127 Pool & Spa.
Gordonsville, VA
8% off
Price is £851
£851
£122 per night
includes taxes & fees
Image gallery for Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville, VA
17% off
Price is £916
£916
£131 per night
includes taxes & fees
Image gallery for Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
1010 out of 10 rating
Exceptional
(44 reviews)
Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
Barboursville, VA
35% off
Price is £1,994
£1,994
£285 per night
includes taxes & fees
Image gallery for Azalea Cottage - adorable cottage within one mile of the University of Virginia
1010 out of 10 rating
Exceptional
(129 reviews)
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Charlottesville, VA
11% off
Price is £1,522
£1,522
£217 per night
includes taxes & fees
Image gallery for Belmont Carriage House
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Belmont Carriage House
Charlottesville, VA
19% off
Price is £2,047
£2,047
£292 per night
includes taxes & fees
Image gallery for Loveshack, a charming tiny house on a 5 acre farm
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Loveshack, a charming tiny house on a 5 acre farm
Charlottesville, VA
7% off
Price is £1,317
£1,317
£188 per night
includes taxes & fees
Image gallery for Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
1010 out of 10 rating
Exceptional
(342 reviews)
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
Charlottesville, VA
11% off
Price is £2,219
£2,219
£317 per night
includes taxes & fees
Image gallery for 1700"s Summer Kitchen Cottage #147 Pool & Spa
9.89.8 out of 10 rating
Exceptional
(45 reviews)
1700"s Summer Kitchen Cottage #147 Pool & Spa
Gordonsville, VA
8% off
Price is £851
£851
£122 per night
includes taxes & fees
Image gallery for The Natchez - quiet front porch & rockers.
1010 out of 10 rating
Exceptional
(122 reviews)
The Natchez - quiet front porch & rockers.
Ruckersville, VA
8% off
Price is £908
£908
£130 per night
includes taxes & fees
Image gallery for Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
1010 out of 10 rating
Exceptional
(21 reviews)
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
Charlottesville, VA
11% off
Price is £4,432
£4,432
£633 per night
includes taxes & fees
Image gallery for Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Palmyra, VA
6% off
Price is £799
£799
£114 per night
includes taxes & fees
Image gallery for The Franklin Estate - Suite A-Private Apt-King Bed
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Franklin Estate - Suite A-Private Apt-King Bed
Ruckersville, VA
15% off
Price is £753
£753
£108 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Keswick Vineyards and Winery
Charlottesville Retreat for Family & Friends
Sleeps 20 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
The Ranch at Wine Country - Complimentary Bottle!
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Shire Suite at White Lotus Eco Spa Retreat
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
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)
Cozy 2 bedroom on Main St in Gordonsville
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
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