Keswick Vacation Rentals

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Our top choices for Keswick vacation rentals

Country Home, 15 Mins to Downtown Mall + UVA

Country Home, 15 Mins to Downtown Mall + UVA
Keswick
10.0 out of 10, Exceptional, (1 review)
"Very clean"
United States
Danny T.
The price is ¥16,893
¥41,715 total
includes taxes & fees
May 12 - May 13
Country Home, 15 Mins to Downtown Mall + UVA

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (89 reviews)
"Second time staying with the family here. We had so much fun! Kids love the experience! Highly recommended! "
United States
Yan
The price is ¥22,152
¥32,322 total
includes taxes & fees
Apr 22 - Apr 23
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is ¥20,240
¥23,134 total
includes taxes & fees
Apr 23 - Apr 24
SONSAK - MONTICELLO

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (137 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is ¥23,906
¥31,637 total
includes taxes & fees
Apr 15 - Apr 16
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Louisa
10.0 out of 10, Exceptional, (23 reviews)
"Excellent stay! Spacious, tidy, and was perfect for our group! We would definitely go back! "
United States
Bianca C.
The price is ¥25,180
¥93,781 total
includes taxes & fees
Apr 19 - Apr 20
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (156 reviews)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
The price is ¥35,061
¥46,000 total
includes taxes & fees
Apr 15 - Apr 16
Elegant Cottage on 600 Acre Horse & Livestock Farm

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (48 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is ¥25,101
¥45,794 total
includes taxes & fees
Apr 15 - Apr 16
The Cabin at the Lake

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (134 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
The price is ¥23,906
¥33,400 total
includes taxes & fees
Apr 21 - Apr 22
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (14 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is ¥22,152
¥40,134 total
includes taxes & fees
May 10 - May 11
Historic Madison Eagle Inn

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (24 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is ¥19,921
¥35,211 total
includes taxes & fees
Apr 15 - Apr 16
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (42 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is ¥23,427
¥42,827 total
includes taxes & fees
Apr 19 - Apr 20
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (44 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
The price is ¥33,468
¥50,148 total
includes taxes & fees
Apr 19 - Apr 20
Log Cabin on the River

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
The price is ¥17,929
¥26,933 total
includes taxes & fees
Apr 20 - Apr 21
Newly renovated entire guest suite in Orange County.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Gordonsville
9.4 out of 10, Exceptional, (34 reviews)
"Great service!"
United States
Chuck B.
The price is ¥35,061
¥42,067 total
includes taxes & fees
Apr 15 - Apr 16
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (107 reviews)
"Very clean and amazing location. Owners are very communicative. We certainly plan on returning in the future. "
United States
Anthony C.
The price is ¥31,874
¥53,617 total
includes taxes & fees
Apr 15 - Apr 16
High Street | Walk to Everything Crozet | Pet-Friendly

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.6 out of 10, Exceptional, (39 reviews)
"2nd time at horse farm. Loved it again. Peaceful and quiet. We love the restaurants in orange. Will be back again next year. "
United States
Anonymous traveler
The price is ¥25,499
¥30,781 total
includes taxes & fees
Apr 20 - Apr 21
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (48 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is ¥23,109
¥36,037 total
includes taxes & fees
Apr 21 - Apr 22
Private Guest Suite by Wineries/Orchards/Cville

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (30 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is ¥17,260
¥23,372 total
includes taxes & fees
Apr 23 - Apr 24
Unit 5 - Cozy Lower Level Studio Suite

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (87 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is ¥37,452
¥48,908 total
includes taxes & fees
Apr 15 - Apr 16
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (16 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is ¥23,906
¥45,705 total
includes taxes & fees
May 10 - May 11
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Keswick Hotel Reviews

Find out more about Keswick

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Frequently asked questions

Can I find vacation rentals in Keswick?

Yes, we offer vacation rentals close to top sights in Keswick, or you can select a more remote option if you're looking for relaxation. Keswick is known for its wineries and restaurants.

What's the top vacation rental that Keswick has to offer?

Country Home, 15 Mins to Downtown Mall + UVA: This highly rated vacation home rental in Keswick is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Keswick?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Keswick stay.

What can I see and do in Keswick?

Explore the area and family-friendly sights such as Virginia Discovery Museum, or get out into nature at a spot like Carter Mountain Orchard. Other places in town to visit include Keswick Vineyards and Winery and Castle Hill Cider.

What are vacation rentals like in Keswick?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Keswick. Vacation rentals feature extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.