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Our top choices for Keswick vacation homes

10.0 out of 10, Exceptional, (43)
"Nice piece of property for our dogs to run around. Clean and had we had a great experience. "
United States
amy c.
The price is AED 364
AED 567 total
includes taxes & fees
12 Dec - 13 Dec
Newly renovated entire guest suite in Orange County.

Vacation Home in Jefferson Park Avenue

Westerly Haven A: Walk to Scott Stadium!
2.0 star property
9.6 out of 10, Exceptional, (7)
"Perfect location. Close to all things UVA. Property was very clean and well appointed. Will be keeping info on hand as it may come in handy during my son's college years. Would highly recommend and definitely will stay again."
United States
Kristi F.
The price is AED 459
AED 1,175 total
includes taxes & fees
12 Dec - 13 Dec
Westerly Haven A: Walk to Scott Stadium!
9.0 out of 10, Wonderful, (10)
"We attended a special dinner at Barboursville and this was a convenient place to stay. "
United States
Brett H.
The price is AED 441
AED 674 total
includes taxes & fees
14 Dec - 15 Dec
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
9.0 out of 10, Wonderful, (7)
"Great location. Clean and wider place to stay"
United States
Wright A. N.
The price is AED 562
AED 1,528 total
includes taxes & fees
8 Jan - 9 January 2026
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA
9.8 out of 10, Exceptional, (8)
"We had a wonderful stay at Sage Cottage this weekend. The house itself was beautiful and gorgeously decorated. Great location! "
United States
Amy H.
The price is AED 542
AED 1,011 total
includes taxes & fees
15 Dec - 16 Dec
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
10.0 out of 10, Exceptional, (22)
"This property was one of the best we have stayed at. It was everything we needed, the bedroom and bathroom luxurious. The kitchen area was the perfect size, stocked with a choice of coffees, teas and snacks. It’s perfectly located to go to the many wineries, restaurants and shopping in the area, It is an easy drive into Charlottesville. Our hostess was great, texting to check if we needed anything. I highly recommend a stay here."
United States
william
The price is AED 459
AED 824 total
includes taxes & fees
14 Dec - 15 Dec
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
9.8 out of 10, Exceptional, (75)
"The home was comfortable and fully stocked with amenities. Beautifully surrounded by mountains and the the river. Our Host was very quick to respond to my message. Look forward to returning "
United States
VIrginia
The price is AED 413
AED 863 total
includes taxes & fees
14 Dec - 15 Dec
The House in the Holla at the foot of Shenandoah National Park
10.0 out of 10, Exceptional, (40)
"The cottage has a fully equiped and very nice kitchen. Very clean, well furnished. Close to shopping and food."
United States
Frank
The price is AED 496
AED 936 total
includes taxes & fees
14 Dec - 15 Dec
Rugby Road Residential -RRR- near UVa and downtown
9.8 out of 10, Exceptional, (54)
"My family (4 adults) had a great time in Belmont. The location was perfect for a walk to "The Mall" and a short drive to campus for a game. The hosts were quick to respond and flexible with checking in. We would definitely stay here again."
United States
Kim E.
The price is AED 511
AED 886 total
includes taxes & fees
5 Jan - 6 January 2026
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Vacation Home in Stanardsville

Secluded Zen River Retreat
9.6 out of 10, Exceptional, (35)
"We only stayed one night, but we loved the property and cabin. The beds were very comfortable and the cabin was super clean. We had a very peaceful stay. I will make sure to return with my family."
United States
Kevin W.
The price is AED 419
AED 753 total
includes taxes & fees
14 Dec - 15 Dec
Secluded Zen River Retreat
10.0 out of 10, Exceptional, (59)
"Great location"
United States
Benjamin L.
The price is AED 481
AED 1,230 total
includes taxes & fees
5 Jan - 6 January 2026
Historic Beauty and Walkable to Everywhere

Vacation Home in Madison

Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (12)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveler
The price is AED 514
AED 929 total
includes taxes & fees
14 Dec - 15 Dec
Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (35)
"Great place to stay. "
United States
Christopher L.
The price is AED 588
AED 1,429 total
includes taxes & fees
14 Dec - 15 Dec
Hill Street House walk to UVA Stadium/Fry's Spring

Vacation Home in Orange

Spacious room in ca. 1830 home
9.0 out of 10, Wonderful, (2)
"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...
United States
Angie A.
The price is AED 679
AED 1,017 total
includes taxes & fees
12 Dec - 13 Dec
Spacious room in ca. 1830 home
2.0 star property
9.2 out of 10, Wonderful, (5)
"Everything was smooth and easy. The kitchen was great. We were only there about 10 hours total."
United States
John W.
The price is AED 731
AED 1,738 total
includes taxes & fees
12 Dec - 13 Dec
Montrose Manor- In the heart of Belmont!

Vacation Home in Stanardsville

Lodge Room 109 - Grandma`s Kitchen
9.4 out of 10, Exceptional, (8)
"Enjoyed our stay at the lodge and had great breakfasts."
United States
Anonymous traveler
The price is AED 459
AED 733 total
includes taxes & fees
22 Dec - 23 Dec
Lodge Room 109 - Grandma`s Kitchen

Vacation Home in Stanardsville

Old Wash House - Rm. 104
10.0 out of 10, Exceptional, (9)
"Wonderful atmosphere. Loved staying here and will stay again in the future."
United States
Kathleen K.
The price is AED 459
AED 733 total
includes taxes & fees
22 Dec - 23 Dec
Old Wash House - Rm. 104

Vacation Home in Stanardsville

Lydia Schoolhouse Rm. 112
10.0 out of 10, Exceptional, (19)
"Great pace to stay over night or even just to get away for a few days"
United States
Robb B.
The price is AED 459
AED 733 total
includes taxes & fees
22 Dec - 23 Dec
Lydia Schoolhouse Rm. 112

Vacation Home in Stanardsville

Lodge Room 110 - The Zen
9.8 out of 10, Exceptional, (10)
"Another great stay at the lodge. Rooms always clean and staff are so welcoming and helpful."
United States
George F.
The price is AED 459
AED 733 total
includes taxes & fees
22 Dec - 23 Dec
Lodge Room 110 - The Zen

Vacation Home in Stanardsville

The Filling Station - Rm. 107
10.0 out of 10, Exceptional, (12)
"Very nice room and easy access. Beautiful view. Easy check in."
United States
Jason A.
The price is AED 459
AED 733 total
includes taxes & fees
24 Dec - 25 Dec
The Filling Station - Rm. 107
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