Search Vacation Homes in Keswick

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Keswick

Newly renovated entire guest suite in Orange County.

Orange
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 SAR 371
SAR 580 total
includes taxes & fees
1 Dec - 2 Dec
Newly renovated entire guest suite in Orange County.

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Gordonsville
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 SAR 450
SAR 684 total
includes taxes & fees
1 Dec - 2 Dec
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Westerly Haven B: Walk to Scott Stadium!

2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (5)
"Was a great place. "
United States
Tripp C.
The price is SAR 597
SAR 1,441 total
includes taxes & fees
1 Dec - 2 Dec
Westerly Haven B: Walk to Scott Stadium!

Rugby Road Residential -RRR- near UVa and downtown

Barracks Rugby
10.0 out of 10, Exceptional, (39)
"Great place to stay and well organized !"
United States
Joseph F.
The price is SAR 506
SAR 943 total
includes taxes & fees
1 Dec - 2 Dec
Rugby Road Residential -RRR- near UVa and downtown

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

Stanardsville
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 SAR 469
SAR 846 total
includes taxes & fees
1 Dec - 2 Dec
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville
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 SAR 554
SAR 1,033 total
includes taxes & fees
2 Dec - 3 Dec
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

Hydraulic
9.0 out of 10, Wonderful, (7)
"Great location. Clean and wider place to stay"
United States
Wright A. N.
The price is SAR 375
SAR 1,299 total
includes taxes & fees
1 Dec - 2 Dec
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

The House in the Holla at the foot of Shenandoah National Park

Stanardsville
9.8 out of 10, Exceptional, (74)
"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 SAR 439
SAR 922 total
includes taxes & fees
1 Dec - 2 Dec
The House in the Holla at the foot of Shenandoah National Park

Secluded Zen River Retreat

Stanardsville
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 SAR 428
SAR 769 total
includes taxes & fees
7 Dec - 8 Dec
Secluded Zen River Retreat

Hill Street House walk to UVA Stadium/Fry's Spring

Fry's Spring
10.0 out of 10, Exceptional, (35)
"We really enjoyed the space. "
United States
Danielle R.
The price is SAR 600
SAR 1,464 total
includes taxes & fees
1 Dec - 2 Dec
Hill Street House walk to UVA Stadium/Fry's Spring

Historic Madison Eagle Inn

Madison
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 SAR 525
SAR 949 total
includes taxes & fees
1 Dec - 2 Dec
Historic Madison Eagle Inn

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Belmont
9.8 out of 10, Exceptional, (52)
"Cute, clean and cozy place! Close to downtown mall. Candace and Jason are very prompt with communication! "
United States
Seeta P.
The price is SAR 469
SAR 858 total
includes taxes & fees
8 Dec - 9 Dec
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

Gordonsville
10.0 out of 10, Exceptional, (33)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
The price is SAR 934
SAR 1,332 total
includes taxes & fees
31 Dec - 1 January 2026
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

The Ranch at Wine Country - Complimentary Bottle!

Gordonsville
10.0 out of 10, Exceptional, (43)
"Great property, clean, easy to check in and out"
United States
Carl S.
The price is SAR 994
SAR 1,687 total
includes taxes & fees
1 Dec - 2 Dec
The Ranch at Wine Country - Complimentary Bottle!

Old Wash House - Rm. 104

Stanardsville
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 SAR 563
SAR 878 total
includes taxes & fees
12 Dec - 13 Dec
Old Wash House - Rm. 104

Charming Updated 3 Bedroom Home Near Downtown

Martha Jefferson
9.8 out of 10, Exceptional, (65)
"We had a great stay. The house is very nice and clean, and in a central location in Charlottesville. The neighborhood is lovely with many restaurants, shops, and things to do nearby. Check-in and check-out was easy, and the host communicated well. We would definitely stay there again."
United States
Vanessa M.
The price is SAR 760
SAR 1,653 total
includes taxes & fees
1 Dec - 2 Dec
Charming Updated 3 Bedroom Home Near Downtown

Lodge Room 109 - Grandma`s Kitchen

Stanardsville
9.4 out of 10, Exceptional, (8)
"Enjoyed our stay at the lodge and had great breakfasts."
United States
Anonymous traveler
The price is SAR 563
SAR 878 total
includes taxes & fees
12 Dec - 13 Dec
Lodge Room 109 - Grandma`s Kitchen

Lydia Schoolhouse Rm. 112

Stanardsville
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 SAR 563
SAR 874 total
includes taxes & fees
1 Dec - 2 Dec
Lydia Schoolhouse Rm. 112

Lodge Room 110 - The Zen

Stanardsville
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 SAR 563
SAR 878 total
includes taxes & fees
14 Dec - 15 Dec
Lodge Room 110 - The Zen

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

Gordonsville
9.6 out of 10, Exceptional, (38)
"A beautiful place to get some quite time and beautiful views near Charlottesville, Virginia"
United States
Derrick E.
The price is SAR 600
SAR 729 total
includes taxes & fees
7 Dec - 8 Dec
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Keswick Hotel Reviews