Search Vacation Homes in Keswick

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Homes in Keswick

Property grounds
Newly renovated entire guest suite in Orange County.

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.
$144 nightly
The price is $155
Dec 1 - Dec 2
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
Outdoor dining
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

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.
$170 nightly
The price is $182
Dec 1 - Dec 2
Total with taxes and fees
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Fridge, microwave, oven, stovetop
Westerly Haven B: Walk to Scott Stadium!

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.
$336 nightly
The price is $384
Dec 1 - Dec 2
Total with taxes and fees
Westerly Haven B: Walk to Scott Stadium!
Fridge, microwave, oven, stovetop
Rugby Road Residential -RRR- near UVa and downtown

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.
$220 nightly
The price is $251
Dec 1 - Dec 2
Total with taxes and fees
Rugby Road Residential -RRR- near UVa and downtown
Exterior
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, (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
$199 nightly
The price is $225
Dec 1 - Dec 2
Total with taxes and fees
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Interior
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay at Sage Cottage this weekend. The house itself was beautiful and gorgeously decorated. Great location! "
United States
Amy H.
$257 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Fridge, microwave, oven, stovetop
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

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.
$303 nightly
The price is $346
Dec 1 - Dec 2
Total with taxes and fees
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA
Fridge, microwave, oven, stovetop
The House in the Holla at the foot of Shenandoah National Park

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
$217 nightly
The price is $246
Dec 1 - Dec 2
Total with taxes and fees
The House in the Holla at the foot of Shenandoah National Park
Terrace/patio
Secluded Zen River Retreat

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.
$202 nightly
The price is $205
Dec 7 - Dec 8
Total with taxes and fees
Secluded Zen River Retreat
TV, offices
Hill Street House walk to UVA Stadium/Fry's Spring

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.
$335 nightly
The price is $390
Dec 1 - Dec 2
Total with taxes and fees
Hill Street House walk to UVA Stadium/Fry's Spring
Exterior detail
Historic Madison Eagle Inn

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
$243 nightly
The price is $253
Dec 1 - Dec 2
Total with taxes and fees
Historic Madison Eagle Inn
Exterior detail
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

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.
$200 nightly
The price is $229
Dec 8 - Dec 9
Total with taxes and fees
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Exterior
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“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.
$331 nightly
The price is $355
Dec 31 - Jan 1, 2026
Total with taxes and fees
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Interior
The Ranch at Wine Country - Complimentary Bottle!

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.
$419 nightly
The price is $450
Dec 1 - Dec 2
Total with taxes and fees
The Ranch at Wine Country - Complimentary Bottle!
1 bedroom, desk, WiFi, bed sheets
Old Wash House - Rm. 104

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.
$206 nightly
The price is $233
Dec 1 - Dec 2
Total with taxes and fees
Old Wash House - Rm. 104
Exterior
Charming Updated 3 Bedroom Home Near Downtown

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.
$386 nightly
The price is $441
Dec 1 - Dec 2
Total with taxes and fees
Charming Updated 3 Bedroom Home Near Downtown
Property grounds
Lodge Room 109 - Grandma`s Kitchen

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
$206 nightly
The price is $233
Dec 1 - Dec 2
Total with taxes and fees
Lodge Room 109 - Grandma`s Kitchen
Terrace/patio
Lydia Schoolhouse Rm. 112

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.
$206 nightly
The price is $233
Dec 1 - Dec 2
Total with taxes and fees
Lydia Schoolhouse Rm. 112
Property grounds
Lodge Room 110 - The Zen

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.
$206 nightly
The price is $233
Dec 1 - Dec 2
Total with taxes and fees
Lodge Room 110 - The Zen
Fridge, microwave, oven, stovetop
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, (38)
"A beautiful place to get some quite time and beautiful views near Charlottesville, Virginia"
United States
Derrick E.
$181 nightly
The price is $194
Dec 7 - Dec 8
Total with taxes and fees
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Keswick Hotel Reviews

The Doyle Hotel

The Doyle Hotel

10/10 Excellent
"Overall I enjoyed my stay at the Doyle. I did not enjoy the awkward parking situation. For self park there are no signs leading you to the parking lot which was not easy to find. I also do not care for the automated no person at the front desk thing. Very impersonal and un welcoming. I did however enjoy my stay every though it seemed like it was run by a bunch of robots."
Bradley 2-night trip
Posted 1 day ago
The Doyle Hotel

Find out more about Keswick

Keswick Vacation Homes information

Number of reviews
515
Accommodation
270 Vacation Homes
Lowest Price
$155
Highest Price
$450

Explore a world of travel with Expedia