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Top Holiday Rentals in Keswick

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (33)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!

Modern Farmhouse in Keswick 4BR/4BA

2.0 star property
Modern Farmhouse in Keswick 4BR/4BA

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (21)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
The price is £138
includes taxes & fees
10 Aug - 11 Aug
Postcard Cabins Shenandoah

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (82)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson

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

9.8 out of 10, Exceptional, (47)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
The price is £201
includes taxes & fees
12 Aug - 13 Aug
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (57)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is £257
includes taxes & fees
18 Aug - 19 Aug
Ivy Rose Cottage nestled b/t Cville & Vineyards

Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

10.0 out of 10, Exceptional, (32)
"We had a beautiful stay and very secluded. We would love to come back. "
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

Numerous On-Site Trails: Earlysville Wooded Cabin

10.0 out of 10, Exceptional, (71)
"We absolutely loved how beautiful this little cabin is. Loved sitting on the front porch drinking my coffee in the mornings and listening to the birds chirp. This place is so peaceful and relaxing. Barbara was a wonderful host and came over to check to see if we needed anything. Great location to visit all the local towns around the area and only 30 minutes from the Byrd visitor center and Shenandoah national Park. We would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (69)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (32)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is £219
includes taxes & fees
20 Aug - 21 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.

The Cabin at the Lake

9.8 out of 10, Exceptional, (28)
"The cabin was beautiful, quiet and peaceful. "
The price is £220
includes taxes & fees
14 Aug - 15 Aug
The Cabin at the Lake

Log Cabin on the River

9.6 out of 10, Exceptional, (38)
"This was a great little get away tucked away in the mountains. The check in process was super easy, and it was very clean. "
The price is £208
includes taxes & fees
17 Aug - 18 Aug
Log Cabin on the River

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.8 out of 10, Exceptional, (38)
"Great little spot! We were only there one night, but it was very quiet and had everything we needed. "
The price is £142
includes taxes & fees
13 Aug - 14 Aug
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (18)
" A very charming and relaxing getaway. The atmosphere was peaceful and inviting—perfect for a short escape. I felt completely at ease and truly enjoyed my time here. I’ll definitely be coming back."
The price is £128
includes taxes & fees
10 Aug - 11 Aug
Glade Cottage at White Lotus Eco Spa Retreat

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

9.0 out of 10, Wonderful, (115)
"The listing is very accurate and was clean. My entire family loved staying!"
The price is £154
includes taxes & fees
11 Aug - 12 Aug
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (135)
"This was a nice place to spend a couple of days."
The Natchez - quiet front porch & rockers.

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

10.0 out of 10, Exceptional, (12)
"Perfect home for our yearly Christmas gathering. Would definitely book again and highly recommend this property. "
The price is £487
includes taxes & fees
24 Aug - 25 Aug
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Newly renovated entire guest suite in Orange County.

10.0 out of 10, Exceptional, (43)
"Myla was such a wonderful hostess. She shared cucumbers from her garden with us. This place was like a home away from home. Cozy and had everything you need. We stayed here 5 nights. My dog loved trying to hunt the squirrels. And the flowers smelled amazing when you stepped outside every morning. I highly recommend staying here. "
The price is £100
includes taxes & fees
9 Aug - 10 Aug
Newly renovated entire guest suite in Orange County.

Old Met #306 | 1 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (62)
"Great spot and roomy apartment!"
The price is £180
includes taxes & fees
25 Aug - 26 Aug
Old Met #306 | 1 Bedroom, 2 Bath
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

Frequently asked questions

Can I find holiday rentals in Keswick?

Yes, there are holiday rentals close to the most popular sights in Keswick, or you can select a more secluded option if you're looking for a relaxing stay. Keswick is known for its wineries and restaurants.

What are some of the best holiday rentals that Keswick has to offer?

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!: This holiday home rental outside of Keswick is located in the city centre, and offers a patio, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals are there in Keswick?

With 5 Expedia holiday rentals, you're guaranteed 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 Charlottesville Ice Park, 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 holiday rentals like in Keswick?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Keswick. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.