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Keswick Vacation Rentals

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Vacation Rentals in Keswick

Our top choices for Keswick vacation rentals

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Modern Farmhouse in Keswick 5BR/4BA

2.0 star property
Modern Farmhouse in Keswick 5BR/4BA

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!

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (24)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
The price is CA $193
CA $274 total
includes taxes & fees
Aug 24 - Aug 25
Postcard Cabins Shenandoah

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (86)
"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

The Cabin at the Lake

9.8 out of 10, Exceptional, (29)
"Being so close to the lake was lovely! Our dogs had such a great time!"
The price is CA $219
CA $402 total
includes taxes & fees
Aug 25 - Aug 26
The Cabin at the Lake

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (36)
"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 CA $215
CA $408 total
includes taxes & fees
Aug 25 - Aug 26
Unique Cypress cottage, close to Charlottesville with mountain views.

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

10.0 out of 10, Exceptional, (33)
"This cabin was so quiet and romantic! As advertised, we would definitely stay again!"
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

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

9.8 out of 10, Exceptional, (39)
"Great place...beautiful property and it was cozy and clean."
The price is CA $200
CA $258 total
includes taxes & fees
Aug 25 - Aug 26
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

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

9.6 out of 10, Exceptional, (60)
"We enjoyed our stay. The home was well stocked and cozy. "
The price is CA $162
CA $338 total
includes taxes & fees
Aug 25 - Aug 26
The House in the Holla at the foot of Shenandoah National Park

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

9.4 out of 10, Exceptional, (70)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

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

9.0 out of 10, Wonderful, (117)
"Very convenient location, comfortable and great for the pup. "
The price is CA $208
CA $297 total
includes taxes & fees
Sep 4 - Sep 5
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Hot tub, Firepit, Beautiful Mountain Views!

10.0 out of 10, Exceptional, (19)
"Comfortable interiors in a secluded setting just minutes from the entry to Shenandoah."
Hot tub, Firepit, Beautiful Mountain Views!

Numerous On-Site Trails: Earlysville Wooded Cabin

9.8 out of 10, Exceptional, (73)
"Great place to stay to visit Shenandoah national Park and surrounding area. Host was a great communicator and made sure we had everything we needed. Would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

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 CA $132
CA $233 total
includes taxes & fees
Aug 25 - Aug 26
Glade Cottage at White Lotus Eco Spa Retreat

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (35)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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 CA $248
CA $470 total
includes taxes & fees
Aug 25 - Aug 26
Ivy Rose Cottage nestled b/t Cville & Vineyards

Pet-Friendly Lake Monticello Home w/ Perks!

Pet-Friendly Lake Monticello Home w/ Perks!

Relax at 3100 feet and enjoy the peace and tranquility

10.0 out of 10, Exceptional, (78)
"It was a wonderfully serene space for our anniversary trip!"
Relax at 3100 feet and enjoy the peace and tranquility

Old Met #306 | 1 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (62)
"Great spot and roomy apartment!"
The price is CA $251
CA $328 total
includes taxes & fees
Aug 25 - Aug 26
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 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?

The House in the Holla at the foot of Shenandoah National Park: Visitors like this Keswick vacation home rental. It is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Keswick?

With 6 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 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 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.