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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Keswick and around

1802 cottage once part of Monticello and owned by Thomas Jefferson
Stroll up the traditional staircase to a charming entrance surrounded by lush greenery and beautiful flowering plants.

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
Unique Cypress cottage, close to Charlottesville with mountain views.
Escape to a secluded cabin surrounded by lush forest and a sheltered porch.

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 €253
includes taxes & fees
20 Aug - 21 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Situated in a wooded area, this cottage offers a serene and setting with a well-maintained lawn and mature trees.

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 €178
includes taxes & fees
11 Aug - 12 Aug
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Glade Cottage at White Lotus Eco Spa Retreat
Relax on the deck overlooking the serene water, surrounded by lush trees.

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 €148
includes taxes & fees
10 Aug - 11 Aug
Glade Cottage at White Lotus Eco Spa Retreat
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Situated in a serene natural setting, this charming property features a porch with a flagpole and a grassy lawn.

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
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Relax in a serene hot tub under a shaded pergola with a view of the surrounding green landscape.

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (25)
"Beautiful property the cabin is so cute perfectly situated the hot tub is awesome very clean just a beautiful getaway and not a far drive highly highly recommend"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Mechum Hill Cottage: Central to Crozet & Cville
Enjoy serene views of the forest from this outdoor space, perfect for dining or relaxation.

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is €246
includes taxes & fees
10 Aug - 11 Aug
Mechum Hill Cottage: Central to Crozet & Cville
Elegant Cottage on 600 Acre Horse & Livestock Farm
Relax in a serene outdoor space with a round table, wicker chairs, and a cushioned bench, surrounded by a fenced pasture view.

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (143)
"It’s Very secluded , the horses next to the house are adorable, perfect place with kids..We really enjoyed . "
The price is €255
includes taxes & fees
11 Aug - 12 Aug
Elegant Cottage on 600 Acre Horse & Livestock Farm
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Escape to a serene forest retreat with a cozy cabin featuring a deck and sheltered porch.

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (7)
"House was beautiful and in a nice quiet neighborhood. Beds were SUPER comfortable, I slept amazing here. Would certainly stay again! "
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Quiet Blue Ridge Mountain Cottage
Relax on the porch with a swing seat suspended from the ceiling, surrounded by lush greenery and a serene atmosphere.

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (88)
"small, quaint little cottage that accommodated our lodging needs sufficiently"
Quiet Blue Ridge Mountain Cottage
High Street | Walk to Everything Crozet | Pet-Friendly
Step outside to a cozy porch with a comfortable chair and a welcoming entrance.

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (101)
"Very cute and very clean. Enjoyed our stay. I understand the abandoned area will be upgraded, looking forward to seeing the outcome"
The price is €292
includes taxes & fees
10 Aug - 11 Aug
High Street | Walk to Everything Crozet | Pet-Friendly
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Exterior

Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.

10.0 out of 10, Exceptional, (1)
"Beautifully decorated and super clean. They’ve thought of all the little touches. Location is perfect, around 7 miles outside of town but in the peaceful countryside. We sat on the porch watching wildlife in the back. There are vineyards and breweries in all directions. We visited Monticello and even mountain top orchards. Owners were great. We will be returning. "
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Stonemont Farm Cottage in Keswick near Vineyards!
Cozy cottage with a welcoming entrance, surrounded by lush greenery and a well-maintained lawn.

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!
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Work in comfort with a desk, chair, and ample storage.

2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

The price is €223
includes taxes & fees
9 Aug - 10 Aug
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Loveshack, a charming tiny house on a 5 acre farm
Guests enter through a charming stone pathway to a single-story building with a gabled roof.

Loveshack, a charming tiny house on a 5 acre farm

9.4 out of 10, Exceptional, (6)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
Cozy cabin nestled among lush greenery, featuring a rustic exterior and a charming front porch.

Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors

10.0 out of 10, Exceptional, (48)
"Very peaceful and comfortable place to stay."
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Relax in a serene garden setting with a comfortable seating area featuring two chairs and lush greenery.

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

10.0 out of 10, Exceptional, (36)
"Such a great place for a wine weekend trip that isn’t right in the middle of UVA but just a 15 min drive to downtown. The chickens were for sure the stars, would def come back! "
The price is €169
includes taxes & fees
12 Aug - 13 Aug
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries
Situated in a peaceful natural setting, this charming building features a porch with a red accent and an American flag.

Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

10.0 out of 10, Exceptional, (42)
"This was a great stay! There are very nice touches in the place and the snacks were appreciated. It is spotless with everything needed for a comfortable time, The beds are great we loved the fire pit. Will stay again! "
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Set amidst lush greenery, this two-story house offers a serene retreat with a balcony overlooking the surrounding landscape.

Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed this home so much! Beautiful location, house is immaculate, communication with owners was perfect! Cannot say enough wonderful things. We booked it again immediately for a trip we having coming in the fall. "
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Relax at 3100 feet and enjoy the peace and tranquility
Relax in the serene outdoor seating area, complete with a barbecue grill and comfortable seating for two.

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
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"We had a lovely stay!"
Krista 1-night trip
Posted 1 day ago
English Inn of Charlottesville

Frequently asked questions

Why book your cottage in Keswick with Expedia?
Reserving a cottage in Keswick is as easy as working out your travel dates and selecting your ideal place for outdoor recreation and relaxation. From upscale retreats to inexpensive properties and cottages that feature perks like a hot tub, Expedia has something for all traveller tastes. As for the best deals around? We've got your back!
How can I find cheap cottages in Keswick?
Expedia is here to help you easily source cheap cottages in Keswick. To discover a fantastic stay in just a few keystrokes, try out our handy filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Keswick near my cottage?
If you're eager to discover the best of Keswick, pay a visit to Keswick Vineyards and Winery. It's a winner among locals and tourists alike.