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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Browse Select Keswick Cottages

1802 cottage once part of Monticello and owned by Thomas Jefferson
Outdoor pool, a heated pool

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (83)
"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.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (33)
"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 $202
CA $390 total
includes taxes & fees
Aug 20 - Aug 21
Unique Cypress cottage, close to Charlottesville with mountain views.
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

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 CA $206
CA $277 total
includes taxes & fees
Aug 18 - Aug 19
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Glade Cottage at White Lotus Eco Spa Retreat
Property grounds

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 $131
CA $231 total
includes taxes & fees
Aug 19 - Aug 20
Glade Cottage at White Lotus Eco Spa Retreat
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Fridge, microwave, oven, stovetop

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
Outdoor spa tub

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
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is CA $177
CA $385 total
includes taxes & fees
Aug 12 - Aug 13
Mechum Hill Cottage: Central to Crozet & Cville
Elegant Cottage on 600 Acre Horse & Livestock Farm
Outdoor dining

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 CA $303
CA $400 total
includes taxes & fees
Aug 11 - Aug 12
Elegant Cottage on 600 Acre Horse & Livestock Farm
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Terrace/patio

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
Outdoor dining

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
Terrace/patio

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 CA $275
CA $458 total
includes taxes & fees
Aug 11 - Aug 12
High Street | Walk to Everything Crozet | Pet-Friendly
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Fridge, microwave, oven, stovetop

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!
Fridge, microwave, oven, stovetop

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
Interior

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

The price is CA $122
CA $354 total
includes taxes & fees
Aug 11 - Aug 12
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Loveshack, a charming tiny house on a 5 acre farm
Smart TV

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
Fridge, microwave, coffee/tea maker, toaster

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
Terrace/patio

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 CA $135
CA $265 total
includes taxes & fees
Aug 12 - Aug 13
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries
Exterior

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
Fridge, microwave, oven, stovetop

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
Property grounds

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

Omni Charlottesville Hotel

Omni Charlottesville Hotel

10/10 Excellent
"I am disabled and in a wheelchair- I was able navigate the very thing. I was with family and we were overwhelmed by the amount of food options! Extraordinary locations with great access to most places ! "
Maggie 2-night trip
Posted 2 days ago
Omni Charlottesville Hotel