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Browse Select Keswick Cottages

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 $207
CA $278 total
includes taxes & fees
Aug 11 - Aug 12
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (81)
"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

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

10.0 out of 10, Exceptional, (35)
"Had a very pleasant stay!! The host was super nice and very helpful- definitely recommend this property if you are planning a visit to Charlottesville "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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 $401 total
includes taxes & fees
Aug 7 - Aug 8
Elegant Cottage on 600 Acre Horse & Livestock Farm

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is CA $178
CA $386 total
includes taxes & fees
Aug 10 - Aug 11
Mechum Hill Cottage: Central to Crozet & Cville

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

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 $459 total
includes taxes & fees
Aug 10 - Aug 11
High Street | Walk to Everything Crozet | Pet-Friendly

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 10 - Aug 11
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Rosé All Day: Wine Country Getaway! Walk to Dining

2.0 star property
10.0 out of 10, Exceptional, (14)
"Just what we needed for a few days away! Great location with plenty of food and activities nearby! "
The price is CA $168
CA $439 total
includes taxes & fees
Aug 11 - Aug 12
Rosé All Day: Wine Country Getaway! Walk to Dining

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 10 - Aug 11
Glade Cottage at White Lotus Eco Spa Retreat

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 CA $203
CA $391 total
includes taxes & fees
Aug 20 - Aug 21
Unique Cypress cottage, close to Charlottesville with mountain views.

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

The price is CA $123
CA $354 total
includes taxes & fees
Aug 6 - Aug 7
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

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

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

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (30)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard

Scenic VA Wine & Horse Country Cottage, Near UVA

10.0 out of 10, Exceptional, (11)
"Great time being outdoors, enjoying local sites and traveling in to Charlottesville."
Scenic VA Wine & Horse Country Cottage, Near UVA

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

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

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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