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Featured Cottages in Keswick

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

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 AU$479
includes taxes & fees
3 Sept - 4 Sept
Unique Cypress cottage, close to Charlottesville with mountain views.

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

9.0 out of 10, Wonderful, (118)
"Very convenient location, comfortable and great for the pup. "
The price is AU$332
includes taxes & fees
28 Aug - 29 Aug
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (146)
"It’s Very secluded , the horses next to the house are adorable, perfect place with kids..We really enjoyed . "
The price is AU$453
includes taxes & fees
28 Aug - 29 Aug
Elegant Cottage on 600 Acre Horse & Livestock Farm

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

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 AU$262
includes taxes & fees
9 Sept - 10 Sept
Glade Cottage at White Lotus Eco Spa Retreat

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 AU$519
includes taxes & fees
28 Aug - 29 Aug
High Street | Walk to Everything Crozet | Pet-Friendly

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

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"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

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

9.4 out of 10, Exceptional, (26)
"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

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

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!

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

9.8 out of 10, Exceptional, (136)
"Property was very peaceful. Very much enjoyed the stay. Everyone was very friendly. "
The price is AU$309
includes taxes & fees
28 Aug - 29 Aug
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Charming Cottage on beautiful Farm & Vineyard

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

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 AU$387
includes taxes & fees
14 Sept - 15 Sept
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

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

10.0 out of 10, Exceptional, (46)
"Mw and my wife had a great time . House was nice and made for a great get away for the memorial day weekend. "
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

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! "
Rosé All Day: Wine Country Getaway! Walk to Dining

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

10.0 out of 10, Exceptional, (27)
"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

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.
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

Find out more about Keswick

Find out more about Keswick

Keswick Cottages information

Number of reviews
991
Accommodation
74 Cottages
Lowest Price
AU$262
Highest Price
AU$519

Frequently asked questions

What is there to do in Keswick near my cottage?
Keswick has enough activities and sights to keep you occupied for weeks (or months!), beginning with The Jefferson Theatre. Paramount Theatre, Jefferson Vineyards and Keswick Vineyards and Winery are other popular attractions. If you're in town for longer, Castle Hill Cider and Virginia Discovery Museum are worthwhile additions to your itinerary.