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Featured Cottages in Charlottesville and around

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.

10.0 out of 10, Exceptional, (35)
"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.

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

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is €246
includes taxes & fees
17 Aug - 18 Aug
Mechum Hill Cottage: Central to Crozet & Cville

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
17 Aug - 18 Aug
High Street | Walk to Everything Crozet | Pet-Friendly

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!

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!

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

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

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 €193
includes taxes & fees
2 Sept - 3 Sept
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

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

Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!

3.0 star property
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!

Charming Eastham Guesthouse

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cute place! Exactly as pictured. We loved our stay! Beautiful location! Take a picture of the key code to get in the door as cell service is spotty. "
The price is €195
includes taxes & fees
27 Aug - 28 Aug
Charming Eastham Guesthouse

Charming Charlottesville Apt w/ Outdoor Space!

3.0 star property
Charming Charlottesville Apt w/ Outdoor Space!

Locust Garden, A North Downtown C'ville Guesthouse

2.0 star property
8.0 out of 10, Very good, (1)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
The price is €297
includes taxes & fees
27 Aug - 28 Aug
Locust Garden, A North Downtown C'ville Guesthouse

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

Quaint Charlottesville Home < 10 Mi to Dtwn!

3.0 star property
Quaint Charlottesville Home < 10 Mi to Dtwn!

Charlottesville Getaway in Bailey's Retreat!

3.0 star property
Charlottesville Getaway in Bailey's Retreat!

Scenic VA Wine & Horse Country Cottage, Near UVA

3.0 star property
Scenic VA Wine & Horse Country Cottage, Near UVA

Cozy cottage-15min walk to historic downtown mall!

2.0 star property
9.0 out of 10, Wonderful, (2)
"This is a great property if you want to get together for a long weekend with friends in Charlottesville. My daughter goes to UVA and it’s extremely close to UVA as well – about a five or six minute drive down the road. The property is well-maintained and the host was very attentive and available to answer my questions."
Cozy cottage-15min walk to historic downtown mall!
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 Charlottesville Hotel Reviews

Frequently asked questions

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What is there to do in Charlottesville near my cottage?
Whatever you love to do, Charlottesville has tons of things to keep you on the go. Davenport Field, Aboriginal Art Museum and Klockner Stadium are on many travellers' schedules. Don't forget to explore Sheridan Snyder Tennis Centre, Scott Stadium and Barracks Road Shopping Centre either. With Expedia's hotel deals in Charlottesville, you can see even more awesome attractions like these with the cash you save.