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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Cottages in Charlottesville

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, (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
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"
$245 nightly
The price is $280
Aug 6 - Aug 7
Total includes taxes and fees
Mechum Hill Cottage: Central to Crozet & Cville
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"
$310 nightly
The price is $333
Aug 10 - Aug 11
Total includes taxes and fees
High Street | Walk to Everything Crozet | Pet-Friendly
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! "
$176 nightly
The price is $201
Aug 10 - Aug 11
Total includes taxes and fees
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Rosé All Day: Wine Country Getaway! Walk to Dining
Situated in a serene garden setting, this charming home features a front porch with a table and chairs.

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! "
$290 nightly
The price is $331
Aug 12 - Aug 13
Total includes taxes and fees
Rosé All Day: Wine Country Getaway! Walk to Dining
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. "
$248 nightly
The price is $283
Aug 20 - Aug 21
Total includes taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.
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
Scenic VA Wine & Horse Country Cottage, Near UVA
Relax on the covered porch with two comfortable chairs and a small table.

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
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
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
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
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!
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
Relax on the porch with a swing chair and bench, surrounded by lush greenery and a stone wall.

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
Terrace/patio

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. "
$190 nightly
The price is $217
Aug 6 - Aug 7
Total includes taxes and fees
Charming Eastham Guesthouse
Locust Garden, A North Downtown C'ville Guesthouse
Relax on the porch with a view of lush gardens.

Locust Garden, A North Downtown C'ville Guesthouse

2.0 star property
$265 nightly
The price is $303
Aug 10 - Aug 11
Total includes taxes and fees
Locust Garden, A North Downtown C'ville Guesthouse
Charming Charlottesville Apt w/ Outdoor Space!
House (1 Bedroom) | Interior

Charming Charlottesville Apt w/ Outdoor Space!

3.0 star property
Charming Charlottesville Apt w/ Outdoor Space!
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.
Quaint Charlottesville Home < 10 Mi to Dtwn!
Enjoy a serene and stay in this single-story house surrounded by mature trees and a well-maintained yard with a variety of plants.

Quaint Charlottesville Home < 10 Mi to Dtwn!

3.0 star property
Quaint Charlottesville Home < 10 Mi to Dtwn!
Charlottesville Getaway in Bailey's Retreat!
Relax on the deck with a stone fireplace, Adirondack chairs, and picnic tables.

Charlottesville Getaway in Bailey's Retreat!

3.0 star property
Charlottesville Getaway in Bailey's Retreat!
Scenic VA Wine & Horse Country Cottage, Near UVA
Cottage (2 Bedrooms) | Interior

Scenic VA Wine & Horse Country Cottage, Near UVA

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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Nice, family friendly hotel with clean rooms and nice staff."
Trecia 3-night trip
Posted 20 hours ago
English Inn of Charlottesville