Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Featured Cottages in Charlottesville

Estimated price for 1 night/2 adults

Charming Cottage Near UVA Fry's Spring Neighborhood Walk to Scott Stadium
Charming Cottage Near UVA Fry's Spring Neighborhood Walk to Scott Stadium
Charlottesville, VA
Get Rates
5.0/5 (6 reviews)

We loved our stay here and would definitely come back. It was within walking distance of dining and coffee. We did missing having a couch or something other than chairs to sit and a small microwave would have been nice. Both of those were minor, we loved it.

Reviewed on Jul 2, 2018
Located in Fry's Spring, this historic cottage is within 3 mi (5 km) of Scott Stadium, University of Virginia, and Rotunda. Downtown Mall and Virginia Discovery ...
Greenwood - Base Camp for Old Rag and White oak Canyon Trails
Greenwood - Base Camp for Old Rag and White oak Canyon Trails
Madison, VA
Get Rates
Situated in Madison, this cottage is 5.6 mi (9 km) from Old Rag Mountain and 10.3 mi (16.6 km) from Rapidan Camp. Early Mountain Vineyards and River District ...
Blackwood - in the Valley of Rose River by the Blue Ridge
Blackwood - in the Valley of Rose River by the Blue Ridge
Madison, VA
Get Rates
Situated in Madison, this cottage is 5.6 mi (9 km) from Old Rag Mountain and 10.3 mi (16.6 km) from Rapidan Camp. Early Mountain Vineyards and River District ...
The "little House" at Shade Tree Cottage, It's NEW and Adorable! Couples Retreat
The "little House" at Shade Tree Cottage, It's NEW and Adorable! Couples Retreat
Gordonsville, VA
Get Rates
4.9/5 (14 reviews)

We were so pleased with all the aspects of this cottage. She met us outside when we arrived and showed us everything we needed to know about the cottage. The bed was like a bed of clouds and all the furnishings were wonderful. The little things of having muffins, coffee, and instant oatmeal for us ...

Reviewed on Feb 10, 2019
Situated in Gordonsville, this romantic cottage is 1.2 mi (1.9 km) from Graves Fine Art Gallery and within 9 mi (15 km) of Horton Vineyards and Honah Lee Vineyard. ...
'pond House' - on Huge Horse Farm; Great for Young Families
'pond House' - on Huge Horse Farm; Great for Young Families
Gordonsville, VA
Get Rates
4.7/5 (7 reviews)

Had a wonderful time with dear friends!

Reviewed on Mar 3, 2019
This family-friendly Gordonsville cottage is located on a lake, 1.6 mi (2.5 km) from Honah Lee Vineyard, and within 9 mi (15 km) of Montpelier and Graves Fine ...
Waterfront Retreat on the Piney River. Relaxing Blue Ridge Mountain
Waterfront Retreat on the Piney River. Relaxing Blue Ridge Mountain
Roseland, Virginia
Get Rates
4.7/5 (10 reviews)

Our family of 5 convened on The Piney River at this home to share in a few days of relaxing family fun. This was the perfect getaway spot for us all. The home is cozy, inviting and well equipped. We played games, sat outside by the river, cooked meals together and watched movies at night. You will ...

Reviewed on Mar 17, 2019
Located in the mountains, this family-friendly cottage is 0.1 mi (0.1 km) from George Washington National Forest and 6.4 mi (10.3 km) from Woodson's Mill. Winton ...
Wild Wind Cabin - on Rose River Mountain Trout Stream
Wild Wind Cabin - on Rose River Mountain Trout Stream
Madison, VA
Get Rates
Situated in Madison, this cottage is 5.6 mi (9 km) from Old Rag Mountain and 10.3 mi (16.6 km) from Rapidan Camp. Early Mountain Vineyards and River District ...
Elegant Cottage on 600 Acre Horse & Cattle Farm
Elegant Cottage on 600 Acre Horse & Cattle Farm
Gordonsville, VA
Get Rates
4.8/5 (13 reviews)

Loved our stay! Enjoyed playing cards and working on a puzzle in front of the fireplace....We visited nearby wineries and were surprised by how good the wines are! Hope to come back when weather is better, and the whole family can go!

Reviewed on Jan 23, 2019
This family-friendly Gordonsville cottage is located in a rural location, 1.9 mi (3.1 km) from Honah Lee Vineyard, and within 9 mi (15 km) of Montpelier and ...
Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva
Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva
Gordonsville, VA
Get Rates
4.8/5 (40 reviews)

My husband and I enjoyed the quiet getaway. We woke up each morning and enjoyed the scenery and watching the birds. The cabin was cozy and had what we needed for our stay. We would like to stay here again.

Reviewed on Dec 31, 2018
Situated in the mountains, this historic cottage is 1.2 mi (1.9 km) from Graves Fine Art Gallery and within 9 mi (15 km) of Horton Vineyards and Honah Lee Vineyard. ...
Dogwood Cottage by Shenandoah Park on the Old Blue Ridge Turnpike
Dogwood Cottage by Shenandoah Park on the Old Blue Ridge Turnpike
Madison, VA
Get Rates
Situated on a river, this historic cottage is 5.6 mi (9 km) from Old Rag Mountain and 10.3 mi (16.6 km) from Rapidan Camp. Early Mountain Vineyards and River ...
Cozy Downtown Crozet Cottage Walk to Everything Pet-friendly
Cozy Downtown Crozet Cottage Walk to Everything Pet-friendly
Crozet, VA
Get Rates
Situated in White Hall, this historic cottage is 0.9 mi (1.5 km) from Starr Hill Brewery and 2.3 mi (3.7 km) from King Family Vineyards. Stinson Vineyards and ...
Romantic Retreat Just Minutes From Skyline Drive
Romantic Retreat Just Minutes From Skyline Drive
Stanardsville, VA
Get Rates
5.0/5 (2 reviews)

From the view, to the home, and the interior it was so welcoming and beautiful. We came for our honeymoon and enjoyed the chestnut hill cottage. It was perfect for a getaway.

Reviewed on Nov 19, 2018
Situated in Stanardsville, this romantic cottage is 6.7 mi (10.8 km) from Swift Run Gap Entrance Shenandoah and within 20 mi (32 km) of Massanutten Water Park ...
Map

Can't find what you're looking for? Check out these other accommodation options...

Estimated price for 1 night/2 adults

English Inn of Charlottesville

English Inn of Charlottesville

2000 Morton Drive, Charlottesville, VA
    3.0 out of 5.0
     
     
    4.3 out of 5 (1411 reviews)

    English Inn of Charlottesville$97

    Oct 6 - Oct 7

    English Inn of Charlottesville$97
    Country Inn & Suites by Radisson, Charlottesville-UVA, VA

    Country Inn & Suites by Radisson, Charlottesville-UVA, VA

    1600 Emmet Street, Charlottesville, VA
      3.0 out of 5.0
       
       
      4.6 out of 5 (1364 reviews)

      Country Inn & Suites by Radisson, Charlottesville-UVA, VA$107

      Sep 23 - Sep 24

      Country Inn & Suites by Radisson, Charlottesville-UVA, VA$107

      Travel to Charlottesville & Explore