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Search results; Over 1,000 homes in Charlottesville

Guest favourite
Cottage in Charlottesville
Adorable cottage steps from Grounds
3 bedrooms, 4 beds, 2 private bathrooms
26–31 Aug
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4.91 out of 5 average rating, 453 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds
20–25 Aug
4.96 out of 5 average rating, 271 reviews
Top guest favourite
Cabin in Charlottesville
Ivy Rose Cottage nestled b/t Cville & Vineyards
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Keswick
Charming Cottage at Golden Hill
1 bedroom, 3 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 913 reviews
Top guest favourite
Cottage in Faber
Luxury Cottage | Outdoor Tub + Mountain Views
2 beds
9–14 Aug
4.99 out of 5 average rating, 164 reviews
Top guest favourite
Cabin in Charlottesville
Historic Log Cabin | Stunning Views, Private Pool
1 bedroom, 1 bed
20–25 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds
9–14 Aug
4.87 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Afton
Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
1 bedroom, 2 beds
3–8 Sept
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Crozet
The Barn at Haden near Wineries and C'ville
2 bedrooms, 2 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 556 reviews
Guest favourite
Chalet in Afton
Elk Mountain Overlook: Breathtaking Views
2 bedrooms, 2 king beds
12–17 Aug
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Charlottesville
Charming St. Charles
1 bedroom, 1 queen bed
11–16 Aug
4.91 out of 5 average rating, 292 reviews
Top guest favourite
Cottage in Covesville
Historic cottage with stunning mountain views
2 bedrooms, 2 queen beds
17–22 Aug
5.0 out of 5 average rating, 164 reviews
Top guest favourite
Guest house in Charlottesville
Farm Cottage Retreat at The Midway
2 bedrooms, 2 beds
25–30 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Serviced apartment in Somerset
Cozy Farm Apt near Cville•wineries, mt. views
2 bedrooms, 3 beds
16–21 Aug
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Guest house in Charlottesville
1BR Guesthouse in Charlottesville
1 bedroom, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Farm stay in Keswick
Charming Cottage on beautiful Farm & Winery
2 bedrooms, 3 beds
16–21 Aug
4.97 out of 5 average rating, 115 reviews
Guest favourite
Home in Charlottesville
Cozy 3 bedroom home near UVa and Downtown Mall.
3 bedrooms, 3 beds
9–14 Aug
4.96 out of 5 average rating, 224 reviews
Top guest favourite
Cottage in Afton
Cozy Mountain Cottage on Brew/Wine Trail-King Bed
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 254 reviews
Top guest favourite
Flat in Earlysville
Willwood
1 bedroom, 3 beds
20–25 Aug
5.0 out of 5 average rating, 28 reviews