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Search results; 280 places in Charlottesville

Guest favorite
Home in Charlottesville
A Modern Mountain Guesthouse
4 beds
Apr 22 – 27
4.98 out of 5 average rating, 250 reviews
Guest favorite
Home in Troy
Oasis near Charlottesville with pool, grill
9 beds
Apr 19 – 24
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Stanardsville
Charming Carrie's Cottage at Fairhill Farm
3 beds
Apr 19 – 24
4.98 out of 5 average rating, 135 reviews
Guest favorite
Home in Charlottesville
Rivanna Estates South: Pickleball coming soon
2 beds
May 7 – 12
4.95 out of 5 average rating, 37 reviews
Superhost
Home in Charlottesville
Woolen Mills Retreat | Close to Downtown with pool
4 beds
Apr 21 – 26
4.51 out of 5 average rating, 51 reviews
Guest favorite
Room in Troy
Stay with Caroline
Pool and hot tub in Fluvanna
Apr 20 – 25
4.85 out of 5 average rating, 132 reviews
Guest favorite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
10 beds
Apr 30 – May 5
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Charlottesville
Rivanna Estates North: Pickleball coming soon
5 beds
Nov 4 – 9
5.0 out of 5 average rating, 53 reviews
Guest favorite
Home in Charlottesville
Pine Lake Lodge
3 beds
Apr 19 – 24
4.94 out of 5 average rating, 198 reviews
Guest favorite
Home in Charlottesville
The Green Perch off 29 and Rio Rd
3 beds
Apr 22 – 27
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Afton
Summer Getaway - POOL, Nelson 151, Wineries
3 beds
May 5 – 10
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Lovingston
Cottage on The Knoll *heated pool open May 17*
3 beds
Apr 21 – 26
4.95 out of 5 average rating, 172 reviews
Guest favorite
Home in Roseland
Upscale and Family-Friendly in Wintergreen
10 beds
Apr 28 – May 3
4.97 out of 5 average rating, 29 reviews
Guest favorite
Home in Charlottesville
Ivy Retreat | Heated Saltwater Pool & Hot Tub
13 beds
May 20 – 26
4.96 out of 5 average rating, 93 reviews
Guest favorite
Home in Afton
Modern Farmhouse on 10 Acres + Heated Pool/Hot Tub
13 beds
May 13 – 18
5.0 out of 5 average rating, 40 reviews
Guest favorite
Home in Robertson
One Of A Kind Home in VA Wine Country on 50 acres
9 beds
May 19 – 24
4.92 out of 5 average rating, 181 reviews
Superhost
Home in Roseland
Hilltop Hideaway
Apr 21 – 26
4.95 out of 5 average rating, 22 reviews
Guest favorite
Home in Nellysford
Lakeside Manor ~ With Private Pool and Hot Tub!
7 beds
Apr 21 – 26
4.89 out of 5 average rating, 28 reviews