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Search results; Over 1,000 homes in Greenwood

Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 private bathrooms
23–28 Aug
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5.0 out of 5 average rating, 238 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
4.99 out of 5 average rating, 343 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Crozet
Cottage on Working Farm near Vineyards
4.68 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Sept – 5 Oct
Guest favourite
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
4.92 out of 5 average rating, 390 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
4.98 out of 5 average rating, 575 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
4.98 out of 5 average rating, 246 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Superhost
Cottage in Crozet
Idyllic Cottage Retreat
4.89 out of 5 average rating, 255 reviews, 2 bedrooms, 1 bathroom
1–6 Dec
Guest favourite
Cottage in Charlottesville
The Ivy Rose Tea House, 15 min to Cville & Mtns
4.93 out of 5 average rating, 152 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Tiny home in Faber
The Stilt House at Perkins Hollow
5.0 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Nelson County
Starlit Soak – Romantic Hideaway in the Hollow
5.0 out of 5 average rating, 23 reviews, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Room in Waynesboro
Mimosa Farm Spa Suite 1 - includes $25 spa credit
4.93 out of 5 average rating, 328 reviews, 1 king bed, 1 bathroom
10–15 Aug
Guest favourite
Home in Charlottesville
40 Acre - Mechum Hill - Main House - Farm Stay
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Guest favourite
Cottage in Crozet
The Carriage House
4.9 out of 5 average rating, 287 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Superhost
Guest house in Crozet
Birds & Bees Cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
Top guest favourite
Cabin in Free Union
Shenandoah Stargazer with Sauna
4.99 out of 5 average rating, 234 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Guest favourite
Chalet in Afton
Elk Mountain Overlook: Breathtaking Views
4.99 out of 5 average rating, 160 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug