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Search results; Over 1,000 homes in Brightwood

Top guest favourite
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds, 2 private bathrooms
16–21 Jul
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4.97 out of 5 average rating, 170 reviews
Top guest favourite
Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
4.97 out of 5 average rating, 159 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
5.0 out of 5 average rating, 86 reviews, 6 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Home in Culpeper
The Reserve
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Robertson
One Of A Kind Home in VA Wine Country on 50 acres
4.94 out of 5 average rating, 247 reviews, 3 bedrooms, 9 beds, 2 bathrooms
13–18 Sept
Guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
4.96 out of 5 average rating, 228 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
5.0 out of 5 average rating, 38 reviews, 6 bedrooms, 11 beds, 4.5 bathrooms
22–27 Aug
Guest favourite
Cabin in Aroda
Spacious log house retreat w/ hot tub & pool table
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 12 beds, 3 bathrooms
17–22 Aug
Top guest favourite
Home in Culpeper
Wine Country Farmhouse
4.98 out of 5 average rating, 93 reviews, 5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Aug
Home in Aroda
The Henhouse at Castlebrook Estate
3 bedrooms, 6 beds, 1 bathroom
15–20 Jul
Guest favourite
Farm stay in Madison
4 bedroom House at The Quiet Hills Farm
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 271 reviews, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Home in Reva
Madison Home near Wineries, Old Rag, and Culpeper
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
4.96 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in Madison
Spectacular Mountain Retreat
4.93 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in Orange
Tatums Farmside Escape a country jewel Sleeps 10
5.0 out of 5 average rating, 87 reviews, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
4.92 out of 5 average rating, 182 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug