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Search results; Over 1,000 homes in Brightwood

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Guest favourite
Farm stay in Brightwood
Robinson River Cabin - Tri Creek Farm
1 bedroom, 3 beds, 1 private bathroom
1–6 Oct
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4.94 out of 5 average rating, 175 reviews
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Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.97 out of 5 average rating, 174 reviews
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Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 166 reviews
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Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 86 reviews
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Home in Madison
Home with beautiful mountain and river views
6 bedrooms, 9 beds, 4 bathrooms
19–24 Nov
5.0 out of 5 average rating, 91 reviews
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Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 516 reviews
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Home in Culpeper
The Reserve
2 bedrooms, 5 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 94 reviews
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Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
6 bedrooms, 11 beds, 4.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 50 reviews
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Home in Robertson
One Of A Kind Home in VA Wine Country on 50 acres
3 bedrooms, 9 beds, 2 bathrooms
1–6 Nov
4.93 out of 5 average rating, 261 reviews
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Cabin in Aroda
Spacious log house retreat w/ hot tub & pool table
4 bedrooms, 12 beds, 3 bathrooms
16–21 Nov
4.95 out of 5 average rating, 19 reviews
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Guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Madison
The Honeysuckle Cottage
4 bedrooms, 6 beds, 2 bathrooms
18–23 Oct
4.95 out of 5 average rating, 40 reviews
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Guest favourite
Cabin in Pratts
Madison County Mountain Retreat Hot Tub& Fireplace
4 bedrooms, 5 beds, 3 bathrooms
9–14 Nov
4.88 out of 5 average rating, 33 reviews
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Farm stay in Madison
Enchanted-Historic Shenandoah Farm
6 bedrooms, 15 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 245 reviews
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Home in Madison
Spacious Shenandoah Home on 35 Private Acres
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 192 reviews
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Home in Aroda
The Henhouse at Castlebrook Estate
3 bedrooms, 6 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cabin in Stanley
New, 5BD/4BA | hot tub, arcade, pool table, views
5 bedrooms, 5 king beds, 4 bathrooms
4–9 Oct
4.99 out of 5 average rating, 305 reviews
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Home in Orange
Tatums Farmside Escape a country jewel Sleeps 10
4 bedrooms, 7 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 91 reviews
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Home in Reva
Madison Home near Wineries, Old Rag, and Culpeper
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 14 reviews