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Search results; Over 1,000 homes in Brightwood

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Top guest favourite
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.97 out of 5 average rating, 173 reviews
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Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 165 reviews
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Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
30 Sept – 5 Oct
4.95 out of 5 average rating, 515 reviews
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Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 277 reviews
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Home in Culpeper
The Reserve
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 94 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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Guest house in Reva
Adorable cottage with partial blue ridge views
1 bedroom, 1 queen bed, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 262 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
27 Sept – 2 Oct
4.93 out of 5 average rating, 261 reviews
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Flat in Culpeper
TreeTop at Mt Run Lake (Private Guest Apartment)
1 bedroom, 1 king bed, 1 bathroom
1–6 Dec
4.96 out of 5 average rating, 223 reviews
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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, 32 reviews
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Cottage in Orange
Private Fenced Yard for Dogs/Horses - 2BR Cottage
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 517 reviews
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Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
3 bedrooms, 6 beds, 2 bathrooms
10–15 Nov
5.0 out of 5 average rating, 26 reviews
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Flat in Rochelle
1 Bedroom Apartment With a Kitchenette on 28 Acres
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 219 reviews
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Home in Culpeper
Stylish & Cozy Getaway in Historic Culpeper
3 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.99 out of 5 average rating, 119 reviews
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Guest house in Madison
Hebron Valley Cottage
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 270 reviews
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Home in Orange
Tatums Farmside Escape a country jewel Sleeps 10
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 90 reviews
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Cabin in Stanley
New, 5BD/4BA | hot tub, arcade, pool table, views
5 bedrooms, 5 king beds, 4 bathrooms
20–25 Sept
4.99 out of 5 average rating, 304 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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Guest favourite
Home in Madison
Mountains, cows & serenity. Great for celebrations
5 bedrooms, 9 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews