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Search results; Over 1,000 homes in Delaplane

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Top guest favourite
Barn in Delaplane
Serene Barn Stay
2 bedrooms, 4 beds, 2.5 private bathrooms
1–6 Sept
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5.0 out of 5 average rating, 38 reviews
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Home in Delaplane
ONE MINUTE TO WINE HEAVEN ❤️ Hot tub ★ Home gym ★ Fire pit ★ Game Room ★ Private Footpath to Winery
5 bedrooms, 12 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 241 reviews
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Home in Delaplane
Large Modern House, VA Wine Country
7 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 87 reviews
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Home in Delaplane
VA Wine Country Farmhouse w/ Private Winery Trail
5 bedrooms, 10 beds, 3.5 bathrooms
19–24 Sept
4.93 out of 5 average rating, 103 reviews
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Home in Marshall
Josephine's Cottage: Peaceful Getaway Near DC
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 reviews
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Home in Delaplane
The Shire at Fox Hollow
4 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 38 reviews
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Cabin in Marshall
The Serenity Cabin | Firepit | Wineries | Hiking
1 bedroom, 2 beds, 1.5 bathrooms
7–12 Sept
4.96 out of 5 average rating, 71 reviews
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Home in Marshall
Middleburg Wine Country Retreat on 135 Acres
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
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Farm stay in Marshall
1910 Farmhouse on 6 Acres • VA Wine Country
3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 39 reviews
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Home in Markham
Modern Farmhouse in Virginia Wine Country
3 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 97 reviews
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Home in Delaplane
Cobbler Mountain Revival | Historic Farmhouse+View
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 43 reviews
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Home in Delaplane
Wine Country, Hikes & Dogs!
3 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
4.8 out of 5 average rating, 61 reviews
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Cottage in Marshall
Garden Oasis outdoor entertainment at FrogPointe.
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 140 reviews
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Home in Marshall
Grape & Vine Cottage · Luxury Main Street Retreat
3 bedrooms, 3 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 8 reviews
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Farm stay in Delaplane
The Roost | Rustic 1BR Efficiency on 265 acre Farm
1 double bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 24 reviews
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Flat in Delaplane
Romantic Wine Country Suite | Polo, Hiking Retreat
1 bedroom, 1 double bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 14 reviews
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Farm stay in Delaplane
Modernized 1880s Farmhouse on 42 Acres
5 bedrooms, 9 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
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Cottage in Delaplane
Secluded Farm Cottage | 265 Acres of Peace &Nature
2 bedrooms, 2 beds, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 91 reviews
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Home in Delaplane
The Winemaker’s Cottage at Barrel Oak
3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews