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Search results; Over 1,000 homes in Madison

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Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
2 bedrooms, 3 beds, 2.5 private bathrooms
12–17 Oct
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4.96 out of 5 average rating, 193 reviews
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Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds
18–23 Oct
4.84 out of 5 average rating, 117 reviews
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Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds
24–29 Oct
4.99 out of 5 average rating, 86 reviews
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Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds
25–30 Oct
4.95 out of 5 average rating, 516 reviews
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Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds
26–31 Oct
4.95 out of 5 average rating, 489 reviews
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Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
25–30 Oct
4.91 out of 5 average rating, 74 reviews
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Guest favourite
Cabin in Madison
The Cabin at the Lake
2 bedrooms, 2 beds
25–30 Oct
4.88 out of 5 average rating, 438 reviews
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Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds
11–16 Oct
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Madison
Home with beautiful mountain and river views
6 bedrooms, 9 beds
19–24 Nov
5.0 out of 5 average rating, 92 reviews
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Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds
4–9 Oct
4.98 out of 5 average rating, 205 reviews
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Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed
4–9 Oct
4.99 out of 5 average rating, 247 reviews
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Home in Madison
The Honeysuckle Cottage
4 bedrooms, 6 beds
18–23 Oct
4.95 out of 5 average rating, 40 reviews
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Guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Madison
Blue Ridge Views + Firepit: Oak Hill Overlook
2 bedrooms, 3 beds
3–8 Nov
4.99 out of 5 average rating, 110 reviews
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Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds
19–24 Oct
4.94 out of 5 average rating, 332 reviews
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Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed
15–20 Nov
5.0 out of 5 average rating, 191 reviews
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Guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds
15–20 Nov
4.91 out of 5 average rating, 195 reviews
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Top guest favourite
Cottage in Madison
Hebron Valley Sunsets Cottage
2 bedrooms, 2 queen beds
26–31 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed
4–9 Oct
4.91 out of 5 average rating, 278 reviews