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Search results; Over 1,000 homes in Madison

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Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds, 1 private bathroom
31 Dec – 5 Jan
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4.97 out of 5 average rating, 141 reviews
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Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds, 1 bathroom
18–23 Oct
4.84 out of 5 average rating, 117 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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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 favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
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, 1 bathroom
25–30 Oct
4.88 out of 5 average rating, 438 reviews
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Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.95 out of 5 average rating, 489 reviews
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Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds, 2.5 bathrooms
11–16 Oct
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 205 reviews
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Place to stay in Madison
Garage apartment
1 queen bed, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 247 reviews
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Top guest favourite
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, 92 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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Top guest favourite
Home in Madison
Blue Ridge Views + Firepit: Oak Hill Overlook
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
4.99 out of 5 average rating, 110 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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Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 191 reviews
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Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 332 reviews
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Guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds, 1.5 bathrooms
15–20 Nov
4.91 out of 5 average rating, 195 reviews
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Guest favourite
Home in Madison
Mountains, cows & serenity. Great for celebrations
5 bedrooms, 9 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Cabin in Pratts
Madison County Mountain Retreat Hot Tub& Fireplace
4 bedrooms, 5 beds, 3 bathrooms
30 Nov – 5 Dec
4.88 out of 5 average rating, 33 reviews