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Search results; Over 1,000 homes in Madison

Guest favourite
Cottage in Madison
Charming Guest Cottage at Winery
1 bedroom, 2 beds, 2.5 private bathrooms
16–21 Aug
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4.93 out of 5 average rating, 179 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
5.0 out of 5 average rating, 182 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4.97 out of 5 average rating, 198 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 503 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Aug
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 483 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Guest favourite
Guest house in Madison
Madison Farmette Guest House
4.83 out of 5 average rating, 112 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Superhost
Cabin in Madison
The Cabin at the Lake
4.88 out of 5 average rating, 431 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
4.9 out of 5 average rating, 68 reviews, 1 bathroom
2–7 Aug
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
4.94 out of 5 average rating, 326 reviews, 2 bedrooms, 4 beds, 1 bathroom
7–12 Aug
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4.97 out of 5 average rating, 31 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Aug
Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
4.97 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
5.0 out of 5 average rating, 86 reviews, 6 bedrooms, 9 beds, 4 bathrooms
15–20 Oct
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
4.92 out of 5 average rating, 184 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Farm stay in Madison
4 bedroom House at The Quiet Hills Farm
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Top guest favourite
Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
5.0 out of 5 average rating, 42 reviews, 6 bedrooms, 11 beds, 4.5 bathrooms
22–27 Aug
Guest favourite
Home in Madison
Lakefront Home in Madison
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug