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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
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds
16–21 Aug
4.83 out of 5 average rating, 112 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds
20–25 Sept
4.95 out of 5 average rating, 502 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
2–7 Aug
4.9 out of 5 average rating, 68 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed
7–12 Aug
4.91 out of 5 average rating, 271 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed
16–21 Aug
5.0 out of 5 average rating, 182 reviews
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 184 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds
10–15 Aug
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed
1–6 Aug
4.99 out of 5 average rating, 247 reviews
Top guest favourite
Place to stay in Madison
The Suite at Quiet Hills
1 bedroom, 2 beds
17–22 Aug
4.98 out of 5 average rating, 189 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds
17–22 Aug
4.97 out of 5 average rating, 198 reviews
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
1 bedroom, 1 queen bed
1–6 Aug
4.97 out of 5 average rating, 229 reviews
Guest favourite
Loft in Madison
The Loft at Hebron Valley Overlook
1 bedroom, 2 beds
1–6 Aug
4.92 out of 5 average rating, 74 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Madison
Spectacular Mountain Retreat
2 bedrooms, 3 beds
1–6 Aug
4.93 out of 5 average rating, 104 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds
7–12 Aug
4.94 out of 5 average rating, 326 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds
4–9 Aug
4.97 out of 5 average rating, 31 reviews
Superhost
Home in Orange
Farmside View
2 bedrooms, 2 beds
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Reva
Adorable cottage with partial blue ridge views
1 bedroom, 1 queen bed
17–22 Aug
4.98 out of 5 average rating, 258 reviews