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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
23–28 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, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 112 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
16–21 Aug
4.9 out of 5 average rating, 69 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
31 Aug – 5 Sept
4.95 out of 5 average rating, 506 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 82 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds, 2.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 186 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 198 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 485 reviews
Guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 185 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 272 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 247 reviews
Guest favourite
Cabin in Madison
The Cabin at the Lake
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.88 out of 5 average rating, 433 reviews
Top guest favourite
Guest house in Madison
Hebron Valley Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Aug
4.97 out of 5 average rating, 266 reviews
Top guest favourite
Guest house in Reva
Adorable cottage with partial blue ridge views
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 260 reviews
Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
4.97 out of 5 average rating, 136 reviews
Guest favourite
Flat in Rochelle
1 Bedroom Apartment With a Kitchenette on 28 Acres
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 215 reviews
Superhost
Home in Orange
Farmside View
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 reviews