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Search results; Over 1,000 homes in Madison

Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 private bathrooms
21–26 Sept
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4.99 out of 5 average rating, 83 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 508 reviews
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds, 1 bathroom
19–24 Sept
4.83 out of 5 average rating, 114 reviews
Top guest favourite
Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
6 bedrooms, 11 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 276 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
18–23 Sept
4.9 out of 5 average rating, 70 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 201 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 487 reviews
Top 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, 190 reviews
Guest favourite
Cabin in Madison
The Cabin at the Lake
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 435 reviews
Top guest favourite
Guest house in Reva
Adorable cottage with partial blue ridge views
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 261 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Cabin 4: Sauna, River, Chickens
1 bed, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 247 reviews
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 135 reviews
Top guest favourite
Guest house in Madison
Hebron Valley Cottage
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 267 reviews
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 230 reviews
Guest favourite
Home in Madison
Lakefront Home in Madison
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 31 reviews