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Search results; Over 1,000 homes in Madison

Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
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4.97 out of 5 average rating, 132 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 498 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
4.9 out of 5 average rating, 67 reviews, 1 bathroom
12–17 Jul
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
12–17 Jul
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
9–14 Aug
Guest favourite
Guest house in Madison
Madison Farmette Guest House
4.83 out of 5 average rating, 111 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
4.94 out of 5 average rating, 324 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 271 reviews, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4.97 out of 5 average rating, 197 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 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
20–25 Jul
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
4.92 out of 5 average rating, 181 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
4.96 out of 5 average rating, 228 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 479 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
4.96 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
21–26 Jul
Guest favourite
Home in Madison
Lakefront Home in Madison
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4.96 out of 5 average rating, 127 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Guest favourite
Flat in Rochelle
1 Bedroom Apartment With a Kitchenette on 28 Acres
4.92 out of 5 average rating, 212 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
4.92 out of 5 average rating, 72 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug