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
7–12 Jul
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4.97 out of 5 average rating, 131 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4.97 out of 5 average rating, 196 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Jul
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 476 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
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
5–10 Jul
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4.97 out of 5 average rating, 30 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 497 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
5.0 out of 5 average rating, 178 reviews, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 269 reviews, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Madison
White Rock Escape
4.98 out of 5 average rating, 58 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Place to stay in Madison
The Suite at Quiet Hills
4.99 out of 5 average rating, 186 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
4.96 out of 5 average rating, 226 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
4.97 out of 5 average rating, 168 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
4.97 out of 5 average rating, 156 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
4.96 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Place to stay in Madison
Garage apartment
4.99 out of 5 average rating, 246 reviews, 1 bed, 1 bathroom
9–14 Jul
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
4.99 out of 5 average rating, 149 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Cottage in Madison
Hebron Valley Sunsets Cottage
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul