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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
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
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 478 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
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
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
5.0 out of 5 average rating, 179 reviews, 1 bed, 1 bathroom
9–14 Aug
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
12–17 Jul
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
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, 23 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 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
12–17 Jul
Top guest favourite
Cabin in Etlan
Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio
5.0 out of 5 average rating, 211 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Madison
White Rock Escape
4.98 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Home in Madison
Graves Mill Cottage
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Cabin in Stanardsville
Private Luxury Cabin w/ Shenandoah Mountain Views
5.0 out of 5 average rating, 102 reviews, 2 bedrooms, 4 beds, 3 bathrooms
20–25 Jul
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
4.92 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 2 Aug
Guest favourite
Cabin in Pratts
Charming Madison Cabin. Hot Tub, Fire pit & WiFi
4.88 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 270 reviews, 1 bed, 1 bathroom
12–17 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
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