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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
7–12 Jul
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4.97 out of 5 average rating, 131 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, 497 reviews
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds, 1 bathroom
5–10 Jul
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 269 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds, 2.5 bathrooms
5–10 Jul
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 196 reviews
Top guest favourite
Flat in Rochelle
1 Bedroom Apartment With a Kitchenette on 28 Acres
1 bedroom, 2 beds, 1 bathroom
6–11 Jul
4.92 out of 5 average rating, 211 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 226 reviews
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
4.92 out of 5 average rating, 178 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 178 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.95 out of 5 average rating, 476 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 124 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed, 1 bathroom
9–14 Jul
4.99 out of 5 average rating, 246 reviews
Top guest favourite
Place to stay in Madison
The Suite at Quiet Hills
1 bedroom, 2 beds, 1 bathroom
14–19 Jul
4.99 out of 5 average rating, 186 reviews
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
4.91 out of 5 average rating, 69 reviews
Top guest favourite
Guest house in Reva
Adorable cottage with partial blue ridge views
1 bedroom, 1 queen bed, 1 bathroom
31 Jul – 5 Aug
4.98 out of 5 average rating, 254 reviews
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
6 bedrooms, 9 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 84 reviews