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Search results; Over 1,000 homes in Madison

Top guest favourite
Home in Madison
Spacious Shenandoah Home on 35 Private Acres
2 bedrooms, 3 beds, 2.5 private bathrooms
21–26 Jul
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4.96 out of 5 average rating, 186 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
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
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
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
6–11 Jul
4.89 out of 5 average rating, 66 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 179 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 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
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
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
4.93 out of 5 average rating, 322 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Jul
4.97 out of 5 average rating, 30 reviews
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 bedrooms, 2 beds, 2 bathrooms
7–12 Jul
4.91 out of 5 average rating, 69 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
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, 227 reviews
Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 132 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, 124 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
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
4.97 out of 5 average rating, 168 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