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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
Guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
4.94 out of 5 average rating, 324 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.95 out of 5 average rating, 479 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, 498 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 197 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home 3: Hot Tub, River, Views
1 bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 94 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
12–17 Jul
4.9 out of 5 average rating, 67 reviews
Guest favourite
Home in Madison
Lakefront Home in Madison
3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 29 reviews
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds, 1 bathroom
12–17 Jul
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Home in Madison
White Rock Escape
3 bedrooms, 5 beds, 2 bathrooms
10–15 Jul
4.98 out of 5 average rating, 59 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, 31 reviews
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Home in Madison
Graves Mill Cottage
3 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 271 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, 181 reviews
Top guest favourite
Bungalow in Orange
Farm Cottage just outside town of Orange.
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 493 reviews
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
6 bedrooms, 9 beds, 4 bathrooms
13–18 Jul
5.0 out of 5 average rating, 85 reviews