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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
26–31 Jul
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4.96 out of 5 average rating, 187 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, 80 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds, 1 bathroom
20–25 Jul
4.94 out of 5 average rating, 325 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds, 2.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 499 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
4.95 out of 5 average rating, 481 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, 182 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 198 reviews
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
3 bedrooms, 5 beds, 2 bathrooms
31 Jul – 5 Aug
4.99 out of 5 average rating, 151 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, 134 reviews
Top guest favourite
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
4.97 out of 5 average rating, 170 reviews
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds, 1 bathroom
26–31 Jul
4.83 out of 5 average rating, 111 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
19–24 Jul
4.9 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 271 reviews
Top guest favourite
Cottage in Orange
Private Fenced Yard for Dogs/Horses - 2BR Cottage
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 507 reviews
Superhost
Home in Madison
Cozy Madison Home
2 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
4.92 out of 5 average rating, 79 reviews
Top guest favourite
Home in Orange
Tatums Farmside Escape a country jewel Sleeps 10
4 bedrooms, 7 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Home in Madison
MTN Retreat - SAUNA, Sleeps 12
5 bedrooms, 8 beds, 3 bathrooms
20–25 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 2 Aug
4.92 out of 5 average rating, 74 reviews