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Search results; Over 1,000 homes in Madison

Top guest favourite
Cabin in Madison
Log Cabin and Ragged Rock Ridge
3 bedrooms, 3 beds, 2 shared bathrooms
15–20 Jul
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5.0 out of 5 average rating, 162 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
4.94 out of 5 average rating, 325 reviews, 2 bedrooms, 4 beds, 1 bathroom
17–22 Jul
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 480 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
28 Jul – 2 Aug
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 499 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
5.0 out of 5 average rating, 182 reviews, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 271 reviews, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
4.97 out of 5 average rating, 134 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4.97 out of 5 average rating, 198 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
4.99 out of 5 average rating, 150 reviews, 3 bedrooms, 5 beds, 2 bathrooms
31 Jul – 5 Aug
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
4.9 out of 5 average rating, 67 reviews, 1 bathroom
19–24 Jul
Top guest favourite
Home in Madison
White Rock Escape
4.98 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Madison
4TreesVA : Private Retreat Near Old Rag Mountain
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Guest favourite
Farm stay in Brightwood
Robinson River Cabin - Tri Creek Farm
4.94 out of 5 average rating, 169 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 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
26–31 Jul
Top guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
4.92 out of 5 average rating, 74 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
5.0 out of 5 average rating, 86 reviews, 6 bedrooms, 9 beds, 4 bathrooms
26–31 Jul