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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
7–12 Jul
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5.0 out of 5 average rating, 162 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, 478 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
4.93 out of 5 average rating, 323 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
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
Comfortable, scenic farm Living
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 197 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
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
1 bathroom
12–17 Jul
4.89 out of 5 average rating, 66 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, 23 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
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
Home in Madison
White Rock Escape
3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
4.98 out of 5 average rating, 59 reviews
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 bedrooms, 2 beds, 2 bathrooms
16–21 Jul
4.92 out of 5 average rating, 71 reviews
Top guest favourite
Cabin in Etlan
Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 211 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, 28 reviews
Top guest favourite
Home in Madison
Robinson River Retreat - Near River, SNP & Graves
3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
4.93 out of 5 average rating, 140 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, 170 reviews
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
4.99 out of 5 average rating, 149 reviews
Guest favourite
Cabin in Pratts
Charming Madison Cabin. Hot Tub, Fire pit & WiFi
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.88 out of 5 average rating, 24 reviews