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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
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds
22–27 Jul
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
6–11 Jul
4.93 out of 5 average rating, 323 reviews
Guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds
15–20 Jul
4.95 out of 5 average rating, 476 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds
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
12–17 Jul
4.97 out of 5 average rating, 196 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed
9–14 Aug
5.0 out of 5 average rating, 179 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
6–11 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
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
5–10 Jul
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Rochelle
1 Bedroom Apartment With a Kitchenette on 28 Acres
1 bedroom, 2 beds
17–22 Aug
4.92 out of 5 average rating, 211 reviews
Top guest favourite
Home in Madison
Robinson River Retreat - Near River, SNP & Graves
3 bedrooms, 6 beds
19–24 Jul
4.93 out of 5 average rating, 139 reviews
Top guest favourite
Home in Madison
White Rock Escape
3 bedrooms, 5 beds
5–10 Jul
4.98 out of 5 average rating, 59 reviews
Guest favourite
Home in Madison
Lakefront Home in Madison
3 bedrooms, 4 beds
12–17 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Chalet in Brightwood
Charming Chalet in Blue Ridge Wine Country
3 bedrooms, 3 beds
16–21 Jul
4.97 out of 5 average rating, 169 reviews
Top guest favourite
Cabin in Stanardsville
Private Luxury Cabin w/ Shenandoah Mountain Views
2 bedrooms, 4 beds
20–25 Jul
5.0 out of 5 average rating, 102 reviews
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
3 bedrooms, 5 beds
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
27 Jul – 1 Aug
4.88 out of 5 average rating, 24 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds
20–25 Jul
4.97 out of 5 average rating, 30 reviews