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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
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 497 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Farm stay in Madison
Lucian's Place
4.99 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4.97 out of 5 average rating, 196 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 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
5–10 Jul
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4.97 out of 5 average rating, 30 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Jul
Guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4.95 out of 5 average rating, 476 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
4.93 out of 5 average rating, 323 reviews, 2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
Top guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
4.92 out of 5 average rating, 178 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
5.0 out of 5 average rating, 84 reviews, 6 bedrooms, 9 beds, 4 bathrooms
5–10 Jul
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
4.89 out of 5 average rating, 66 reviews, 1 bathroom
6–11 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
5–10 Jul
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4.96 out of 5 average rating, 125 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
5.0 out of 5 average rating, 37 reviews, 6 bedrooms, 11 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Home in Madison
MTN Retreat - SAUNA, Sleeps 12
4.97 out of 5 average rating, 31 reviews, 5 bedrooms, 8 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Guest suite in Reva
The Log Cabin at Ridgeview - Hiking, Wine, UVA
4.97 out of 5 average rating, 157 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
4.91 out of 5 average rating, 269 reviews, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Farm stay in Madison
4 bedroom House at The Quiet Hills Farm
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 7 beds, 4 bathrooms
11–16 Aug