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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
5–10 Jul
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4.96 out of 5 average rating, 184 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, 195 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds
6–11 Jul
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 21 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, 110 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds
6–11 Jul
4.95 out of 5 average rating, 474 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 queen beds
25–30 Aug
4.95 out of 5 average rating, 497 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds
5–10 Jul
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed
8–13 Jul
5.0 out of 5 average rating, 177 reviews
Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds
16–21 Jul
4.97 out of 5 average rating, 130 reviews
Top guest favourite
Home in Madison
White Rock Escape
3 bedrooms, 5 beds
5–10 Jul
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
3 bedrooms, 6 beds
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4 bedrooms, 5 beds
19–24 Jul
4.96 out of 5 average rating, 122 reviews
Top guest favourite
Home in Madison
MTN Retreat - SAUNA, Sleeps 12
5 bedrooms, 8 beds
6–11 Jul
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Madison
Hebron Valley Sunsets Farm House
4 bedrooms, 5 beds
1–6 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Place to stay in Madison
The Suite at Quiet Hills
1 bedroom, 2 beds
14–19 Jul
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed
5–10 Jul
4.99 out of 5 average rating, 245 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, 168 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed
5–10 Jul
4.91 out of 5 average rating, 269 reviews