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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
7–12 Jul
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4.97 out of 5 average rating, 131 reviews
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
10–15 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
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
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
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4.96 out of 5 average rating, 124 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Madison
White Rock Escape
4.98 out of 5 average rating, 58 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Madison
Graves Mill Cottage
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Madison
The Apartment at Dark Run Retreat
4.96 out of 5 average rating, 226 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 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
6–11 Jul
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
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
5.0 out of 5 average rating, 178 reviews, 1 bed, 1 bathroom
23–28 Jul
Guest favourite
Cabin in Pratts
Charming Madison Cabin. Hot Tub, Fire pit & WiFi
4.88 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Jul
Guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
4.91 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Madison
Starwood Manor | Mountain View Estate on 36 Acres
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 9 beds, 3.5 bathrooms
1–6 Jul
Guest favourite
Home in Madison
The River House at the Swinging Bridge
4.94 out of 5 average rating, 99 reviews, 5 bedrooms, 7 beds, 4 bathrooms
19–25 Aug