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Search results; Over 1,000 homes in Madison

Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 bedrooms, 2 beds, 1.5 private bathrooms
25–30 Oct
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4.95 out of 5 average rating, 514 reviews
Top guest favourite
Guest house in Madison
Madison Farmette Guest House
2 bedrooms, 2 king beds
19–24 Sept
4.84 out of 5 average rating, 117 reviews
Top guest favourite
Farm stay in Madison
Lucian's Place
3 bedrooms, 3 beds
21–26 Sept
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 203 reviews
Guest favourite
Home in Madison
Downtown Madison Home:Near Wineries and Venues
4 bedrooms, 6 beds
21–26 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
18–23 Sept
4.9 out of 5 average rating, 72 reviews
Guest favourite
Cabin in Madison
The Cabin at the Lake
2 bedrooms, 2 beds
13–18 Sept
4.88 out of 5 average rating, 437 reviews
Guest favourite
Cottage in Madison
Robinson River Roost - Cottage near Shenandoah NP
2 bedrooms, 3 beds
13–18 Sept
4.92 out of 5 average rating, 193 reviews
Top guest favourite
Home in Madison
Home with beautiful mountain and river views
6 bedrooms, 9 beds
19–24 Nov
5.0 out of 5 average rating, 90 reviews
Guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 489 reviews
Top guest favourite
Place to stay in Madison
Garage apartment
1 queen bed
18–23 Sept
4.99 out of 5 average rating, 247 reviews
Top guest favourite
Home in Madison
NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre
6 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Madison
Lakefront Home in Madison
3 bedrooms, 4 beds
11–16 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Guest house in Madison
Hebron Valley Cottage
2 bedrooms, 2 beds
20–25 Sept
4.97 out of 5 average rating, 269 reviews
Top guest favourite
Cottage in Madison
Spectacular Mountain Retreat
2 bedrooms, 3 beds
15–20 Sept
4.93 out of 5 average rating, 105 reviews
Top guest favourite
Farm stay in Madison
Brewery Manor Sleeps 10 Hot Tub
4 bedrooms, 5 beds
11–16 Sept
4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Madison
Oak Hill Overlook
2 bedrooms, 3 beds
26–31 Oct
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed
14–19 Sept
4.91 out of 5 average rating, 277 reviews