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Search results; Over 1,000 homes in Madison

Top guest favourite
Train in Madison
The Caboose
1 bed, 1 shared bathroom
5–10 Jul
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4.99 out of 5 average rating, 73 reviews
Top guest favourite
Home in Madison
The Lakehouse
3 bedrooms, 8 beds, 3 bathrooms
23–28 Aug
4.97 out of 5 average rating, 197 reviews
Top guest favourite
Cottage in Madison
Lakeview Cottage | Stunning Sunsets | Wine Country
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
4.99 out of 5 average rating, 141 reviews
Guest favourite
Home in Madison
White Sands Lake House
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.96 out of 5 average rating, 168 reviews
Guest favourite
Home in Madison
The Madison House
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Home in Madison
Lake Erie Retreat | Private Beach Access + Hot Tub
8 bedrooms, 13 beds, 4.5 bathrooms
7–13 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Madison
New! Private and Remodeled Home in Wine Country!
3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Madison
Vincent William Wine: Lakefront winery guest house
2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 218 reviews
Guest favourite
Home in Madison
Lake Erie Cottage w/ Yard Near Wineries & GOTL
2 bedrooms, 2 queen beds, 1 bathroom
31 Jul – 5 Aug
4.88 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Madison
Vineyard View | Walk to Wineries & River| Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.98 out of 5 average rating, 259 reviews
Top guest favourite
Home in Geneva
4 Bedroom l Grand River Wineries I Spire I GOTL
4 bedrooms, 4 queen beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Madison
The Little Clubhouse
2 bedrooms, 2 beds, 1 bathroom
25–30 Aug
4.94 out of 5 average rating, 239 reviews
Top guest favourite
Home in Madison
Sandstone Ranch
3 bedrooms, 3 king beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 214 reviews
Top guest favourite
Home in Madison
Water into Wine Cottage
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 87 reviews
Guest favourite
Flat in Geneva
Maple Grove Homestead
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.75 out of 5 average rating, 8 reviews
Top guest favourite
Home in Madison
Sunset Hideaway
2 bedrooms, 2 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Townhouse in Geneva
A great stay close to Spire, GOTL, & Wineries
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 92 reviews
Guest favourite
Home in Geneva
Cozy | SPIRE | GOTL | Geneva Wine Country
3 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Madison
Cozy winery getaway with hot tub!
1 bed, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 273 reviews