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Search results; 749 homes in Madison

Top guest favourite
Home in Madison
Yellow Dog Retreat: Wine Country | Spire | GOTL
5 bedrooms, 5 beds, 2 private bathrooms
2–7 Aug
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5.0 out of 5 average rating, 212 reviews
Top guest favourite
Home in Madison
The Lakehouse
4.97 out of 5 average rating, 197 reviews, 3 bedrooms, 8 beds, 3 bathrooms
23–28 Aug
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Cottage in Madison
Lakeview Cottage | Stunning Sunsets | Wine Country
4.99 out of 5 average rating, 143 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
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Home in Madison
Lake Erie Retreat | Private Beach Access + Hot Tub
4.88 out of 5 average rating, 17 reviews, 8 bedrooms, 13 beds, 4.5 bathrooms
7–13 Sept
Guest favourite
Home in Madison
The Madison House
4.96 out of 5 average rating, 55 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Superhost
Home in Madison
White Sands Lake House
4.95 out of 5 average rating, 172 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Madison
Lake Erie Cottage w/ Yard Near Wineries & GOTL
4.86 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Home in Madison
The Little Clubhouse
4.94 out of 5 average rating, 240 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Aug
Top guest favourite
Home in Madison
New! Private and Remodeled Home in Wine Country!
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Geneva
4 Bedroom l Grand River Wineries I Spire I GOTL
5.0 out of 5 average rating, 38 reviews, 4 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
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Cottage in Madison
Vineyard View | Walk to Wineries & River| Hot Tub
4.98 out of 5 average rating, 261 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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Home in Madison
Water into Wine Cottage
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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Home in Madison
Sandstone Ranch
5.0 out of 5 average rating, 217 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Top guest favourite
Home in Madison
Vincent William Wine: Lakefront winery guest house
4.94 out of 5 average rating, 218 reviews, 2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
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Flat in Madison
Cozy winery getaway with hot tub!
4.96 out of 5 average rating, 275 reviews, 1 bed, 1 bathroom
11–16 Jul
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Home in Madison
Sunset Hideaway
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
Top guest favourite
Flat in Madison
Peaceful updated lakefront (1of2) 6615 Swetland
4.89 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Jul
Top guest favourite
Home in Unionville
Southern St. & Vine in Wine Country!
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Geneva
Charming | SPIRE | GOTL | Geneva Wine Country
4.91 out of 5 average rating, 64 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug