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Search results; Over 1,000 places in Madison

Guest favorite
Home in Madison
Sandstone Ranch
Apr 28 – May 3
5.0 out of 5 average rating, 85 reviews
Guest favorite
Cottage in Madison
Madison Lake House | Stunning Lake Views & Sunsets
4 beds
May 5 – 10
4.95 out of 5 average rating, 37 reviews
Guest favorite
Vacation home in Madison
Large Colonial in Heart of Wine Country Spire Inst
10 beds
Apr 28 – May 3
4.95 out of 5 average rating, 76 reviews
Guest favorite
Guesthouse in Madison
LemonDrop Lake-Front Cottage
1 king bed
Apr 20 – 25
4.95 out of 5 average rating, 166 reviews
Guest favorite
Home in Madison
Madison on the Lake Home w/ pool in wine country!
Apr 21 – 26
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Madison
Water into Wine Cottage
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Madison
Cozy winery get away with year round hot tub.
1 bed
May 19 – 24
4.94 out of 5 average rating, 109 reviews
Guest favorite
Home in Madison
White Sands Lake House
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Madison
The Little Clubhouse
Lake views
Jun 6 – 11
4.94 out of 5 average rating, 155 reviews
Guest favorite
Cottage in Madison
Stone Pillar Cottage Historic Madison-on-the-Lake
4 beds
Apr 21 – 26
4.99 out of 5 average rating, 123 reviews
Guest favorite
Home in Madison
The Lakehouse
8 beds
Apr 21 – 26
4.98 out of 5 average rating, 126 reviews
Guest favorite
Home in Madison
The Madison House
Apr 21 – 26
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Madison
Hot tub | Modern Cottage | Winery | Geneva | SPIRE
4 beds
Apr 27 – May 2
4.95 out of 5 average rating, 57 reviews
Guest favorite
Home in Madison
Yellow Dog Retreat: Wine Country/Spire/GOTL!
5 beds
Apr 21 – 26
5.0 out of 5 average rating, 152 reviews
Superhost
Home in Madison
Madison Estate|Wineries|Lake Erie|Family Fun
4 beds
Apr 21 – 26
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Madison
Wine Country Woodland Retreat
2 beds
Apr 21 – 26
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Madison
Vineyard View | Walk to Wineries & River| Hot Tub
4 beds
May 5 – 10
4.98 out of 5 average rating, 152 reviews
Guest favorite
Home in Madison
Country Charm Retreat / lake
4 beds
Apr 20 – 25
5.0 out of 5 average rating, 21 reviews