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Search results; Over 1,000 homes in Madison

Top guest favourite
Home in Madison
Madison Bay Club House
3 bedrooms, 7 beds, 2.5 shared bathrooms
29 Aug – 3 Sept
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5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Woolford
Gorgeous Waterfront, Beach, Pool, Pets- 7 Bd /5ba
7 bedrooms, 13 beds, 5 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Home in Woolford
Starboard on McKeil Point, w/heated pool & hot tub
6 bedrooms, 11 beds, 4.5 bathrooms
5–10 Sept
4.99 out of 5 average rating, 143 reviews
Guest favourite
Home in Woolford
"Endless Summer" on the Chesapeake!
4 bedrooms, 7 beds, 2.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Farm stay in Madison
Madison Nature Getaway
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 227 reviews
Top guest favourite
Home in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
3 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 249 reviews
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 223 reviews
Top guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 104 reviews
Top guest favourite
Home in Woolford
Waterfront Getaway with Dock
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 189 reviews
Guest favourite
Home in Cambridge
The Sailor’s Shanty
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Home in Cambridge
Family and Pet-Friendly, Waterfront with Pier
4 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Cambridge
Peaceful Historic House Near Water, with Hot Tub!
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Aug
4.94 out of 5 average rating, 185 reviews
Guest favourite
Home in Cambridge
The Mariner at Swan Cove Manor
5 bedrooms, 11 beds, 3.5 bathrooms
19–24 Aug
4.94 out of 5 average rating, 33 reviews
Guest favourite
Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Home in Cambridge
Chesapeake Sunset Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 106 reviews
Guest favourite
Home in Cambridge
Waterfront Cambridge Home: Pool & Dock!
4 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Home in Cambridge
Waterfront Home w/ Pool, Hot Tub, Kayaks & More
5 bedrooms, 5 beds, 4 bathrooms
22–27 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Fishing Creek
Hoopers Landing | Private Dock | Hot Tub
3 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
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