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Search results; Over 1,000 homes in Madison

Top guest favourite
Flat in Madison
Modern Carriage House Near Beach - Deck + Fire Pit
2 bedrooms, 2 beds, 1 private bathroom
11–16 Aug
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4.98 out of 5 average rating, 123 reviews
Guest favourite
Home in Madison
Fabulous pool in beach town!
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
Top guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
4.88 out of 5 average rating, 590 reviews, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
5.0 out of 5 average rating, 49 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
Guest favourite
Guest house in Madison
Charming Cottage is 1 Mile from Town and Beach
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Home in Madison
Cozy beach cottage close to everthing
4.9 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Home in Madison
Direct Waterfront Connecticut Beach Home
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
22–29 Sept
Top guest favourite
Guest house in Madison
The Rising Tide Cottage
4.97 out of 5 average rating, 89 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Sept
Top guest favourite
Barn in Madison
Cozy Restored barn near beaches
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
Guest favourite
Home in Madison
Coastal getaway with water views in every room
4.91 out of 5 average rating, 67 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
Loft in Madison
Walk to Coast! Convenient Cottage in Dtwn Madison
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
Home in Madison
The Modernist | Patio & Pool | Beach (5-min drive)
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 4 beds, 4 bathrooms
3–10 Jul
Top guest favourite
Home in Clinton
Peaceful 4BR Cape w/ Sunroom | Near Beach
4.95 out of 5 average rating, 85 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Flat in Guilford
Apt in Historic Four Elms steps from the Green
5.0 out of 5 average rating, 32 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Guilford
Field of Dreams Hot Tub - Fire Pit Retreat
5.0 out of 5 average rating, 69 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Clinton
Waterside Beach Retreat
4.97 out of 5 average rating, 219 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Madison
New England shoreline charm, private beach access
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
15–22 Aug
Top guest favourite
Cottage in Madison
Idyllic Beach Retreat
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
Guest favourite
Rooms in Madison
Lovely home on your trip
4.81 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug