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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 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
3 beds, 1 bathroom
9–14 Aug
4.88 out of 5 average rating, 591 reviews
Top guest favourite
Home in Madison
Cozy beach cottage close to everthing
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.9 out of 5 average rating, 58 reviews
Guest favourite
Guest house in Madison
Charming Cottage is 1 Mile from Town and Beach
1 bedroom, 1 double bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Home in Madison
Direct Waterfront Connecticut Beach Home
4 bedrooms, 6 beds, 3.5 bathrooms
22–29 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Madison
The Rising Tide Cottage
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 90 reviews
Loft in Madison
Walk to Coast! Convenient Cottage in Dtwn Madison
2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Madison
Coastal getaway with water views in every room
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 67 reviews
Top guest favourite
Barn in Madison
Cozy Restored barn near beaches
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Guilford
Field of Dreams Hot Tub - Fire Pit Retreat
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Home in Madison
The Modernist | Patio & Pool | Beach (5-min drive)
4 bedrooms, 4 beds, 4 bathrooms
3–10 Jul
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Madison
Newly Renovated Beach Cottage!
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Clinton
Peaceful 4BR Cape w/ Sunroom | Near Beach
4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
4.95 out of 5 average rating, 86 reviews
Top guest favourite
Cottage in Madison
Idyllic Beach Retreat
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Clinton
Waterside Beach Retreat
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 219 reviews
Top guest favourite
Flat in Guilford
Apt in Historic Four Elms steps from the Green
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Rooms in Madison
Lovely home on your trip
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
4.81 out of 5 average rating, 21 reviews