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Search results; Over 1,000 homes in Madison

Top guest favourite
Cabin in Madison
Riverfront Antique Cabin in the Heart of Madison
2 bedrooms, 3 beds, 1 private bathroom
16–21 Nov
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4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Madison
Cozy beach cottage close to everthing
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 60 reviews
Guest favourite
Home in Madison
1 Block from Water: Welcoming 4 Bedroom Home
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Cottage in Madison
Idyllic Beach Retreat
4 bedrooms, 5 beds, 3 bathrooms
15–22 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Madison
Coastal getaway with water views in every room
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 68 reviews
Top guest favourite
Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
4 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 54 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, 16 reviews
Guest favourite
Loft in Madison
Walk to Coast! Convenient Cottage in Dtwn Madison
2 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 7 reviews
Home in Madison
Direct Waterfront Connecticut Beach Home
4 bedrooms, 6 beds, 3.5 bathrooms
4–11 Jan
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Madison
Charming Madison, CT Carriage House ocean rental
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Madison
Cozy Family Beach Cottage
5 bedrooms, 8 beds, 1.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
3 beds, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 605 reviews
Guest favourite
Guest house in Madison
Charming Cottage is 1 Mile from Town and Beach
1 bedroom, 1 double bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 16 reviews
Guest suite in Madison
Madison hideaway on the shoreline
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
New place to stay
Top guest favourite
Guest house in Madison
The Rising Tide Cottage
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.97 out of 5 average rating, 98 reviews
Top guest favourite
Cottage in Clinton
Fig & Pine | Sleeps 12, 2 Homes by Shore + Yard
6 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Home in Guilford
Entire home - Cheerful 4 bedroom on the shoreline.
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Branford
5* Branford Cottage with access to Owenego Club.
4 bedrooms, 5 beds, 2 bathrooms
3–8 Nov
4.93 out of 5 average rating, 46 reviews
Home in Madison
Iconic Beachfront Summer Estate East, shared pool
9 bedrooms, 13 beds, 4.5 bathrooms
5–12 Dec
5.0 out of 5 average rating, 5 reviews