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Search results; Over 1,000 homes in Madison

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Top guest favourite
Home in Madison
Cozy beach cottage close to everthing
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
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4.9 out of 5 average rating, 59 reviews
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Cottage in Madison
Idyllic Beach Retreat
4 bedrooms, 5 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Madison
1 Block from Water: Welcoming 4 Bedroom Home
4 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.96 out of 5 average rating, 27 reviews
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Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.98 out of 5 average rating, 54 reviews
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Guest favourite
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, 5 reviews
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Guest favourite
Home in Madison
Cheerful 4BR Home-7 Min Walk to Private Beach
4 bedrooms, 6 beds, 3 bathrooms
8–14 Sept
4.91 out of 5 average rating, 22 reviews
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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
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Guest favourite
Home in Madison
Coastal getaway with water views in every room
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 68 reviews
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Guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
3 beds, 1 bathroom
6–11 Sept
4.87 out of 5 average rating, 601 reviews
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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
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Top guest favourite
Home in Madison
New England shoreline charm, private beach access
3 bedrooms, 6 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 26 reviews
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Superhost
Cottage in Madison
Charming Madison, CT Carriage House ocean rental
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 39 reviews
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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
4.92 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Guilford
Entire home - Cheerful 4 bedroom on the shoreline.
4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 40 reviews
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Superhost
Guest house in Madison
The Rising Tide Cottage
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.97 out of 5 average rating, 97 reviews
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Home in Madison
Iconic Beachfront Summer Estate East, shared pool
9 bedrooms, 13 beds, 4.5 bathrooms
1–8 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Guilford
Spacious 5 BR Home near town
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Sept
4.82 out of 5 average rating, 125 reviews
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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, 43 reviews
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Top guest favourite
Holiday home in Guilford
Spacious Oceanfront Getaway with Spectacular Views
3 bedrooms, 3 beds, 3 bathrooms
29 Oct – 3 Nov
4.99 out of 5 average rating, 145 reviews