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Search results; Over 1,000 homes in Madison

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Top guest favourite
Guest house in Madison
The Rising Tide Cottage
1 bedroom, 2 beds, 1 private bathroom
23–28 Sept
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4.97 out of 5 average rating, 98 reviews
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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
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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
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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
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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
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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
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Top guest favourite
Cottage in Madison
Idyllic Beach Retreat
4 bedrooms, 5 beds, 3 bathrooms
17–24 Sept
5.0 out of 5 average rating, 19 reviews
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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
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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
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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
4.94 out of 5 average rating, 16 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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Guest favourite
Home in Madison
Cheerful 4BR Home-7 Min Walk to Private Beach
4 bedrooms, 6 beds, 3 bathrooms
16–22 Sept
4.91 out of 5 average rating, 23 reviews
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Guest suite in Madison
Madison hideaway on the shoreline
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
New place to stay
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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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Top guest favourite
Cabin in Madison
Riverfront Antique Cabin in the Heart of Madison
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.98 out of 5 average rating, 51 reviews
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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
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Guest favourite
Home in Guilford
Spacious 5 BR Home near town
5 bedrooms, 8 beds, 2.5 bathrooms
22–27 Sept
4.83 out of 5 average rating, 126 reviews
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Guest favourite
Cabin in Madison
Modern Hammonassett River Retreat
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.97 out of 5 average rating, 37 reviews
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Guest house in Madison
Cozy Private Guesthouse – 5 Min to Hammonasset
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.71 out of 5 average rating, 14 reviews