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Search results; Over 1,000 homes in Madison

Top guest favourite
Guest house in Madison
The Barn by the Sound
1 bedroom, 2 beds, 1 private bathroom
20–25 Jul
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4.98 out of 5 average rating, 93 reviews
Top guest favourite
Guest house in Madison
The Rising Tide Cottage
4.97 out of 5 average rating, 87 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
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
10–15 Jul
Top guest favourite
Home in Madison
Waterfront Beach House with pool
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 6 Sept
Guest house in Madison
Cozy Private Guesthouse – 5 Min to Hammonasset
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
17–22 Jul
Top guest favourite
Home in Madison
Cozy beach cottage close to everthing
4.89 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Rooms in Madison
Lovely home on your trip
4.79 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Jul
Hotel in Madison
Queen Room Cristy’s Madison #6
4.65 out of 5 average rating, 89 reviews, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Cabin in Madison
Riverfront Antique Cabin in the Heart of Madison
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 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
NEW Charming Coastal Bungalow steps from the Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Cottage in Madison
Idyllic Beach Retreat
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
Guest favourite
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
Flat in Madison
Beautifully Furnished Apartment
4.87 out of 5 average rating, 102 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Aug
Guest favourite
Home in Madison
Newly Renovated Beach Cottage!
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Top guest favourite
Home in Branford
Adorable Beach House on LI Sound
4.98 out of 5 average rating, 97 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Cottage in Guilford
Newly Restored Cottage on River
4.98 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Home in Madison
New England shoreline charm, private beach access
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
15–22 Aug