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Search results; Over 1,000 homes in Madison

Top guest favourite
Guest house in Madison
2 BR carriage house in Madison Center!
2 bedrooms, 3 beds, 1.5 private bathrooms
27 Oct – 1 Nov
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5.0 out of 5 average rating, 28 reviews
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
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
Home in Madison
Stylish Modern Home, 4-Bedroom, Madison CT
5.0 out of 5 average rating, 46 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
25–30 Jul
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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
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Home in Madison
Waterfront Beach House with pool
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 6 Sept
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
19–24 Jul
Guest favourite
Home in Madison
1 Block from Water: Welcoming 4 Bedroom Home
4.96 out of 5 average rating, 25 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 5 Sept
Guest house in Madison
Charming Cottage is 1 Mile from Town and Beach
New place to stay, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
4.88 out of 5 average rating, 588 reviews, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Madison
NEW Charming Coastal Bungalow steps from the Beach
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Madison
Historic Beachside Glamour
4.87 out of 5 average rating, 39 reviews, 6 bedrooms, 7 beds, 3.5 bathrooms
26 Sept – 1 Oct
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Guest house in Madison
The Rising Tide Cottage
4.97 out of 5 average rating, 89 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Sept
Top guest favourite
Cabin in Madison
Riverfront Antique Cabin in the Heart of Madison
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
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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
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
Guest favourite
Home in Clinton
Vintage Shoreline Cottage with Sandy Beach
4.87 out of 5 average rating, 61 reviews, 10 bedrooms, 15 beds, 4 bathrooms
29 Aug – 3 Sept
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Home in Guilford
3BR Waterfront Oasis on Joshua Cove, Private Beach
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Sept
Top guest favourite
Home in Clinton
“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach
4.95 out of 5 average rating, 85 reviews, 4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul