A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

Madison cottage rentals

We found 104 cottage rentals — enter your dates for availability

Explore Madison cottage rentals

Image of Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Premier Host

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Sleeps 12 · 6 bedrooms · 2+ bathrooms

Image of Direct waterfront renovated cottage.

Premier Host

Direct waterfront renovated cottage.

Sleeps 7 · 4 bedrooms · 2+ bathrooms

Image of Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Beachfront cottage on Historic Circle Beach

Beachfront cottage on Historic Circle Beach

Sleeps 10 · 6 bedrooms · 3 bathrooms

Image of SHABBY CHIC RETREAT

SHABBY CHIC RETREAT

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of 1-bedroom cottage with Grove Beach 🏖️ access.

Premier Host

1-bedroom cottage with Grove Beach 🏖️ access.

Sleeps 2 · 1 bedroom · 1 bathroom

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