Book a stay in one of the best homes in Connecticut

We selected the 141 homes worth renting in this location

Home spotlights in Connecticut

Gatsby's Mansion

Gatsby's Mansion

  • 42 guests

  • 11 bedrooms

Belle Terre, Brookhaven

Homes like this are one in a million. An eight-acre complex on the Port Jefferson coastline, guests will find virtually everything they could wish for at the address.

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Just steps from the beach with views across Peconic Bay, this home brings ease and comfort to coastal living. Bikes are provided for exploring and it’s just a short drive to the restaurants and shops of Southold.

Saltbush

Saltbush

  • 7 guests

  • 4 bedrooms

Montauk, East Hampton

Located a short walk away from the beach, we thought Saltbush would be a great base for a family or a group of friends looking for a seaside escape. The decor has clean, simple, beachy vibe – it isn’t trying to be wildly innovative or elaborate, but it ties in well with the location, and the space feels comfortable and relaxing.

Meet Me In Montauk

Meet Me In Montauk

  • 6 guests

  • 4 bedrooms

Montauk, East Hampton

This stunning home on the banks of Lake Montauk is the perfect escape. With a private beach at the end of the garden, you won't need to travel far to feel the sand between your toes.


We selected the top 3% holiday homes in Connecticut

Explore the 141 most perfect homes in our collection

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Most popular homes in Connecticut

The Fifties Barn

The Fifties Barn

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

Ranch in the East

Ranch in the East

  • 8 guests

  • 4 bedrooms

Amagansett, East Hampton

Star of the Show

Star of the Show

  • 6 guests

  • 3 bedrooms

Montauk, East Hampton

High Tea & Hedgerows

High Tea & Hedgerows

  • 8 guests

  • 4 bedrooms

Pawling, New York

An Old Fashioned

An Old Fashioned

  • 8 guests

  • 4 bedrooms

Napeague, East Hampton

Like a Whisper

Like a Whisper

  • 11 guests

  • 7 bedrooms

Peconic, North Fork

Tides of Utopia

Tides of Utopia

  • 8 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Paradise Cottage

Paradise Cottage

  • 9 guests

  • 4 bedrooms

Montauk, East Hampton

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