Book Luxury Villas in Connecticut

We selected the 52 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.

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.

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.

Artistic Sensibility

Artistic Sensibility

  • 8 guests

  • 3 bedrooms

East Hampton North, East Hampton

The Hamptons have been a byword for luxury for decades, largely thanks to grand homes such as this one. Here, the decadence starts before you even go through the front door, with the tree-lined garden playing host to a large swimming pool and a few loungers on which to soak up the sunshine.


We selected the top 3% holiday homes in Connecticut Villas

Explore the 52 most perfect homes in our collection

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Most popular homes in Connecticut

Call Me Queen Bee

Call Me Queen Bee

  • 10 guests

  • 5 bedrooms

North Haven, Southampton

Sunshine Stop

Sunshine Stop

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

Number Nineteen

Number Nineteen

  • 13 guests

  • 6 bedrooms

Montauk, East Hampton

An Old Fashioned

An Old Fashioned

  • 8 guests

  • 4 bedrooms

Napeague, East Hampton

Make it Yours

Make it Yours

  • 8 guests

  • 4 bedrooms

East Hampton North, East Hampton

Lunar Glow

Lunar Glow

  • 8 guests

  • 4 bedrooms

North Sea, Southampton

A Ray of Light

A Ray of Light

  • 12 guests

  • 6 bedrooms

Water Mill, Southampton

The Dappled Light

The Dappled Light

  • 6 guests

  • 3 bedrooms

Springs, East Hampton

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Connecticut, United States collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Connecticut.

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