Book Luxury Summer Rentals in Connecticut

We selected the 43 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

0

Pets

An extra fee may apply

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Home spotlights in Connecticut

Light of Romance

Light of Romance

  • 14 guests

  • 6 bedrooms

Springs, East Hampton

Find your own slice of heaven in East Hampton with a stay in this impressive glasshouse. Surrounded by lush trees with beautiful views, this is the perfect setting for a restorative retreat or special family gathering.

Hamptons Dreams

Hamptons Dreams

  • 9 guests

  • 3 bedrooms

East Hampton North, East Hampton

Exploring East Hampton is a breeze at this coastal cottage. Both downtown and the beach are easily accessible by bike, and a coffee shop and seafood restaurant are just down the street.

Harbor Hymn

Harbor Hymn

  • 4 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Minutes away from East Hampton Village, this beautiful Sag Harbor home is ideal for sun worshippers and golfers alike. The Sag Harbor Golf Course is a stone's throw, and Havens Beach, among others, is reachable by car in minutes.

Hamlet

Hamlet

  • 8 guests

  • 5 bedrooms

Miller Place, Brookhaven

An understated colonial-style home is the perfect setting for a Northeastern getaway. It's reminiscent of a family heirloom, with history seeping through the walls.


We selected the top 3% holiday homes in Connecticut Vacation Rentals for Summer

Explore the 43 most perfect homes in our collection

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Most popular homes in Connecticut

Summer Fridays

Summer Fridays

  • 10 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

Blissful Thinking

Blissful Thinking

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, The Hamptons

Whale Watching

Whale Watching

  • 8 guests

  • 4 bedrooms

Sag Harbor, Southampton

Tucked In The Trees

Tucked In The Trees

  • 6 guests

  • 4 bedrooms

Northwest Harbor, East Hampton

High Tea & Hedgerows

High Tea & Hedgerows

  • 8 guests

  • 4 bedrooms

Pawling, New York

The Golden Dawn

The Golden Dawn

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

Straight Down the Middle

Straight Down the Middle

  • 8 guests

  • 4 bedrooms

Shelter Island Heights, Shelter Island

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Check upcoming rates & availability for Connecticut Vacation Rentals for Summer


Frequently asked questions

Explore our remarkable range of luxury Summer Rentals in Connecticut. There's no time for average stays, so treat yourself to a stay in one of the most impressive rentals around. Each and every home in our selection is put through numerous rounds of thorough testing, with everything from shower pressure to a home's design being closely checked for quality. Only the finest 3% of homes are awarded the prestigious Plum Award, so you can book with total confidence. Rentals in our range come fully furnished, with a well-equipped kitchen, essential bathroom toiletries, and all linen included to make you feel right at home. Book a memorable trip to an unforgettable Vacation Rental for Summer in Connecticut today, and make the most of the year's warmest season. If you require any assistance, call on the help of our experts - they're on-hand to help you discover the perfect home.

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