Connecticut Holiday Homes with Hot Tubs

We selected the 32 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.

The Fifties Barn

The Fifties Barn

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

Once a 1950s potato barn, this historic home now provides rustic charm in the affluent Hamptons. Though we fell in love with the loft library, dramatic furnishings, and leafy garden, complete with a private pool and hot tub, the location is also worth mentioning.

An Old Fashioned

An Old Fashioned

  • 8 guests

  • 4 bedrooms

Napeague, East Hampton

This lovely home is an ideal base in the Hamptons. It’s conveniently located on the edge of Napeague State Park and just a two-minute walk from Napeague Bay, with the gorgeous Amagansett Beach only seven minutes away by car.

Coral Skies

Coral Skies

  • 6 guests

  • 3 bedrooms

Montauk, East Hampton

Savour fabulous ocean views from every room at this idyllic home on one of Montauk's white-sand beaches. The beautiful open-concept living, dining, and kitchen space will easily accommodate your every need.


We selected the top 3% holiday homes in Connecticut Holiday Homes with Hot Tubs

Explore the 32 most perfect homes in our collection

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Most popular homes in Connecticut

Number Nineteen

Number Nineteen

  • 13 guests

  • 6 bedrooms

Montauk, East Hampton

Islander Like Me

Islander Like Me

  • 11 guests

  • 6 bedrooms

Springs, East Hampton

Make it Yours

Make it Yours

  • 8 guests

  • 4 bedrooms

East Hampton North, East Hampton

The Lakehouse

The Lakehouse

  • 10 guests

  • 4 bedrooms

Morris, Litchfield

Like a Whisper

Like a Whisper

  • 11 guests

  • 7 bedrooms

Peconic, North Fork

Rock Around The Clock

Rock Around The Clock

  • 10 guests

  • 7 bedrooms

Bridgehampton, Southampton

Villa Menantic

Villa Menantic

  • 8 guests

  • 4 bedrooms

Shelter Island Heights, Shelter Island

Ranch in the East

Ranch in the East

  • 8 guests

  • 4 bedrooms

Amagansett, East Hampton

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Frequently asked questions

Discover our selection of the finest holiday homes with hot tubs for your next getaway in Connecticut, United States. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best holiday homes with hot tubs that Connecticut, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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