Connecticut Luxury Rentals

We selected the 47 homes worth renting in this location

Home spotlights in Connecticut

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Set within an acre of lush green grounds, this seriously charming home is just a twenty-minute drive from the centre of Sag Harbour - undoubtedly one of New York State's best-kept secrets. This centuries-old seaside village may be known as one of the most family-friendly places in the Hamptons, but its strictly adults-only activities include a visit to the nearby Wölffer Estate vineyards to sample their famed rosé cider.

High Tea & Hedgerows

High Tea & Hedgerows

  • 8 guests

  • 4 bedrooms

Pawling, New York

This home sits pretty as an English manor in the countryside of upstate New York, a ten-minute drive from the picturesque town of Pawling. Grecian-style columns greet you on arrival and the striking white facade glows against the verdant green gardens – it sits on 18 acres of land.

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.

Meet Me By The River

Meet Me By The River

  • 10 guests

  • 5 bedrooms

Greenport West, North Fork

The more nautically inclined of holidaymakers will love this waterfront home in Greenport, but even those with only a passing appreciation of boating won't fail to be wowed by the property and its peaceful location. The interior is strikingly contemporary, with a wealth of sleek surfaces, eye-catching decorations and chic furnishings — not to mention the floating staircase.


We selected the top 3% holiday homes in Connecticut Luxury Rentals

Explore the 47 most perfect homes in our collection

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Most popular homes in Connecticut

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Islander Like Me

Islander Like Me

  • 11 guests

  • 6 bedrooms

Springs, East Hampton

Salt And Pepper

Salt And Pepper

  • 8 guests

  • 4 bedrooms

Amagansett, East Hampton

Meet Me In Montauk

Meet Me In Montauk

  • 6 guests

  • 4 bedrooms

Montauk, East Hampton

Wine Not

Wine Not

  • 10 guests

  • 5 bedrooms

Mattituck, North Fork

Make it Yours

Make it Yours

  • 8 guests

  • 4 bedrooms

East Hampton North, East Hampton

Tales of the Hamptons

Tales of the Hamptons

  • 12 guests

  • 6 bedrooms

Springs, East Hampton

Sunshine Stop

Sunshine Stop

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

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A handpicked selection of the best luxury homes in Connecticut, United States, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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