Luxury Long Stay Rentals in Connecticut

We selected the 139 homes worth renting in this location

Home spotlights in Connecticut

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.

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.

A Ray of Light

A Ray of Light

  • 12 guests

  • 6 bedrooms

Water Mill, Southampton

Nestled in a copse of trees, this fabulous home packs on the wow factor with striking good looks and a bold all-white interior. Just a short drive from Bridgehampton and the pristine Atlantic beaches, it's the ideal country retreat if you enjoy the finer things in life.


We selected the top 3% holiday homes in Connecticut Long Stay Rentals

Explore the 139 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

Meet Me In Montauk

Meet Me In Montauk

  • 6 guests

  • 4 bedrooms

Montauk, East Hampton

Lunar Glow

Lunar Glow

  • 8 guests

  • 4 bedrooms

North Sea, Southampton

The Golden Dawn

The Golden Dawn

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

An Old Fashioned

An Old Fashioned

  • 8 guests

  • 4 bedrooms

Napeague, East Hampton

The Lakehouse

The Lakehouse

  • 10 guests

  • 4 bedrooms

Morris, Litchfield

Port & Starboard

Port & Starboard

  • 6 guests

  • 6 bedrooms

North Haven, Southampton

All American

All American

  • 10 guests

  • 5 bedrooms

Shelter Island Heights, Shelter Island

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Connecticut, United States. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Connecticut, United States collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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