Luxury Long Stay Rentals in New England

We selected the 210 homes worth renting in this location

Home spotlights in New England

Sail of the Century

Sail of the Century

  • 16 guests

  • 6 bedrooms

Stonington, Connecticut

Sitting on the edge of Mason's Island, this waterfront location doesn't just bring peaceful views of Fisher Island Sound – there's also a private beach plus a dock so you can fill your stay with swimming and watersports. If relaxing is more your bag, the large terrace has plenty of seating, plus an impressive outdoor kitchen for when dinnertime rolls around again.

The Olde Rancher

The Olde Rancher

  • 6 guests

  • 4 bedrooms

Plainfield, Sullivan County

Set on a sprawling 326-acre estate, this incredible home is a stunning year-round retreat that boasts breathtaking mountain views, multiple ponds, scenic hiking trails and a plethora of possible activities. Upon arrival, your host will show you around the luxury barn, allowing you to decide which facilities to add to your stay – this includes a gym, Japanese bathroom, gym and even a recording studio.

Shingle All the Way

Shingle All the Way

  • 16 guests

  • 8 bedrooms

North Sea, Southampton

Perched on the outskirts of charming Sag Harbor, this large Hamptons home is the perfect setting for a family reunion or epic group getaway. The furniture feels a little generic, but that’s not to say that it’s not comfortable – and given you’re only a short drive from the beach, we imagine you’ll be spending a lot of your time in the great outdoors anyway.

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.


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

Explore the 210 most perfect homes in our collection

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Most popular homes in New England

The Lakehouse

The Lakehouse

  • 10 guests

  • 4 bedrooms

Morris, Litchfield

Shes a Blues

Shes a Blues

  • 6 guests

  • 3 bedrooms

North Sea, Southampton

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

A Little Love Note

A Little Love Note

  • 6 guests

  • 2 bedrooms

New Lebanon, New York

Wisteria Delight

Wisteria Delight

  • 3 guests

  • 2 bedrooms

Springs, East Hampton

Number Nineteen

Number Nineteen

  • 13 guests

  • 6 bedrooms

Montauk, East Hampton

Harbor Hymn

Harbor Hymn

  • 4 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Look Sharp

Look Sharp

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in New England, 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 New England, 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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