Luxury Long Stay Rentals in New England

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

• 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

• 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.