Book Dog Friendly Rental Accommodation in Shelter Island

We selected the 478 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Shelter Island

Tucked In The Trees

Tucked In The Trees

  • 6 guests

  • 4 bedrooms

Northwest Harbor, East Hampton

Get set to escape reality and embrace all things lavish and luxurious as you retreat to this sensational, mid–century East Hampton's home. Newly renovated and sat on 1.

Soul Of The Willow

Soul Of The Willow

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

What at first glance appears to be an abandoned wooden turret lives a secret life as a blissful modern retreat, in this converted willow silo. Nestled amongst the trees ten minutes away from Woodstock, this wondrous three-storey tower is as well positioned to hiking nearby woods and mountains as it is to the galleries and boutiques of Woodstock.

Hitchbrook

Hitchbrook

  • 6 guests

  • 3 bedrooms

Sharon, Litchfield County

Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat.

Sunflower Summer

Sunflower Summer

  • 7 guests

  • 3 bedrooms

Springs, East Hampton

Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, and John Steinbeck.


We selected the top 3% holiday homes in Shelter Island Dog Friendly Rental Accommodation

Explore the 478 most perfect homes in our collection

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Most popular homes in Shelter Island

Salty Kiss

Salty Kiss

  • 5 guests

  • 2 bedrooms

Riverhead, The Hamptons

The Mortar & Pestle

The Mortar & Pestle

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Which Way The River

Which Way The River

  • 11 guests

  • 4 bedrooms

Shandaken, New York

Blissful Thinking

Blissful Thinking

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

Just A Minute

Just A Minute

  • 6 guests

  • 3 bedrooms

Water Mill, Southampton

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

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Check upcoming rates & availability for Shelter Island Dog Friendly Rental Accommodation


Frequently asked questions

If you're planning a holiday and hoping to take your canine companion along for the ride, then you've certainly come to the right place. Here at Plum Guide, our collection of luxury Dog Friendly Rental Accommodation in Shelter Island consists of only the top 3% of homes. Each home is put through a vigorous vetting process, culminating in a visit from an independent Home Critic, so there is no danger of anything slipping through the cracks. Every rental in our collection comes fully furnished, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Book a stay in Dog Friendly Homes To Rent in Shelter Island now, and secure a trip to remember for all parties. To ensure the home you choose is perfect for you, seek the help of our friendly team, who are ready to assist you at any time of day.

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