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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Shelter Island property reviews

  • Great house!!!!!!!!!!!

    "We love this house! It's perfect for kids and adults. Kitchen is very well equipped and house has plenty of linens and bath/beach towels. Location is minutes from Dering Harbor and Hay Beach. David and his wife are great hosts and Susan the caretaker is very friendly and helpful."
    Guest: Natalie S. Date of Stay: July 2014 Review Submitted: July 24, 2014
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  • Lovely Home

    "This is a lovely home! It looks much better than the pictures. We had a group of 8 spent the Labor Day weekend here. The house is very clean, spacious, and well equipped with everything you need. The surrounding area is beautiful and peaceful. We had so much fun at Hay Beach, a great hike at Mashomack Preserve, delicious dinner at Sweet Tomatoes, fun run near the house... Bruce is a responsive and friendly owner. Thank you Bruce! We had a great Labor Day weekend! I highly recommend this place to anyone."
    Guest: Tephany H. Date of Stay: August 2013 Review Submitted: September 4, 2013
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  • Perfect Holiday Retreat

    "We spent nearly two weeks at the end of the summer at this lovely home. The pool, deck and backyard were amazing -- larger than we expected. The home itself is nicely done, with plenty of room for 6 of us. It's conveniently located near Sunset Beach (about a 10-15 walk) if you're into that, but we loved barbecuing in the backyard so much we barely made it down there. We had a couple of questions during our stay and the owner responded immediately with all the info... we will definitely be back. Highly recommend staying here!"
    Guest: NYer Date of Stay: August 2013 Review Submitted: September 9, 2013
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  • Absolutely AMAZING property and fantastic owners - best weekend on Shelter Island!

    "I don't normally write reviews, but the house is absolutely gorgeous and the owners are one of the nicest and most accommodating people you will ever meet. They have made our stay so easy and pleasant! The pictures don't do the property justice - the front porch is fantastic for breakfast or afternoon cocktails; the back yard is perfect for everything from yoga to dinner parties. The landscaping is beautiful! The house itself has everything you need and then some. The kitchen was stocked with everything you can possibly think of and then some, same goes for bathrooms, the bedrooms are huge and the decor is impeccable. There are several bikes also, which make the ride to the nearby wades beach a pleasure. The owners were responsive, accommodating and always positive - thank you again, we had a great time!"
    Guest: RK Date of Stay: July 2014 Review Submitted: July 14, 2014
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Shelter Island Travel Tips

You Will Love Shelter Island Vacation Rentals

Shelter Island vacation rentals are so great, you will recommend them to friends for years after your visit to the area! From adorable shack-like cafes to charming mom n' pop restaurants, you will find unique establishments in Shelter Island that are unlike anything you have experienced before! Enjoy a day strolling along the waterfront, observing the native wildlife, or visit the Mashomack Preserve to see 2,100 acres of Nature Conservancy. Either way, you will be touched by the efforts of the locals to preserve the natural elegance and charm of their neighborhood.

Summer Homes in Shelter Island Couldn't Be More Lovely

Summer homes in Shelter Island are so lovely, they could not be improved upon. Enjoy great beaches like Sailors' Haven, for days of sunbathing and picnicking on the sand, or spend your days indoors. The great thing about Shelter Island summer homes is that you can relax, enjoy the privacy, and spend time working on your novel or catching up on letter writing. Take a day trip to Long Island for hip clubs, five star restaurants, and high-end shopping, or stroll through The Hamptons star watching for frequent visitors like Gwyneth Paltrow and Jerry Seinfeld.

House Rentals in The Hamptons Are Something You'll Never Forget

House rentals in The Hamptons are not just a place to live for a few weeks each summer, they're an experience that you will remember forever. Rub elbows with celebrities like Paul McCartney, or get away from the crowds and visit Dead Man's Hill on Corona Avenue. Go clamming on the beach, or pick raspberries inland. There are quaint activities to be done in Shelter Island, and all over The Hamptons, that will make you feel relaxed and happy. You will love your trip to The Hamptons, and always remember it as the place where you had the best peaches in the world!

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