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Shelter Island Summer Rentals, Cottages & Cabins
Book a Place to Stay in Shelter Island for Your Summer Getaway
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About Shelter Island Summer Rental on StayAndPlay
Looking for the perfect summer golf trip in Shelter Island? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Shelter Island provide the ideal setting for an unforgettable golf vacation.
Make the most of your summer golf retreat in Shelter Island with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Shelter Island with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!
Frequently Asked Questions About Shelter Island Luxury Rentals
There are a lot of options in Shelter Island. If you plan on staying in the Shelter Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Shelter Island:
- Work and Play Special! Extended Stay Discount
- Peaceful and Private Shelter Island Getaway
- Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
- Waterfront House With Dock And Private Beach
- Lovely home by the sea with dock and heated Gunite pool!
- Contemporary near Wade's Beach - 10 min drive to Sunset Beach/Shelter Island Hts
- WATERFRONT with Private Beach Boat Dock and Launch Ramp
- Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.
- Beautiful Spacious Traditional Home w/Pool, 2 minutes from Beaches, Golf, Tennis
- Shelter Island Serene Getaway. Amazing view, spacious & comfortable. Sleeps 6.
Yes, here are some popular summer holiday rentals in Shelter Island that have a private or indoor pool:
- WATERFRONT with Private Beach Boat Dock and Launch Ramp
- Seven Resort Style Inn near Beach
- The Pridwin Hotel
- Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.
Check all holiday rentals with a pool in Shelter Island on StayAndPlay.
Yes, We have 143 summer rental homes in Shelter Island and types of place to stay in Shelter Island include:
- Vacation Homes: 143 available for rent
- Villas: 143 Rentals available for rent
- Holiday Apartments: 143 Rentals available for rent
- Hotels with Suites: 143 Rentals available for book
