Shelter Island Retreat w/ Outdoor Pool!

8 guests · 5 bedrooms · 6 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Shelter Island at Shelter Island Retreat w/ Outdoor Pool! for $1,594 for your next trip.

Sag Harbor Retreat - 4BR Home with Heated Pool + Game Room

in Sag Harbor

8 guests · 4 bedrooms · 3 baths

Looking for a House in Shelter Island, this House for $1,739 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(1 Rating)

Stunning Contemporary Sag Harbor Estate, Minutes to Sag Harbor Village,...

in Sag Harbor

8 guests · 4 bedrooms · 3 baths

Looking for a House in Shelter Island, this House for $1,833 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Shelter Island 4 bedroom waterfront home with home office

10 guests · 4 bedrooms · 2 baths

This inviting House in Shelter Island can fit your needs for many types of vacations, at $1,580 per night.

You can save with One Key

Brilliant 4-bedroom house with heated pool in charming Shelter Island

8 guests · 4 bedrooms · 4 baths

When traveling to Shelter Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,450 per night.

10 / 10

Outstanding(7 Ratings)

Huge Island Getaway Pool Hot Tub Walk To Beach

12 guests · 6 bedrooms · 9 baths

Looking for the perfect place to call home during your trip to Shelter Island? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(7 Ratings)

Huge Island Getaway Pool Hot Tub Walk To Beach

12 guests · 6 bedrooms · 9 baths

Enjoy the best of Shelter Island in our House, Huge Island Getaway Pool Hot Tub Walk To Beach. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Waterfront Victorian farmhouse with heated pool and deepwater dock

16 guests · 6 bedrooms · 4 baths

Experience vacation in Shelter Island with our House, Waterfront Victorian farmhouse with heated pool and deepwater dock. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(4 Ratings)

Beautiful Spacious Traditional Home w/Pool, 2 minutes from Beaches, Golf, Tennis

8 guests · 4 bedrooms · 3 baths

Are you ready to indulge in a relaxing getaway? Our House in Shelter Island has everything you need for a rejuvenating stay. Treat yourself to Beautiful Spacious Traditional Home w/Pool, 2 minutes from Beaches, Golf, Tennis's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.