[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Shelter Island Retreat w/ Outdoor Pool! Beach location and outdoor pool ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/5d5fe602.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/4c014a2f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/79e89180.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/042c4299.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/f7fd903a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Consider a stay at Shelter Island Retreat w/ Outdoor Pool! and take advantage of a marina, a playground, and an arcade/game room. Stay connected with free WiFi in public areas. 10 Exceptional ### Entire home 5 bedrooms7 bathroomsSleeps 84994 sq ft ## Popular amenities - Washer - Pool - Fireplace - Kitchen - Air conditioning - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Shelter Island Retreat w/ Outdoor Pool! Beach location and outdoor pool A marina, an outdoor pool, and an arcade/game room are available at this smoke-free cottage. WiFi in public areas is free. The cottage boasts a fireplace and offers a kitchen and a washing machine. Added amenities include 6.5 bathrooms, a balcony, and a stovetop. Air-conditioned accommodations at this cottage offer fireplaces and irons/ironing boards. Rooms open to balconies. Accommodations at this 3-star cottage have kitchens with stovetops and cookware/dishes/utensils. Bathrooms include bathtubs. Recreational amenities at the cottage include an outdoor pool. The recreational activities listed below are available either on site or nearby; fees may apply. ## Property amenities ### Beach - Private beach nearby - Beach towels ### Pool/Spa - Outdoor pool ### Parking and transportation - Free offsite parking ### Family friendly - Playground ### Kitchen - Blender - Cookware, dishware, and utensils - Oven - Paper towels - Stovetop ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 6.5 private bathrooms - Bathtub ### Living spaces - Fireplace - Living room ### Entertainment - Books ### Outdoor areas - Balcony - Marina ### Laundry - Laundry detergent - Washing machine ### Work spaces - Laptop workspace ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Arcade/game room - Billiards/pool table - Hunting - Kayak ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sag Harbor Inn Sag Harbor - Pool - Breakfast included - Parking included - Free WiFi 9.4 Exceptional 557 reviews CA $263 CA $300 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Sagaponack Wainscott - Pool - Pet-friendly - Parking included - Free WiFi 8.8 Excellent 186 reviews CA $211 CA $297 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=81143153&PinnedHotelID=81143153&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### American Beech Hotel Greenport - Breakfast included - Pet-friendly - Free WiFi - Restaurant 9.0 Wonderful 193 reviews CA $350 CA $456 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08&selected=11951124&PinnedHotelID=11951124&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport - Pool - Kitchen - Pet-friendly - Parking included 9.0 Wonderful 241 reviews CA $313 CA $418 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=10449005&PinnedHotelID=10449005&HadPinnedHotel=true®ionId=-1&adults=2) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94320600/94320583/b8023c08.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Unique Southampton Getaway w/ Rooftop Deck! 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Cottage Shelter Island Retreat w/ Outdoor Pool! Shelter Island Shelter Island Retreat w/ Outdoor Pool! Cottage Shelter Island ## About the area Located in Shelter Island, this cottage is near the beach. Shelter Island Whale's Tail and Gardiner's Bay Country Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Orient Beach State Park and Menhadden Lane Beach. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting. [Visit our Shelter Island travel guide](https://www.expedia.ca/Shelter-Island.dx157359) [View more Cottages in Shelter Island](https://www.expedia.ca/Shelter-Island-Cottages.d157359-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.07601%2C-72.27924&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=SjUinS8HaH5N76wtgHuN6R0afkw=) Shelter Island, NY ### What's nearby - Gardiner's Bay Country Club - 8 min drive - 6.1 km - Sunset Beach - 14 min drive - 11.0 km - Crescent Beach - 14 min drive - 11.0 km - Kontokosta Winery - 34 min drive - 13.6 km - Orient Point County Park - 46 min drive - 26.3 km ### Getting around - Greenport Station - 29 min drive - East Hampton, NY (HTO) - 56 min drive ### Restaurants - ‪Claudios Clam Bar - ‬30 min drive - ‪Vine Street Cafe - ‬9 min drive - ‪Stars Cafe - ‬9 min drive - ‪Opties & Dinghies - ‬9 min drive - ‪SALT Waterfront Bar & Grill - ‬13 min drive ## Frequently asked questions ### Does Shelter Island Retreat w/ Outdoor Pool! have a pool? > Yes, this property has an outdoor pool. ### Is Shelter Island Retreat w/ Outdoor Pool! pet-friendly? > No, pets are not allowed at this property. ### How much is parking at Shelter Island Retreat w/ Outdoor Pool!? > There is free parking nearby. ### What time is check-in at Shelter Island Retreat w/ Outdoor Pool!? > Check-in start time: 3:00 PM; Check-in end time: 12:00 AM. ### What time is check-out at Shelter Island Retreat w/ Outdoor Pool!? > Check-out is at 10:00 AM. ### Where is Shelter Island Retreat w/ Outdoor Pool! located? > Offering direct access to the beach, this Shelter Island cottage is 2 mi (3.2 km) from Menhadden Lane Beach and within 6 mi (10 km) of Sunset Beach and Crescent Beach. Gardiner's Bay Country Club and Shelter Island Country Club are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Shelter Island Retreat w/ Outdoor Pool! 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