Title: Shelter Island Retreat w/ Outdoor Pool! - Latest Reviews, Deals & Photos 2025 - Expedia.ca [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/f7fd903a.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/95000000/94350000/94341600/94341591/4c014a2f.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) - 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 - Fireplace - Pool - 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 ![Exterior](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Chequit The Heights - Pet-friendly - Parking included - Free WiFi - Restaurant 9.0 Wonderful 37 reviews CA $528 CA $604 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=67569836&PinnedHotelID=67569836&HadPinnedHotel=true®ionId=-1&adults=2) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport - Pool - Breakfast included - Pet-friendly - Free WiFi 8.8 Excellent 524 reviews CA $246 CA $349 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true®ionId=-1&adults=2) ![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 559 reviews CA $264 CA $301 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 194 reviews CA $219 CA $307 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&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 $352 CA $458 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&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 244 reviews CA $314 CA $420 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 ![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 - ‪Opties & Dinghies - ‬9 min drive - ‪Stars Cafe - ‬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. 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