Title: Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly - 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 With Pool ...Close To Beach & Pet Friendly Family-friendly vacation home in Shelter Island Heights with an outdoor pool ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/53a2a099.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/b682f71b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/709d5bb0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/cb96ed42.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/88e39576.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled behind evergreens, this home offers a serene escape near Sandy beach. With an open-plan living space, fireplace, and well-equipped kitchen that flows into the dining area with French doors to the entertainment deck. Unwind in the pool cabana with a pool table or relax by the fire pit at night. 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 7 ## Popular amenities - - Parking available - Dryer - Washer - Barbecue grill - Fireplace ## 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 With Pool ...Close To Beach & Pet Friendly \* Please Read House Rules And Policy's Before Booking\* \*Check In And Check Out Times Are Firm\* Perfect For Families!! Dogs Welcome! Located within close proximity to resort areas, Sunset / Crescent beach & Crab Creek with sunsets galore, Shelter Island Heights Town is jus a short bike ride away. This neat-as-a-pin home has all the ingredients for an exciting summer vacation. Tucked behind evergreens, the rooms are sun-filled in an open plan. Just inside the foyer the living room has a extra large Queen sized sleeper sofa beautiful windows out to the veranda, fireplace and entry to a well equipped kitchen, which then flows into the dining area which has French doors to the entertainment deck. Down the hall is a full bath, a guest bedroom with bunk bed w/ trundle, a second guest bedroom with a queen sized bed, home office area and door to the pool deck, plus the primary en-suite bedroom. The lower level has a projection screen media room, comfy recliner chairs and laundry area. The grounds are what summer is all about, with an in ground Gunite pool and adjacent outdoor shower, dining area off the kitchen with Pizza Oven and Gas Grill, covered lounge area, fire pit with Adirondack chairs and S'mores Station , Vegetable / herb cutting garden, pool cabana with pool / ping pong table, smart TV, Blue tooth indoor / outdoor speakers, extra refrigerator, food and beverage area and lounge chairs. Fully Fenced In Yard ! Cable (All Premium Channels) Nest Controlled Central AC, ADT Alarm System / Ring front door bell Pool Maintenance , Lawn Maintenance and Garbage Pick Up Kayak, Baby Stroller(s), Jogging Stroller, Pack and Play, Child Gate, Pool / Door Alarm, Pool Floats and Clamming Nets, Skate Board, Scooters, Adult, Teen and Child Bicycle's All ready and Available. Dog Friendly This Is a Quiet Family Neighborhood Please Be Respectful... NO PARTIES, NO SMOKING, NO EXCEPTIONS! Max 4 Adults \*Incense and candles are not permitted inside or outside the house due to fire hazards.\* • Smoking is not permitted • Supervise children on pool deck and around the firepit. • Guests and visitors should park only in our driveway, not the main road. • When leaving house, please always lock all doors—including pool house French doors and garage doors • Before checkout, dispose all garbage in outdoor trash bins. • Report any damages and/or breakages. Guests are responsible for any damage reported by the house manager they cause to the property and household items that. • Please pick up after your dog, especially around the grounds of the house. \*Dogs Welcome $200 pet fee\* \*Bunk Beds Are For Ages 13 and Under\* ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Pool/Spa - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - Books - Games - Smart TV - Stereo - Video games ### Outdoor areas - Barbecue grill - Fenced yard - Firepit - Garden - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair - Printer ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (limited availability) - Iron/ironing board - Phone - Safe ### Location highlights - In a village - Near the bay - Near the marina ### Things to do - Arcade/game room - Bicycles - Billiards/pool table - Kayak - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours nearby ### 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) - Fire extinguisher ### General - Bicycles - Garden ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Work and Play Special! 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Three bedrooms await you near Shelter Island beaches! Shelter Island - Kitchen - Washer - Dryer - Pet-friendly [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=106549494&PinnedHotelID=106549494&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/51000000/50720000/50715600/50715565/981d9993.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lovely Shelter Island cottage with panoramic bay views, secluded, screened... Silver Beach - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=50715565&PinnedHotelID=50715565&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 30 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Check-out instructions The host requires you complete the following before checking out: Start the dishwasher Strip any used beds and gather used towels Remove leftover food and drinks and take out the trash Turn off the lights and lock the doors Failure to complete these may result in a negative review from the host. ### Rules \*Check In And Check Out Times Are Firm\* Please be respectful of the Neighbors. Absolutely no parties, and No Loud music. No Parking on the lawn $200 Pet Fee Pets Not Allowed On Beds / Furniture Beds Must Be Stripped At The End Of The Stay No Street Parking Bunk Beds Are For Ages 13 And Under. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total pets ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Located near the beach, this vacation home is in Silver Beach, a neighborhood in Shelter Island Heights. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Shelter Island Country Club and Shelter Island Whale's Tail. Traveling with kids? Consider Greenport Carousel and Railroad Museum of Long Island. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Shelter Island Heights travel guide](https://www.expedia.ca/Shelter-Island-Heights.dx183716) [View more Vacation homes in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Private-Vacation-Homes.d183716-aaPrivateVacationHomes.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%7C41.05865%2C-72.36471&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=wcMwb4Fq2B-LRLVZUW8SXA7dY8s=) Shelter Island, NY ### What's nearby - Crescent Beach - 3 min drive - 2.2 km - Sunset Beach - 3 min drive - 2.9 km - Gardiner's Bay Country Club - 8 min drive - 6.3 km - Kontokosta Winery - 28 min drive - 8.3 km - 67 Steps Beach - 29 min drive - 9.0 km ### Getting around - Greenport Station - 25 min drive - East Hampton, NY (HTO) - 44 min drive ### Restaurants - ‪Sunset Beach Restaurant - ‬3 min drive - ‪Vine Street Cafe - ‬7 min drive - ‪Opties & Dinghies - ‬5 min drive - ‪Pridwin Hotel - ‬3 min drive - ‪Stars Cafe - ‬5 min drive ## Frequently asked questions ### Does Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly have a pool? > Yes, this property has an outdoor pool. ### Is Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly pet-friendly? > Yes, this property allows dogs (limit 2 total). ### What time is check-in at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly? > Check-in begins at 4:00 PM. ### What time is check-out at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly? > Check-out is at 11:00 AM. ### Where is Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly located? > This family-friendly Shelter Island Heights vacation home is located near the beach, within 2 mi (3 km) of Crescent Beach, Sunset Beach, and Shelter Island Country Club. Shelter Island Whale's Tail and Shell Beach are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 15 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8/10 Cleanliness ### 10/10 Excellent #### Dean S. Sep 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Stay Amazing from check in to check out. Highly recommend. ##### Dean S. Stayed 32 nights in Aug 2024 ### 10/10 Excellent #### Lisa S. Sep 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Stay Lovely getaway in a very sweet house. Property manager very responsive. Perfect location. ##### Lisa S. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Amanda A. Jun 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Beach Week We had a wonderful stay at this property! Tara was extremely communicative and absolutely everything we needed was available at the house. The pool and the attached pool house with tons of fun games and activities was such a fun addition and we were super comfortable all week. The fenced in yard was perfect for our adventurous dog. Would highly recommend for families! ##### Amanda A. Stayed 8 nights in Jun 2025 ### 10/10 Excellent #### gary P. Jul 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Tara is the best as is this beautiful property with excellent pool, bbq grill, plenty of outside activities, fire pit, bikes and so much more. Extremely responsive to questions. A! ##### gary P. Stayed 14 nights in Jun 2025 ### 10/10 Excellent #### Peter J. Jul 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Summer Vacation Nice property set up nicely for a family with children. ##### Peter J. Stayed 10 nights in Jul 2024 ### 10/10 Excellent #### Daniel M., New York, NY, USA Jun 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Shelter Island Oasis The home was clean and well appointed. The pool and pool house were fantastic. The grounds were well manicured. Communication was excellent. ##### Daniel M. Stayed 3 nights in Jun 2023 ### 8/10 Good #### Allyn S. Jul 5, 2023 Liked: Check-in, communication, location, listing accuracy #### Shelter Island Family Vacation. Charming house, nice location. Everyone enjoyed the pool and playing pool! Would benefit from a deep clean. ##### Allyn S. Stayed 7 nights in Jun 2023 ### 10/10 Excellent #### Josh K. Oct 2, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Shelter Island in the off-season is the best season. We loved staying in the house. The island was blissfully quiet on our late September weekend. We even made great use of the basement theater to watch college football when some inclement weather kept us indoors. I would certainly rent the house again. ##### Josh K. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Steph L. Aug 4, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Family Stay We had the most amazing time at this awesome property. The owners and property managers were on top of everything and the communication was A++. The home was updated and comfortable although we pretty much lived in the pool through our stay. The location was great .. Quiet yet close to the most beautiful beaches and great restaurants. We had a blast ferry hopping to the hustle and bustle of North/South Forks but we all loved coming back to this quiet retreat. Cannot wait to come back!! ##### Steph L. Stayed 11 nights in Jul 2022 ### 10/10 Excellent #### David M., New York Aug 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful vacation experience! We had an absolutely amazing time at Tara’s house on Shelter Island. From start to finish, everything was seamless and hassle-free. Her property exceeded all of my expectations - it was clean, well-maintained, and beautifully decorated. She was also very responsive and accommodating, ensuring that our stay was comfortable and enjoyable. I cannot recommend it enough for anyone looking for a fantastic vacation rental experience. ##### David M. Stayed 7 nights in Aug 2023 ### 10/10 Excellent #### Eric D. Aug 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Special Place on the Island! Tara made the entire experience super easy! Check in was clearly communicated as well as the different items around the house. My wife, son, and I truly enjoyed our stay at the house and would recommend it highly to any other family looking to create wonderful summer memories on Shelter. A+++ ##### Eric D. Stayed 16 nights in Jul 2024 ### 10/10 Excellent #### Hugo M. Aug 11, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous The pictures don't do it justice. Lots of love and care put into this place. Quiet neighborhood. Cycled everywhere. A great kitchen if you you're into cooking. ##### Hugo M. Stayed 5 nights in Aug 2023 ### 10/10 Excellent #### Stephen S. Jun 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house in beautiful area! Great house in a quiet neighborhood with a lot to do! Pool area was great, the pool house had pool and other fun games, there was a fire pit area with wood for use, and house was close to numerous beaches. Host/house manager were very responsive and pleasant to deal with. Would highly recommend this house for a Shelter Island stay! ##### Stephen S. Stayed 2 nights in Jun 2023 ### 10/10 Excellent #### Barbara S. Oct 26, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent vacation house Girls weekend on Shelter Island. This house was perfect for us ! The hosts were faboulous and the location was perfect. ##### Barbara S. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Maria L. Sep 23, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### It was wonderful!!! If you are ever going to shelter island look no further! I’m sure there is nothing to compare, it was fabulous all the way we were there for a wedding . My daughter traveled from London to be there, everyone woke up in the morning with such happiness! Thank you Tara, and PAula , it was Perfect ❤️ ##### Maria L. 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