Title: Work and Play Special! Extended Stay Discount - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=39934446&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Work and Play Special! Extended Stay Discount Vacation home in Shelter Island with private pool and kitchen ## Photo gallery for Work and Play Special! Extended Stay Discount ![Property grounds - Work and Play Special! Extended Stay Discount (Shelter Island)](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Work and Play Special! Extended Stay Discount (Shelter Island)](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/312e44f9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor pool, a heated pool - Work and Play Special! Extended Stay Discount (Shelter Island)](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Work and Play Special! Extended Stay Discount (Shelter Island)](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, in-room safe, desk, free WiFi - Work and Play Special! Extended Stay Discount (Shelter Island)](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the best of the Hamptons at this charming 1700’s cottage, nestled on 7 private acres. Dive into relaxation mode with a heated saltwater gunite pool, unwind on the screened-in-porch or enjoy an invigorating outdoor shower. ## Reviews 10 Exceptional ### Entire home 5 bedrooms1 bathroomSleeps 10 ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - 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. ### Work and Play Special! Extended Stay Discount Score Big at our fabulous Hamptons Cottage where work meets play in style! Settle into this charming 1700’s cottage nestled on 7 private acres of lush greenery adorned with majestic trees-your very own oasis! There are steep steps up to the second floor. \* Excellent Wifi: Say goodbye to buffering and hello to productivity with top-notch Wifi, ensuring seamless work-from-home sessions! \*Poolside Paradise: Dive into relaxation mode with a heated saltwater gunite pool-the ultimate spot to soak up the sun and splash around. Plus, keep an eye out for our resident turtles and frogs in the pond! Propane usage will be charged after stay. \*Cozy pool house: Need extra space? Our pool house offers an additional bedroom, kitchenette and a half bathroom-perfect for guests or a private retreat! \* Outdoor Delights: Rinse out in style with an invigorating outdoor shower, then unwind on the screened-in-porch-an ideal spot for sipping your morning coffee or enjoying evening cocktails. \*Modern Comforts: This cottage is equipped with all the bells and whistles, including a recently installed chef's kitchen, A/C, heating, and a Sonos sound system-ensuring your stay is as luxurious as it is comfortable. \*Beach Bonanza: Just a ten minute stroll lies Wades Beach, beckoning you with its sandy shores and sparkling waters-paradise found! With room to accommodate up to 8 guests, this dreamy cottage is your ticket to an unforgettable Hamptons getaway. So grab your bags, grab your laptop, and get ready to blend work with pleasure like never before! Ahhhh Shelter Island!! ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Pool/Spa - Heated pool - 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 - Kitchenette - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 0.5 bathroom - Bathtub or shower - Hair dryer - Outdoor shower - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Barbecue grill - Garden - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - No elevator - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Phone - Safe ### Location highlights - Near the bay - Near the marina ### Things to do - Heated pool - Table tennis - Birdwatching nearby - Cycling nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Swimming nearby - Wildlife walks 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) - First aid kit - Fire extinguisher ### General - Garden - Housekeeping (on request) ## Similar properties ![Dining](https://images.trvl-media.com/lodging/19000000/19000000/18992400/18992345/7af441fc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock Shelter Island - Kitchen - Washer - Dryer - Air conditioning 9.6 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=18992345&PinnedHotelID=18992345&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/567faece.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront House With Dock And Private Beach Shelter Island - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=33996173&PinnedHotelID=33996173&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/32000000/31910000/31908700/31908610/f3095a98.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### PERFECT for FAMILY HOLIDAYS, light, SPACIOUS, water-views that inspired POLLACK! 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East Hampton - Pool - Kitchen - Washer - Dryer 10 Exceptional 44 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=34525728&PinnedHotelID=34525728&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35260000/35257800/35257793/194d30cd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MODERN, CHIC, CONTEMPORARY HAMPTON CHATEAU East Hampton - Pool - Hot tub - Kitchen - Washer 10 Exceptional 26 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=35257793&PinnedHotelID=35257793&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 27 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Rules Absolutely no parties or events of any kind. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 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 Long-term renters welcome 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 and a first aid kit 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 ### We should mention This property does not have elevators ### Property is also known as Vrbo Property Private Hamptons Cottage Private Hamptons Cottage with excellent WiFi! 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%7C41.05247%2C-72.32422&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ldY40V91EwpipbxzKS7-t9e8KZY=) Shelter Island, NY #### Getting around - Greenport Station - 26 min drive - East Hampton, NY (HTO) - 37 min drive #### Restaurants - ‪Sunset Beach Restaurant - ‬7 min drive - ‪Vine Street Cafe - ‬16 min walk - ‪Opties & Dinghies - ‬4 min drive - ‪Pridwin Hotel - ‬8 min drive - ‪Dock House - ‬14 min drive ## Frequently asked questions ### Does Work and Play Special! Extended Stay Discount have a pool? ### Is Work and Play Special! Extended Stay Discount pet-friendly? ### How much is parking? ### What time is check-in at Work and Play Special! Extended Stay Discount ? ### What time is check-out at Work and Play Special! Extended Stay Discount ? ### Where is Work and Play Special! Extended Stay Discount located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Work and Play Special! Extended Stay Discount Reviews ## Reviews ### 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 51 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.8 Location ## Reviews ### 10/10 Excellent #### Karin W. May 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The 2 forks wine/bike trip we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk ##### Karin W. Stayed 1 night in May 2025 ### 10/10 Excellent #### Lily A. Jun 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay! The property was beautiful, and Ingrid was a great host! We were in town for a wedding and not within walking distance of dinner so Ingrid helped me set up transportation. The outdoor shower helped a lot in terms of helping us get ready on time, and it was great to have the whole pool area. ##### Lily A. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Naomi R. Jun 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Will be back! Ingrid was incredibly communicative throughout and ensured the space was clean. What a lovely well decorated home! ##### Naomi R. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Aron H. Jun 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Property Incredibly beautiful space that has everything you need for a vacation getaway. Amazing backyard with a pool, plenty of seating to relax and recreation areas for play. Great sound system for groups. Ingrid was so nice and welcoming, communication with her was super easy throughout the whole process. Can't recommend this place enough! ##### Aron H. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Rachel R. Sep 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A very special shelter island retreat This is the most magical property with a gorgeous pool, beautiful large trees, a pond and a badmitten court. My two children loved it. The property was a 3-4 minute drive from everything and yet felt totally isolated and removed from everything. I will say that the house was more cozy than we expected as the bedrooms upstairs were a steep walk and there was only one bathroom for the entire house. But we made do and had a lovely time. ##### Rachel R. Stayed 8 nights in Aug 2024 ### 10/10 Excellent #### Evamarie D. Aug 5, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The most relaxing weekend getaway!! Ingrid and her place was just amazing!!! My family and I do a yearly vacation and this was our first time visiting Shelter Island. The property was three minutes from the south ferry, which was super convenient. The grounds were extremely spacious filled with wild life and nature!! The pool was just perfect!! The house was able to fit all 10 of us with myself and my husband staying in the very cute and private pool house which is separate from the main house. Highly recommend staying at this property! Looking forward to booking this place again in the future!! ##### Evamarie D. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### jill N. May 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful Stay Ingrid’s house is magical. We stayed here for 4 days and had everything we needed. The pool was glorious. Sitting by the pond with the bullfrogs and turtles while listening to the multitudes of bird sounds was serene. Our kids playing badminton and ping pong, taking a respite from their swimming was perfect. This house and its garden, with spectacular trees was magical in every way. We felt truly lucky to have found this oasis. And the short walk to the beach another wonderful bonus. We had everything and thank Ingrid and Bobby for their hospitality. A definite must for us to revisit. ##### jill N. Stayed 3 nights in May 2024 ### 10/10 Excellent #### martha k. Jul 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### wedding week The property is enormous and gracious; the house is a perfect size for our needs and has a lot of charm. But it is the huge pool, the eating and sitting areas, and beauty of the rolling nature there that sets this property apart from others I have seen. What other houses might have in capaciousness, they lack in generous surroundings. Ingrid was superbly accommodating and an adept communicator. The week was a dream. A+ ##### martha k. Stayed 5 nights in Jun 2024 ### 10/10 Excellent #### Nava S. Jul 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A lovely weekend stay Really great property, had a relaxing lovely time! ##### Nava S. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Hank P. Sep 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Clean convenient ##### Hank P. Stayed 1 night in Sep 2025 ### 10/10 Excellent #### Anjelica B. Aug 31, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Peaceful stay. Great pool. My kids and I liked walking to the beach from here. ##### Anjelica B. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Tracy S. Sep 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This cottage was a very nice place with spacious gardens and lovely pool to hang out by. Great location for our family as it was close to the wedding event and to town. All our needs were met. Thank you to the host. ##### Tracy S. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### C M. Aug 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The property was very beautiful. My family and I loved the pool, grounds, house and local wildlfe that visited. We had easy correspondence with the owner; they responded immediately and were very helpful. ##### C M. Stayed 13 nights in Jul 2025 ### 10/10 Excellent #### Tessa W. Jul 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We've booked this property multiple times and always had a wonderful time. The hosts are responsive and helpful and the house is always clean and put together. We will definitely be returning. ##### Tessa W. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### moshe A. Jul 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now! ##### moshe A. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Tyler W. Jul 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful Outdoor Space Beautiful pool, badminton net, lots of outdoor seating areas. Location is easy, very close to ferry and nature preserve. ##### Tyler W. Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Joe B. Jul 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great, relaxing, peaceful home This is our 2nd time staying here. It has a great vibe and is filled with light with awesome settings for outside dining. The pool is spectacular.Two shortcomings: 1) It would be a significant improvement if there was a shower in the pool cottage.2) It’s a shame that the stairs to the second floor are so steep. Not all can safely use them. ##### Joe B. Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Liz C. Aug 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Cozy Cottage We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with! ##### Liz C. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Christina V. Jun 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful property, wish we could have stayed longer Gorgeous property. The pool was fantastic. We stayed with friends in between a wedding weekends events and we kept saying we wish we could just spend more time at the house!! ##### Christina V. Stayed 2 nights in Jun 2023 ### 10/10 Excellent #### Tessa W. Jun 1, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Shelter Island Stay This is the perfect house. The amenities were fantastic, the owners were easy to communicate with and welcoming. My whole group had a wonderful time and are already looking at future dates to come back! ##### Tessa W. Stayed 2 nights in May 2023 ### 10/10 Excellent #### Zach J. Oct 10, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome, Quirky Shelter Island Home We had an awesome time staying at Ingrid's place. She was incredibly helpful and communicative throughout the process. The place was very fun, quirky but still exactly as advertised and was a great weekend stay. Highly recommend staying here in the future! ##### Zach J. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Tessa W. Sep 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful property It was our second time booking the property. We love this place and can’t wait to go back. The house has everything you would need and the property is sprawling and gorgeous. ##### Tessa W. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Jesse A. Jun 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relaxing Clean, easy to get to, and a great place to stay. Property was gorgeous and plenty of wildlife to see in the yard. Pool is perfect for a nice swim and little to no bugs at night in the back ##### Jesse A. Stayed 3 nights in Jun 2023 ### 10/10 Excellent #### M W. Jun 26, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing! This is our second year back and we enjoyed every moment! The house and grounds are so lovely. The house is clean and has everything you need. The pool is amazing! Can’t wait to go back! ##### M W. Stayed 4 nights in Jun 2023 ### 10/10 Excellent #### Aura Z. Oct 3, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay We had an amazing time in our week long local vacation. Ingrid was always available when we had questions. The pool was perfect and exactly what we needed. The heating feature was key as our trip took place late in the summer. We would definitely love to go back! ##### Aura Z. 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