Does Work and Play Special! Extended Stay Discount have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Work and Play Special! Extended Stay Discount ?

As of Nov 26, 2025, prices found for a 1-night stay for 2 adults at Work and Play Special! Extended Stay Discount on Nov 30, 2025 start from ￥112,435, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Work and Play Special! Extended Stay Discount pet-friendly?

Yes, this property allows dogs (limit 1 total).

Onsite parking is available at the property.

Where is Work and Play Special! Extended Stay Discount located?

Situated near the beach, this vacation home is within 1 mi (2 km) of Wades Beach, Havens House, and Shelter Island Historical Society. The Hamptons Beaches and Mashomack Preserve are also within 1 mi (2 km).

Work and Play Special! Extended Stay Discount Reviews, Deals & Photos 2025

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!

Stayed 2 nights in Jul 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.

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.

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!

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.

Stayed 4 nights in Jul 2025

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

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.

Stayed 2 nights in Jun 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.

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!

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!!

Stayed 2 nights in Jun 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!

Stayed 2 nights in Sep 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!

Stayed 2 nights in May 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.

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

Stayed 3 nights in Jun 2023

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!

Stayed 2 nights in Jun 2024

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!

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!

Stayed 7 nights in Sep 2020

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!

Stayed 2 nights in Jun 2024

10/10 Excellent

Nicole M.

May 10, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place to host a girls weekend in the Hamptons

Ingrid is a kind and communicative host, and the property itself is stunning. As soon as we got there, we wished we were staying for even longer. Don't be intimidated by the ferry ride - it's fast and efficient and 1000% worth it to be able to access this hidden gem. Thank you so much!

Stayed 2 nights in May 2023

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.

Stayed 8 nights in Aug 2024

10/10 Excellent

LYNDA Z.

Sep 29, 2023

Liked: Cleanliness, check-in, communication, location

Wash Away Wedding

Lovely, well-equipped cottage. A quick, personal response from hosts to resolve an early morning question.

Stayed 2 nights in Sep 2023

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!!

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.

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+

Stayed 5 nights in Jun 2024

10/10 Excellent

Joe B., Princeton, NJ

Jul 9, 2023

Liked: Cleanliness, check-in, location, listing accuracy

The property is beautiful and the salt-water pool fantastic

Ingrid was very helpful and accommodating. The property is beautiful and the salt-water pool fantastic. Our 2-year-old grandson finally learned to enjoy going into the water after spending a few days playing in the pool. Our daughter, who produces films, was thrilled to learn that her favorite film producer, Sam Green, has spent a lot of time at the property, especially when he was younger. One thing to be aware of is that the 2 upstairs bathrooms are reached via very steep stairs which some may find difficult to climb and descend. And, there is no bathroom upstairs. Wades Beach is a relatively easy walk; however, we needed a car for most other outings. Since we had only 1 car, we occasionally tried to use uber or taxi service and found both to be unreliable. We were there just before the July 4th peak. Possibly better service is provided during the peak summer season. The Welcome book/instructions could have been more complete; however, Ingrid’s helpfulness and availability compensated for that. The VRBO app and website was difficult and time consuming to use once we made the reservation; e.g., there were times when we could not see recent messages from Ingrid and it would do things like indicate that we had no messages even just after notifying us that there was a new message!

Stayed 4 nights in Jun 2023

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