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Work and Play Special! Extended Stay Discount

Photo gallery for Work and Play Special! Extended Stay Discount

A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window. - Work and Play Special! Extended Stay Discount (Shelter Island)
A modern living room with a sectional sofa, a glass coffee table, and large windows offering a view of greenery outside. - Work and Play Special! Extended Stay Discount (Shelter Island)
A modern bathroom with a large arched window, a white bathtub, a white chair, and a bed. - Work and Play Special! Extended Stay Discount (Shelter Island)
A backyard with a swimming pool, lounge chairs, and umbrellas. - Work and Play Special! Extended Stay Discount (Shelter Island)
A room with a blue-striped table, white curtains, a blue sofa, and a patterned rug. - Work and Play Special! Extended Stay Discount (Shelter Island)
You can look forward to a garden, a playground, and laundry facilities at Work and Play Special! Extended Stay Discount . Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

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About this property

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!!

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About the neighborhood

Located in Shelter Island, this vacation home 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 looking for area attractions can visit Bay Street Theatre and Sag Harbor Whaling and Historical Museum. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting. Discover the area's water adventures with kayaking and motor boating nearby, or enjoy the great outdoors with cycling and hiking/biking trails. Visit our Shelter Island travel guide
View more Vacation Homes in Shelter Island
Map
NY, Shelter Island

What's nearby

  • A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.
    Wades Beach
    1 min drive - 1.5 km
  • A beach with a large house and dunes.
    The Hamptons Beaches
    8 min drive - 1.6 km
  • A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".
    Wolffer Estates Vineyard
    24 min drive - 16.6 km
  • A beach with a wooden fence, a lifeguard stand, a bench, and a building labeled "Main Beach".
    East Hampton Main Beach
    30 min drive - 23.3 km
  • A beach with sand dunes and a person walking along the shore.
    Cooper's Beach
    44 min drive - 34.1 km

Getting around

  • Greenport Station
    26 min drive
  • East Hampton, NY (HTO)
    37 min drive

Restaurants

  • Claudio’s Waterfront
    27 min drive
  • Tutto il Giorno
    14 min drive
  • Pridwin Hotel
    8 min drive
  • Sunset Beach Restaurant
    7 min drive
  • K Pasa
    13 min drive

Frequently asked questions

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

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

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

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

How much is parking?

Onsite parking is available at the property.

What time is check-in at Work and Play Special! Extended Stay Discount ?

Check-in begins at 4:00 PM.

What time is check-out at Work and Play Special! Extended Stay Discount ?

Check-out is at 11:00 AM.

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 and The Hamptons Beaches. Havens House and Shelter Island Historical Society are also within 1 mi (2 km).

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Reviews

Work and Play Special! Extended Stay Discount Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 59 out of 62 reviews
Rating 8 - Good. 3 out of 62 reviews
Rating 6 - Okay. 0 out of 62 reviews
Rating 4 - Poor. 0 out of 62 reviews
Rating 2 - Terrible. 0 out of 62 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property with an especially nice pool area that's surrounded by gorgeous trees. The cottage is charming, and has many private spaces for spreading out and getting some downtime. The living area is large and airy, great for relaxing with others and watching shows, movies, sports. Minutes from Wades Beach, which is really pretty and laid back.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is a perfect oasis in an already special environment. The host was wonderful and thoughtful. The cottage was magical and had everything to offer that one could want.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful stay. Great pool. My kids and I liked walking to the beach from here.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean convenient
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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