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Work and Play Special! Extended Stay Discount

Photo gallery for Work and Play Special! Extended Stay Discount

Exterior
Private kitchen
Property grounds
Pool
Outdoor dining

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms2+ bathroomsSleeps 10

Popular amenities

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

Explore the area

View in a map
Shelter Island, NY
  • Place, Wades Beach
    ‪14 min walk‬
  • Place, Mashomack Preserve
    ‪3 min drive‬
  • Place, The Hamptons Beaches
    ‪8 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪162 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3: Upstairs bedroom

2 Twin Beds

Bedroom 4: Upstairs bedroom

1 King Bed

Pool house

1 King Bed

2 bathrooms, 1 half bathroom

main floor full bathroom

Bathtub or shower · Toilet · Outdoor shower

Outdoor shower

Outdoor shower

Pool house

Toilet

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Kitchenette
Outdoor play area
Garden

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!!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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  • Washer
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House Rules

Check in after 4:00 PM
Minimum age to rent: 27
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
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Smoking

Smoking is not permitted
Absolutely no parties or events of any kind.

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

We should mention

This property does not have elevators

About the neighborhood

Shelter Island

Located in Shelter Island, this vacation home is near the beach. Shelter Island Whale's Tail and Shelter Island 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Shelter Island, NY

What's nearby

  • Wades Beach - 14 min walk - 1.2 km
  • Shelter Island Historical Society - 2 min drive - 2.2 km
  • Havens House - 2 min drive - 2.2 km
  • Mashomack Preserve - 3 min drive - 2.5 km
  • The Hamptons Beaches - 8 min drive - 1.6 km

Getting around

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

Restaurants

  • ‪Sing City - ‬14 min drive
  • ‪Vine Street Cafe - ‬16 min walk
  • ‪Sunset Beach Restaurant - ‬7 min drive
  • ‪Corner Bar - ‬13 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.

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

As of Mar 10, 2026, prices found for a 1-night stay for 2 adults at Work and Play Special! Extended Stay Discount on Jun 7, 2026 start from $1,268, including 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).

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 51 out of 53 reviews
Rating 8 - Good. 2 out of 53 reviews
Rating 6 - Okay. 0 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Adam M.

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

10/10 Excellent

Nava S.

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

Anjelica B.

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

10/10 Excellent

Hank P.

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

10/10 Excellent

Tracy S.

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

10/10 Excellent

Tessa W.

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

C M.

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

moshe A.

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.

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.

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.

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.

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.

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.

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

Tessa W.

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

Zach J.

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.

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.

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.

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.

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.

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.

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.

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

LYNDA Z.

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

Rachel R.

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

About the host

Hosted by Ingrid Fagen

Host profile image

Languages:

English, Swedish

Premier Host

They consistently provide great experiences for their guests
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