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Work and Play Special! Extended Stay Discount

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Outdoor pool, a heated pool
Property grounds
5 bedrooms, in-room safe, desk, free WiFi
Smart TV, table tennis, stereo
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms1 bathroomSleeps 10

Popular amenities

  • Hot Tub
  • Dryer
  • Washer
  • Parking available
  • Pet friendly

Explore the area

Map
Shelter Island, NY
  • Wades Beach
    ‪14 min walk‬
  • Shelter Island Historical Society
    ‪2 min drive‬
  • Sag Harbor Marine Park
    ‪14 min drive‬
  • Montauk, NY (MTP)

Room options

About the neighborhood

Shelter Island

Close to the beach.You'll find Wades Beach and Havens House within 2 miles (3 km) of this vacation home. Shelter Island Historical Society and The Hamptons Beaches are also within 2 miles (3 km).
View more Vacation Homes in Shelter IslandOpens in a new window

What's nearby

  • Wades Beach - 15 min walk - 0.8 miles
  • Shelter Island Historical Society - 20 min walk - 1.1 miles
  • Mashomack Preserve - 3 min drive - 1.3 miles
  • Sunset Beach - 7 min drive - 3.8 miles
  • Sag Harbor Marine Park - 14 min drive - 4.4 miles

Getting around

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

Restaurants

  • ‪Sagtown Coffee - ‬24 min drive
  • ‪Tutto il Giorno - ‬14 min drive
  • ‪K Pasa - ‬14 min drive
  • ‪Stars Cafe - ‬6 min drive
  • ‪Le Bilboquet - ‬14 min drive

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 10 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 manager

Ingrid Fagen

Languages

English, Swedish

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • 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

  • Smoke-free property

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

General

  • Garden
  • Housekeeping (on request)

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Vrbo Property
Private Hamptons Cottage
Private Hamptons Cottage with excellent WiFi! Shelter Island

Frequently asked questions

How close is Work and Play Special! Extended Stay Discount to the airport?

This vacation home is 8.9 mi (37-min drive) away from the East Hampton, NY (HTO) airport, the closest popular airport to the property.

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

As of May 9, 2025, prices found for a 1-night stay for 2 adults at Work and Play Special! Extended Stay Discount on May 19, 2025 start from $800.0, 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.

Does Work and Play Special! Extended Stay Discount have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Work and Play Special! Extended Stay Discount to the beach?

This vacation home is a short 15-minute walk from Wades Beach and 1 mi (8-min drive) from The Hamptons Beaches. Don't forget your sunscreen!

Does Work and Play Special! Extended Stay Discount offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Work and Play Special! Extended Stay Discount ?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Work and Play Special! Extended Stay Discount ?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Work and Play Special! Extended Stay Discount to downtown Shelter Island?

This vacation home is 1.3 mi away from Shelter Island.

Work and Play Special! Extended Stay Discount Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 39 out of 41 reviews
Rating 8 - Good. 2 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Rachel R.

Liked: Cleanliness

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

Liz C.

Liked: Cleanliness

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

martha k.

Liked: Cleanliness

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

Naomi R.

Liked: Cleanliness

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

Aron H.

Liked: Cleanliness

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

jill N.

Liked: Cleanliness

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

Zach J.

Liked: Cleanliness

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

LYNDA Z.

Liked: Cleanliness

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

Tessa W.

Liked: Cleanliness

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

Evamarie D.

Liked: Cleanliness

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

Joe B., Princeton, NJ

Liked: Cleanliness

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

10/10 Excellent

Jesse A.

Liked: Cleanliness

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

M W.

Liked: Cleanliness

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

Christina V.

Liked: Cleanliness

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

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

Nicole M.

Liked: Cleanliness

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

Marcos C.

Liked: Cleanliness

Paradise

My friends and family had a wonderful time staying at Ingrid’s place. We lounged by the pool, tossed a football in the backyard, and roasted marshmallows in the fire at night. The house is welcoming and cozy, and just a short drive away from Shelter Island’s many shops, beaches, or the ferry. I couldn’t recommend this place enough.
Stayed 2 nights in Oct 2022

10/10 Excellent

Linda a c., Rensselaer

Liked: Cleanliness

Excellent, always

We are repeat customers. Love the location, the pool is awesome, and owners are cooperative and easy to deal with. They readily worked with us when a family death caused a change in dates and plans. I would definitely recommend it!
Stayed 8 nights in Sep 2022

10/10 Excellent

Katherine A.

Liked: Cleanliness

Perfect weekend getaway!

Loved this home! Would definitely stay again. The house is adorable, clean and comfortable. The pool was incredible and the outdoor activities provided were endless! Visited for the weekend for a friends wedding and I was very happy with this lovely home!
Stayed 2 nights in Sep 2022

10/10 Excellent

Michael W.

Liked: Cleanliness

Great cottage getaway

Fantastic host and great property to have a fun weekend with friends and family
Stayed 3 nights in Sep 2022

10/10 Excellent

Lori T., Montclair, NJ

Liked: Cleanliness

Lovely Cottage with Pool

This property was perfect for our family of 6. The kitchen was well equipped and we really enjoyed the beautiful pool and 15 minute walk to the beach.
Stayed 7 nights in Jul 2022

10/10 Excellent

Patrick K.

Liked: Cleanliness

Tiny cottage with beautiful pool & property

My family very much enjoyed our stay at Cottage Green. The kitchen, pool and expansive property are highlights! The hosts were excellent - responsive, lovely in person and very accommodating. The cottage has a well appointed kitchen, plenty of towels, washer dryer and room by room A/C. Wifi was consistent. It is a 12-15 min walk to Wades Beach (4 min drive) and a 2 min drive to South Ferry. The driveway holds plenty of cars but is completely blind (treacherous) trying to turn onto S Ferry Road. The cottage is tiny with only one bathroom in the main house - but there is a second half bath in the pool house + an outdoor shower. The two upstairs bedroom are suitable for children - as they are accessed by ladder - not stairs. The two main floor bedrooms are very tiny but adequate. Beds could use some upgrading. Overall, excellent choice for a small family's vacation on lovely Shelter Island.
Stayed 7 nights in Jul 2022

10/10 Excellent

tawana s.

Liked: Cleanliness

Phenomenal!! will be back for sure!!

Loved absolutely everything. the description is totally accurate and the house and grounds exceeded our expectations!
Stayed 7 nights in Jul 2022

10/10 Excellent

Cherry Y.

Liked: Cleanliness

Perfect family getaway

Exceptionally clean, fully renovated and well-equipped quaint cottage was perfect for a short or extended stay. Although on the smaller side, the house had more than enough room for myself, my husband and three teens. We loved the expansive yard with badminton, fire pit and gorgeous gunite pool. I highly recommend this property!
Stayed 3 nights in Jun 2022

10/10 Excellent

M W.

Liked: Cleanliness

Heavenly! A magical cottage!

We just had the loveliest stay at the Cottage Green. The house is very clean and well decorated, located a short walk from the beach and Vine Street Cafe. The pool is fabulous and the grounds are so beautiful! We can’t wait to return again!
Stayed 3 nights in Jun 2022