Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!

5 bedrooms2+ bathroomsSleeps 10

Popular amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Explore the area

Shelter Island, NY

Mashomack Preserve3 min drive
Sag Harbor Marine Park14 min drive
Shell Beach15 min drive

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3: Upstairs bedroom

2 Single 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

Pool house

Toilet

Spaces

Deck or patio

Porch or lanai

Outdoor shower

Kitchen

Kitchenette

Outdoor play area

Garden

About this property

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!
* 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!
*Cozy pool house: Need extra space? Our pool house offers an additional bedroom, kitchenette and a 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

Premier Host

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Pool

Hot tub

Kitchen

Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 27

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 50 lb per pet (limit one pet total)

Smoking

Smoking is not permitted

Absolutely no parties or events of any kind.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a first aid kit

About the area

Shelter Island

Located in Shelter Island, this holiday home is near the beach. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Shelter Island Whale's Tail and Beach Bungalow are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Shelter Island, NY

What's nearby

Shelter Island Historical Society - 20 min walk
Mashomack Preserve - 3 min drive
Sunset Beach - 7 min drive
Sag Harbor Marine Park - 14 min drive
Shell Beach - 15 min drive

Getting around

Greenport Station - 26 min drive
East Hampton, NY (HTO) - 35 min drive

Restaurants

Tutto il Giorno - 14 min drive
Grindstone Coffee & Donuts - 14 min drive
K Pasa - 14 min drive
Le Bilboquet - 14 min drive
Sen - 14 min drive

Frequently asked questions

Does Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! have a pool?

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

Is Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lb per pet.

What time is check-in at Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! ?

Check-in begins at 4:00 PM.

What time is check-out at Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! ?

Checkout is at 11:00 AM.

Where is Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! located?

Situated near the beach, this holiday 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 mile (2 km).

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Zach J.

10 October 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

LYNDA Z.

29 September 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

Tessa W.

13 September 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

Evamarie D.

5 August 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

Joe B., Princeton, NJ

9 July 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