Work and Play Special! Extended Stay Discount

Shelter Island, New York
$1402 avg/night Minimum Stay 1 Nights
Bed 5

Bed

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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 ultimatespot 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!!

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total Pets Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    Bathtub Or Shower Hair Dryer Outdoor Shower Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English Swedish
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Marina Nearby Power Boating Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Playground
  • LOCATION HIGHLIGHTS

    Near The Bay
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Phone Safe
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Adam M.

    Submitted Nov 29, 2025

    Stayed Nov 25, 2025

    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.

  • Hank P.

    Submitted Sep 22, 2025

    Stayed Sep 20, 2025

    Clean convenient

  • Tracy S.

    Submitted Sep 14, 2025

    Stayed Sep 11, 2025

    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.

  • Anjelica B.

    Submitted Aug 31, 2025

    Stayed Aug 28, 2025

    Peaceful stay. Great pool. My kids and I liked walking to the beach from here.

  • C M.

    Submitted Aug 15, 2025

    Stayed Jul 27, 2025

    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.

  • Tessa W.

    Submitted Jul 28, 2025

    Stayed Jul 24, 2025

    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.

  • Joe B.

    Submitted Jul 24, 2025

    Stayed Jul 20, 2025

    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.

  • Nava S.

    Submitted Jul 20, 2025

    Stayed Jul 18, 2025

    Really great property, had a relaxing lovely time!

  • moshe A.

    Submitted Jul 13, 2025

    Stayed Jul 11, 2025

    The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now!

  • Tyler W.

    Submitted Jul 6, 2025

    Stayed Jul 2, 2025

    Beautiful pool, badminton net, lots of outdoor seating areas. Location is easy, very close to ferry and nature preserve.

  • Lily A.

    Submitted Jun 12, 2025

    Stayed Jun 6, 2025

    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.

  • Karin W.

    Submitted May 19, 2025

    Stayed May 17, 2025

    we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk

  • Rachel R.

    Submitted Sep 11, 2024

    Stayed Aug 24, 2024

    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.

  • Liz C.

    Submitted Aug 20, 2024

    Stayed Aug 12, 2024

    We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!

  • martha k.

    Submitted Jul 7, 2024

    Stayed Jun 26, 2024

    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+

  • Naomi R.

    Submitted Jun 25, 2024

    Stayed Jun 21, 2024

    Ingrid was incredibly communicative throughout and ensured the space was clean. What a lovely well decorated home!

  • Aron H.

    Submitted Jun 13, 2024

    Stayed Jun 7, 2024

    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!

  • jill N.

    Submitted May 28, 2024

    Stayed May 24, 2024

    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.

Your dates are Available!

Total

Includes taxes and fees
$1,402+
View details