NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

Shelter Island, New York
$549 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Sleeps 4 adults (max) or total of 6 with kids.
Perfect family getaway.
Shelter Island Rental License #: 2023-V-0018
**PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD A CONVERSATION ON THIS SITE. MESSAGE ME ABOUT YOUR STAY AND I WILL RESPOND QUICKLY**
Weekly and Monthly Discounts for Winter Rentals!

Stay at our newly renovated, light filled home! In the warmer months lounge by the heated pool in the private tree-filled yard, relax in the hot tub that overflows intothe pool, nap in the shade of the pool house, then rinse off in the outdoor shower. Read a book in the hammock or on the porch rocking chairs. BBQ on the big back deck and hang out by the outdoor fire pit to roast marshmallows in the evening. **Pool & hot tub CLOSED NOVEMBER - MAY.
In the colder months, stay in the mid-century modern style living room, play board games and watch a movie on Netflix with a roaring fire in the stone fireplace or walk to the best sledding on the island. Cook in our well appointed kitchen and eat while watching the sunshine and stars through the dining room skylight. You will never have to leave the house for an incredibly relaxing vacation! Perfect for a family get away any time of year (we also have toys, pool toys, and a Wii with lots of games) or for a place just to get away from it all.

And when you want to get out to explore Shelter Island - we are less than 1 mile from beautiful Sunset Beach! Beach by day, have a cocktail at the bar to watch the sunset in the evening! Walking distance to the public golf course. Or take the Ferry to Greenport or Sag Harbor for an easy trip! Ride the bikes to town for lunch. From the house it's an easy walk to the ice cream shop and Ice Pond Park.

The house is situated on a very quiet, dead-end street with a beautiful, tree filled, and large yard. We have privacy for relaxing, but are close enough to Shelter Island Heights, the North Ferry to Greenport, the South Ferry to the Hamptons, and other conveniences to make this the perfect vacation location.

We'll provide you with maps and tips for exploring the island's beaches and restaurants. Before purchasing this house we rented on Shelter Island for many years, so our goal is to make your stay as perfect as we can.

IMPORTANT:
- PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD AN EMAL EXCHANGE ON VRBO.
-**Must be 30 years or older to rent the house. Families encouraged. 4 adults maximum. Hot Tub and Pool are Closed November - Mid May.


House Details:

Central Air and Ceiling Fans in each room.
Bedroom 1 - 1 Queen Bed (sleeps 2); private back deck; full bathroom with shower
Bedroom 2 - 1 full bed (sleeps 2)
Bedroom 2 - 1 twin bunk bed, 1 twin bed, 1 expandable twin bed (from Bo Concept) (sleeps 3 children)
Bathroom 2 - clean and renovated with bathtub and shower
Pool - Heated and beautiful. Open Mid May - October **Note: Swimming only. There is no diving. The pool is not deep enough.**
Hot Tub - Open Mid May - October
Pool House with Outdoor Shower - Open May - October
Washer/Dryer
Kitchen with Stainless Steel appliances
WiFi, basic cable and Apple TV with Netflix

The premises are equipped with exterior security cameras. Cameras are not monitored for guest safety in any way and should not be relied on by guests for personal security or security of their belongings. Cameras may be used to enforce and verify compliance with rental policies.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • 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 Security System Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Reusable Coffee/tea Filters Waste Recycling Policy
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio Yard
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Outdoor Shower Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Cycling Nearby Fishing Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Marina Nearby Sledding Nearby Swimming Nearby Tennis On Site Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player Games Netflix Streaming Services Video Games Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Pool Toys
  • LOCATION HIGHLIGHTS

    In A Rural Location Near Outlet Shopping Near The Bay
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    3 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property Tile Flooring In Public Areas Well-lit Path To Entrance

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Suzanna W.

    Submitted Jun 10, 2025

    Stayed May 23, 2025

    Relaxing and scenic surroundings enhance this immaculate & comfortable home with a delightful pool and hot tub. Our 3rd year in a row, we enjoyed long walks, bikes rides and general exploring on Shelter Island.Several great restaurants, hotel bars, farm stands & farmers markets on Island. Close enough for short ferry rides to both Greenport on North Ferry or Sag Harbor from South Ferry. Highly recommend this property; hosts are kind, very responsive & truly want you to enjoy their home.

  • Alice L.

    Submitted May 4, 2025

    Stayed May 2, 2025

    The home is beautiful. If you love being outside, this is the place. Beautiful yard, with many separate areas to sit, meditate , read or socialize. Great for families with all ages of children. Great for friend get together.

  • Lauren R.

    Submitted Jul 11, 2024

    Stayed Jun 27, 2024

    We have been coming to Jennifer’s house for seven years now, and it’s our favorite place. We spend hours at the pool and hot tub, and the kids love the rope swing in the front yard. Jennifer is one of the best hosts - she responds quickly and helps make our stay as comfortable as possible. We love her place!

  • Suzanna W.

    Submitted Jun 8, 2024

    Stayed Jun 1, 2024

    This was our 2nd Summer here and it was even better than we remembered. Home is comfortable, clean and well equipped. Pool, hot tub & yard are fabulous and spacious. Secluded, but close enough to walk to Sunset Beach, public golf course, ice cream shop and several eateries in the Heights area (in day time on 'country roads') . Great for couples as well as families with children as back & front yards are expansive. Ferries make both North & South Forks easy access, but there is plenty to do on Island. Host Jennifer is gracious and very responsive to even the smallest inquiries. Highly recommend this property.

  • Ethan B.

    Submitted Nov 26, 2023

    Stayed Nov 23, 2023

    Jennifer’s place was cozy and well appointed. She was easy to reach prior to check in and booking. Highly recommend.

  • Joseph D.

    Submitted Jul 27, 2023

    Stayed Jul 15, 2023

    A really special property and a special mention to Jennifer who went out of their way to remove a hornet nest that had appeared in the garden within 12 hours of bringing it to their attention. We loved every minute here and will be back for sure

  • Jean Y.

    Submitted Jul 6, 2023

    Stayed Jun 18, 2023

    Everything about our stay is perfect. The owner is very friendly and helpful. We are grateful that she shared with us her beautiful house!

  • Denise L.

    Submitted Jun 20, 2023

    Stayed Jun 6, 2023

    This was so relaxing and a much needed time alone. Beautiful place.

  • Suzanna W.

    Submitted Jun 8, 2023

    Stayed May 31, 2023

    What a lovely retreat! Beautiful property and surprise upgrades throughout the home; a delight as soon as you open the front door. Gorgeous and spacious backyard, pool, hot tub and pool house. Even better than the photos. The kitchen upgrades were chef quality and had every imaginable appliance including a high end juicer and coffee maker. Tastefully decorated but not overdone; comfortable beds throughout, along with a plethora of video games, children's toys and an interesting book collection in the MBR. Easy walk to 'Sunset Beach', several restaurants, bagel shop and ice cream parlor but don't miss an opportunity to explore the rest of the Island, beaches and nature trails. Host Jennifer was extremely available to answer any questions and an ample 'house book' provided many suggestions for activities, dining and adventures. We are already looking at next year's calendar to rent again!

  • Lauren R.

    Submitted Apr 18, 2023

    Stayed Apr 12, 2023

    We love visiting Jennifer’s house and have been coming for years. It is always clean, peaceful, and well-equipped with anything we would need. Jennifer is the best host and communicates thoroughly. It’s a terrific experience all around!

Your dates are Available!

Total

Includes taxes and fees
$549+
View details