House in Shelter Island, NY
6 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this house rental
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 into the 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. Total of 6 people MAX at any time at the house. 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.
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 into the 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. Total of 6 people MAX at any time at the house. 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.
Amenities at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!
Non-smoking
No pets allowed
Map of Shelter Island, NY
Ratings and reviews
Summary of reviewsGuests highly recommend Jennifer's cozy, well-appointed property, praising her responsive communication, beautiful garden, quality amenities, and peaceful atmosphere.
10 / 10Outstanding·Jun 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.
10 / 10Outstanding·May 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.
10 / 10Outstanding·Jul 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!
5 / 10·Nov 2021
"Hi Jennifer, I just wanted to let you know how much our family’s time at your home on Shelter Island meant to us. Your care and pride in your family’s respite shines through as soon as you step through the door. Although we always try to leave a home as clean and tidy as when we arrive, we felt so endeared to your hospitality we talked as a family how to keep things nice, avoid cup rings on wooden pieces, watch for any issues, add to your shell collection on the front porch railing, leave a few things for the freezer and pantry! Thank you for having thought of all of the little things which a family might need in the kitchen, we loved cooking and eating together in your well stocked (essentials and spices and gadgets and more!) It was a restful and healing stay for us. We all enjoyed the pool and, especially I, the hot tub, so relaxing and such a treat to be outdoors a little longer this season. Thank you for sharing your quiet little getaway with our family! Best wishes, Jennifer October 2021
$$$$
Top rated by guests
9.6Outstanding
(43 Ratings)
Guests highly recommend Jennifer's cozy, well-appointed property, praising her responsive communication, beautiful garden, quality amenities, and peaceful atmosphere.
From real guest reviews summarized by AIDon't miss out! Price and availability may change
