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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927


Bedrooms 3
Property type house
Minimum Stay 2 - 14 nights


About the property

3 bed, 2 bath, pool, hot tub, fireplace, close to beach

Sleeps 4 adults (max) or total of 6 with kids.

Perfect family getaway.

Shelter Island Rental License #: 016-2017

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. 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: **Must be 30 years or older to rent the house. Families encouraged. 4 adults maximum.

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. **Note: Swimming only. There is no diving. The pool is not deep enough.**

Hot Tub

Pool House with Outdoor Shower


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.

More Details

Member since: 2015
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
September 21, 2018

About Jennifer

We live busy lives so purchased this home on Shelter Island so we could spend more time on this amazing island with our family.

Jennifer purchased this house in 2015

Why Jennifer chose The Heights

After vacationing first in the North Fork and then on Shelter Island for the past 10 summers, we felt that the extra trip across the ferry really made Shelter Island feel even more special. Yet we are still close enough for many day trips to the North Fork and to the Hamptons. It's ideal.

What makes this house unique

Inside, the vaulted ceiling makes the small home feel surprisingly larger than it looks from the outside. And outside with the pool and hot tub in the summer, the beauty of the leaves in the fall, the flowers in the spring, and the snow in the winter - it's great year round.


The Heights House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:30 AM
  • Max. occupancy: 6
  • Max. adults: 4
  • Min. age of primary renter: 30
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets not allowed ...
  • Non smoking only
  • Pool is a no diving pool. Owner is not responsible for injury. Door alarms must be left on with children in the home.
  • House is in quiet neighborhood. Tenant must refrain from excessive noise & music & not disturb neighbors. Premises equipped w/ doorbell camera.
  • Owner will provide rental agreement for tenant signature outlining rules upon booking.
Location Type:
  • Rural
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Outdoor Shower - shower , outdoor shower
  • 2 bathrooms: 1 - Renovated, Clean Bathroom with Bathtub. 1 - Master Bedroom has private bathroom with shower.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 double
    Bedroom 3 - Bunk Room - 3 twin/ single , 1 Bunk Bed for kids only, 1 single bed.
  • Master Bedroom with Queen Bed. Bedroom 2 with Full Size Bed. Bedroom 3 with 1 twin bunk bed, 1 twin bed, and 1 twin fold out bed. *Only kids in bunk beds.
  • Books
  • Games
  • Satellite / Cable ...
  • Television
  • Toys
  • Video Games ...
  • Video Library ...
  • Bicycles ...
  • Deck / Patio
  • Golf ...
  • Lawn / Garden
  • Outdoor Grill
  • Tennis ...
  • 2 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Private Pool ...
  • autumn foliage
  • bay/sound
  • festivals
  • forests
  • library
  • marina
  • pond
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • outlet shopping
  • photography
  • scenic drives
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • sound/bay fishing
  • swimming
  • tennis


Wonderful! 4.9/5 -
(10 traveler reviews)

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average rating of 4.9 based on 10 reviews

Nice cottage; great pool and lawn

  • 5 of 5

Great relaxed and comfortable space for a family. Loved the large flat lawn space for kid play and the pool area is a sanctuary. Nice, quiet street, close to everything!

  • Submitted: Aug 29, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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We had an amazing weekend! Great home pool and location!

  • 5 of 5

The house was well stocked and firnished. Perfect for a great long weekend!

  • Submitted: Jun 1, 2018
  • Stayed: May 2018
  • Source: HomeAway
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Beautifully landscaped, comfortable home

  • 5 of 5

The Shelter Island home is a wonderful spot for families looking for a peaceful retreat. Our family loved the beautiful yard, remarkable pool and hot tub, outdoor shower and tree swing! The house is located in a quiet cul de sac and close to town beaches and restaurants. The owner supplied beach towels and there was a great informational binder on things to do. The house is also very tastefully decorated.

  • Submitted: Oct 20, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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New York, NY

A Peaceful Stay...

  • 4 of 5

This is a comfortable home with an expansive, pretty front and back yards. We enjoyed everything this property has to offer - the gorgeous pool and the jacuzzi, the pretty fireplace and the zen like peace of listening to the sounds of nature.

Thank you Jennifer, we've had a wonderful, restful weekend and hope to be back!

  • Submitted: Sep 24, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Incredible summer home

  • 5 of 5

This house has it all!! It is on a beautiful, quiet property and has every amenity needed for an incredibly relaxing weekend. I didn't want to leave!! Hosts were so nice and even left us a cute note and a delicious bottle of wine. Would love to come back next summer!!

  • Submitted: Jan 4, 2017
  • Stayed: June 2016
  • Source: HomeAway
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Comfortable modern home with big front/backyard, heated pool/jacuzzi leaves little else to wish for

  • 5 of 5

We were 4 adults and 4 children staying in mid-June. We were pleasantly surprised to find the house was located at the end of a quiet street, with a large front yard with big mature trees, Adirondack chairs and a fire pit. The back yard and the pools are fenced in. All this made for a comfortable stay with children, that could roam pretty much as they wished. The house is not that pretty from the outside, but quite modern and tastefully decorated on the inside. The master bedroom as a very small bathroom with a shower. The nicer bathroom is shared in the hallway. The master bathroom is overlooking the pools and has sliding doors, but a small balcony with no direct access to the pools. Jumping the fence for the morning swim became standard. The deck has a large table and a barbecue, but some of the landscaping has grown so big that it was engulfing on the space and blocked the view to the pool. In order to be able to eat and keep an eye on the kids in the pool, we moved the table to the lawn. The wifi was lightning fast, good for those who needs to work. All in all, it was hard to find reasons to leave the house, and we only went beach combing twice in 8 days!

  • Submitted: Jul 20, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Nearest Ferry
1 Miles
North Ferry
Nearest Golf
0.5 Miles
Shelter Island Public Course
Nearest Train
2 Miles
LIRR to Greenport
Nearest Beach
1 Miles
Sunset Beach
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $200
Property Damage Insurance $79
Refundable Damage Deposit $1,000

MAXIMUM OF 4 ADULTS. HOUSE SLEEPS 6 INCLUDING CHILDREN. MINIMUM AGE FOR RENTING IS 30. Deposit to be refunded within 2 weeks. Security Deposit: $1000. Cleaning fee of $200 per stay. Monthly rentals will be charged propane and electricity according to usage. NO PARTIES AND NO GUESTS NOT PREVIOUSLY DISCUSSED WITH THE OWNER.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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