HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992


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 3-4)

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

More Details

Member since: 2015
Speaks English
Response time:
Within a day
Response rate:
Calendar last updated:
17 January, 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.


Accommodation and facilities for this holiday house in The Heights in Shelter Island

Property Type:
  • house
  • Self-catering
House Rules:
  • Max. occupancy: 8
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed
  • non smoking only
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 ...
  • Hob ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 - Toilet , Bath with Shower
    Bathroom 2 - Toilet , Shower Enclosure
    Outdoor Shower - Shower Enclosure , Outdoor Shower
  • 2 bathrooms: 1 - Renovated, Clean Bathroom with Bathtub. 1 - Master Bedroom has private bathroom with shower.
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Double Bed
    Bedroom 3 - 3 Single Bed , 1 Sofa bed/Futon
  • 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 ...
  • Terrace
  • Golf ...
  • Garden
  • Barbecue
  • Tennis ...
  • 2 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Private Pool ...
  • autumn foliage
  • bay
  • festivals
  • forests
  • library
  • marina
  • pond
  • restaurants
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • horse riding
  • outlet shopping
  • photography
  • scenic drives
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • bay fishing
  • swimming
  • tennis


Wonderful! 4.9/5 -
(8 traveller reviews)

87% Complete
12% Complete
0% Complete
0% Complete
0% Complete
average rating of 4.875 based on 8 reviews

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.

  • Review Submitted: 20-Oct-2017
  • Date of Stay: October 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
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!

  • Review Submitted: 24-Sep-2017
  • Date of Stay: September 2017
  • Source: HomeAway
Did you find this review helpful?
0 0

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!!

  • Review Submitted: 04-Jan-2017
  • Date of Stay: June 2016
  • Source: HomeAway
Did you find this review helpful?
0 0

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!

  • Review Submitted: 20-Jul-2016
  • Date of Stay: July 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Brooklyn, NY

Perfect house with a fantastic pool & hot tub!

  • 5 of 5

The newly renovated house was clean and beautifully decorated with comfortable beds and a fully equipped kitchen. The grounds around the house were equally as beautiful with a large wooded front yard with fire pit and swing, and a large backyard with a gorgeous pool and hot tub. My family included 8 year old twins, a couple of 19 year olds, and 4 adults and there was something for everyone including books and toys for the smaller ones, and a great pool house where the teens could have their privacy. The house is walking distance to the local ice cream store, and very close to the ferry, Sunset Beach (Crescent Beach) and the supermarket. It was a perfect vacation for all. The owner was very helpful and responsive as well. We can't wait to go back!

  • Review Submitted: 13-Aug-2015
  • Date of Stay: July 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0

Wonderful stay in this little treasure

  • 5 of 5

We stayed with another couple and had a 4y, 3y and 1y old with us. The house is newly renovated and everything is in top notch shape. It is child friendly and the pool and jacuzzi are just the right size. We loved the outdoor fire pit and watched fire flies in the evening will grilling marshmallows. The house is very close to Sunset Beach (Crescent Beach) and a short drive to the supermarket. The owner is very responsive and friendly, and answered within the hour. We will be back!

  • Review Submitted: 21-Jul-2015
  • Date of Stay: July 2015
  • Source: HomeAway
Did you find this review helpful?
0 0


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



Prices & Availability

Ask Owner a Question

Additional pricing information

Cleaning Fee £144.38
Damage Insurance £57.03
Damage Deposit £721.9

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 for cancellations more than 60 days before check-in date.

You might like these similar holiday rentals