Enjoy spacious layout that give everyone more room to relax.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Unmatched views, unforgettable moments
Guests like the location for the scenic views.
3 bedrooms2 bathroomsSleeps 6
Popular amenities
Private pool
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Shelter Island, NY
Shelter Island Country Club
Place, Shelter Island Country Club
19 min walk
Sunset Beach
Place, Sunset Beach
2 min drive
Crescent Beach
Place, Crescent Beach
2 min drive
East Hampton, NY (HTO)
Airport, East Hampton, NY (HTO)
30 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3 - Bunk Room
3 Single Beds
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Outdoor Shower
Shower only · Outdoor shower
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Garden
Dining area
About this property
NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!
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.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
House is very family friendly. Families encouraged
default
Events
No events allowed
This is strict. No parties. No addt'l guests.
default
Pets
No pets allowed
This is strict. No pets.
default
Smoking
Smoking is not permitted
Pool is a no diving pool. Owner is not responsible for injury.
Door alarms must be left on with children in the home.
Tenant must refrain from excessive noise and music so as not to disturb neighbors. Premises equipped w/ doorbell and pool equipment camera.
Owner will provide customized rental agreement for tenant signature outlining rules upon booking.
Important information
You need to know
Property Registration Number 2023-V-0018
Property # 3925407
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Note from host: This is strict. No parties. No addt'l guests.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system and a first aid kit
About the area
Shelter Island Heights
Located in The Heights, a neighbourhood in Shelter Island Heights, this holiday home is in a rural area. Shelter Island Country Club and Shelter Island Whale's Tail are worth checking out if an activity is on the agenda, while those looking for area attractions can visit East End Seaport Maritime Museum and Greenport Carousel. Railroad Museum of Long Island and Bay Street Theatre are also worth visiting. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with hiking and horse riding.
Shelter Island Country Club - 19 min walk - 1.6 km
Sylvester Manor - 19 min walk - 1.6 km
Sunset Beach - 2 min drive - 1.8 km
Crescent Beach - 2 min drive - 1.8 km
Shelter Island Whale's Tail - 3 min drive - 2.8 km
Getting around
Greenport Station - 22 min drive
East Hampton, NY (HTO) - 45 min drive
Restaurants
Claudio’s Waterfront - 23 min drive
Panoramica - 33 min drive
Sag Pizza - 19 min drive
Sophie's Rest - 32 min drive
Michelangelo's - 30 min drive
Frequently asked questions
Does NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?
As of 21 Aug, 2026, prices found for a 1-night stay for 2 adults at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! on 26 Oct, 2026 start from S$1,802, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! pet-friendly?
No, pets are not allowed at this property.
How much is parking at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?
On-site parking is available at the property.
What time is check-in at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?
Check-in begins at 3:00 PM.
What time is check-out at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?
Checkout is at 10:30 AM.
Where is NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! located?
Located in The Heights, this holiday home is within 1 mile (2 km) of Sylvester Manor, Shelter Island Country Club and Sunset Beach. Crescent Beach and Shelter Island Whale's Tail are also within 2 miles (3 km).
About the host
Hosted by 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.
Why they chose this property
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 property 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.