One of the few properties with video games available for guests.
Discover nearby landmarks
Walk to Sylvester Manor
3 bedrooms2 bathroomsSleeps 6
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Shelter Island Heights, NY
Shelter Island Country Club
Place, Shelter Island Country Club
18 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)
Guest bedroom 1
2 Single Beds
Guest bedroom 2
1 Queen Bed
Master bedroom
1 King Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Outdoor shower
Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
Dining area
About this property
Relax By The Pool, Or Walk To The Beach And Restaurants
This cedar-shingled ranch on a quiet street has an open floor plan and a large deck for lounging and BBQing, along with a large pool, a big yard, a hammock and great views of Ice Pond Park. It's just a half-mile walk to Crescent / Sunset Beach, the ferry and to Marie Eiffel and other restaurants in Shelter Island Heights. The house is fully stocked with beach chairs, lounge chairs, towels, linens, a new grill, an espresso machine (plus a Keurig) and all you need for great meals and great times.
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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
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 and a first aid kit
About the area
Shelter Island Heights
Located near the beach, this holiday home is in The Heights, a neighbourhood in Shelter Island Heights. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with mountain biking and cycling.
Shelter Island Country Club - 18 min walk - 1.5 km
Sylvester Manor - 18 min walk - 1.5 km
Sunset Beach - 2 min drive - 2.1 km
Crescent Beach - 2 min drive - 2.1 km
Shelter Island Whale's Tail - 3 min drive - 2.5 km
Getting around
Greenport Station - 22 min drive
East Hampton, NY (HTO) - 44 min drive
Restaurants
Goldberg’s Famous Bagels - 22 min drive
Nookies - 24 min drive
Eddie’s - 25 min drive
Casa Amigos Restaurante - 22 min drive
Lucharitos - 23 min drive
Frequently asked questions
Does Relax By The Pool, Or Walk To The Beach And Restaurants have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Relax By The Pool, Or Walk To The Beach And Restaurants?
As of 24 June 2026, prices found for a 1-night stay for 2 adults at Relax By The Pool, Or Walk To The Beach And Restaurants on 13 Sept 2026 start from AU$1,268, 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 Relax By The Pool, Or Walk To The Beach And Restaurants pet-friendly?
No, pets are not allowed at this property.
How much is parking at Relax By The Pool, Or Walk To The Beach And Restaurants?
On-site parking is available at the property.
What time is check-in at Relax By The Pool, Or Walk To The Beach And Restaurants?
Check-in begins at 3:00 PM.
What time is check-out at Relax By The Pool, Or Walk To The Beach And Restaurants?
Checkout is at 11:00 AM.
Where is Relax By The Pool, Or Walk To The Beach And Restaurants located?
Located in The Heights, this holiday home is within 1 mile (2 km) of Shelter Island Country Club, Sylvester Manor and Sunset Beach. Crescent Beach and Shelter Island Whale's Tail are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a terrific time - the house was perfect for us.
We really enjoyed our stay. Diana was extremely responsive and everything was perfectly set up. The house is truly a “home” and the location is great - very central to everything - beaches, Marie Eiffel, IGA etc. The pool and outdoor shower were key for our family! We will be back for sure :)
Crista T.
Stayed 14 nights in Aug 2019
Verified
10/10 Excellent
Tugba C.
14 Jan 2019
We had a fantastic time and would love to come back!
It was a beautiful house and we enjoyed the pool in particular. It is very peaceful.
Tugba C.
Stayed 7 nights in Jun 2018
Archival
10/10 Excellent
Kate M.
9 July 2017
Great accommodations and location
Perfect for a family getaway!
Kate M.
Stayed 8 nights in Jun 2017
Archival
10/10 Excellent
Kara G.
24 Dec 2016
Very nice
Very nice
Kara G.
About the host
Hosted by Damien and Diana Oliva Cave
We're a family of adventurers who move between New York and other parts of the world as journalists. We have two kids who love Shelter Island as much as we do.
Why they chose this property
Nestled in the woods near the end of a dead-end street, with a gorgeous pool area, the house feels far away and calm, but it's actually just a half mile from everything you could need -- the beach, the IGA, restaurants and golf. From the relaxing ferry ride over (a martini in itself, some claim) to the warm chocolate croissants at Marie Eiffel's, to the beaches and nature preserve, the house offers access to an island that's a perfect place to rest and unwind.