Entire home
Shelter Island Retreat, 5 bdrms near everything!
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Reviews
1010 out of 10
Exceptional
Highlights
- The great outdoorsGuests love the outdoor space here.
- Firepit availableOne of the few properties with a dedicated outdoor firepit.
- Steps from the shoreTop-rated for its nearby beach, ideal for sunbathing and swimming.
5 bedrooms2 bathroomsSleeps 8
Popular amenities
- Garage parking available
- Dog-friendly
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue
Explore the area
Shelter Island, NY
- Sylvester ManorPlace, Sylvester Manor14 min walk
- Shelter Island Whale's TailPlace, Shelter Island Whale's Tail2 min drive
- Shelter Island Historical SocietyPlace, Shelter Island Historical Society2 min drive
- East Hampton, NY (HTO)Airport, East Hampton, NY (HTO)28 min drive
Rooms & beds
5 bedrooms (sleeps 8)
bedroom 1
1 Queen Bed
bedroom 2
1 Queen Bed
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Queen Bed
2 bathrooms
downstairs
Bathtub or shower · Toilet
upstairs
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Outdoor play area
Garden
About this property
Shelter Island Retreat, 5 bdrms near everything!
Our popular 5 bedroom Cape Cod is perfect in spring, summer & fall, walkable to so much of what Shelter Island offers. Guests love our chef's kitchen, high-end appliances, quartz countertops, 2 full bathrooms; central air & heat with super-fast wifi, massive 82” flat-screen TV and spacious living room + TVs in large bedrooms. Nestled in woods: fire pit, huge deck with grill, patio seating, & umbrella. Garage with driveway for multiple cars. Beach passes extra but gear & bikes included!
The house, situated on a one-acre property adjacent to preserved woods, is in the center of Shelter Island. It's in a great location, within easy walking distance to the local brewery, a used bookstore, the town’s grocery store, numerous restaurants, a liquor store, and many hiking trails, farm stands, fish markets, cheese shop, bank, and ATM, as well as the local library and post office.
The house, situated on a one-acre property adjacent to preserved woods, is in the center of Shelter Island. It's in a great location, within easy walking distance to the local brewery, a used bookstore, the town’s grocery store, numerous restaurants, a liquor store, and many hiking trails, farm stands, fish markets, cheese shop, bank, and ATM, as well as the local library and post office.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Smoking
Smoking is not permitted
Dogs must be pre-approved.
Important information
You need to know
Property # 2296713vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Shelter Island
Located in Shelter Island, this holiday home is in a rural area and on a lake. 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 windsurfing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Shelter Island, NY
What's nearby
- Sylvester Manor - 14 min walk - 1.2 km
- Shelter Island Whale's Tail - 2 min drive - 1.8 km
- Shelter Island Historical Society - 2 min drive - 2.1 km
- Havens House - 2 min drive - 2.1 km
- Shelter Island Country Club - 4 min drive - 2.5 km
Getting around
- Greenport Station - 22 min drive
- East Hampton, NY (HTO) - 40 min drive
Restaurants
- Lucharitos - 23 min drive
- Shelter Island Craft Brewery - 5 min walk
- Port Bar & Grill - 22 min drive
- La Capricciosa - 22 min drive
- Claudios Clam Bar - 23 min drive
Frequently asked questions
Is Shelter Island Retreat, 5 bdrms near everything! pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Shelter Island Retreat, 5 bdrms near everything!?
As of 2 July 2026, prices found for a 1-night stay for 2 adults at Shelter Island Retreat, 5 bdrms near everything! on 9 Sept 2026 start from AU$1,370, 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.
How much is parking at Shelter Island Retreat, 5 bdrms near everything!?
On-site parking is available at the property.
What time is check-in at Shelter Island Retreat, 5 bdrms near everything!?
Check-in begins at 4:00 PM.
What time is check-out at Shelter Island Retreat, 5 bdrms near everything!?
Checkout is at 10:00 AM.
Where is Shelter Island Retreat, 5 bdrms near everything! located?
Situated on a lake, this holiday home is within 1 mile (2 km) of Sylvester Manor, Shelter Island Whale's Tail and Havens House. Shelter Island Historical Society and Shelter Island Country Club 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.
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10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Hosted by Anne
Anne & Eugene purchased this Shelter Island home together in 2020. Longtime fans of the Island, via friends, were so excited to find a house in the center of Shelter Island. While they spend a lot of time on Shelter Island with friends, they are happy to offer their home for rental a few times during the year.
Why they chose this property
The home, nicknamed "Gracie," is so perfectly located on Shelter Island. A huge plus is that so much of what the island has to offer (beaches, trails, shops, restaurants, and services) are all within just a short walk from the front door.
The house is spacious but also casual and intimate. It is large enough for folks to spread out and find their own space but cozy enough for group gatherings. The previous owners did a great job renovating the home and it is perfectly outfitted with top fixtures and appliances, as well as all of the comforts of a modern home.
The house is spacious but also casual and intimate. It is large enough for folks to spread out and find their own space but cozy enough for group gatherings. The previous owners did a great job renovating the home and it is perfectly outfitted with top fixtures and appliances, as well as all of the comforts of a modern home.
What makes this property unique
For folks who love movies, the big new TV in the main living room has been a popular gathering spot for movie nights with friends. On warmer days and nights, the center of the house shifts to the spacious outdoor deck, table, umbrella, and grill, while on cooler evenings the outdoor firepit is a favorite gathering spot. There are so many spots to enjoy inside and outside the house.
Shelter Island has so much to offer (as do the cute towns and farms of the North Fork as well as the villages of The Hamptons to the South). There's a lot of insight to share with renters who are looking to explore the Island or both the North and South Fork of Long Island.
Shelter Island has so much to offer (as do the cute towns and farms of the North Fork as well as the villages of The Hamptons to the South). There's a lot of insight to share with renters who are looking to explore the Island or both the North and South Fork of Long Island.
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