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Shelter Island Retreat, 5 bdrms near everything!

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Our home is located one full, wooded acre in the center of Shelter Island.
The living room includes an 87 inch TV, great for movie nights!
Our stocked, chef's kitchen has been recently upgraded with high-end appliances.
Private kitchen
A queen bedroom with television also faces the front of the house.

Reviews

10 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted
Dogs must be pre-approved.

Important information

You need to know

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. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Shelter Island Whale's Tail and Shelter Island Country Club. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Shelter Island, NY

What's nearby

  • Sylvester Manor - 11 min walk - 1.0 km
  • Shelter Island Whale's Tail - 19 min walk - 1.6 km
  • Shelter Island Historical Society - 2 min drive - 1.8 km
  • Havens House - 2 min drive - 1.8 km
  • Sunset Beach - 3 min drive - 3.2 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 40 min drive

Restaurants

  • ‪Claudios Clam Bar - ‬23 min drive
  • ‪Vine Street Cafe - ‬3 min drive
  • ‪Sunset Beach Restaurant - ‬3 min drive
  • ‪La Capricciosa - ‬22 min drive
  • ‪Lucharitos - ‬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 17 March 2026, prices found for a 1-night stay for 2 adults at Shelter Island Retreat, 5 bdrms near everything! on 24 June 2026 start from NZ$1,140, 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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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

donna m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a delightful time staying in this house. it had everything we needed for preparing meals, playing games, relaxing, going to the beach, and riding bikes around the island. There were plenty of towels for the beach, as well as an umbrella and chairs. The patio had a barbecue that worked well. The house was immaculate and beautifully appointed. The owners were extremely generous in letting us use all their possessions . There were great books on the shelves and the art work was extremely tasteful. Kim, who manages the property was great. She was extremely helpful without being intrusive and very responsive when we had a minor issue with a bathtub drain. We had a wonderful time, enjoying this beautiful island. The location is easily accessible to all the beaches and restaurants, super market and Shelter Island Heights. We loved watching the wild life-turkeys, birds, butterflies and the roosters, pigs and sheep across the street. I can't recommend it highly enough. The only caveat I would have is if you like super firm mattresses, you might want to bring something as the mattresses, while very comfortable are foam.
Stayed 5 nights in Jul 2025

10/10 Excellent

Elizabeth G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and nice location

This was such a great spot for our wedding party. We really enjoyed our stay and the house was even better than expected.
Stayed 7 nights in Aug 2021

About the host

Hosted by Anne

Host profile image
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.

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.
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