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Peaceful and Private Shelter Island Getaway

Photo gallery for Peaceful and Private Shelter Island Getaway

Front entrance
Backyard Patio area
very spacious yard
front balcony
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 51600 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Shelter Island, NY
  • Place, Shelter Island Whale's Tail
    ‪5 min walk‬
  • Place, Sylvester Manor
    ‪14 min walk‬
  • Place, Shelter Island Historical Society
    ‪2 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪160 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

Peaceful and Private Shelter Island Getaway

Enjoy a charming 3 bedroom/2 bath with central AC on an expansive shy acre corner plot located directly across from Sylvester Manor Farm. The land across the street is a preserve and the adjacent lot is undeveloped which allows for plenty of relaxation and privacy. An 800 sqft (open plan) great room with two balconies and large windows is perfect for entertaining or lounging with a good book. The rear balcony descends to a gravel patio area with a fire pit, dining area and charcoal BBQ grill. Owners are very reasonable, responsive, and pet friendly!

About the Area: Shelter Island is unique to Long Island's east end because it's only accessible by ferry. Upon arriving in S.I., you truly feel like you are in a different world with vacation mode fully setting in. You may be happy to hear that the island has been dubbed the "un Hamptons" by some because of its low key, relaxed and quiet atmosphere. Shelter Island is home to the 2,100 acre Mashomack Preserve which contains about 10 miles of coastline and represents 1/3 of the island. There you find breathtaking views of fields, creeks, and shoreline. If you are in the mood for an adventure, hop on the north ferry towards Greenport or the south ferry towards Sag Harbor and The Hamptons.

Additional notable amenities:

-Queen sized air mattress

-Workstation with WIFI and a new printer/scanner

-New 55" smart TV with Netflix etc.

-Charcoal BBQ grill

-Hammock

-12 cup coffee machine

-New washer/dryer

-Working fireplace

-Outdoor patio set

-Walking distance to mini golf

-Located close to marina & beaches.

Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 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 (limit 2 total)
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Smoking

Smoking is not permitted

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
Onsite 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 indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock

About the neighborhood

Shelter Island

Located in Shelter Island, this vacation home is by the sea. The Hamptons Beaches and Orient Beach State Park reflect the area's natural beauty and area attractions include Shelter Island Whale's Tail and East End Seaport Maritime Museum. Greenport Carousel and Railroad Museum of Long Island are also worth visiting.
View more Vacation Homes in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Shelter Island Whale's Tail - 5 min walk - 0.4 km
  • Sylvester Manor - 14 min walk - 1.2 km
  • Shelter Island Historical Society - 2 min drive - 2.1 km
  • Havens House - 2 min drive - 2.1 km
  • The Hamptons Beaches - 11 min drive - 5.8 km

Getting around

  • Greenport Station - 23 min drive
  • East Hampton, NY (HTO) - 42 min drive

Restaurants

  • ‪Shelter Island Craft Brewery - ‬19 min walk
  • ‪Crazy Beans - ‬24 min drive
  • ‪Claudios Clam Bar - ‬24 min drive
  • ‪Pip’s Cafe & Provisions - ‬24 min drive
  • ‪Opties & Dinghies - ‬17 min walk

Frequently asked questions

Is Peaceful and Private Shelter Island Getaway pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Peaceful and Private Shelter Island Getaway?

As of Apr 8, 2026, prices found for a 1-night stay for 2 adults at Peaceful and Private Shelter Island Getaway on May 13, 2026 start from $338, 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?

Onsite parking is available at the property.

What time is check-in at Peaceful and Private Shelter Island Getaway?

Check-in begins at 4:00 PM.

What time is check-out at Peaceful and Private Shelter Island Getaway?

Check-out is at 11:00 AM.

Where is Peaceful and Private Shelter Island Getaway located?

Situated by the sea, this vacation home is within a 15-minute walk of Shelter Island Whale's Tail and Sylvester Manor. Shelter Island Historical Society and Havens House are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 48 out of 52 reviews
Rating 8 - Good. 4 out of 52 reviews
Rating 6 - Okay. 0 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mackenzie K.

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

Great family trip

Andrew’s place was perfect for our little family vacation at the beach.
Stayed 6 nights in Jun 2023
Verified

10/10 Excellent

Hollie L.

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

Great Stay

Really lovely stay. Bathrooms and bedrooms newly renovated. Andrew was really helpful with the info for the house and local amenities. Great wifi. Great stay.
Stayed 23 nights in Jul 2023
Verified

10/10 Excellent

Lorraine L.

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

Great Front Door!

Comfy space to chill in.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

William N.

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

Fall Weekend Trip to Shelter Island

Great property and location for a long weekend celebrating a few 50th birthdays. Relaxing and quite, and the fireplace was great! Close to things to do on the island, as well as the wineries on the North Fork. Communication was easy and check-in simple!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Fraser C.

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

Excellent Rental on Shelter Island

We rented Andrew's house for an extended stay. Andrew was an excellent communicator and everything is as described and shown in pictures.
Stayed 149 nights in May 2024
Verified

10/10 Excellent

Jennifer B.

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

Perfect winter getaway

We really enjoyed our stay in this sweet home. Lovely renovated bathrooms and bedrooms, a great fireplace, and a spacious great room made this a very comfortable spot for a quiet family vacation between Christmas and New Year. We loved exploring Shelter Island, Montauk, Sag Harbor, and other area spots. If you are looking for a peaceful spot, this is it - especially in the winter!
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

Donna M.

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

Thanksgiving retreat

Great house with beautiful new bedrooms and bathrooms. Great property. The host was extremely gracious and available. Use of the bikes was a great plus!
Stayed 2 nights in Nov 2023
Verified

10/10 Excellent

Gregory F.

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

Right Size for Wedding Weekend

This property is a great choice for family of five who need more space than we would get in a hotel, and a perfect location for events on Shelter Island.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Edwin C.

Wonderful stay!

Perfect home for peaceful shelter island stay. Great location, we rode bikes to ice cream shops, restaurants and Crescent Beach. Big front yard for our dog and 8 year old, and nice area for BBQs. Owner was very responsive to our needs and very helpful. Home was very clean. We would love to stay again.
Verified

10/10 Excellent

Christina K.

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

Perfect Cabin

This house has everything you need! 3 bedrooms downstairs, 2 bath, kitchen and a super cozy living room / common space. The main attraction is the spacious front yard! We really enjoyed taking the bikes out and how close this property is to town (a 5 minute drive). Highly recommend!
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

ashleigh D.

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

Relaxation and rest

This house was perfect for my husband and I and our two pups. The house was clean and just as pictured. We really enjoyed taking walks through the many trails that were very close by. I would recommend this property to anyone looking for peace and relaxation while enjoying beautiful scenery of shelter island.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Dana J.

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

Peaceful Shelter Island Getaway

This property really allows the beauty of the surroundings to be seen. There are lots of sliding glass doors and a small second level porch that is perfect for watching the birds, squirrels, deer, and the occasional wild turkey. Delightful.
Stayed 14 nights in Aug 2019
Verified

8/10 Good

jean d.

Liked: Check-in, communication, location, listing accuracy

Shelter island stay

Andrew was a great host. The house was on a beautiful property close to a farm stand which we really enjoyed. Plenty of room for family stay and we had a good time. Our only problem was the couch had loose feathers and the heating ducts were dusty which lead to allergy reactions. Overall a pleasant place to stay. Thank you.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Charlotte C.

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

shelter island oasis

this house...where do i begin!! it is situated perfectly next to the sylvestor manor farm that has walking trails and a farmstand, it's easy biking distance from the beach (and andrew provides bikes), it is beautifully decorated, and is RENOVATED! when we arrived, we were so thrilled to see that the downstairs had been completely renovated, central air had been added, and there is now a second bathroom (with a clawfoot tub!) upstairs. it was the perfect house to spend a month at in shelter island. we will be back!!
Stayed 30 nights in Aug 2022
Verified

10/10 Excellent

Jim L.

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

Thank You!

While staying in Shelter Island before, it was our first time staying here and overall have only amazing things to say! The house itself was very cozy and the fire place was such an amazing touch. Very clean and easy to check in, great communication with owner, and very accurate listing in a great location. Hope to visit again soon, Thank you!!!
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Mary Z.

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

Serene Fall Retreat

This was my first time using VRBO and it was an outstanding experience. Andrew is such a gracious host and homeowner who responded to my questions immediately, whether it was prior to visiting or while we were there. We were extremely happy upon getting to the property. I have to admit, I did struggle with the lock until I figured out how to get the numbers in view, but that was resolved quickly. When we had trouble with the Internet, Andrew responded immediately with solutions. The pictures do not do justice as to how comfortable the beds are when you sleep. Mostly, everything in the home is high end and new. I do agree with others about the couch as we did lose feathers while sitting on it, but it was still very comfortable. The water pressure when showering is low, possibly due to the well system. It was enjoyable sitting on the deck watching the turkeys and deer come through the streets and sometimes onto the property. Tuck, our chocolate lab, needs to run, so we tied up a 100 ft rope, and he had a blast running around the yard. Everyone we met on the streets or in town at Marie Effiel were so pleasant. Hay Beach was a great recommendation from Andrew, and we enjoyed that as well. We did not experience dining out there as we opted to cook at home, but the next time we will try. We always made a point of going to Montauk each year, but after visiting this home, we have found our new go to vacation spot on Shelter Island. For anyone who needs a place to retreat, I would recommend staying at this home. You will not regret your decision. Thank you, Andrew (and your sister,) for a wonderful weekend away from home. We look forward to staying again in the future.
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

James M.

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

Awesome Stay and Location!

Andrew's place is wonderful. It is a great location, and the house as absolutely everything you need and more. The indoor fireplace and large open-space living and dining room was fabulous. We played Wiffle Ball in the large yard and really enjoyed the private location. We saw many deer and turkey right on the property! We also had easy access to all of Eastern Long Island via the north and south ferries. We made a daytrip to Montauk, and visited a few farms. On the island is a fabulous pizza place, seafood place and bagel spot. We had a great time, and would love to return.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Basil G.

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

Nice little house

Was a clean, good experience.
Stayed 2 nights in Dec 2021
Verified

10/10 Excellent

Lisa M.

Liked: Check-in, communication, location, listing accuracy

Perfect base for enjoying tranquil Shelter Island

We loved Andrew’s home! It was a very comfortable and peaceful base for our family, including our 10 month old, to enjoy Shelter Island. Loved the outdoor spaces, the breezy open floor plan, and charming decor. Also appreciated that it was well equipped with washer/dryer etc. Andrew was very responsive and accommodating. We can’t wait to return for another stay!
Stayed 4 nights in Sep 2021
Verified

10/10 Excellent

Marie V.

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

Peaceful Stay

Large, peaceful property with plant hedges on border of property. Bikes at your disposal to bike around town and nearby beaches. Can grill , use of fire pit outside of home. Owner was very responsive to questions asked before our arrival. Would definitely stay again!
Stayed 10 nights in Jun 2021
Verified

10/10 Excellent

Daniel L.

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

Great house in great location

Very enjoyable stay at great property.
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Michael R.

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

Great weekend away

What a great house with nice open floor plan. My whole family enjoyed being together in this great space
Stayed 4 nights in May 2021
Verified

10/10 Excellent

Nicole F.

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

Great getaway

We had a great experience at this property. Andrew was great and easy to communicate with. He gave clear instructions, good recommendations, and was easy to get in touch with. Good location and perfect for a long weekend getaway.
Stayed 3 nights in Apr 2021
Verified

10/10 Excellent

Meredith G.

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

Great weekend stay

Andrew’s home was the perfect destination for a weekend getaway. He sent me several helpful suggestions and recommendations of things to do around the island. We all fell in love with Shelter Island and look forward to returning again soon!
Stayed 2 nights in Apr 2021
Verified

8/10 Good

Stephen E.

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

Comfortable retreat close to all that Shelter Island offers

We had a wonderful stay with our grandchildren and dog. The great room on the upper floor is cozy and we loved being able to have fires in the fireplace every night during our 11-day spring- break stay. WiFi in the house is strong, and the big-screen TV is terrific for watching movies. The large, well-kept yard offered ample play space for energetic grandkids and dog, and we especially enjoyed the close proximity of the Sylvester Manor Educational Farm across for walks. (Who knew baby pigs could be such fun to watch?!) If you’re planning to do substantial cooking during your stay, check in with host Andrew on available kitchen equipment. He was super helpful in responding to our questions before, during, and after our stay.
Stayed 10 nights in Mar 2021

About the host

Hosted by Owner/Manager

Host profile image
The home is owned by myself and my brother. We have put some hard work and thought into making it a great place to hang out for family, friends and renters. We enjoy sharing what Shelter Island has to offer.

Why they chose this property

What I like about the house is that it is set back from the road. The front lawn has a very large feel. In addition, the layout of the second floor of the house is great for hanging out.

What makes this property unique

The location to the Sylvester Manor Preserve is really nice. It definitely allows for more privacy plus peace and quiet.

Languages:

English
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