Entire home

NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT

Photo gallery for NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT

A wooden cabin with a pool, surrounded by trees.
A two-story house with a stone chimney, a porch with black railings, and a well-maintained garden with various plants and flowers.
A modern house with a covered porch, large windows, and a stone chimney.
A spacious living room with a stone wall, white sofas, and a coffee table.
A cozy living room with a stone wall, a fireplace, a sofa, and a coffee table.

Reviews

10 out of 10
Exceptional

Highlights

  • Beach, waves and sand
    Guests enjoy the stunning beach views at this property.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Massages in spa
  • Balcony
  • Spa pool on site
  • Private pool
  • Arcade/game room
  • Barbecue

Explore the area

View map
Shelter Island, NY
  • Place, Menhadden Lane Beach
    ‪4 min drive‬
  • Place, Gardiner's Bay Country Club
    ‪6 min drive‬
  • Place, Shelter Island Historical Society
    ‪9 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪73 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Guest Bedroom 1

1 Queen Bed

Guest Bedroom 2

1 King Bed

Guest Bedroom 3

1 Queen Bed

Guest Bedroom 4 - Bunkroom

4 Single Beds

Primary Bedroom

1 King Bed

5 bathrooms, 2 half bathrooms

Guest Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Guest Bathroom 2

Soap · Towels provided · Toilet · Shampoo · Hair dryer

Guest Bathroom 3

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Half Bath off the Wetroom (Pool changing room/Sauna room)

Soap · Towels provided · Toilet

Outdoor Shower

Soap · Towels provided · Shower only · Shampoo · Hair dryer

Powder Room

Soap · Towels provided · Toilet

Primary Bathroom

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Shelter Island

Located in Shelter Island, this holiday home is on the waterfront. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include Shelter Island Whale's Tail and Greenport Carousel. Consider The Watermill Center for a night out or Railroad Museum of Long Island if you're travelling with kids. Kayaking, waterskiing and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
Shelter Island, NY

What's nearby

  • Menhadden Lane Beach - 4 min drive - 3.6 km
  • Gardiner's Bay Country Club - 6 min drive - 6.4 km
  • Shelter Island Whale's Tail - 7 min drive - 7.4 km
  • Shelter Island Historical Society - 9 min drive - 8.8 km
  • Havens House - 9 min drive - 8.8 km

Getting around

  • Greenport Station - 31 min drive
  • East Hampton, NY (HTO) - 47 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬30 min drive
  • ‪Lucharitos - ‬30 min drive
  • ‪Sunset Beach Restaurant - ‬11 min drive
  • ‪Sunset Shack - ‬43 min drive
  • ‪Bruce & Son - ‬29 min drive

Frequently asked questions

Does NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT?

As of 5 November 2026, prices found for a 1-night stay for 2 adults at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT on 6 January 2027 start from NZ$29,890, 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 NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT pet-friendly?

No, pets are not allowed at this property.

How much is parking at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT?

On-site parking is available at the property.

What time is check-in at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT?

Check-in begins at 4:00 PM.

What time is check-out at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT?

Checkout is at 11:00 AM.

Where is NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT located?

This family-friendly Shelter Island holiday home is located on the waterfront, 1.7 mi (2.7 km) from Menhadden Lane Beach, and within 6 mi (10 km) of Shelter Island Whale's Tail and East End Seaport Maritime Museum. Greenport Carousel and Railroad Museum of Long Island are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Beautiful House, Beautiful Spot

We had a great stay here with our adult children and grandchild. The house has a good lay-out, and is beautifully designed. The kitchen is very well equipped, with lots of counterspace and a large pantry. We used both sitting rooms; one has a large table for jigsaw puzzles. The pool and hot tub were so pretty, and we ate at a table there, or on the covered porch, every night. There is a large, clean outdoor shower. We hope to be back!
Stayed 14 nights in Jun 2025
Verified review

10/10 Excellent

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

Beautiful and Relaxing

My family and I stayed here in July. It was absolutely perfect. It is so peaceful and relaxing even with 8 adults and two babies under 1 and a 4 year old. The pool and hot tub were our favorite part with beautiful views of the bay. The house is also so stunning. We did lots of different activities as well. The communication was great and every question I had was answered! I highly recommend this property if you’re looking for something to do with the family. You can really make the trip whatever you want.
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

Even better than the pictures!

Can’t say enough about Serena’s house in the Ram Island section of Shelter Island! It was sooo beautifully decorated, perfect layout, everything we needed in the kitchen, loved that it was all on one floor, I could go on and on. We were 7 adults and 4 children ages 6 mo to 3 years, and somehow it was perfect for all of us. The kids loved to run around in the yard. We loved the amazing view of the water, and the comfort of the house. We had local chefs prepare two dinners for us, which was an amazing add on. Would definitely love to rent it again. Thanks Serena!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

A Magical stay

We had very prompt answers to any questions we had before our stay. We checked in with the property manager Kim and she was great. This home is amazing. The home was a perfect blend of amazing decorations and comfort. The bedroom and bathrooms were perfect in everyway. The porch had an amazing view which connected to the 4 star pool. My family had a great time. We felt blessed to spend time in this beautiful home. I would recommend this home for any group or family. You will not go wrong. The surrounding area is absolutely perfect. We felt like we didnt need to leave the house because we had everything we needed.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Relaxing retreat with something for everyone!

My family- of 3 generations was able to enjoy a wonderful relaxing vacation. The pool was beautiful- clean and warm, and with the boat launch and small beach across the street we were able to use that with ease. The house was clean, beautifully appointed with all the amenities you could need. The porch was great to relax and take in the waterfront view. Serena and her property manager were easy to get in contact with and communicated regularly. We had a wonderful stay and the trip went off without a hitch! Anyone would be lucky to stay here.
Stayed 7 nights in Aug 2021
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