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Charming updated home with pool on quiet street. Near Silver Beach

Photo gallery for Charming updated home with pool on quiet street. Near Silver Beach

Sunny pool
Well lit and comfortable Living Room
Living Room and Kitchen flow together
Open Floor Plan
New Kitchen with all new appliances

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Shelter Island, NY
  • Place, Crescent Beach
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪15 min drive‬
  • Place, Cooper's Beach
    ‪52 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪32 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

3rd Bedroom

1 Double Bed

Kids Bedroom

1 Single Bed and 1 Single Bunk Bed

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 2

Bathtub or shower · Toilet

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Charming updated home with pool on quiet street. Near Silver Beach

Great house in great location. 3 bedrooms (including one with bunk bed and additional bed) . Open floor plan with updated kitchen and bathrooms. In addition to large pool, great yard and outdoor shower. Short walk to nearby beach or bike to Sunset or Shell Beach. Very friendly quiet neighborhood. Ideal for families with 2-4 kids. We hope our house feels like your home for the time you are here!

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About the area

Shelter Island Heights

Silver Beach, a neighbourhood in Shelter Island Heights, is home to this holiday home. East End Seaport Maritime Museum and Railroad Museum of Long Island are cultural highlights, and some of the area's attractions include Shelter Island Whale's Tail and Greenport Carousel. Norman E. Klipp Marine Park and Bay Street Theatre are also worth visiting. Discover the area's water adventures with power boating, sailing and fishing nearby, or enjoy the great outdoors with hiking/biking trails.
View more Holiday homes in Shelter Island HeightsOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Crescent Beach - 2 min drive - 2.5 km
  • The Hamptons Beaches - 15 min drive - 9.3 km
  • Orient Point County Park - 39 min drive - 21.4 km
  • Shinnecock Hills Golf Course - 46 min drive - 38.0 km
  • Cooper's Beach - 52 min drive - 41.8 km

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 44 min drive

Restaurants

  • ‪Nookies - ‬27 min drive
  • ‪Shelter Island Craft Brewery - ‬5 min drive
  • ‪Eddie’s - ‬28 min drive
  • ‪Léon 1909 - ‬3 min drive
  • ‪Vine Street Cafe - ‬7 min drive

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. 17 out of 17 reviews
Rating 8 - Good. 0 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Liz C.

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

Great Shelter Island House!

We loved our stay here! The house was wonderful and the pool was a real value-add!
Stayed 7 nights in Jul 2019
Response from VrboOwner on 14 September 2023
Thanks Liz. It was great having you and hope you come back.
Verified

10/10 Excellent

Ruben R.

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

What a stay

It was simply amazing. The property was clean. The owner was very responsive we needed something. They left us all the necessary information to get around in shelter island.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Pamela P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a “home away from homes” as it was such a clean and family friendly home with such a good eye for beach-chic decor and colors and every amenity needed to have a solid family vacay week. The pool was perfection, the neighborhood was quiet with wide streets and little traffic… many runs from the house to Shell Beach and down to the beautiful views along Crescent Beach. Enjoyed the local farmers market at Sylvester Manor and many restaurants. Host, Paul, was easy to communicate and very accommodating. We will definitely return for another Shelter Island getaway. And if we could give ten stars, we certainly would.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay on Shelter Island. Paul was a responsive host. The house was well equipped with everything we needed - from basic items like extra garbage bags etc to bikes and beach toys. It meant the week was hassle free and we could enjoy the house and Shelter Island. The pool was lovely and got sun all day. The property was equipped with alarms on the doors to the pool area which gave us peace of mind traveling with young children. We would stay again!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Tomer M.

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

Wonderful two weeks at shelter island

We had a great time staying at Paul’s house. The pool was great and the house had all that we needed for a fun two weeks vacation. Paul was generous, responsive and helpful. The house and that area of Shelter island is wonderful location. I would 100% recommend this property.
Stayed 16 nights in Aug 2024
Verified

10/10 Excellent

Erica C.

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

Relaxing home away from home

We stayed at Paul's place for 9 days with my husband, 6-year old son and my in-laws and had a wonderful time. I would absolutely recommend this home and Shelter Island. The house and property exceeded our expectations from the listing and pictures. The pool was gorgeous - lots of direct sun, surrounded by tall trees, great deck with loungers and a table with an umbrella and some floats and noodles and such. We were basically in the pool most of the day every day. The backyard also features a hammock and a swingset, which was a really nice surprise for my son. The house itself is really beautifully decorated but not at all fussy. It felt very comfortable and truly like a home away from home with everything we needed. The master bedroom and kids rooms were great. The additional room is small with a full-size bed, not a queen. There were two TVs (not in the bedrooms) one internet-enabled with all the streaming services, which was great. And Shelter Island is so beautiful. You're a short drive from water in just about any direction so it's very pretty to drive around the island. We'd recommend Isola, Stars Cafe, Ram's Head Inn, The Islander, and Salt for food (we did take out the whole time). Sunset beach and Wade's beach were both lovely - Sunset beach is a great place to bring an evening meal and, you guessed it, watch the sunset. Also, Paul was a great host. He talked me through some details about the house over the phone before we arrived and was very accessible via text for quick questions we had. He was also flexible on our check in and check out times, which we really appreciated. We would love to come back again. Would definitely recommend!
Stayed 9 nights in Jul 2020
Response from VrboOwner on 14 September 2023
Thanks Erica. It was great having you and hope you come back.
Verified

10/10 Excellent

Lina T.

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

Fabulous stay

My family had a lovely stay at Paul’s house. The house has everything that is needed for a family stay. We enjoy cooking and there were many pots and pans. Our children enjoyed the pool which is very large. There are many nice family friendly beaches within a 5-10 min ride. Paul was a river full host, very responsive and helpful. We look forward to staying again next summer.
Stayed 14 nights in Jul 2022
Verified

10/10 Excellent

Elizabeth I.

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

Amazing stay on Shelter!

We had SUCH a lovely time at this pretty home in a beautiful place. The kids had a blast in the pool, and we walked down to watch the sunset on the beach many evenings. Great set-up for a family - comfy beds, super-functional kitchen, cozy family room for games and movies. Paul and his house manager were really responsive and thoughtful (e.g., helping us get ready for a storm that blew through the island). Highly, highly recommend!!
Stayed 14 nights in Jul 2021
Verified

10/10 Excellent

Michael R.

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

Wonderful property and Vacation Stay!!

We had a wonderful time staying here! The house is very clean and the decor is comforting. The property owner does a great job keeping you informed and willing to answer any questions. While we were there in early Spring, we look forward to returning in the Summer to get another experience on the island, including use of the pool and the beautiful local beaches!!
Stayed 8 nights in Mar 2021
Response from VrboOwner on 14 September 2023
Thank you Michael. It would be great to have you stay again.
Verified

10/10 Excellent

Lingling X.

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

Family friendly

We had a great time at Shelter island with two kids. The house is clean and has everything we need for family time! Host is easy to access for questions or suggestions.
Stayed 8 nights in Oct 2020
Verified

10/10 Excellent

Diane B.

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

Review of Stay at Shelter Island Island Heights

We easily registered for the property and the owner responded quickly and communicated necessary information clearly including answering our questions.
Stayed 4 nights in Sep 2020
Response from VrboOwner on 14 September 2023
Thank you Dianne. It would be great to have you stay again.
Verified

10/10 Excellent

Crista T.

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

We loved our stay!

We had a great time - everything was perfect for us. Paul was really helpful and his home is very clean, beautifully decorated and updated. We will definitely be back!
Stayed 14 nights in Aug 2020
Response from VrboOwner on 14 September 2023
Thanks Crista! I hope so.
Verified

10/10 Excellent

Anna F.

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

Sweet Intro to Shelter Island

The house is really sweet, with thoughtful beach decor. We really enjoyed the deck and pool, with the backdrop of a large country backyard. The neighborhood is very quiet, and a short walk to Bootleggers beach, for great sunsets. The hosts are the nicest people. Great communication and super kind and responsive. This was greatly appreciated in the context of arriving as first-timers on the island, looking for a little reprieve from stressful months of covid lockdown. Our stay on Shelter was exactly what we needed. Many thanks
Stayed 20 nights in Jun 2020
Response from VrboOwner on 14 September 2023
Thanks Anna. It was great having you and hope you come back.
Verified

10/10 Excellent

Michelle P.

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

Great house & easy booking process!

This house was perfect for our group, we were a few couples in town for a wedding. We enjoyed the pool and deck area as well as the open floor plan of the kitchen/living room area. The house was very clean and the booking / checkin process was very easy. We had a few questions about the house once we got there and Paul was readily available to help. He is very responsive. We would definitely stay here again!
Stayed 2 nights in Sep 2019
Response from VrboOwner on 14 September 2023
Thanks Michelle. It was great having you and hope you come back.
Verified

10/10 Excellent

Michael S.

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

5 Penny’s Path

Really enjoyed our stay. The house is well appointed, and very clean.
Stayed 3 nights in Jun 2019
Response from VrboOwner on 14 September 2023
Thanks Michael. It was great having you and hope you come back.
Verified

10/10 Excellent

Georges F.

Great house and host

We loved our stay this house. Great place, with a great pool and great location. The host was very helpful in answering any questions we had.
Stayed 4 nights in Aug 2018
Verified

10/10 Excellent

James S.

Great house in quiet neighborhood

We really enjoyed our stay. Shelter Island has a lot to offer and this house provided the perfect base to explore. The owners were very helpful with local knowledge and easy to deal with.
Stayed 3 nights in Aug 2018
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