Private heated pool and spacious yard. 5 minute walk to the beach.

Photo gallery for Private heated pool and spacious yard. 5 minute walk to the beach.

A poolside area with wicker lounge chairs and a table, surrounded by a stone patio.
A covered outdoor seating area with lounge chairs and a table, surrounded by a pool and greenery.
A bedroom with a dark wooden bed, patterned pillows, a white duvet, a ceiling fan, and a patterned rug.
A modern living room with a grey sofa, a matching ottoman, and a patterned rug. There is a dining area with white cabinets and a kitchen visible through an open door.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Private pool
  • Barbecue
  • Air-conditioning
  • Internet access
  • Off-street parking available

Explore the area

View map
Shelter Island, NY
  • Place, Crescent Beach
    ‪2 min drive‬
  • Place, Sunset Beach
    ‪3 min drive‬
  • Place, Shell Beach
    ‪4 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 7)

Primary Bedroom King

1 King Bed

Queen Bedroom

1 Queen Bed

Queen Bedroom

1 Queen Bed

Twin Bedroom / Office

1 Single Bed

3 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 3

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Outdoor play area
Garden
Dining area

Add dates for prices

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10.0 out of 10, Exceptional, (19 reviews)
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About the area

Shelter Island Heights

Located near the beach, this holiday home is in Silver Beach, a neighbourhood in Shelter Island Heights. Havens House and Camera Obscura are local landmarks, and the area's natural beauty can be seen at The Hamptons Beaches and Crescent Beach. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting. Discover the area's water adventures with kayaking, sailing and swimming nearby, or enjoy the great outdoors with cycling.
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Map
Shelter Island, NY

What's nearby

  • Crescent Beach - 2 min drive - 2.5 km
  • Shelter Island Country Club - 3 min drive - 2.8 km
  • Sunset Beach - 3 min drive - 3.2 km
  • Shell Beach - 4 min drive - 3.6 km
  • Shelter Island Historical Society - 6 min drive - 5.6 km

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 48 min drive

Restaurants

  • ‪Pridwin Hotel - ‬3 min drive
  • ‪Sunset Beach Restaurant - ‬3 min drive
  • ‪Eddie’s - ‬28 min drive
  • ‪Nookies - ‬27 min drive
  • ‪North Fork Table & Inn - ‬32 min drive

Frequently asked questions

Does Private heated pool and spacious yard. 5 minute walk to the beach. have a pool?

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

Is Private heated pool and spacious yard. 5 minute walk to the beach. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Private heated pool and spacious yard. 5 minute walk to the beach.?

On-site parking is available at the property.

What time is check-in at Private heated pool and spacious yard. 5 minute walk to the beach.?

Check-in begins at 4:00 PM.

What time is check-out at Private heated pool and spacious yard. 5 minute walk to the beach.?

Checkout is at 11:00 AM.

Where is Private heated pool and spacious yard. 5 minute walk to the beach. located?

Located in Silver Beach, this holiday home is within 3 miles (5 km) of Crescent Beach, Sunset Beach and Shell Beach. Shelter Island Whale's Tail is 3 mi (4.9 km) away.

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. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a wonderful stay! The house was perfect and many hours were spent in the pool. Plenty of space for all of us to hang out and very comfortable. Our host was welcoming and super informative about places on the island which locals frequent. A fun golf course less than 5” from the house and many fun places to explore. We loved our stay here!
Stayed 6 nights in Jul 2026
Response from VrboOwner on 27 July 2026
We are so glad you and your family enjoyed your stay. Please come visit our beautiful island again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was lovely and perfect for our family vacation. Everything is beautifully maintained and clean. The kitchen was great for preparing meals on nights we stayed in. The yard and pool were a highlight and perfect treat after a day at the beach or exploring or to start the day. And the host made everything easy. Highly recommend!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
So pleased that your family enjoyed the pool and house! Come visit us again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house, beautiful pool and landscaping are very lovely and well kept. The location is peaceful and a short walk to a beach which we appreciated in the early mornings with young grandchildren. Our first rental with a pool and we loved it! The house is very well appointed and had everything we needed for cooking, bbq and the beach. The outdoor shower was heavenly, the herbs and tomatoes in the yard a nice bonus! Lynn was easy to communicate with, very responsive and just a delight to deal with. We will be back!
Stayed 7 nights in Aug 2026
Response from VrboOwner on 12 August 2026
It was a pleasure to host you! Please come visit us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lynn’s house is impeccably clean located on a quiet street with a fully-fenced, beautifully landscaped backyard surrounding a large, heated inground pool. Abundant outdoor seating (both in sun and beneath shaded pergola) incl multiple umbrellas and large hammock. Main level is fully renovated (well-equipped kitchen w/ huge island, LR, DR, 2 bedrooms and 2 full baths). Basement has 2 add’l queen bedrooms and full bath. Lovely, accessible nearby host. We enjoyed our stay and especially the many relaxing hours spent in the gorgeous backyard pool and yard. Birds chirping, rabbits, deer, friendly neighbors. We hope to return next summer. Thoroughly peaceful setting.
Stayed 5 nights in Jul 2026
Response from VrboOwner on 1 August 2026
We couldn’t be happier that you enjoyed the property. Please visit our beautiful island again! We’d love to welcome you back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful holiday here. The pool and surrounding outdoor space was perfect. The kitchen is v well equipped and there was lots of space to in the dining living area too! LK is a wonderful host and always available for any queries. I would highly recommend it.
Stayed 14 nights in Aug 2025
Response from VrboOwner on 18 August 2025
Thank you! We are so glad you enjoyed your stay.
Verified review

10/10 Excellent

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

Perfect!!!

This house was absolutely perfect for our family! The house was spotless, beautifully decorated, and had everything we needed for a relaxing vacation--beach chairs, coolers, beach umbrella, bikes, towels, pool floats and a well-stocked kitchen…I could go on! The host was attentive and made sure we had everything we needed. We can’t wait to return next year—highly recommend!
Stayed 6 nights in Aug 2024
Response from VrboOwner on 1 September 2024
Glad you enjoyed everything. We look forward to your return!
Verified review

10/10 Excellent

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

Wonderful property and host

This is a truly excellent house. Lynn Kay is a fantastic host. Very responsive and went out of her way to make us comfortable, even for special requests. The pool and surrounding area is a paradise, and they even let us use herbs and veggies from the garden. Convenient to everything you want or need on shelter island. Our only regret is that we couldn’t stay longer.
Stayed 11 nights in Jun 2024
Response from VrboOwner on 12 July 2024
Thank you for the kind words! We are so glad you enjoyed yourselves and made use of the fresh herbs :-)
Verified review

10/10 Excellent

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

Great Stay. Super Relaxing

Loved it. Lynn is amazing, very responsive. But mostly for questions in advance. No problems to communicate during stay, but am sure she would have fixed anything immediately. Backyard, property, pool area is awesome. Two grills. Lots of seating. Umbrellas for shade. Living room nice and comfortable. Kitchen great, everything we needed was there.
Stayed 15 nights in Jul 2022
Response from VrboOwner on 20 August 2022
We are so glad to have hosted a comfortable stay. Thank you for the kind words!
Verified review

10/10 Excellent

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

Wonderful nine night stay on Shelter Island

We enjoyed a wonderful nine night stay at the property in August 2024. We are a family of five - two adults and three kids aged 10, 8 and 1. The house was spacious, comfortable and very well equipped - particularly the kitchen. The highlight was certainly the pool area - which is private, with a large heated pool and plenty of seating areas. The neighbourhood was quiet and nowhere on the island is far away. Lynn was a great host, very welcoming and responsive to any queries. We would highly recommend and hope to return when next in the area. Overall a great house to experience the unique charm of Shelter Island.
Stayed 9 nights in Aug 2024
Response from VrboOwner on 29 August 2024
So pleased you enjoyed the house and had a nice stay!
Verified review

10/10 Excellent

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

Wonderful vacation

Lynn and her family are the best host. This is the second time we rent their place for a month and we always have an amazing time. The house is very well organized, nicely decorated and very welcoming. It has a great outdoor space with a great pool and a patio that is perfect to entertain guests and grill out. The house has four bedroom (one is a studio that Lynn graciously converted into a baby room for my two years old daughter). The location of the house is also perfect for us. It is located in a very quiet neighbor surrounded by a few residential streets where my 8 years old boy can bike or ride his skateboard without being worried about cars. You can walk to a a sliver of crescent beach in a few minutes and enjoy the sunset. Crab creek beach - a big attraction for kids - is also a few minutes away. In a nutshell our family had a wonderful and relaxing summer and we look forward to coming back soon. We could not recommend this place more.
Stayed 29 nights in Aug 2023
Response from VrboOwner on 22 September 2023
We could not be more pleased that your return stay with us was comfortable and enjoyable. We know you love Shelter Island every bit as much as we do!
Verified review

10/10 Excellent

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

Great vacation and fantastic host!

My husband and I rented Lynn's place for 1 month (July 2022). We have two kids (6.5 and a 1 year old). Lynn's place was perfect for the four of us and Lynn is a great host. Lynn is very responsive and she went out of her way to make our stay as comfortable as possible. The house is extremely comfortable and very well organized for both a family or a few people looking to spend some time together. The backyard is very well done: perfectly manicured with a wonderful pool, a dining table and a cabana to protect from the heat/sun. The house is lovely and very comfortable. The kitchen is fully equipped and the rooms are spacious and nicely decorated. It has a very homey feeling that we loved. The house is walking distance from the beach and is close to our kids' favorite beach which is Crab Creek. Last but not least the area around the house is very quiet. We barely heard anyone else during our stay and our son was able to safely bike around the block because it is a quiet residential area. We would love to come back again next year and would definitely recommend a stay at Lynn's place.
Stayed 25 nights in Jul 2022
Response from VrboOwner on 31 July 2022
Thank you for the great review. We are so glad you enjoyed the home & pool!
Verified review

10/10 Excellent

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

An Idyllic Retreat

Of the many vacation homes we’ve rented over the years, 4 Penny’s path has been the closest to ideal. In an immaculate, well-equipped house, with a large garage and beautifully landscaped backyard with a pool, we enjoyed long summer evenings surrounded by birds and other wildlife; especially welcome were visits from Sparkles and Goose, two charming and friendly chickens who live next door. We were usually able to dine and grill outside, weather permitting, or sit under the generous pergola when the sun was intense. The grounds and the pool are scrupulously maintained with many umbrellas for shade, while the neighborhood is quiet and lush with greenery. An outdoor shower is a particular treat. The kitchen is large and very well equipped with spices, household supplies and three coffee makers, a rarity in rental homes. A powerful generator instantly restores power in case of outages. A word of caution for anyone with mobility issues, as one of us has: the master bed, though comfortable, is abnormally high (to allow for drawers underneath), so it is difficult to enter and dismount. Also, the guest bedrooms, bath and washer/dryer are in the basement, down a steep flight of stairs, a challenge for older folks or handicapped. That being said, the rental has our highest recommendation. Lynn Kay was an exceedingly responsive host who was there in a flash whenever anything was needed.
Stayed 30 nights in Jul 2025
Response from VrboOwner on 3 August 2025
Thanks, Leni! We so enjoyed hosting you. Your kindness to Goose and Sparkles did not go unnoticed ;-) We appreciate the feedback about the primary suite bed height. We are considering making a change for next season.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time renting this house! And it was a wonderful experience both times! The host was responsive and easy to work with. The property is clean, comfortable, and well-equipped with everything our family of four needed.We especially enjoyed the pool, the outdoor sitting area, the dining table, outdoor shower and the location. We look forward to renting this house again.
Stayed 7 nights in Jun 2026
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