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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.

It's a lovely day by the pool!
Pool
Plenty of shade or sun
Pool
Pool

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3 bathroomsSleeps 7

Popular amenities

  • Private pool
  • Garage parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a 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

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

About this property

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

Enjoy this newly renovated home on Shelter Island. A gorgeous, well-stocked gourmet kitchen with vaulted ceiling great room allows the chef(s) to be a part of the fun. Sliders out to the pool and tons of outdoor seating provide plenty of options for a relaxing experience. The outdoor shower makes for an easy post-beach or pool refresher. Primary king bedroom with en suite bathroom gives everyone their own space.
Indoor dining options feature 4 seats at the counter and a dining table that expands to seat 8. Outdoor dining with table & umbrella along with a Weber grill.

Private backyard, large 20x40 heated gunite pool with Hollywood steps and a deep water bench make pool days a dream. Stroll to the beach to watch the sunset in less than 5 minutes. Biking, kayaking, boating, golf and beaching are the joys of Shelter Island, along with it's farmers markets, local shopping and wonderful local seafood, casual and fine dining restaurants. Brief ferry rides to Greenport or Sag Harbor give you plenty of "off-island" entertainment options, too! Summer by the sea never looked better than from this clean, comfortable home.

* Other amenities:
Bose wireless stereo system
Nespresso coffee maker
Fully stocked kitchen
Washer & Dryer / Separate Laundry Room
Free WiFi / Internet
Smart TVs in 3 bedrooms & LR
Twin bedroom easily converts or doubles as an office
Extra full-size fridge in the attached garage
Small drinks fridge on lower level, Bicycles, beach chairs and cooler provided
Room in the attached garage to store and protect the toys
you bring with you.
Driveway (off-street) parking

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House Rules

Check in after 4:00 PM

Minimum age to rent: 35

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

No pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2455376vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

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 Orient Beach State Park. 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.
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
  • Wolffer Estates Vineyard - 32 min drive - 24.2 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) - 48 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

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 2 miles (3 km) of Crescent Beach, Shelter Island Country Club and Sunset Beach. Shell Beach and Shelter Island Whale's Tail are also within 3 miles (5 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. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Simone M.

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 Aug, 2025
Thank you! We are so glad you enjoyed your stay.
Verified

10/10 Excellent

Deirdre M.

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 Sept, 2024
Glad you enjoyed everything. We look forward to your return!
Verified

10/10 Excellent

Marc A.

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 Jul, 2024
Thank you for the kind words! We are so glad you enjoyed yourselves and made use of the fresh herbs :-)
Verified

10/10 Excellent

randall k.

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 Aug, 2022
We are so glad to have hosted a comfortable stay. Thank you for the kind words!
Verified

10/10 Excellent

Fraser M.

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 Aug, 2024
So pleased you enjoyed the house and had a nice stay!
Verified

10/10 Excellent

Valentina C.

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 Sept, 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

10/10 Excellent

Valentina C.

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 Jul, 2022
Thank you for the great review. We are so glad you enjoyed the home & pool!
Verified

10/10 Excellent

Leni F.

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 Aug, 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.

About the host

Hosted by Lynn Kay

Host profile image

Lynn Kay & Bix love the island and look forward to sharing it's unique character with you! Lots of local knowledge for the asking.

Languages:

English

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