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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 72000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

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 Twin 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
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: 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

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

About the neighborhood

Shelter Island Heights

Located near the beach, this vacation home is in Silver Beach, a neighborhood in Shelter Island Heights. Sylvester Manor and Havens House 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 Vacation Homes in Shelter Island HeightsOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Crescent Beach - 2 min drive - 2.1 km
  • Sunset Beach - 3 min drive - 2.8 km
  • The Hamptons Beaches - 12 min drive - 6.9 km
  • Cooper's Beach - 42 min drive - 35.8 km
  • Montauk Point - 59 min drive - 64.0 km

Getting around

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

Restaurants

  • ‪Vine Street Cafe - ‬7 min drive
  • ‪Sunset Beach Restaurant - ‬3 min drive
  • ‪Waypoint - ‬31 min drive
  • ‪Opties & Dinghies - ‬5 min drive
  • ‪Pridwin Hotel - ‬3 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.

How much does it cost to stay at Private heated pool and spacious yard. 5 minute walk to the beach.?

As of Apr 1, 2026, prices found for a 1-night stay for 2 adults at Private heated pool and spacious yard. 5 minute walk to the beach. on Jun 21, 2026 start from $922, 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 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?

Onsite 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.?

Check-out 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 vacation home is within 2 mi (3 km) of Crescent Beach, Shelter Island Country Club, and Sunset Beach. Shell Beach and Sylvester Manor are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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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
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
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
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
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
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
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
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

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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