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

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

4 bedrooms3 bathroomsSleeps 7185.8 sq m

Popular amenities

Parking available
Dryer
Washer
Barbecue grill
Kitchen

Explore the area

4 Penny's Path, Shelter Island, NY, 11964

Crescent Beach
‪3 min drive‬
Sunset Beach
‪3 min drive‬
Shelter Island Historical Society
‪7 min drive‬
East Hampton, NY (HTO)
‪48 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

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. Master 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 10. 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
Full Cable / 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
Two person kayak
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

Property manager

Lynn Kay

Premier Host

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

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Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 35

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

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

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. 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.

Shelter Island, NY

What's nearby

Crescent Beach - 3 min drive - 2.2 km
Sunset Beach - 3 min drive - 2.9 km
Shelter Island Historical Society - 7 min drive - 5.9 km
Gardiner's Bay Country Club - 10 min drive - 7.5 km
67 Steps Beach - 28 min drive - 8.3 km

Getting around

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

Restaurants

‪Sterlington Deli - ‬25 min drive
‪Stars Cafe - ‬5 min drive
‪North Fork Roasting Co - ‬32 min drive
‪Sunset Beach Restaurant - ‬3 min drive
‪Southold Fish Market - ‬29 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.

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 Sylvester Manor are also within 3 miles (5 km).

Exceptional

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

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Fraser M.

27 Aug 2024

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

10/10 Excellent

Deirdre M.

26 Aug 2024

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

10/10 Excellent

Marc A.

8 July 2024

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

10/10 Excellent

Valentina C.

13 Sept 2023

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

10/10 Excellent

randall k.

19 Aug 2022

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

10/10 Excellent

Valentina C.

31 July 2022

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

About the host

Hosted by Lynn Kay

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

Premier Host

They consistently provide great experiences for their guests

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

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Reviews

Popular amenities

Explore the area

Rooms & beds

4 bedrooms (sleeps 7)

Primary Bedroom King

Queen Bedroom

Queen Bedroom

Twin Bedroom / Office

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

About this property