Entire home

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

Holiday home in Shelter Island Heights with private pool and kitchen

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, Loved by Guests
3 bedrooms2 bathroomsSleeps 81500 sq ft

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Fireplace
  • Kitchen

Explore the area

View in a map
Shelter Island, NY
  • Place, Crescent Beach
    ‪2 min drive‬
  • Place, Sunset Beach
    ‪3 min drive‬
  • Place, The Hamptons Beaches
    ‪13 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

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!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
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
Utilities are paid by renters and will be deducted from the security deposit.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Property # 717549vb

About the area

Shelter Island Heights

Silver Beach, a neighbourhood in Shelter Island Heights, is home to this holiday home. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include Shelter Island Whale's Tail and Greenport Carousel. Railroad Museum of Long Island and Off the Rocker are also worth visiting. Discover the area's water adventures with power boating, sailing and fishing nearby, or enjoy the great outdoors with hiking.
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 - 13 min drive - 7.0 km
  • Cooper's Beach - 44 min drive - 35.9 km
  • Montauk Point - 61 min drive - 63.0 km

Getting around

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

Restaurants

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

Frequently asked questions

Does Charming updated home with pool on quiet street. Near Silver Beach have a pool?

Yes, this property has a pool.

Is Charming updated home with pool on quiet street. Near Silver Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming updated home with pool on quiet street. Near Silver Beach?

On-site parking is available at the property.

What time is check-in at Charming updated home with pool on quiet street. Near Silver Beach?

Check-in begins at 4:00 PM.

What time is check-out at Charming updated home with pool on quiet street. Near Silver Beach?

Checkout is at 11:00 AM.

Where is Charming updated home with pool on quiet street. Near Silver 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 3.1 mi (4.9 km) away.

About the host

Hosted by Paul B

Host profile image
Our family has been coming to Shelter Island for 12 years. We used to rent every summer and decided to buy 3 years ago. We found house we loved on a quiet street that reminds us of our childhood. Our 3 kids love riding their bikes around the neighborhood and beyond. We often ride or walk to the beach in the morning and then sometimes fish or golf in the afternoon. Shelter Island is one of the few places in the area that makes you feel like you have transported into a different time. A quieter time. It is easy to reconnect and read a book or play a board game when all of your day-to-day worries were left behind as you boarded the ferry.

Why they chose this property

5 Pennys Path is special to us because it is a charming house with a pool in a neighborhood that is pretty much self contained. We had a vision for the home and opened up the living area when we redid the kitchen. We also redid the two bathrooms so it feels very new inside. The pool is a big attraction and, fortunately, there is nice flat yard also. We like our neighbors and everyone in the area is very friendly. The location is great. We sometimes don't use the car unless we are going grocery shopping or to play golf. The Silver Beach area is one of the nicest parts of Shelter Island and Shell Beach is probably the best kept secret (shh) on the Island. There is so much to do there including swim, fish, shell, play sports or just relax.

What makes this property unique

The new kitchen, bathrooms and central AC make our home a very easy place to be. The pool right off the back room allows for hours of fun for the family. The house has an open floor plan that allows families to stay connected to each other (instead of the their devices). The location is great for anyone who likes to walk or ride bikes. The neighborhood is unique in that there are 3 parallel roads connected at either end so there is no reason for anyone to enter unless they are a resident or visitor. The Silver Beach area has great quiet beaches and nice fishing. You can walk to Bootlegger's Alley and watch the sunset in less than 5 minutes which, by the way, is a really nice way to end the day. Town and Sunset Beach are short bike rides (and very short drives) away so most major attractions are right nearby. This is a special place to us and we hope it will be to you!

Languages:

English