Entire home

Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...

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A covered outdoor seating area with a wooden bench, a striped sofa, and a coffee table. - Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... (SHELTER ISLAND)
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf. - Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... (SHELTER ISLAND)
A bedroom with a bunk bed, a desk, a chair, and a bed with striped bedding. - Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... (SHELTER ISLAND)
A rectangular swimming pool with a surrounding deck, a wooden play structure, and a house in the background. - Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... (SHELTER ISLAND)
A house with a brick chimney, a wooden deck with outdoor furniture, and a screened porch. - Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... (SHELTER ISLAND)
Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... provides laundry facilities and more.

Entire home

4 bedrooms3 bathrooms249 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Add dates for prices

About this property

Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...

  • Shelter Island Serenity

    Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near Town and Beaches

    4BR/2.5BA: Heated pool, outdoor dining, gas bbq, fenced in yard, indoor-outdoor living, sonos speaker system

    Step into the timeless charm of this classic Shelter Island retreat, where understated elegance meets effortless island living. Ideally located just moments from town, this beautiful home offers easy access to Shelter Islands beloved restaurants, boutiques, galleries, bars, beaches, and farm standsperfectly situated for both lively exploration and serene relaxation. Beyond its prime location, the property welcomes guests into a private sanctuary: an expansive fenced-in yard enveloped by lush greenery, a sparkling heated pool, and multiple outdoor living spaces designed for memorable gatherings. This home is made for slowing down and savoring every sun-drenched moment. With a traditional floor plan, multiple sitting areas, and a spacious screened-in porch that invites in the sea breeze, this four-bedroom, two-and-a-half-bathroom home is the ultimate family escape, comfortably accommodating up to eight guests.

    Outside, the experience continues in spectacular fashion. The sprawling fenced yard offers unparalleled privacy and space to roam, perfect for games, leisurely walks barefoot in the grass, or simply lounging with a favorite book. The heated pool is the centerpiece, flanked by comfortable chaise loungers on the sun deck, beckoning guests to bask in the islands golden rays. After a swim, gather for a long lunch or sunset dinner at the outdoor dining table. A gas grill stands ready for casual barbecues, while multiple sitting areas scattered across both covered and uncovered decks set the stage for cocktail hours under the stars. The crown jewel of the outdoor spaces is the screened-in porcha breezy, beautifully furnished living room where guests can savor the gentle hum of island life without a care. Ample parking ensures that coming and going is always easy, whether for a spontaneous beach trip or a wine tasting tour.

    Inside, the home is designed to welcome you at every turn with warmth, light, and thoughtful touches. The traditional floor plan flows seamlessly, with sunlight streaming through plentiful windows and illuminating the inviting living areas. The formal dining room is a lovely space for shared meals and special celebrations, while the main living room offers a cozy area to unwind. Additional sitting areas provide quiet nooks for reading or conversation. The open-concept kitchen, complete with a breakfast nook, is well-equipped with everything needed for home-cooked meals: a coffee maker, all appliances, and a full suite of cookware and dining essentials. From the living room, sliding doors open directly onto the outdoor deck, allowing for effortless indoor-outdoor living. High-speed WiFi, a washer and dryer, central AC, and a designated work-from-home space ensure that every modern comfort is at your fingertips, making this home equally suited for vacations, extended stays, or remote working retreats.

    The second floor is devoted to rest and relaxation, offering four beautifully appointed bedrooms and two full bathrooms. The primary suite is a soothing sanctuary, featuring a king-size bed and a spa-like ensuite bathroom with a luxurious soaking tub and walk-in showeran inviting reward after a day of exploration. The second guest bedroom also features a king bed, perfect for couples or parents seeking their own retreat. The third bedroom is a versatile space ideal for children or guests traveling together, offering twin bunk beds alongside a queen bed. The fourth bedroom includes a full bed, completing the accommodations with comfort and style. Three of the guest bedrooms share a modern, spacious hall bathroom featuring a large vanity and a shower/tub combination, perfect for family routines. A powder room is conveniently located on the main floor. Fresh, crisp linens and all necessary essentials ensure a luxurious and carefree stay.

    Beyond the property, Shelter Islands many treasures await. Spend days exploring Crescent Beach or Wades Beach, both just a short drive or bike ride away, where calm waters and breathtaking sunsets create picture-perfect days. The quaint town center offers an array of walkable destinations, including charming shops, artisanal cafes, acclaimed restaurants like Vine Street Caf and SALT Waterfront Bar and Grill, and inviting bars for a nightcap. Art lovers will appreciate local galleries, while golf enthusiasts can tee off at the nearby Shelter Island Country Club. Visit local farm stands for the freshest produce, or spend an afternoon touring nearby wineries for a true taste of Long Islands North Fork. Every experience here feels just a little more special, a little more effortlessa testament to the magic of Shelter Island itself.

    Whether you're seeking a peaceful family getaway, a gathering of close friends, or a much-needed escape from the demands of daily life, this charming home offers the perfect setting to make memories that linger long after your departure.

    This property has a max occupancy of 8

    Bedrooms

    Bedroom 1 - Primary Bedroom: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet

    Bedroom 2 - King Guest Room: One King Bed, 2nd Floor, Air Conditioning, Closet

    Bedroom 3 - Queen & Bunk Room: One Bunk Bed, One Queen Bed, 2nd Floor, Air Conditioning, Closet

    Bedroom 4 - Whale Room: One Double/Full Bed, 2nd Floor, Air Conditioning, TV, Standard Closet

    Bathrooms

    Bathroom 1 - Main Bathroom: Full Bath, 2nd Floor, Shower/Tub Combo

    Bathroom 2 - Primary En Suite: Full Bath, 2nd Floor, Ensuite, Handicap Accessible, Shower, Tub

    Powder Room: Half Bath, First Floor/Main Floor, Handicap Accessible

    TVs

    Bedroom 4 - Whale Room

    Outdoors & Pool/Spas
    Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Chairs, Fence Around The Yard, Fence Around The Pool, Swing Set, Private Pool (Outdoor, Heated)

    Amenities
    Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Coffee, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Den), Smart TV, Speaker System (Sonos), Parking, Garage, Smoke Detector, Fire Extinguisher, Carbon Monoxide Detector, Essentials

    Location

    Nearby Beaches:
    Crescent Beach
    Sunset Beach
    Shell Beach
    Silver Beach

    Nearby Grocery Stores:
    IGA
    Eccentric Bagel
    Marie Eiffel

    Nearby Restaurants and Bars:
    Sunset Beach
    Leon 1909
    SALT Waterfront
    Vine Street Cafe
    Isola
    Stars Cafe
    1901 Grill

    Other Location Information:
    World-class fishing

    Other FAQ's

    Pool Fenced In: Yes

    Backyard Fenced In: Yes

    Estimated Square Footage: 2,682

    Additional Security Deposit considered for longer term rentals

    Rental Registration: 2024 expires on 12/31/2026.

    Suitability: Not handicap accessible.
    Primary renter must be at least 30 years old.

    Pet Policy: Pets are strictly prohibited at this property.

    Utility Disclaimer:
    Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 per night of the reservation.

    Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest's expense.

    Additional Guests: No additional guests beyond the max occupancy of this listing are permitted.

    Events Policy: Events are prohibited

    Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed.

    Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking.
    For energy conservation purposes, the pool heater may only be operational from 8am to 6pm.

    Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking.

    Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Marquis will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners'). Should Marquis be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Marquis is notified in writing 72 hours or more prior to the start of the reservation.

    Note: All payments must be made prior to check-in.

    VRBO charges the guest directly for their service fee and applicable taxes, while StayMarquis charges separately for the rental rate. As a result, you will see two separate charges at the time of booking-one from VRBO and one from StayMarquis.

    If there is a second installment, it will be collected directly by StayMarquis shortly after the first installment.

    Payment Method: Balance payments made with credit card are capped at $3,500. Payments over $3,500 shall be made by check, ACH or wire.

    Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement.

    While StayMarquis manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, StayMarquis will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef.

    Guest Experience: This property is part of our 'Elite' program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed.

    Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 2,682 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 30

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located near the beach, this holiday home is in Silver Beach, a neighbourhood in Shelter Island Heights. While the natural beauty of The Hamptons Beaches and East Hampton Main Beach can be enjoyed by anyone, those looking for an activity can explore Shinnecock Hills Golf Course. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting. Visit our Shelter Island Heights travel guide
View more Holiday homes in Shelter Island Heights
Map
SHELTER ISLAND, NY

What's nearby

  • A close-up of a beach with various shells and pebbles.
    Shell Beach
    2 min drive - 1.8 km
  • A beach with a large house and dunes.
    The Hamptons Beaches
    17 min drive - 11.1 km
  • A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".
    Wolffer Estates Vineyard
    34 min drive - 26.0 km
  • A beach with sand dunes and a person walking along the shore.
    Cooper's Beach
    53 min drive - 43.5 km
  • Shinnecock Hills Golf Course
    47 min drive - 39.8 km

Getting around

  • Greenport Station
    27 min drive
  • East Hampton, NY (HTO)
    47 min drive

Restaurants

  • Pridwin Hotel
    3 min drive
  • Léon 1909
    4 min drive
  • The Terrace
    3 min drive
  • Shelter Island Craft Brewery
    6 min drive
  • Six Three One
    31 min drive

Frequently asked questions

Does Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... have a pool?

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

Is Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...?

On-site parking is available at the property.

What time is check-in at Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...?

Check-in begins at 4:00 PM.

What time is check-out at Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...?

Checkout is at 10:00 AM.

Where is Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near... located?

Located in Silver Beach, this holiday home is within 3 miles (5 km) of Shell Beach, Crescent Beach and Sunset Beach. The Hamptons Beaches and Sylvester Manor are also within 6 miles (10 km).

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