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Charming Shelter Island Retreat with Private Pool, Expansive Yard, Near...
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4 bedrooms 2+ bathrooms Sleeps 8 2682 sq ft
Popular amenities
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SHELTER ISLAND, NY
- Shell Beach3 min drive
- Crescent Beach4 min drive
- Sunset Beach5 min drive
- East Hampton, NY (HTO)32 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1 - Primary Bedroom
1 King Bed
Bedroom 2 - King Guest Room
1 King Bed
Bedroom 3 - Queen & Bunk Room
1 Queen Bed and 1 Single Bunk Bed
Bedroom 4 - Whale Room
1 Double Bed
2 bathrooms, 1 half bathroom
Bathroom 1 - Main Bathroom
Bathtub or shower · Toilet
Bathroom 2 - Primary En Suite
Bathtub · Toilet · Shower only
Powder Room
Toilet
Spaces
Kitchen
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
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
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 $5,000 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.
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
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
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 $5,000 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 manager
stayMarquis
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 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 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
About the area
Shelter Island Heights
Located near the beach, this holiday home is in Silver Beach, a neighbourhood in Shelter Island Heights. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting.

SHELTER ISLAND, NY
What's nearby
- Shell Beach - 3 min drive - 1.8 km
- Crescent Beach - 4 min drive - 3.2 km
- Sunset Beach - 5 min drive - 3.9 km
- Gardiner's Bay Country Club - 9 min drive - 7.0 km
- Kontokosta Winery - 29 min drive - 9.3 km
Getting around
Restaurants
- Sterlington Deli - 26 min drive
- Stars Cafe - 6 min drive
- North Fork Roasting Co - 33 min drive
- Sunset Beach Restaurant - 4 min drive
- Southold Fish Market - 30 min drive
Frequently asked questions
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About the host
Hosted by stayMarquis

Languages:
English
Premier Host
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