Shelter Island Sanctuary

Shelter Island Retreat with Private Pool, Stunning Water Views & Resort-Style Outdoor Living

5BR/4.5BA: Private oasis w/ stunning water views, pool, outdoor kitchen, dining and sofas, and chic interiors

Shelter Island Sanctuary

Shelter Island Retreat with Private Pool, Stunning Water Views & Resort-Style Outdoor Living

5BR/4.5BA: Private oasis w/ stunning water views, pool, outdoor kitchen, dining and sofas, and chic interiors

Tucked away in one of Shelter Island’s most coveted enclaves, this chic five-bedroom, four-and-a-half-bathroom retreat is a refined take on coastal luxury. Perfect for families or groups, this elevated waterfront home blends modern sophistication with laid-back island charm, offering the ultimate setting to unwind and reconnect.

The experience begins the moment you arrive—especially easy with ample parking and less than a five-minute taxi ride from the seaplane dock. Elevated above the treetops, the private resort-style backyard overlooks Shelter Island Sound and features a sparkling pool, expansive sundeck, plush lounge areas, and a fully equipped outdoor kitchen. Enjoy morning coffee on the shaded deck, long lunches alfresco, or sunset cocktails with sweeping water views. A short, scenic walk takes you to the iconic Sunset Beach Club for beachfront dining and golden hour views.

Inside, the open-concept layout is designed for both entertaining and everyday ease. Vaulted ceilings and walls of glass flood the space with natural light and frame stunning water views. The modern kitchen is a chef’s dream, complete with premium appliances and a central island perfect for casual meals. A spacious dining area seats eight, and the living room—with double-height ceilings and a statement fireplace—invites conversation and relaxation.

Five well-appointed bedrooms offer private sanctuaries for every guest. The main-level guest room has two double beds, an ensuite bath, and a private balcony. The upstairs primary suite features a king bed, spa-like bathroom, and balcony with treetop views. Additional guest rooms include a queen with its own balcony, a king suite, and a twin room—both on the lower level with ensuite baths. A powder room, gym with strength-training equipment, dedicated work-from-home space, Sonos system, fast WiFi, smart TVs, washer/dryer, and central AC ensure every convenience is at your fingertips.

Despite its tucked-away feel, the home is just minutes from Shelter Island’s best beaches, cafés, art galleries, and restaurants. Explore scenic bike trails, nearby preserves, or paddle along the coast. From farmers’ markets to sunset seafood dinners, this is island living at its finest.

Whether you're planning a summer escape, friends’ getaway, or family vacation, this exceptional home delivers comfort, style, and the perfect Shelter Island experience.


This property has a max occupancy of 10

Bedrooms

  • Bedroom 1 - Double Beds: Two Double/Full Beds, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck
  • Bedroom 2 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck
  • Bedroom 3 - Guest: One Queen Bed, 3rd Floor, Air Conditioning, Balcony/Deck
  • Bedroom 4 - Lower level king: One King Bed, Lower Level, Air Conditioning, Full Ensuite Bathroom, TV, Standard Closet
  • Bedroom 5 - Lower level twin beds: Two Twin Single Beds, Lower Level, Air Conditioning, Full Ensuite Bathroom, Standard Closet

Bathrooms

  • Powder Room: Half Bath, 3rd Floor
  • Bathroom 1 - Guest Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub Combo
  • Bathroom 2 - Primary Ensuite: Full Bath, 2nd Floor, Ensuite, Shower, Tub
  • Bathroom 3 - Lower level ensuite: Full Bath, Lower Level, Ensuite, Shower
  • Bathroom 4 - Lower level ensuite: Full Bath, Lower Level, Ensuite, Shower/Tub Combo

TVs

  • Bedroom 4 - Lower level king

Outdoors & Pool/Spas
Balcony, Deck/Patio (Covered), Grill (Gas), Beach Chairs, Beach Umbrella, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Fence Around The Yard, Cooler, Beach Toys, Private Pool (Outdoor, Saltwater, Heated)

Amenities
Bed Linens, Usable Fireplace (Wood), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Weight Training Equipment), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Nespresso, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Sonos), Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Cable TV, Fire Extinguisher, Essentials, Smart TV, Wine Fridge, Laptop-Friendly Workspace, Private Entrance

Location

Nearby Beaches:
Shell Beach
Wades Beach
Crescent Beach

Nearby Grocery Stores:
Haven's Farmer's Market
Sep's Farm Stand
Elli's Country Store
IGA Shelter Island

Nearby Restaurants and Bars:
Shelter Island Craft Brewery
SALT Waterfront Bar & Grill
18 Bay
Osprey Bar & Lounge
Sunset Beach
The Islander

Other Location Information:
Mashomack Preserve
Fresh Pond

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

Pet Policy: One dog of 30 lbs or less is permitted. Dogs over 30 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire).

Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term 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.

Events Policy: Events are prohibited unless express approval is provided.

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.

Hot Tub Disclaimer: No hot tub

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.

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.