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Aerial view of a luxury villa rental surrounded by trees on a small peninsula, bordered by calm blue water and a forested shoreline in the distance.

Congdon’s Point

Shelter Island, New York, USA, North America

Nestled in between the North and South Forks of Long Island, Shelter Island is a special place with its unique vibe. Reachable only by ferries, private boats, and seaplanes, Shelter Island remains a bucolic and idyllic destination beloved by locals and newcomers alike. The home we represent on Congdon’s Point in Shelter Island is located on its private peninsula with 443 ft of shoreline on Coecles Harbor, leading out to Gardiners Bay and the Peconic Bays. Reminiscent of a 1950s fishing lodge, this 6,000-square-foot waterfront home is beautifully designed, fully furnished, and perfectly equipped for an incredibly private and relaxing East End experience. A true hidden gem, Congdon’s Point is the perfect base camp for summer vacation, restorative retreats, family gatherings, and private events. Explore the entire East End by land or boat, and visit the area’s festivals, farms, wineries, events, and concerts. Congdon’s Point is available as a vacation rental home only, at a minimum of 15 nights, and does not include guided adventures, wellness, culinary or other activities. If you are interested in pursuing such services, we would be happy to help coordinate these for you with local experts. Samples of some of the available activities include: hiking at the Mashomack Preserve, sea kayaking in Gardiner’s Bay, stand-up paddle boarding at Congdon’s Point, tubing or water skiing in Coecles Harbor, kiteboarding at Cedar Point, and fly fishing for striped bass, skipjack, false albacore and mackerel all around Shelter Island, Gardiner’s Island, the Twin Forks, and Peconic Bay.‍

  • Accommodates 11
  • Bedrooms 5
  • En-Suite Bathrooms 6
  • Guest Bathrooms 1
A narrow wooden boardwalk surrounded by tall green grasses leads toward a calm body of water at sunset, perfect for guests enjoying a nearby luxury villa rental.}
Two rustic wooden houses surrounded by lush green trees offer a peaceful, natural setting—perfect for a luxury vacation rental with tailored concierge travel services.}
A rustic wooden garage with double doors, loft windows, and a sloped roof—perfect for a luxury villa rental—surrounded by trees and stone pavement near a lake.}
Rustic kitchen with exposed beams, pendant lights, green cabinets, and a large island—perfect for a luxury vacation rental that blends charm with modern comfort.}

Where you'll be staying

BEDROOMS

  • Accommodates (max): 11
  • Bedrooms: 5
    One king master suite with tub and steam shower
    Three king junior master suites with steam showers
    One trundle bed loft with bath and steam shower
  • Bathrooms en-suite: 6
  • Guest Bathrooms: 1

features

  • Air-Conditioning
  • Hot tub
  • Internet
  • Kitchen
  • Laundry
  • Parking
  • Pet Friendly
  • Pool
  • Pets allowed only after the arrangement
  • Smoking not allowed

Villa Services

  • Dedicated housekeeping
  • Landscape maintenance
  • Pool service

Concierge

  • Activities and excursions
  • Baby sitting and au pair
  • Butler and/or chef
  • Dry cleaning
  • Personal security
  • Personal shopping
  • Personal trainer
  • Spa and beauty treatments
  • Villa pre-stocking

What's Nearby

  • 8 minutes ferry ride to Long Island Rail road

VILLA POLICIES

  • Check in: 16h00
  • Check out: 11h00
  • Maximum 11 guests
  • Non-smoking
  • Security deposit
  • Social events on request
  • All bookings subject to final approval by the owner
A cozy bedroom in a luxury villa rental with wood-paneled walls, a coral headboard, soft lamps, an armchair, dresser, and framed landscape art above the bed.

inquiries

Congdon’s Point

Submit an inquiry to stay at Congdon’s Point. Our reservations team will contact you to discuss the details of your stay.