House
5

Shelter Island Retreat w/ Outdoor Pool!

Property ID: 486153Shelter IslandNYUS
Sleeps 85 BR6.5 BA
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Most trips qualify for free 48 hour cancellation. Add dates for more information.

Description

If you’re looking to escape bustling city life, book this 5-bedroom, 6.5-bath home in the Hamptons area! This Shelter Island vacation rental features an office and free WiFi, as well as amenities like a game room and pool to ensure a productive and restorative stay. With fun activities year-round, you can kayak on the nearby ocean, sip on some wine at the Wölffer Estate Vineyard, witness stunning views from Montauk Point, catch a Polo match, or get your holiday shopping done in the Hamptons!

Amenities

  • Washer
  • Private Outdoor Pool
  • Deck
  • Kitchen
  • Near Ocean
  • Beachfront
  • Wireless Internet (WIFI)
  • Laptop Friendly
  • Essentials
  • Central Heating
  • Central Air Conditioning
  • Cable/Satellite TV
  • Self Check-In

Map

Location Details

THINGS TO SEE + DO: Sylvester Manor Educational Farm - farm stand + theatre + live music in summer months (4 miles), Shelter Island Historical Society (5 miles), Horton Point Lighthouse Nautical Museum (12 miles), The Hamptons (16 miles), Parrish Art Museum (18 miles), Long Island Aquarium (29 miles), Montauk Point Lighthouse Museum (37 miles)

GET OUTSIDE: Lower Beach (1 mile), Upper Beach (3 miles), Coecles Harbor Marina & Boatyard (4 miles), Mashomack Preserve Entrance - walking trails (5 miles), 67 Steps Beach (8 miles), Sagg Main Beach - surfing, deep sea fishing, water sports (17 miles)

WINE & DINE: Ram's Head Inn (0.9 miles), Marie Eiffel Market (5 miles), Vine Street Cafe (5 miles), Greenport Harbor Brewing Company (7 miles), Kontokosta Winery (8 miles), One Woman Winery Greenport (10 miles), The Old Field Vineyards (10 miles), Sparkling Pointe Vineyards & Winery (12 miles), Channing Daughters Winery (13 miles), Wölffer Estate Vineyard (14 miles)

AIRPORTS: Long Island MacArthur Airport (58 miles), Laguardia Airport (101 miles)

Reviews

5
6 reviews
  • 5/5

    Wonderful home in a gorgeous location.

    *This review was originally posted on Vrbo

    Craig
    Published September 15, 2025
  • 5/5

    Lovely house with great accommodations. Any questions we had were quickly answered. Perfect location - beautiful views from the decks. Look forward to returning!

    *This review was originally posted on Vrbo

    Elizabeth
    Published June 24, 2025
  • Just Perfect

    5/5

    8 of us old college friends stayed here for 3 nights for our annual reunion. This property on Shelter Island provided everything we might need, and exceeded our expectations. The beds were comfortable. The showers were hot. There were ensuite bathrooms for each bedroom. The kitchen was large and had every utensil needed to cook and serve a group. The dining table accommodated everyone. The living room had a large sectional for relaxing. But the best part was the view, the patio, and the proximity to a gorgeous rocky beach. We sat around and admired the view of the ocean, played bocce (provided with the property), and walked on the beach. It was perfect.

    Sara
    Published October 4, 2024
  • Beautiful House

    5/5

    My family and I had a wonderful stay at this gorgeous property. The pool is terrific, the view is amazing, and the layout was perfect for our large family so we could all have our own spaces and bathrooms. We loved it.

    *This review was originally posted on Vrbo

    Lauren
    Published September 9, 2024
  • Highly recommend!

    5/5

    We had a wonderful time at this beautiful house. Our family came together from Germany and NYC to spend two weeks here and we would come back any time. The bedrooms were comfortable and each comes with its own bathroom. The kitchen is perfectly equipped. The terrace made for wonderful BBQs and the pool is a delight. Thanks for a wonderful stay!

    Jutta
    Published September 13, 2023
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5
6 reviews

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Guests
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  • This property has a maximum occupancy of 8 guests, not including infants.
  • Pets are not allowed at this property.
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