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3-Bedroom Homes for Rent in Shelter Island Heights, NY

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  • /20

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    6 Crab Creek Rd, Shelter Island, NY 11964

    It all about the sandy Peconic Bay beach and stunning maze of creeks at the end of this quiet street. Create wonderful summer memories in this open and comfortable cottage. After a fun day at the waters edge unwind in the bright and airy sun-room with easy access to large deck and peaceful yard. Living room with high ceiling, skylights and fireplace flows into dining room and kitchen providing

    6 Crab Creek Rd, Shelter Island, NY 11964
  • /11

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    3 Saint Johns St, Shelter Island Heights, NY 11965

    Set on a peaceful street in Shelter Island’s historic Heights neighborhood, this mid-century modern home has everything you need for an easy, laid-back summer. There’s plenty of room to spread out, a spacious deck for lounging or dining outside, and a gas grill ready for summer cookouts. You’re just a few blocks from shops, restaurants, and all the local action. As a bonus, you’ll have access to

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    3 Saint Johns St, Shelter Island Heights, NY 11965
  • /20

    $38,500 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    91 Shore Rd, Shelter Island, NY 11964

    A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet Sailing, North Ferry, Greenport, Southold and 4th of July fireworks. Conveniently just steps from Kissing Rock, Crescent Beach, The Pridwin Hotel (Spa and Restaurant), Sunset Beach (Restaurant and Nightlife), Shelter Island House

    91 Shore Rd, Shelter Island, NY 11964
  • /27

    $50,000 per month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to

    Michael Brennan Douglas Elliman Real Estate

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965
  • /15

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    11 Tims Trail, Shelter Island, NY 11964

    Bright and Fresh 3 bedroom 2 bath ranch located on quiet street close to beaches. The open floor plan of the kitchen, dining room and living room creates a comfortable and relaxing space. The family room leads to outside dining, patio area and private yard. A nice place to enjoy this summer. [[Rental Registration # 2023L0141]]

    11 Tims Trail, Shelter Island, NY 11964
  • /25

    $25,000 per month

    • 3 Beds
    • 3 Baths
    • 1,675 Sq Ft
    • House for Rent

    5 Bay Ave, Shelter Island, NY 11964

    Open plan beach house with superb water views located in the highly sought after Montclair Colony. Centrally located near markets and many conveniences, there is much to adore in this home. Open plan living room with sunroom, dining and eat in kitchen. This home offers two bedrooms with two full baths and another bedroom with a full bath over the two car garage. In addition the master bedroom has

    Michael Brennan Douglas Elliman Real Estate

    5 Bay Ave, Shelter Island, NY 11964
  • /17

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    28 Cobbetts Ln, Shelter Island, NY 11964

    Secluded 3+ bedroom, 2.5 bath contemporary on 1.5 beautiful acres with new gunite, heated pool. Common rooms include open plan living room with soaring ceilings and fireplace, comfortable dining area and kitchen with new appliances. The primary bedroom suite has a king bed and full private bath. All overlook a back expanse with deck, fenced pool and gorgeous trees. A tv media room is also on

    28 Cobbetts Ln, Shelter Island, NY 11964
  • /17

    $55,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    5 Penny's Path, Shelter Island, NY 11964

    This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, and sunroom. A large deck surrounds the pool creating an easy flow for outside living and dining. . The house is located on a quiet street close by

    5 Penny's Path, Shelter Island, NY 11964
  • /18

    $65,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    2 E Brander Pkwy, Shelter Island, NY 11964

    2023-L-0167 Shelter Island Silver Beach waterfront home. Stunning views surround this 3-4 bedroom, 3 bath home with deep water dock boat slip and waterside deck. Home has central air and gourmet kitchen. Close to town beach. [[Rental Registration # 2023-L-0167]]

    2 E Brander Pkwy, Shelter Island, NY 11964
  • /11

    $35,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    9 Montclair Ave, Shelter Island, NY 11964

    Built in 1929, this spectacular water front home on West Neck Bay is enjoyed from this 3-bedroom/ 3 bathroom CAC sunny home. Spacious rooms, a studio cottage with half bath and a dock with deepwater mooring complete the picture for the summer season. RR# 2021-L-0158 [[Rental Registration # 2024-L-0004]]

    9 Montclair Ave, Shelter Island, NY 11964
  • /12

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    21 Peconic Ave, Shelter Island, NY 11964

    Discover summer on Shelter Island in this newly renovated and beautifully furnished 3 bedroom two bath cottage, with wrap around decks overlooking Peconic Bay and evening Sunsets. Located in this quiet community with Beaches directly across from your house this is Summer as you remember it. The open floor plan of the house provides great spaces for family and friends to enjoy meals and gather

    21 Peconic Ave, Shelter Island, NY 11964
  • /20

    $70,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    23 Tuthill Dr, Shelter Island, NY 11964

    This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both

    23 Tuthill Dr, Shelter Island, NY 11964
  • /20

    $32,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    63 S Menantic Rd, Shelter Island, NY 11964

    This newly renovated Shelter Island gem features green lawns, private beach and dock. Newly renovated, the house is clean and airy with beautiful light from windows overlooking West Neck Harbor. The kitchen opens onto waterside deck for sunset dinners and evening breezes. Open living/dining space with two additional rooms on the first floor for quiet reading or movie watching. Additional office

    63 S Menantic Rd, Shelter Island, NY 11964
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