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Explore Similar Houses Within 2 Miles of Shelter Island Heights, NY

  • /8

    $8,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    12 W Thomas St, Shelter Island, NY 11964

    Adorable 2 bedroom cottage located in the center of it all. This remodeled cottage features all new kitchen, floors and windows. Large sunlit living room with dining area and fireplace. A wonderful sunroom off the front of the house features afternoon sun. A terrific bargain for July and August. Easy to view. [[Rental Registration # 2025-L-0087]]

    12 W Thomas St, Shelter Island, NY 11964
  • /20

    $15,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • House for Rent

    1854 N Bayview Rd, Southold, NY 11971

    Last Minute deal on Summer rental. Amazing location with private beach, amazing waterviews and a private dock! Home is fully furnished and has 2 bedrooms, 2 full bathrooms and a 1/2 bathroom. Bring your boat or kayaks!

    Isaac Israel Richmond Realty Corp

    1854 N Bayview Rd, Southold, NY 11971
  • /20

    $18,000 per month

    • 2 Beds
    • 3 Baths
    • House for Rent

    44 Lake Dr, Shelter Island, NY 11964

    Wades Beach area contemporary home on serene and lovely Fresh Pond. Beautifully landscaped with charming stone walled gardens and amazing expansive sunset views of lake-like Fresh Pond from most rooms of this 2 bedroom, 3 bath renovated home. Stairs from the driveway lead to an elevated entry and first floor. Entry foyer opens to a large inviting living room with vaulted, beamed

    44 Lake Dr, Shelter Island, NY 11964
  • /24

    $15,000 per month

    • 2 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • House for Rent

    157 Central Ave, Greenport, NY 11944

    Available August - LD $15,000. Two week minimum rental. This charming 2 bed, 3 bath Greenport Village Colonial offers a perfect blend of historic charm and modern elegance. Step inside to find beautifully preserved character details complemented by contemporary updates. A sun-drenched kitchen and dining area open to a peaceful and private patio and garden. An additional den/yoga room provides the

    Shane Hafer Compass Greater NY LLC

    157 Central Ave, Greenport, NY 11944
  • /12

    $4,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • House for Rent

    8325 Main Rd, East Marion, NY 11939

    Authentic Craftsman was built in 1918. Featuring covered front porch, 2 bedrooms, full bath, living room with wood burning fireplace, eat-in kitchen, formal dining room, office/day bed, powder room/laundry, glass door to rear patio, private off-street parking. Starting Oct $4,200/mo. year-round. Permit# 1048

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    8325 Main Rd, East Marion, NY 11939
  • /26

    $30,000 per month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    150 Hobart Rd, Southold, NY 11971

    Southold, North Fork: Delightful cottage just up from Founder's Landing Park, the beach, and the Wharf House. A super convenient 'in town' location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath

    Nicholas Planamento William Raveis New York LLC

    150 Hobart Rd, Southold, NY 11971
  • /30

    $3,800 per month

    • 2 Beds
    • 1 Bath
    • 1,306 Sq Ft
    • House for Rent

    248 5th Ave, Greenport, NY 11944

    This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Moments Away From Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And

    Pete Halpin Douglas Elliman Real Estate

    248 5th Ave, Greenport, NY 11944
  • /27

    $6,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    1935 Old Orchard Rd, East Marion, NY 11939

    Charming 2-bedroom, 1-bathroom summer cottage nestled in East Marion's sought after Gardiner's Bay Estates community. This delightful home offers the perfect blend of tranquility and community spirit, where life slows down. During the 4th of July Holiday, you'll get to enjoy the little red wagon community parade, reminiscent of a simpler time. The private beach community boasts access to a

    Rita Rooney Douglas Elliman Real Estate

    1935 Old Orchard Rd, East Marion, NY 11939
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