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Homes for Rent in Shelter Island, NY

(1 - 15 of 990)
  1. RR# 22-1566 exp. 11/29/2024 Also available: July/August - LD for $67, 500; July for $30K; August - LD for $37, 500 A summer treat awaits. This stylish farmhouse has beautiful natural light and is filled with charm with all rooms on the ground floo...
    Zacheriah Dayton ·56 minutes ago on RealtyWW
  2. Exceptional views in prime Water Mill. Three lovely bedrooms and two baths. Fabulous pool area surrounded by immaculate landscaping. Privacy and cool house. Wonderful rental. Available all year long For more details: https://realtyww.info/homes_n...
    Richard Doyle ·1 hour ago on RealtyWW
  3. This beautiful beach cottage offers loads of charm, just a block away from the hidden beaches of the sound! Grab your beach chairs and kayaks, your vacation is just steps away! Enjoy Rita's Mexican Kitchen on your way home, grab market essentials ...
    Christine Harnos ·23 hours ago on RealtyWW
  4. AVAILABLE TWO WEEKS. This Modern day Hamptons Traditional integrates classic Farmhouse lines with the new aesthetic of stylish modern living in an open floor plan designed for today's contemporary lifestyle. Conveniently located off Fresh Pond Roa...
    Kim Slater ·14 hours ago on RealtyWW
  5. Adorable 3+ bedroom overlooking Hook Pond with heated pool. South of the highway and a 2 min walk to the beach! Living room with fireplace, dining with sitting area, master bedroom suite with child's bedroom nearby, kitchen, additional bedroom and...
    1 day ago on FavoriteRent
  6. Whimsical Airy and Bright Open Concept Lofty Bohemian Barn Centrally Located in Greenport Village. Easy Access to Fabulous Restaurants, Charming Shops, Beaches, Marinas, HIking, Biking Trails, Vineyards and MORE! Drop your Bags and Explore the Nor...
    Jennifer Benton ·22 hours ago on RealtyWW
  7. A spectacular summer awaits! Delightfully designed by Maziar Behrooz, and celebrated by Dwell, the Container House is a joyful and transformative place. Indoor and outdoor entertaining areas intentionally face southwest, providing long days of nat...
    Renee Gaudino ·22 hours ago on RealtyWW
  8. Enjoy this easy summer getaway at the end of a quiet cul-de-sac moments to Sag Harbor Village and Long Beach. With three bedrooms (plus bonus/overflow room), three baths, pool AND tennis on a large private lot. Enter to a light flooded, spacious l...
    Mei Mei Dickerson ·21 hours ago on RealtyWW
  9. This is a magical house. It is surrounded by woods and a pond. It is a one minute walk to Dering Harbor where the sunsets are neon pink. Upstairs, a glass room that feels like a tree house. It can be used as an additional bedroom using the day bed...
    1 day ago on FavoriteRent
  10. Recently renovated home down a lovely driveway. Completely private with heated pool surrounded by deck. Home is full of light and has multiple decks to enjoy the outdoors and listen to the ocean. Perfect location with ocean a block away and Amagan...
    Rebekah Baker ·1 day ago on RealtyWW
  11. Four bedroom, four 1/2 bath shingled traditional home for rent in East Hampton Northwest Woods. Set on a secluded acre and a half of lovely property and adjacent to a reserve. This spacious 2-story house has two living rooms, a separate dining roo...
    Jackie Dunphy ·20 hours ago on RealtyWW
  12. Designed with modern interiors and a spacious outdoor living and recreational space. Enter to an open living plan with an expansive lining/dining area. The spacious chef’s kitchen offers brand new stainless steel appliances, plenty of sleek whit...
    2 days ago on FavoriteRent
  13. The perfect summer escape awaits! Beautiful stylish new home uilt in 2021. Attention to detail and design, plenty of room to entertain indoors and out. Great property completely landscaped with a resort like vibe. In ground pool, close to Breakwat...
    Diane Mollica ·1 day ago on RealtyWW
  14. Lovely home which is close to bay beach, restaurants and market. First floor has a large living room with fireplace, additional spacious family room, guest room, full bath, office nook, kitchen and large dining room looking out over yard with two ...
    Rhonda Rachlin ·2 days ago on RealtyWW
  15. Just completed for summer, 48 Grand Street is now offered as a compound with a total of 6 bedrooms and 5 full Baths. Each home has 3Bedrooms, and their own fully equipped kitchen, dining and living areas. The brand new construction main house offe...
    Frank Bodenchak ·1 day ago on RealtyWW
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