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54 Houses For Rent in Shelter Island, NY

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house for rent
4 bds | 2 ba | 1,755 sqft

80 Peconic Ave, Shelter Island, NY 11964

Wake up each morning to beautiful views of Peconic Bay. This spectacular Silver Beach location features a 4 bedroom, 2 b...
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$35,000/mo
Est. $8750/bed
house for rent
3 bds | 3 ba | 2,200 sqft

2 East Brander Pkwy, Shelter Island, NY 11964

RR# 195-0012Beautiful views surround this 3-4 bedroom, 3 bath waterfront house with Deep water dock with boat slip and w...
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$25,000/mo
Est. $8334/bed
house for rent
3 bds | 2 ba | 2,067 sqft

51 Peconic Ave, Shelter Island, NY 11964

With spectacular sunset views over Shelter Island Sound and cooling south westerly breezes, this comfortably furnished 3...
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$26,000/mo
Est. $8667/bed
house for rent
4 bds | 2 ba | 1,842 sqft

52 South Midway Rd, Shelter Island, NY 11964

19L-0078 This simple 4 bedroom, 2 bath shingle cottage on a peninsula has over 400 ft. of waterfront and wonderful views...
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$42,000/mo
Est. $10500/bed
house for rent
3 bds | 4 ba | 1,555 sqft

12 Dickerson Dr, Shelter Island, NY 11964

Enjoy your summer at this stylishly renovated home bordering beautiful Dickerson Pond and preserve. Enjoy morning stroll...
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$19,800/mo
Est. $6600/bed
house for rent
4 bds | 3 ba | 3,000 sqft

9 Dickerson Dr, Shelter Island, NY 11964

RR# 19L-0002 Beautiful, brand new traditional 4 bedroom plus, 3 bath home on Menantic Creek has everything that you coul...
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$30,000/mo
Est. $7500/bed
house for rent
3 bds | 3 ba | 1,305 sqft

5 Cove Way, Shelter Island, NY 11964

Sail into Summer from our Southern waters. Relax in whimsy and delight in this charming country cottage in its own meado...
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$19,950/mo
Est. $6650/bed
house for rent
4 bds | 3 ba | 2,730 sqft

54 Manhanset Rd, Shelter Island, NY 11964

Nestled next to preserved lands, this comfortable and spacious home offers the best of Shelter Island living with specta...
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$62,000/mo
Est. $15500/bed
house for rent
4 bds | 3 ba | 2,522 sqft

13 Bayshore Dr, Shelter Island, NY 11964

Located in the Silver Beach area of Shelter Island, on beautiful West Neck Creek with open views towards West Neck Harbo...
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$40,000/mo
Est. $10000/bed
house for rent
4 bds | 4 ba | 2,138 sqft

13 Sunshine Rd, Shelter Island, NY 11964

RR# 19L-0072 Built in 1884 and totally renovated in 2010, this centrally located farmhouse features 4 bedrooms, 3.5 bath...
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$25,000/mo
Est. $6250/bed
house for rent
2 bds | 3 ba | 1,520 sqft

24 Ram Island Rd, Shelter Island, NY 11964

In 1770, this adorable cottage was built for Remington Havens a farmer and miller. It features all the charm one would w...
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$12,000/mo
Est. $6000/bed
house for rent
6 bds | 4 ba | 2,753 sqft

6 Gardiner Way, Shelter Island, NY 11964

This stunning Victorian summer house in Dering Harbor Village, Shelter Island, has six bedrooms and 4 bathrooms, great k...
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$33,000/mo
Est. $5500/bed
house for rent
3 bds | 3 ba | 2,227 sqft

8 Simpson Ave, Shelter Island, NY 11964

19L-0091 This country charmer is located in sought after Montclair Colony on Menantic Peninsular. Totally renovated in 2...
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$3,500/mo
Est. $1167/bed
house for rent
6 bds | 9 ba | 8,000 sqft

7 Apple Orchard Ln, Shelter Island, NY 11964

19L-0100 FOUR SEAS: A WATERFRONT ESTATE ON SHELTER ISLANDHeroic water views, blazing sunsets and a private dock are just...
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$165,000/mo
Est. $27500/bed
house for rent
3 bds | 2 ba | 1,560 sqft

17 Cartwright Rd #b, Shelter Island, NY 11964

19L0089 This 3 bedroom ranch has a delightfully open floor plan . Well equipped eat in kitchen, living room and dining r...
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$22,000/mo
Est. $7334/bed
house for rent
3 bds | 4 ba | 2,200 sqft

57 Shorewood Rd, Shelter Island, NY 11964

RR# 19L-0094 Stunning views overlooking beautiful Crescent Beach from this breezy contemporary beach house which feature...
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$25,000/mo
Est. $8334/bed
house for rent
3 bds | 3 ba | 1,300 sqft

5 Bay Ave, Shelter Island, NY 11964

Wonderfully located in the Montclair Colony area of Shelter Island near the Island Boatyard Marina, this delightful home...
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$15,000/mo
Est. $5000/bed

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