Rental Listings
5 Bedroom Colonial with Infinity Pool and Waterfront Beach
Priced at November ('21 - 21) $10,000; December ('21 - 21) $10,000; January ('22 - 22) $10,000; February ('22 - 22) $10,000; March ('22 - 22) $10,000; April ('22 - 22) $10,000; May ('22 - 22) $18,000; Custom (08/16/22 - 09/05/22) $36,000 RENTED Beds: 5 Baths: 6.5 Sq. Feet: 5670Rental Registration #2021-L-88. This charming 5 bedroom, 6 bath colonial has an open floor plan that ... Property Details
Shelter Island Hidden Gem with Pool
Priced at August(LD) ('22 - 22, w/o LD $27K) $30,000 Beds: 4 Baths: 3 Sq. Feet: 1542Rental Registration #19-2-104-6. This modern 4 Bedroom, 3 bathroom hidden gem with pool features an ... Property Details
Shelter Island Resort Style Retreat with Pool near Beach
Priced at Custom (05/27/22 - 06/30/22) $37,000; Custom (07/18/22 - 07/31/22) $22,500; August(LD) ('22 - 22, w/o LD $42.5K) $52,500 Beds: 3 Baths: 2 Sq. Feet: 1543Rental Registration #2021-L-68. New to the rental market! This Shelter Island retreat with an ... Property Details
Shelter Island Quiet Cottage with Pool
Priced at Weekly (07/01/22 - 07/12/22) $13,750; Custom (07/21/22 - 07/31/22) $11,450; Weekly (08/01/22 - 09/05/22) $8,500; Two Weeks (09/06/22 - 09/30/22) $9,000 Beds: 4 Baths: 3 Sq. Feet: 1900Rental Registration #2021-L-72. Located within close proximity to Wades Beach on Shelter Island, ... Property Details
Shelter Island Beach Cottage with Pool
Priced at July ('22 - 22) $33,000 Beds: 3 Baths: 2.5 Sq. Feet: 2050Rental Registration #2021-L-49. This three bedroom, two and one half bath home is located in the ... Property Details
Shelter Island Harborfront Farmhouse
Priced at June ('22 - 22) $25,000; July ('22 - 22) $37,000; August(LD) ('22 - 22) $38,000; Weekly (09/01/22 - 09/30/22) $5,500; September ('22 - 22) $20,000 Beds: 3 Baths: 1 Full, 1 Half Sq. Feet: 1536Rental Registration #2121-L-54. This classic Shelter Island harborfront farmhouse was built in 1900 ... Property Details
Shelter Island Heights Charming Waterview Farmhouse
Priced at June ('22 - 22) $15,000; July ('22 - 22) $28,000; August(LD) ('22 - 22) $32,500 Beds: 4 Baths: 2 Sq. Feet: 2007Rental Registration #2021-L-55. New to the rental market! This Shelter Island Heights farmhouse, ... Property Details
Shelter Island Serenity with Farm Views and Saltwater Pool
Priced at July ('22 - 22) $33,000 Beds: 3 Baths: 2 Sq. Feet: 1639Rental Registration #2021-L-22. Bordering Westmoreland Farm, this spacious traditional with privet ... Property Details
Sunny Shelter Island Cape Cod
Priced at June ('22 - 22) $10,500; July ('22 - 22) $15,000 RENTED; August(LD) ('22 - 22) $24,000 Beds: 5 Baths: 2 Sq. Feet: 1779Rental Registration #2021-L-43. This pristine five bedroom Cape Cod was recently renovated and is ... Property Details
Modernist Waterfront with Pool near Shelter Island Heights
Priced at July ('22 - 22) $50,000; August(LD) ('22 - 22) $55,000 Beds: 3 Baths: 3.5 Sq. Feet: 1536Rental Registration #2021-L-28. Tucked away on a gravel road, just outside Shelter Island Heights, ... Property Details
Shelter Island Charming Cape Close to Beach
Priced at Winter (10/16/21 - 04/30/22) $2,500 RENTED; MD-LD ('22 - 22) $25,000 RENTED; June ('22 - 22) $7,000 RENTED; July ('22 - 22) $8,000; August(LD) ('22 - 22) $10,000 RENTED Beds: 2 Baths: 2 Sq. Feet: 1296Rental Registration #20-L-0140. This charming cape house is within close proximity to beaches, golf, ... Property Details
Shelter Island Mid Century Modern with Pool
Priced at August(LD) ('22 - 22, w/o LD $33k) $36,000; September ('22 - 22) $16,000; October ('22 - 22) $16,000 Beds: 3 Baths: 2.5 Sq. Feet: 1634Rental Registration# 20-L-0068.This sleek mid century modern on shy acre is located a few doors from ... Property Details
Bayview Contemporary Shelter Island
Priced at Weekly (09/06/21 - 06/04/22) $5,000; Custom (06/13/22 - 06/23/22) $9,000; Two Weeks (07/01/22 - 07/14/22) $11,000; July ('22 - 22) $20,000; August(LD) ('22 - 22) $24,000; Two Weeks (08/01/22 - 09/05/22) $13,000 Beds: 4 Baths: 3 Sq. Feet: 2600Rental Registration #19S-0008. This sunny Contemporary with slices of water views has loads of room ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at June ('22 - 22) $32,000; July ('22 - 22) $38,000; August(LD) ('22 - 22, w/o LD $40k) $42,000 Beds: 5 Baths: 3 Full, 2 Half Sq. Feet: 2740Rental Registration #20-L-0095. This completely restored 1890's Shelter Island Victorian is in the ... Property Details
Shelter Island Cottage with Beach, Dock & Mooring
Priced at MD-LD ('22 - 22) $115,000; July ('22 - 22) $40,000; August(LD) ('22 - 22) $50,000 Beds: 4 Baths: 4 Sq. Feet: 2180Rental Registration# 20-L-0085 Located on the harbor, this cheery country cottage has wonderful ... Property Details
Shelter Island Arts and Crafts with Pool
Priced at May ('22 - 22) $12,000; June ('22 - 22) $15,000; July ('22 - 22) $18,000; August(LD) ('22 - 22) $20,000; September (09/06/22 - 09/30/22) $18,000 Beds: 3 Baths: 2 Sq. Feet: 1791Rental Registration #20-L-0097 - Step through its gate and experience the enchantment of this ... Property Details
Shelter Island Spacious Traditional Close Proximity to Beach
Priced at Custom (07/15/22 - 07/31/22) $22,500; August(LD) ('22 - 22) $50,000 Beds: 5 Baths: 3.5 Sq. Feet: 2552Rental Registration #20-L-0081. Enjoy your summer at this spacious traditional with plenty of room ... Property Details
Cheery Renovated Shelter Island Farmhouse near Marina
Priced at July/August(LD) ('22 - 22) $40,000; July ('22 - 22) $20,000; August(LD) ('22 - 22) $22,000 Beds: 4 Baths: 2.5 Sq. Feet: 2052Rental Registration #19-50021 This sun filled farmhouse has been recently renovated and boasts an ... Property Details
Shelter Island Charming Cottage
Priced at August(LD) ('22 - 22) $8,500 RENTED Beds: 3 Baths: 2 Sq. Feet: 1365Rental Registration #20-S-0004. Located within close proximity to shops, library, and gym, this ... Property Details
Glorious Shelter Island Waterview with Pool
Priced at June ('22 - 22) $25,000; July ('22 - 22) $60,000; August(LD) ('22 - 22) $45,000; Weekly (08/01/22 - 08/31/22) $15,000; Custom (09/06/22 - 09/30/22) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2337Rental Registration #19L-0077 This elevated contemporary sited on one acre overlooking the waters ... Property Details
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