Rental Listings
5 Bedroom Colonial with Infinity Pool and Waterfront Beach
Priced at September ('21 - 21) $18,000; October ('21 - 21) $15,000 RENTED; 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) $15,000; 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 September (09/07/21 - 09/30/21) $16,000; Weekly (09/07/21 - 09/30/21) $6,000 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 Two Weeks (09/01/21 - 09/30/21) $8,000; Two Weeks (10/01/21 - 10/31/21) $6,000 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 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
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
Shelter Island Artist’s Stylish Retreat
Priced at Custom (09/01/21 - 09/30/21) $10,000 Beds: 2 Baths: 2.5 Sq. Feet: 1922Rental Registration #2021-00-03. Located a stone's throw from Wades Beach and sited off the road in ... 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
Iconic Shelter Island Heights Waterview Victorian
Priced at September (09/07/21 - 09/30/21) $37,178; October ('21 - 21) $33,000 Beds: 5 Baths: 3.5 Sq. Feet: 2596Rental Registration #20-L-0106. Since the turn of the century, this Victorian has greeted visitors ... Property Details
Charming and Simple Harborfront with Dock
Priced at September ('21 - 21) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2170Rental Registration #20-L-0104. This straightforward L-shaped cottage on the harbor has a wonderful ... 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 Arts and Crafts with Pool
Priced at September ('21 - 21) $18,000; October ('21 - 21) $15,000 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 (09/07/21 - 09/30/21) $18,000; 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
Shelter Island Charming Cottage
Priced at July/August(LD) ('22 - 22) $16,000; August(LD) ('22 - 22) $8,500 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 Custom (09/07/21 - 09/30/21) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2337Rental Registration #19L-0077 This elevated contemporary sited on one acre overlooking the waters ... Property Details
Shelter Island 1850’s Farmhouse
Priced at July/August(LD) (7/01/22 - 09/05/22) $45,000 Beds: 3 Baths: 2 Sq. Feet: 1534Rental Registration #19L-0074. Sweet renovated 1850 cedar shingled Farmhouse is known as the ""Belle ... Property Details
Farmhouse – Shelter Island
Priced at July ('22 - 22) $14,000; August (LD) ('22 - 22, w/o LD $16k) $17,500; Short Term (09/06/22 - 12/31/22) $3,000 Beds: 3 Baths: 1.5 Sq. Feet: 1848Rental Registration #20-L-0036.This three bedroom, one and one half bath home has air conditioning, ... Property Details
Shelter Island Close Proximity to Everything
Priced at September ('21 - 21) $7,000; October ('21 - 21) $5,500 Beds: 3 Baths: 1 Sq. Feet: 1600Rental Registration# 19L-2133. This fresh and updated upside down modern on .75 acre is located ... Property Details
Shelter Island Waterfront with Deepwater Dock and Pool
Priced at June ('22 - 22) $36,000; July ('22 - 22) $45,000; August(LD) ('22 - 22, w/o LD $55K) $62,000; September ('22 - 22) $29,000 Beds: 6 Baths: 4.5 Sq. Feet: 3157Rental Registration# 20-L-0011. This classic 1860's waterfront home evokes the grand estates ... Property Details
