Rental Listings
Shelter Island Close Proximity to Beach
Priced at July ('24 - 24) $19,000; August(LD) ('24 - 24, w/o LD $20k) $22,000 Beds: 3 Baths: 2 Sq. Feet: 1384Rental Registration #2023-L-0051. Welcome to a charming and immaculate cottage that is sure to ... Property Details
Shelter Island Modern with Pool
Priced at July ('24 - 24) $35,000 RENTED; Custom (08/04/24 - 09/02/24) $40,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 2891Rental Registration #2023-L-0161. This sleek and sun-filled modern on approximately one acre borders ... Property Details
Shelter Island Pristine with Pool close to Beach
Priced at Custom (05/24/24 - 06/30/24) $20,000 RENTED; June/July ('24 - 24) $37,000 RENTED; June ('24 - 24) $15,000 RENTED; July ('24 - 24) $30,000 RENTED; August(LD) ('24 - 24, w/o LD $32k) $35,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 2599Rental Registration #2022-L-0108. New to the rental market, this recently renovated home on a quiet ... Property Details
Shelter Island Quiet Ranch with Pool
Priced at Two Weeks (06/01/24 - 06/30/24) $11,000; Two Weeks (07/01/24 - 07/31/24) $9,000 RENTED; Two Weeks (08/01/24 - 09/01/24) $9,000 RENTED; Custom (09/04/24 - 09/15/24) $5,500 Beds: 3 Baths: 2 Sq. Feet: 1247Rental Registration #2023-V-0018. Located just outside the Heights within close proximity to ferry ... Property Details
Shelter Island Wades Beach with Pool
Priced at June ('24 - 24) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2842Rental Registration #2023-L-0163. This arts and crafts cottage sits on 1.0+/- acre overlooking a ... Property Details
Gracious Shelter Island with Pool
Priced at MD-LD ('24 - 24) $80,000; June ('24 - 24) $20,000; July ('24 - 24) $30,000; August(LD) ('24 - 24) $29,000 Beds: 5 Baths: 2Rental Registration #2023-L-0171. This classic Shelter Island country home was recently renovated by ... Property Details
Shelter Island Quiet Ranch with Pool
Priced at May ('24 - 24) $4,000; Custom (06/01/24 - 06/30/24) $7,000; July ('24 - 24) $20,000; August(LD) ('24 - 24, w/o LD $25k) $27,000 Beds: 3 Baths: 2 Sq. Feet: 1434Rental Registration #2022-V-0013. This fresh Silver Beach ranch is tucked on a private lane and ... Property Details
Shelter Island Charming Harbor Front Cottage
Priced at July ('24 -24) $25,000; August(LD) ('24 - 24) $32,000 Beds: 3 Baths: 3 Sq. Feet: 2209Rental Registration #2023-L-0164. Turn of the century cottage with southern views onto the harbor ... Property Details
Charming Shelter Island Heights Harborview Victorian
Priced at Two Weeks (06/29/24 - 07/31/24) $12,000 Beds: 4 Baths: 2.5 Sq. Feet: 2140Rental Registration #2022-L-0075. This 1885 Shelter Island Heights Victorian, located in the heart ... Property Details
Quiet Shelter Island Traditional with Pool
Priced at May ('24 - 24) $20,000; Custom (06/01/24 - 06/22/24) $30,000; Custom (07/01/24 - 07/07/24) $10,000; Custom (07/16/24 - 07/25/24) $13,500; August(LD) ('24 - 24) $45,000 Beds: 4 Baths: 3.5 Sq. Feet: 3115Rental Registration #2022-L-0046. This traditional, sited on 1+/- acre, is located on a quiet ... Property Details
Shelter Island Scandinavian with Pool and Guest House
Priced at July ('24 -24) $37,000; Custom (08/01/24 - 08/15/24) $20,000 Beds: 5 Baths: 4 Sq. Feet: 3600Rental Registration #2023-L-0062. Located within close proximity to popular Sunset Beach, golf, ... Property Details
Shelter Island Quintessential Beach House
Priced at Weekly (05/01/24 - 05/31/24) $3,800; May ('24 - 24) $13,800; June (06/01/24 - 06/14/24) $11,000; July ('24 - 24) $31,000; August(LD) ('24 - 24) $35,100; Custom (09/01/24 - 09/24/24) $18,000 Beds: 4 Baths: 2 Sq. Feet: 2406Rental Registration #2022-L-0040. This distinctive beach house is what summer on Shelter Island is ... Property Details
Sun-Filled Shelter Island Charming Cottage Close to Beach
Priced at May ('24 - 24) $12,000; June ('24 - 24) $12,000; August ('24 - 24) $14,000 RENTED; September (09/03/24 - 09/23/24) $12,000 Beds: 4 Baths: 3 Sq. Feet: 2400Rental Registration #2024-L-0026. This sun filled one level cottage is located within a stone's ... Property Details
Shelter Island Renovated Cottage near Beach
Priced at Weekly (05/01/24 - 09/04/24) $3,500; Custom (05/01/24 - 05/22/24) $10,500; MD-LD ('24 - 24) $39,000; Custom (05/24/24 - 06/27/24) $17,500; Custom (06/29/24 - 07/30/24) $16,000; August(LD) ('24 - 24) $17,000 Beds: 3 Baths: 2 Sq. Feet: 1636Rental Registration #2023-L-0141. This clean and sweet cottage has recently been renovated and is ... Property Details
Cozy 2 Bedroom Cottage
Priced at Custom (04/01/24 - 04/21/24) $6,750; August ('24 - 24) $35,000 Beds: 2 Baths: 1 Sq. Feet: 1248Rental Registration #2023-L-0165. This sun-filled cedar shingled cottage on a quiet lane, and within ... Property Details
5 Bedroom Colonial with Infinity Pool and Waterfront Beach
Priced at May ('24 - 24) $18,000; Custom (06/15/24 - 06/22/24) $6,000; July ('24 - 24) $40,000; Custom (09/06/24 - 09/30/24) $30,000; October ('24 - 24) $18,000; November ('24 - 24) $15,000; December ('24 - 24) $15,000 Beds: 5 Baths: 6.5 Sq. Feet: 5670Rental Registration #2023-V-0002. This charming 5 bedroom, 6 bath colonial has an open floor plan ... Property Details
Shelter Island Heights Charming Waterview Farmhouse
Priced at June ('24 - 24) $12,000; July ('24 - 24) $18,000; August(LD) ('24 - 24) $21,000 Beds: 4 Baths: 2 Sq. Feet: 2007Rental Registration #2023-L-0093. New to the rental market! This Shelter Island Heights farmhouse, ... Property Details
Shelter Island Retreat with Pool Close to Beach
Priced at June ('24 - 24) $15,000; July ('24 - 24) $20,000; August ('24 - 24) $28,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 1456Rental Registration# 2023-L-0027. Located within close proximity to sandy beach with sunsets galore ... Property Details
Bayview Contemporary Shelter Island
Priced at Weekly (01/01/24 - 06/02/24) $5,500; Custom (06/03/24 - 06/16/24) $10,000; Custom (06/17/24 - 06/30/24) $10,000; Two Weeks (07/01/24 - 07/14/24) $12,000; Custom (07/15/24 - 07/31/24) $12,500; August(LD) ('24 - 24) $26,000; Two Weeks (08/01/24 - 09/02/24) $16,000 Beds: 4 Baths: 3 Sq. Feet: 2600Rental Registration #2022-V-0017. This sunny Contemporary with slices of water views has loads of ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at Custom (05/24/24 - 06/30/24) $29,000; June ('24 - 24) $25,000; July ('24 - 24) $34,000; August(LD) ('24 - 24, w/o LD $38k) $40,000 Beds: 5 Baths: 3.5 Sq. Feet: 2596Rental Registration #2023-L-0145. Since the turn of the century, this Victorian has greeted visitors ... Property Details