Shelter Island, NY, USA apartments for rent

The perfect rental in private waterfront community in Sag Harbor/North Haven, just up the block from a wide span of east-facing bay beach for swimming, kayaking, fishing, and gorgeous sunrises. Additional Fall and winter weeks/months available upon r...

The peaceful setting on Genet Creek of this modern, sunset facing North Haven Point waterfront residence is only the beginning. This pristine 8, 000 +/- sq ft home on a private 1.84 acres is the essence of luxury living in the Hamptons. Custom design...

Huge 4 bedroom, 2 1/2bathroom home on heavenly Shelter Island. Minutes to beach and town. Overlooks a tranquil pond. Large grounds and deck, Kawai grand piano. Cathedral entrance, breakfast room, with bay windows, dining room, fireplace, laundry room...

Located in beautiful Hay Beach, this home has four bedrooms and three full bathrooms. The main bedroom has a king bed and a full bathroom with a private entry to the outdoor deck, pool and shower. Bedroom two has two twins, bedroom three has one twin...

This Shelter Island beach house has all the necessary ingredients for a fabulous year-round getaway. Located on a shy acre just outside the Village of Dering Harbor, this sun-filled and spacious waterfront home is on a slight elevation, with 150-foot...

August-LD $25, 000; July$20, 000; September$12, 0000Located in the center of Shelter Island a short distance from Sylvester Manor Farmstand, Whale's Tail Mini Golf, shopping and dining, this newly built 2 bedroom cottage was designed and furnished by...

Enjoy the best that Shelter Island can offer at this renovated 2 bedroom waterfront gem. Nestled on West Neck Bay, this one-of-a-kind home is just 20ft from the water with sweeping views.Wake up to the amazing dawn rising above the water and ...

Also Available: Oct 4K, Nov 4K, Dec 4K This bucolic property on quiet Shelter Island offers the most peaceful environment. The lovely home was curated over the years by an artist-filmmaker couple and is perfect for its subtle aesthetics. The one-stor...

This luxury home includes 6 bedrooms with additional sleeping accomodations for 4 in the downstairs walkout recreational room. All bedrooms have ensuite baths, 300 count linens & mutiple pillows & plush towels. The gourmet kitchen is a cook's dream. ...

Lovely three bedroom cottage centrally located. Cook's kitchen, cozy living room with fireplace, two bathrooms, southern light, and large, private yard. The perfect spot to read, relax, prepare meals and explore the natural beauty of Shelter Islabd. ...

* Please Read House Rules And Policy's Before Booking*Perfect For Families!! New to the rental market in 2022! Located within close proximity to Sandy beach with sunsets galore and resort areas, this neat-as-a-pin home has all the ingredients for...

This is a magical house. It is surrounded by woods and a pond. The only sounds you hear are the birds and other animals, the wind in the trees. It is a one minute walk to Dering Harbor where the sunsets are neon pink. Upstairs, a glass room that ...

Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubblin...

You'll never want to leave this fabulous villa right on the bluffs in North Haven Point. Sweeping water views and wonderful Mediterranean landscaping over 1.84 acres complete with open lawns leading to your own access to the bay. The 5000 square feet...

This premier Hamptons residence is replete with quintessential summer vignettes, and offers the pinnacle of modern luxury and bespoke finishes throughout. The property, located in the hamlet of North Haven and minutes from downtown Sag Harbor is comp...

This lovely 2 bedroom, 1 bath (plus an outside shower) renovated cottage located on a large lot in the center of Shelter Island is the perfect home base for your vacation. With all the amenities of home plus beach chairs, umbrella, rafts, towels, you...

Amazing Waterfront Views.Awaken to bird songs and swans gliding across the water. Sip coffee on the deck while planning the days adventures. Paddle board or kayak across the creek and have a swim at Wade’s beach. Come back and shower in the glori...

This home is a water lover’s paradise on sheltered water with easy access to surrounding east end towns. “2 East” features over 1500 square feet of decks & porch on three levels overlooking West Neck Harbor, with an opportunity to be in sun or shade ...

Country Ranch five minutes to Mashomack Preserve hiking trails, beaches and miniature golf. Features include a living room, kitchen, dining nook, master bedroom(Queen bed), bathroom and guest bedroom with 2 twin beds, and washer/dryer. Pretty corner ...

Sunny and bright spacious home with 4 bedrooms, 2 living rms, laundry and office.Perfect home to enjoy any season6 min from ferrylocated on Menantic Creekbedroom 1 has king bedbedroom 2 and 3 have queensbedroom 4 has 2 twins...

19L-0033Completely rebuilt 4 bedroom, 3 bath home just a stone's throw from Wade's Beach. Featuring an open plan which includes a living room with fireplace and beamed ceiling, dining area, kitchen with all new appliances and wonderful glassed porch ...

This Victorian style home features a spacious living room, powder room, kitchen, breakfast and dining rooms on the main level and a great master bedroom suite including a bath with Jacuzzi plus 3 guest bedrooms and bath on the second floor. Covered p...