Shelter Island Heights, NY, USA apartments for rent

Escape to this beautiful 4-bedroom, 2-bath home at 417 West St, Greenport, NY. Perfect for families or groups, the fully furnished home comfortably sleeps 10 and offers bright living spaces, a modern kitchen, and a large backyard with a fire pit. Loc...

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...

Beautifully renovated one level, ground floor end unit close to the train, bus terminal and ferry making getting to NYC or the Hamptons a breeze. This unit has 1 bedroom PLUS a bonus room/den/office, living room and ample sized eat in kitchen. Super ...

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...

Charming 2-bedroom cottage located on a family-owned waterfront estate that was converted from a circa 1920s chicken coop. This retreat has inspiring views of Shelter Island and is only steps away from the peaceful waters of the Peconic bay. Describe...

A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transportation hub. A perfect getaway for families, couples or friends who want to explore the North Fork, including wineries, breweries...

A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet Sailing, North Ferry, Greenport, Southold and 4th of July fireworks. Conveniently just st...

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 ...

This is a 2 house property that can sleep up to 15 if necessary. The Main house has 4 bedrooms and 3 baths, while the cottage has 3 bedrooms and one bath -- as well as an outdoor shower! You can rent one or both--it is up to you! The homes sit on a l...

Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park and Marina Waterfront Boardwalk/Beach and the No...

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. ...

Winter Getaway in Historic Greenport. Experience the charm of this renovated 1920's Village Craftsman featuring the perfect combination of vintage charm with modern comforts and style. First floor includes cozy living room, dining room, full bath, ne...

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...

Located on a family-owned waterfront estate, The Gate House, a cozy 2-story, 2-bedroom cottage, is only steps away from the tranquil waters of the Peconic bay. 'one of the last saltwater farms,' the estate is not only picturesque, but is also an exem...

Located near Coecles Harbor, Gardiners Bay Country Club golf course, and several island beaches, this new home on a wooded acre enjoys a spacious open design with vaulted ceilings. Featuring a living room with a stone fireplace, dining area, stylish ...

The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern and tasteful American Beech Boutique Hotel, Restaurant & Bar. During your stay, you can explore the vibrant village, natural scen...

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...