3-Bedroom Homes for Rent in Shelter Island Heights, NY

In one of the most sought after locations on Shelter Island, this original waterfront cottage has the most beautiful water views overlooking Coecles harbor to Gardiners Bay, with full sunlight from Sunrise to Sunset. This 4 bedroom 2 bath property sits at the end of a long winding driveway providing great privacy. There has been a new kitchen renovation now providing water views while cooking.

Secluded 3+ bedroom, 2.5 bath contemporary on 1.5 beautiful acres with new gunite, heated pool. Common rooms include open plan living room with soaring ceilings and fireplace, comfortable dining area and kitchen with new appliances. The primary bedroom suite has a king bed and full private bath. All overlook a back expanse with deck, fenced pool and gorgeous trees. A tv media room is also on

Discover summer on Shelter Island in this newly renovated and beautifully furnished 3 bedroom two bath cottage , with wrap around decks overlooking Peconic Bay and evening Sunsets. Located in this quiet community with Beaches directly across from your house this is Summer as you remember it. The open floor plan of the house provides great spaces for family and friends to enjoy meals and gather

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 steps from Kissing Rock, Crescent Beach, The Pridwin Hotel (Spa and Restaurant), Sunset Beach (Restaurant and Nightlife), Shelter Island House

Charm, history, location. Built as a carriage house circa 1890, this little gem has been meticulously restored and decorated. First time offered as a rental since it's restoration was completed in 2021.This is a chance to live and enjoy a part of Shelter Island history. bounded on two sides by preserved land and an estuary, the woodland setting provides year-round beauty and tranquility in the

It all about the sandy Peconic Bay beach and stunning maze of creeks at the end of this quiet street. Create wonderful summer memories in this open and comfortable cottage. After a fun day at the waters edge unwind in the bright and airy sun-room with easy access to large deck and peaceful yard. Living room with high ceiling, skylights and fireplace flows into dining room and kitchen providing

This open and bright 3 bedroom 2 Bath with heated pool is the perfect summer escape. Enjoy strolls on beautifully preserved Menhaden Beach from this quiet enclave. The house features central air, outdoor shower, finished lower level, comfortable outdoor areas with decks and patios, Pet considered [[Rental Registration # 2023-L-205]]

Prime Location is Silver Beach, 3 bedroom 3 bath home situated on 1.27 acres with heated gunite pool with bluestone patio and outdoor shower and Tennis/ pickleball court. There is a pool house with a half bath features a lounge area and a gym. Recently renovated and turn key.Located a short distance to Silver Beach Association beach. [[Rental Registration # 2024-L-0052]]

Recently updated with new bathrooms, kitchen and appliances, this wonderful Hay Beach house is located in a quiet neighborhood. Set on 1.20 Acres, the pool is private and inviting. Large patio and decks are at hand for wonderful summertime bar-b-ques. This is a wonderful summer rental with beaches nearby. [[Rental Registration # 2024-L-0007]]

Located near Coecles Harbor and Sylvester Manor farm, this 3 bedroom 3 bath ranch home has 2 newly updated bathrooms and central air conditioning. A great place to spend your summer days. [[Rental Registration # 2024-L-0037]]

2023-L-0167 Shelter Island Silver Beach waterfront home. Stunning views surround this 3-4 bedroom, 3 bath home with deep water dock boat slip and waterside deck. Home has central air and gourmet kitchen. Close to town beach. [[Rental Registration # 2023-L-0167]]

Bright and Fresh 3 bedroom 2 bath ranch located on quiet street close to beaches. The open floor plan of the kitchen, dining room and living room creates a comfortable and relaxing space. The family room leads to outside dining, patio area and private yard. A nice place to enjoy this summer. [[Rental Registration # 2023L0141]]

This wonderful cottage is located next to town and everything one would need for a true summer rental. No car needed when arriving via the LIRR or Jitney which are both just a quick jaunt from this houses location. Ferry, restaurants, shops and galleries are all within proximity. With 3 bedrooms and 2.5 baths, this lovely cottage features an open floor plan, office, finished lower level with

Built in 1929, this spectacular water front home on West Neck Bay is enjoyed from this 3-bedroom/ 3 bathroom CAC sunny home. Spacious rooms, a studio cottage with half bath and a dock with deepwater mooring complete the picture for the summer season. RR# 2021-L-0158 [[Rental Registration # 2024-L-0004]]

This beautifully designed and furnished 3 bedroom home is the perfect Summer rental, central to all that you want on the Island , Ferry, Restaurants, Markets, and Beaches . Completely redesigned and constructed by Scott Murphy of Dirt Design/Build in 2020,this home features the highest quality finishes and fixtures. The large Kitchen is perfect for wonderful meal prep for friends and family

This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both

This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, and sunroom. A large deck surrounds the pool creating an easy flow for outside living and dining. . The house is located on a quiet street close by

This beautiful Contemporary home has 1.8 acres of rolling green lawn and water views of both Coecles Harbor and Gardiner's Bay. The main floor has a great room with fireplace, vaulted ceilings, dining area and two-story windows that maximize the view. There is a wrap deck easily accessed from the living areas where there is a new gas grill and heat lamp for cooler summer evenings. The kitchen has

[[Rental Registration # 2024-L-0016]]

This newly renovated Shelter Island gem features green lawns, private beach and dock. Newly renovated, the house is clean and airy with beautiful light from windows overlooking West Neck Harbor. The kitchen opens onto waterside deck for sunset dinners and evening breezes. Open living/dining space with two additional rooms on the first floor for quiet reading or movie watching. Additional office