Homes for Rent in ZIP Code 11964

This well located 3 bedroom, 2 bath contemporary ranch has a lovely open living room with stone fireplace, beamed ceiling and dining room both of which have access to bilevel decks overlooking a beautifully landscaped and fenced back yard with cute little art studio. Just off the dining area is a well equipped kitchen with breakfast bar. The primary bedroom has an ensuite bath. The two

Welcome to Sandpoint, an exclusive Shelter Island retreat recently built on 1.4 acres, just a stone's throw from a sandy beach and across from a 12-acre preserve. This stunning home features five bedrooms, including two master suites and one room with twin beds. Sunlit and spacious, the heart of the home is a well-equipped kitchen with an oversized island overlooking a large pool and landscaped

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

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

Stylishly renovated beach house with spectacular sunrise to sunset water views on a sandy beach. Set on West Neck Harbor with 3 waterside ensuite bedrooms plus a study with convertible sofa and 4 bathrooms in all. In a lovely setting well off the main road, the house has an enclosed stone courtyard leading to the glassed entry which opens on to a spacious common area with views of the water

WHEN AN ARTIST MAKES A HOME Serena Dugan, Co-Founder of Serena&Lily has completed her renovation of 37 Tuthill Drive, Shelter Island. This property is a robust representation of Serena's vision as an artist and a designer. Each detail was carefully considered and selected, and her point of view is visible throughout the house. The artwork, fabrics, and wallpapers are of her design. In some

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

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 chef's kitchen with textured granite counters, breakfast bar, stainless appliances, a computer station, and breakfast nook overlooking a spacious

RR# 2025-L-2026 Down a long private driveway is this contemporary 4 bedroom 3 bath home with heated pool. With bedrooms on 3 floors, there is room for all. Large decks and patios for entertaining abound this August rental. Located in the center of the island, this wonderful rental is a minute to all that Shelter Island has to offer. A must see. [[Rental Registration # Pending]]

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

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]]

Set on 1.8 acres of bay front on Ram Island. House has 4 bedrooms, 2 bathrooms, sleek modern beach cottage decor, and has forever views onto Gardiner's Bay. The property is set up for gracious outdoor summer living, including a wall of sliding doors from living room, formal dining room and master suite overlooking the bluff, kitchen with granite countertops, vaulted ceiling, fireplace, infinity

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

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

Beautiful home across the street from beach access, relax and unwind in this 4 bedroom 3 bath home steps to beach. Back deck off the dining room for additional entertaining space. Additional playroom on the lower level. The kitchen and baths are recently updated. [[Rental Registration # 2025-V0002]]

This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor verandas, a center hall foyer, flanked by the living and dining rooms with a family-room, fireplace, powder room, marble and stainless kitchen and mud

Adorable 2 bedroom cottage located in the center of it all. This remodeled cottage features all new kitchen, floors and windows. Large sunlit living room with dining area and fireplace. A wonderful sunroom off the front of the house features afternoon sun. A terrific bargain for July and August. Easy to view. [[Rental Registration # 2025-L-0087]]

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]]

Turn of the Century Shelter Island Victorian just minutes from shops, restaurants, tennis, beach and ferry yet nestled on a quiet little Heights street across from a small peaceful park. Absolutely charming with comfortable living room which opens to a wonderful covered wrap porch and ample dining room. The eat-in-kitchen has access to a back porch adjacent to grilling area, half bath and main

An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap brick patio, heated pool, tennis court and small strip of beach! All on 3 acres with stunning waterviews. Available for winter rental. [[Rental

Located a few doors from beach and boating access, this lovely vacation home has an airy open design with vaulted ceilings in the living room, fireplace, dining area and sun room. All have access to a wrap deck with open area for sunbathing and also a large area with a new awning for shady dining and relaxing. A central kitchen has stainless appliances and a pass through service bar. The master

Wades Beach area contemporary home on serene and lovely Fresh Pond. Beautifully landscaped with charming stone walled gardens and amazing expansive sunset views of lake-like Fresh Pond from most rooms of this 2 bedroom, 3 bath renovated home. Stairs from the driveway lead to an elevated entry and first floor. Entry foyer opens to a large inviting living room with vaulted, beamed

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 home has been thoughtfully designed creating spaces for complete comfort and relaxing whether alone or entertaining large groups of friends. Detailed with the highest quality and craftsmanship throughout . Starting with the extensive outdoor spaces all accessible from the main rooms of the house , the pool area has generous lounging areas including and outdoor kitchen , leading onto the

Beautiful Wades Beach and West Neck Harbor just a few doors down from this lovely one acre plus landscaped property with tennis court. This recently renovated 3 bedroom, 2.5 bath home features an open layout which includes a living room with fireplace and front deck access, spacious great room with new streamlined kitchen, breakfast bar and new appliances; a dining area with skylights and access

This 4 bedroom 3 and a half bathroom awaits your summer vacation. Perfect for families, entertaining, and relaxing. The first floor features 3 bedrooms including a guest suite. Additional 2 bedrooms with a shared bath and a half bath. The eat in kitchen, living room with cathedral ceilings and dining room blend for seamless entertaining. The second floor features a private primary ensuite

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

What a great place for a summer vacation! This stunning home is located on a beautifully landscaped, very private, .92 fenced and gated acre within easy distance of Wades Beach, Fresh Pond, library, and restaurants. That is if you can tear yourself away from the comforts of home. A covered front porch opens to a great room with living and dining areas, fireplace and glass doors to the back deck