2 Bedroom Apartments for Rent in Shelter Island Heights, NY

Property Status: Active Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2025 Rates: May $5000, June $7000, October $4500, November $3500, December $3500 Southold Town Rental Permit #0374, Additional information: Appearance:Excellent,Lease Term:1-6 Months,June,Monthly,Off Season Off

Property Status: Active Southold Town Rental Permit #0787. NEWLY RENOVATED Light, Bright And Airy 2nd Floor Apartment With 2 Bedrooms And A Full Bath In Southold's Historic Corridor, Gorgeous Grounds And Landscaping, Close To All!, Additional information: Appearance:Excellent Office Phone: (516) 779-6386 Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Property Status: Active Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful hardwood doors and floors throughout. Additionally, residents have full access to the clubhouse and inground pool. This condo is the perfect blend of moder

Property Status: Active Southold Town Rental Permit #1016. Cozy Northern White Cedar Log Style Chalet With Heated Saltwater Pool. It is the juxtaposition between the rustic qualities and the elegant essence of this home that makes it so unique! Covered Wrap Around Porch. 2 Car Garage Attached, 1 Detached. Open Floor Plan. Two Spacious Bedrooms, The Primary Is En-Suite. Extra Loft Style Bedroom With Two Single Beds. Two Full Baths. Unique Smoke House. Appointed Details Inside This Home Were Skillfully Created By The Hands Of A Master Craftsman. Tucked Away On An Acre Proper

RR#:RP240326 Escape to the tranquility of waterfront living with this 2 bedroom 2 bathroom cottage - perfect for those who crave stunning sunsets, serene waters and nature. Nestled right on the water this cozy haven offers endless relaxation and summer entertainment, whether you are hosting friends or enjoying a quiet retreat. Amazing sunsets - Enjoy breathtaking views every evening from your outdoor covered porch or private patio where you can dine al fresco while the sun sets. Boating -Step outside to your own private dock where you can kayak, boat or paddle right

Property Status: Active Cutchogue, North Fork work-live annual rental features 2 plus bedrooms, 2.5 baths and lots of light in contemporary farmhouse style. Open floor plan features large living room with decorative wood stove, dining room, eat in kitchen with sitting area and deck access. Bonus room and 2 car garage on first floor PLUS upstairs large owner's suite with private full bath, and additional bedroom and loft plus a second full bath. A perfect house in the country with ample yard for entertaining under a pergola. All steps to the village of Cutchogue, area beach

Property Status: Active It's all about the view! Perched on a bluff overlooking the Long Island Sound this home is a retreat and nature lovers paradise. Summer rental available for August or September, two week minimum or reserve for the 2026 season. Easy beach access with your own private staircase, you'll enjoy morning walks looking for beach glass and driftwood then spend the evenings watching breathtaking sunsets. Charming outdoor shower and large patio area perfect for entertaining. $10k per two weeks. Rental Permit #1321. Office Phone: (631) 354-8100 Copyright © 202

Property Status: Active Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental., Additional information: Lease Term:August-Labor Day,Flexible,July,July-August,June,Memorial-Labor,Off Season,Weekly Rent Amt:2000 Office Phone: (631) 766-0442 Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should b

Property Status: Active New To The Rental Market! Just A Dream Boat! Newly Renovated, Light And Bright, Beautifully Appointed, Every Convenience - 2 Bedrooms, 2 Baths. Plus - Convertible Queen Sofabed! Beautiful Outdoor Dining, Fire Pit, Porch, Enclosed Shower! Priced Right! Steps To Popular Kenney'S Beach - Just Bring Your Little Red Wagon And Stroll To The Beach And Enjoy! Additional information: Appearance excellent! Lease Term: August-Labor Day ,July, July-August, June, Memorial-Labor, Off Season, Weekly Rent Amt:3000 July $9,500; August $10,000; August - Labor Day $1

Rental Registration #: 25-159 New to the market, completely renovated Cottage with 2 bedrooms, 1 bath, all new appliances, wood floors, new roof, new cedar siding and new AC condenser. Delivered unfurnished, the property is ready to move-in for annual tenant. Listing ID: 874973

Now available for year-round, winter 2024/25 and the summer season 2025, this house is an absolute jewel. On a quaint Village street, desired by many. 2 bedrooms, 2 bathrooms. Short distance to ocean and the center of the Village. Listing ID: 899340

Enjoy the perfect location for convenience and coastal living. This charming 2 bedroom and 1.5 half bath home just a few blocks from Main Street's shopping, restaurants and the ocean beaches. Step inside and be greeted by the open plan with wood-burning fireplace, multiple oversized glass doors open to central deck and garden allow for one story living at its best. Designer owner touches throughout create a warm and inviting atmosphere. The recently renovated kitchen and fresh furnishings will make for a great summer experience on one of the most desirable streets in Sout

2nd level apartment above Taylor Made Wooden Heritage wood shop. Apartment has all new finishes and high quality workmanship. Plenty of parking, no exterior maintenance, with low maintenance inside. Includes all appliances as well as Air Conditioning. Most utilities are included with a discounted rate, as well as free internet. Washer and Dryer are included as convenience, Not guaranteed for life of lease if service or repairs is necessary. Flat fee for monthly utilities of $150. Willing to rent furnished for an additional $100/mo. can be furnished or unfurnished.

Property Status: Active It's a lovely quiet place situated across the street from paradise. This private 2nd floor condo is a corner unit with water views from the front bedroom, living room and kitchen. In unit washer & dryer as well as ample closet and storage space. This condo is located in a great area and complex (Shinnecock Bay Club), highlighted by a private beach and pool across the street that overlooks the Shinnecock Bay. You are only 5 minutes to the ocean beaches and 10 minutes to the village of Southampton. Plus there isn't a shortage of good local restaurants

Property Status: Active Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a t

Property Status: Active This quaint home is centrally located between three major bodies of water. The Long Island Sound is within eight minutes, the Atlantic Ocean is 25 minutes and the Peconic bay is just a stones throw away. Pastoral farm views from front porch, the home boasts extra-back-yard with a covered patio for your gas grill, and dinners al fresco. Coupled with a fire pit, this backyard creates the perfect place to roast marshmallows on cool summer nights. Access to public beach, marina boat ramp, playground, tennis & basketball courts. Outdoor Shower to wash of

Property Status: Active Waterview Cedar Shingle Beauty with dock across the street and close Peconic Bay beach in your back yard., Additional information: Appearance:Mint,Interior Features:Combo Kitchen & Dining area. This is a two week rental June 15, 2026 to June 30, 2026 for the US Open Golf Event. Office Phone: (516) 381-9560 Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Property Status: Active 2 bedroom 1 bathroom apartment is located in Riverhead, a 6 minute walk from Riverhead Station, Long Island Railroad. This apartment is equipped with a washer, dryer, dishwasher and microwave oven. Each bedroom has a closet. Big windows, wood floors, natural & recessed light throughout. The apartment is located on the 2nd floor (the building does not have an elevator) about 15-20 steps. Near to all. Walking distance to banks, parks, restaurants, shops, plus more. All Utilities Are Included. Tenant Pays for Cable and Internet Services Copyright © 202

Spacious two bedroom one bathroom apartment in Polish town, Riverhead, NY 11901. Freshly painted, reclaimed hardwood flooring throughout apartment, new kitchen, cabinets and appliances. Apartment is close to shopping, schools, parks, and wineries. Must see before it’s gone!

Property Status: Active Located in the heart of one of Madison's premier beach communities, 43 Neck Road is a darling and meticulously maintained academic or annual rental available as of November 15, 2025. Enjoy this charming home for the Winter and Spring or hang your hat thru the Summer into the Fall. Never before available for this extended timeframe, this sweet house is a catch! You'll appreciate the classic floor plan highlighted on the 1st floor by the kitchen, family room, living room, sun porch, powder room and office. Upstairs you'll find two nicely sized bedroom