2 Bedroom Houses for Rent in Amagansett, NY

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

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

Newly renovated 5-star hotel-quality 2-bedroom, 2.5-bathroom luxury townhouse located south of the highway, just minutes from the Village and the best beaches in the Hamptons. This exquisite home features a piano, tennis and pickleball courts, and multiple pools set on beautiful grounds, with a private, quiet backyard offering all-day sunny exposures. Enter into the airy double-height foyer and immediately notice the attention to detail and craftsmanship. The first floor includes an 8-person dining area and an eat-in kitchen with quartz countertops and new stainless steel

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 Discover the charm of this beautifully maintained 2-bedroom, 1-bath home located in the heart of Greenport, NY. Perfect for year-round living, this cozy residence offers comfort, style, and the peaceful charm of the North Fork. Nestled on a quiet street, this home is just minutes from Greenport Village's boutique shops, restaurants, beaches, and the LIRR station. Enjoy everything the North Fork has to offer - from local vineyards to waterfront sunsets - all within easy reach. If you're looking for a charming and comfortable home close to the village

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 Location, location, location. Located in the Village of Greenport this quaint year-round rental is just a short distance into the Village with all the shops, restaurants, public transportation and parks. This home has a large property, 2 bedrooms, 1 bathroom, a lovely kitchen and a family room. For your convenience there is a washer and dryer. Application is required. Tenant to pay all utilities. Permit #R25-066 Office Phone: (631) 477-2220 Copyright © 2025 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is

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 Located only 1.3 miles from the iconic Shinnecock Hills Golf Club, this adorable and stylish 2-bedroom, 1-bathroom home is the ideal rental for the 2026 Shinnecock Open—or simply a relaxing Southampton escape. The interior features a newly renovated kitchen with stainless steel appliances, a comfortable living room, and both a family and sitting room for added space and flexibility. Thoughtfully furnished with charm and comfort in mind, it’s a perfect home base for summer living. Step out back to enjoy a covered porch overlooking a beautifully lan

Property Status: Active This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Moments Away From Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And The Jitney Bus Stop. This Is A Unique Opportunity To Stay In A Piece Of History Alongside Modern Amenities To Make Your Stay Simply Unforgettable! Two Week S

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) 765-6000 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 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

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