2 Bedroom Houses for Rent in Southold, NY

Property Status: Active New Suffolk charming 2-bedroom cottage invites you to spend the summer immersed in one of the North Fork's most sought-after and picturesque hamlets. Thoughtfully reimagined, this 2-bedroom, 2-bath home has been fully refreshed to blend timeless coastal charm with modern comfort-creating the perfect retreat to relax, unwind, and truly enjoy the season. Inside, you'll find a light-filled interior with an easy, flowing layout designed for summer living. The updated kitchen and living spaces feel both elevated and inviting, ideal for quiet mornings or

Property Status: Active A Sweet Ranch Style Home in Breakwater Beach Community Available for Summer 2026. The 2 Bedroom, 1 Bath Home is Set within the Neighborhood and Just Around the Corner from the Local Beach and Numerous Other Beach Accesses. The Home has an Open Concept with 2 Designated Living Spaces, a Dining Area and a Cathedral Kitchen Overlooking All. The Home Faces South Lending to Great Natural Light Throughout. The 1 Full Bath with Shower is in the Hall of the Home. The First of the 2 Bedrooms is on the Front of the Home with a Queen Bed and Furnishings. The S

RR#: R-26-0005 Set on a lush half-acre in the heart of Sag Harbor Village, this inviting post-and-beam home with a swimming pool offers a peaceful escape less than one mile from Main Street's boutiques, dining, and village amenities. A private gate in the backyard opens directly to Mashashimuet Park, where you'll find tennis and basketball courts, a running track, nature trails, playgrounds, and open green space. Inside, warm, soothing tones pair with abundant natural light and exposed wood beams to create a relaxed, welcoming atmosphere. The second level features

Charming cottage located just minutes to down town Sag Harbor Village in North Haven. Furnished and ready for a perfect weekend retreat.

Property Status: Active Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The primary bathroom features a large bath tub and an enclosed steam shower. Fully fenced backyard for a worry-free time. Easy access to Cromer's Market. Less than

RP#260038 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 of

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 lands

Rental Reg. # 26-281. Tucked away at the end of a long private driveway, this well maintained 750-square-foot guest cottage offers a peaceful summer retreat just moments from the heart of the Village of East Hampton. Originally built in 1921, the home blends timeless character with thoughtful modern updates. Sited behind the main residence, but separated by a lush hedgerow, the cottage enjoys complete privacy and tranquil farm field views to the rear. Relax on the patio and take in the open landscape. It's an ideal setting for quiet mornings or sunset evenings. The home fe

Step into another world as you enter this beautiful stone and shingle designer home. The scale is majestic yet comfortable. A decided European flair through out this two bedroom two bath home. Recently added a new large den with full bath. Ceilings soar, large windows and tall French doors let in the gentle breezes and lead out to the decks and terraces for simple entertaining. Enjoy the subtle sophistication of this private home on three acres bordering Accabonac Harbor. Available July and/or August 2026. Any Two weeks from July through September are also options...Call

Property Status: Pending Experience the quintessential summer lifestyle in this light-filled 2-bedroom, 2-bathroom modern beach cottage, designed for those who value sunshine and salt air. Perfectly situated just steps away from private beach access, this home is the ultimate retreat for relaxation and coastal adventure. A private oasis for summer BBQ's on the beautiful deck, central air, Newly renovated. Outdoor shower for when you return from the sandy beach. AVAILABLE JUNE - $7,000, JULY - $10,000, AUGUST - $10,000 Office Phone: (203) 245-6700 Copyright © 2026 SmartMLS,

Property Status: Active FURNISHED RENTAL AVAILABLE - September 15, 2026 to May 31, 2027. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on 1st floor, sunny year round office on the south side of the home, and outdoor shower. Walk / bike to downtown Madison. No smoking permitted. NO PETS. Credit c

Property Status: Active Welcome to this delightful ranch nestled in the heart of Riverhead, NY. This charming residence, built in 1909, combines historical elegance with modern comforts, offering a unique living experience for all. Picture residing in this cozy home, brimming with character. It features two spacious bedrooms and a full bathroom, providing ample space for relaxation and rejuvenation. The home is set on a generous 0.33-acre lot, offering plenty of room for outdoor activities and gardening hobbies. Here's the bridge to your new home: This property is more tha

Property Status: Active Welcome to your perfect Hamptons retreat, ideally located in the heart of East Quogue. Set on a quiet, charming street, this beautifully maintained 3 bedroom, 2.5 bath home offers the ideal blend of coastal relaxation, comfort, and timeless summer style. Sunlight fills the home, highlighting thoughtfully designed living spaces that flow effortlessly for easy entertaining and everyday enjoyment. The layout is both welcoming and functional, featuring a separate Media Room-perfect for movie nights! Step outside and enjoy morning coffee on the front sit

Property Status: Active Bring your flip flops! Just down the street to beautiful East Landing Beach, great area for walking and biking. Two bedrooms, One bath, Living Room, Kitchen, Central A/C, what more do you need! Enjoy easy living at this adorable home! US OPEN - Available $8,000 June July $8,000 August $9,000 Office Phone: (516) 768-2684 Copyright © 2026 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 Delightful and welcoming two-bedroom, one-bath home available for summer rental and during the U.S. Open, ideally located just 0.8 miles from Shinnecock Hills Golf Club. This warm and inviting property features a stunning, newly renovated kitchen with modern finishes, all appliances, and a convenient wine refrigerator, along with a tastefully updated, spa-like bathroom. The backyard is designed for relaxation and entertaining, boasting a sparkling in-ground pool, spacious sun-drenched deck, and elegant stonework throughout, all set within a private