Apartments for Rent in Southold, NY

Enjoy the North Fork lifestyle in this fully furnished beach home just steps from South Harbor Beach and Park. Set on over an acre, this 2-bedroom, 1-bathroom ranch-style home offers a serene retreat. Paddleboard, kayak, or fish nearby, and relax in this peaceful setting. Available for seasonal rental with flexible lease terms from 1-6 months.

This mint-condition beach house features a serene ambiance, complemented by a stunning lagoon-style pool with a waterfall, hot tub, outdoor kitchen, and bar. It has 3 bedrooms and 2 baths, including a primary suite with spa-like amenities. Just steps to the association beach, surrounded by marinas, vineyards, and shopping, it's a perfect North Fork retreat.

This delightful 3-bedroom, 2-bath ranch-style home offers 1,450 sq. ft. of one-level living, featuring hardwood floors and a cozy fireplace. The open kitchen with a center island is perfect for cooking, while a primary ensuite and spacious back deck add to its allure. Located near a community beach and park, this charming residence is just moments from local shops, wineries, and farm-to-table restaurants, embodying the peaceful North Fork lifestyle.

This newly renovated 2-bedroom, 1-bath apartment spans 1,155 sq. ft., offering a light-filled and inviting atmosphere. Nestled in Southold's historic corridor, it features modern conveniences including in-unit laundry and a dishwasher. Enjoy beautiful grounds and landscaping, all within close proximity to local attractions. Experience the charm and comfort of this delightful second-floor apartment, perfect for modern living.

Experience luxury in this stunning new construction home featuring breathtaking water views and serene Long Island Sound sunsets. Spanning 3,600 sq. ft. on 1.5 private acres, this Colonial-style residence boasts a gourmet eat-in kitchen with high-end appliances, a spacious living room with vaulted ceilings and fireplace, and an expansive primary suite with a lavish bath and private balcony. Enjoy relaxing on the 2,000 sq. ft. mahogany deck with a heated gunite pool and nearby beach access.

This stunningly renovated 4-bedroom, 3-bath Colonial home offers a spacious 2,900 sq. ft. layout featuring an open floor plan, cozy den, and versatile bonus room. The chef's kitchen is a highlight, featuring a large quartz island and top-tier Fisher & Paykel appliances. Enjoy multiple dining areas, a heated 18’ x 36’ pool, and beautifully landscaped grounds close to beaches and local attractions. A perfect blend of modern elegance and coastal charm awaits!

This renovated 4-bedroom, 2-bathroom home offers a light-filled layout with refinished hardwood floors and low-maintenance living. The sunlit kitchen and dining area lead to a large deck overlooking a private yard, ideal for entertaining. Flexible furnishings and an unbeatable location near Goose Creek Beach make this rental both comfortable and convenient. Experience coastal living at its finest in this exceptional space designed for relaxation and enjoyment.

This beautiful 4-bedroom, 3-bath colonial home boasts 2,700 sq ft of lovely living space, just 500 feet from the beach. Features include a sunroom, a private balcony for morning coffee, an outdoor shower, and a backyard deck with a gas grill. Enjoy complimentary bicycles and a kayak for seaside adventures, making it an ideal beach getaway for the summer season!

This impressive 5-bedroom, 4-bath Mediterranean home boasts 3,700 sq ft of elegant living space, perfect for entertaining. Features include high-end appliances, large living areas, and expansive outdoor patios with a pool, jacuzzi, and private dock with Peconic Bay access. Enjoy fun activities with a bocce court and games galore! Utilities (except electric), cleaning, and maintenance are included for a hassle-free lifestyle.

A 3,100 sq ft masterpiece, this 4-bed, 4.5-bath home features an open floor plan, an inground pool with hot tub, and a screened porch offering tranquil pool views. Just steps from Long Island Sound Beach and the Historic Lighthouse Museum and Park, enjoy the cozy wood-burning fireplace and seamless connectivity with good Wi-Fi. Ideal for short-term rentals, this versatile property offers both relaxation and adventure.

Embrace the ultimate summer retreat in this expansive 4-bedroom, 4-bath home on a stunning lakefront. Spanning 4,000 sqft, it features an oversized patio, large heated pool, and a fully equipped gym. Enjoy fishing just steps from your door and close proximity to Kenny's Beach, marinas, and charming local farms and wineries. Perfect for making lasting memories in a tranquil, beautiful setting.

This move-in ready 3-bedroom, 2-bath apartment features a spacious layout with a large kitchen and entertainment area, perfect for gatherings. Located within the Southold School District, this freshly renovated home is an ideal year-round residence or North Fork getaway, offering the best of village living while being close to North Fork attractions. Enjoy comfortable living in this stylish and convenient space, with a generous 1,700 square feet to call home.

This beautifully preserved 5-bedroom, 3-bath Colonial home boasts historic charm and modern comforts. Set along the serene banks of Goose Creek, it offers direct water access with a private dock for kayaking or fishing. Enjoy spacious open-concept living areas perfect for entertaining, complemented by a fabulous waterside pool and a generous yard. Wood floors and timeless architecture create a warm, inviting atmosphere in this unique retreat, making it ideal for family gatherings and leisurely living.

This elegant 6-bedroom, 4-bathroom waterfront retreat offers 3,000 sq. ft. of contemporary living space designed for effortless coastal enjoyment. With serene views, a sparkling pool, and a private dock, ideal for kayaking or boating, this home is perfect for summer gatherings. Flowing indoor and outdoor spaces complement the tranquil setting, while proximity to North Fork vineyards and beaches enhances the experience of relaxed, sophisticated living.

Nestled by Great Pond, this charming 3-bedroom, 2-bathroom cottage offers serene water views and an expansive rear deck perfect for relaxation. Enjoy the bright 3-season room, captivating sunsets through the large bay window, and the short walk to Kenney's Beach for beachside dining. Witness local wildlife at your doorstep as osprey and ducks grace the pond. Embrace peaceful lakeside living in this delightful retreat!

Embrace comfort in this charming 2-bedroom, 2-bathroom condo featuring high ceilings and a cozy fireplace. The updated kitchen and luxurious bathrooms with glass-enclosed showers complement the beautiful hardwood floors throughout. With access to a clubhouse and inground pool, this turn-key residence offers modern living close to scenic North Fork beaches, perfect for relaxation and enjoyment. Discover a vibrant lifestyle in this wonderful space!

Beautifully renovated and fully furnished, this 1-bedroom, 1-bath apartment offers a cozy haven in the heart of Southold. Perfect for year-round living or flexible rental periods, it ensures easy access to public transportation and all that the North Fork has to offer. Enjoy the blend of modern comfort and local charm in a vibrant community setting.

Embrace serene living in this stunning 4-bedroom, 2-bath Scandinavian-style farm ranch, set on 2.5 acres of private woods. Built in 2022, the home features a grand open layout with vaulted ceilings and abundant natural light. The sleek kitchen overlooks an inviting living space with a flat-screen TV, while a covered patio and fenced saltwater pool provide outdoor enjoyment. Relax in the hot tub, and explore nearby Kenney’s Beach and local vineyards. Luxury living awaits!

Embrace North Fork living in this fully furnished, beautifully decorated farmhouse with 3 bedrooms and 2 baths. Central air, hardwood floors, and a scenic deck overlooking a fenced yard make this home a perfect seasonal retreat. Enjoy a prime location a block from town amenities and nearby beaches. Available for flexible, short-term leases from November through October.

Enjoy versatile living in this 2,340 sq ft ranch-style home featuring four bedrooms and three full baths. The open floor plan includes two spacious living rooms and an updated kitchen with cast stone counters. The second-story deck overlooks a private yard, and hardwood floors create a warm upper level. Enhanced by amenities like central air, fireplace, and private laundry, this charming property offers comfort and convenience. A pet may be considered.

Discover a serene waterfront oasis in Southold, boasting 4 beds, 3.5 baths, high ceilings, and oak floors. Enjoy a private dock on West Creek, a 16x32 in-ground pool, and elegant primary ensuites on the first floor. A cozy fireplace enhances the spacious Great Room, and a sprawling bonus room awaits on the second floor. Close to bay beaches, vineyards, and restaurants, this retreat offers luxurious summer living.

This superb 3-bed, 2-bath ranch home offers breathtaking water views near Goose Creek Beach. Its minimalist design provides a peaceful retreat, while the open layout seamlessly connects indoor and outdoor spaces. Enjoy activities like morning jogs, backyard barbecues, and sunset views, making it the perfect summer getaway. Flexible lease terms available.

Permit #493. Experience the charm of a newly renovated 4-bed, 2-bath farmhouse in Southold. Enjoy stunning sunrises over farm fields, explore local wineries, and relax in the heated saltwater pool. Features include a panoramic view, insulated doors, and hardwood floors. Flexible lease options. Utilities included. Perfect for summer and fall getaways on the North Fork.

Stunning updates shine in this 1,400 sq ft retreat, featuring 2 bedrooms, 2 baths, and a convertible queen sofa bed. Enjoy outdoor dining, a fire pit, and an enclosed shower just steps from Kenney's Beach. Perfect for summer stays, this Southold haven invites relaxation and beachside strolls with every convenience at your fingertips.

Nestled in a private beach community, this stunning new construction offers 8 bedrooms and 7 bathrooms across 5,400 sq. ft., making it perfect for group gatherings. Enjoy the heated saltwater pool and beach access, with nearby wineries and easy bike rides to local restaurants and shops. With deeded beach rights and EV chargers, it’s a dream for relaxation and entertaining alike. Flexible lease terms available.

Embrace the ultimate waterfront lifestyle in this stunning contemporary 3-bedroom, 2-bath home, featuring a first-floor master suite and breathtaking waterviews. Highlights include a newly built high-end kitchen, a heated saltwater pool, an enclosed outdoor shower, and your own dock for kayaking and fishing. With Goose Creek Beach just steps away, this property is perfect for enjoying sunsets and outdoor adventures year-round. Available May, June, and September to December.

This stunning 4-bedroom, 3.5-bath contemporary home spans 3,800 sq ft, featuring two luxurious ensuite bedrooms and charming Juliet balconies. The expansive backyard boasts an inground pool, ideal for entertaining and relaxation, along with a gazebo for shaded retreats. Located in Chardonnay Estates, this property is just minutes from the beautiful Sound beaches and the vibrant Greenport Village. Perfect for those seeking space, luxury, and privacy!

This custom-designed beach home features 4 bedrooms and 4 bathrooms within 2,082 sq ft, offering an open layout with vaulted ceilings. The chef's kitchen flows seamlessly to the dining and living areas, perfect for entertaining. An enclosed porch is ideal for barbecues while enjoying tranquil water views. Located a short walk from the community beach, with rental options for summer or offseason stays. Experience beach life in comfort and style.

Impeccable ranch-style 3-bed, 2-bath home offering an open floor plan, vaulted ceilings, and quality finishes throughout. Enjoy a screened porch overlooking a private yard with a slate patio. Located in Harbor Lights with deeded beach access, it's close to beaches, wineries, and local shops. Available for July and August rentals at $15,000.

This inviting 4-bedroom, 2.5-bath home spans 1,625 square feet, providing a perfect summer getaway. Enjoy exclusive beach rights and spacious living areas, making it ideal for relaxation. The well-appointed kitchen and ample storage enhance the comfort. Set in a serene location, this rental offers a wonderful balance of tranquility and access to local amenities, making it a prime choice for seasonal living.

Nestled on an acre, this charming cedar log chalet offers a serene getaway with a heated saltwater pool and an elegant rustic vibe. Featuring 2 spacious bedrooms, a loft, and artistic craftsmanship throughout, the home includes a wrap-around porch, unique smokehouse, and two garages. Delight in proximity to a private beach, kayaking spots, and the North Fork's vibrant local offerings. Perfect for a secluded vacation escape.

Experience serene North Fork living at this meticulously renovated 4-bed, 2-bath Cape Cod home. Nestled on a half-acre creekfront property, it offers privacy with direct water access. Enjoy your private dock, perfect for boating or kayaking to local fishing spots. Just minutes to charming downtown Southold for dining and shopping. Ideal for a summer escape, with space for entertaining or simply relaxing by the water.