ML# :3549421 Welcome to your perfect summer getaway located in the desirable Claves Neck neighborhood of Southold. This comfortable Ranch has ample space for the whole family to unwind and recharge after a day of exploring the North Fork. The home offers a fully equipped kitchen, spacious living, and dining rooms, three pleasant bedrooms, two pristine bathrooms. Outside, a savor al fresco dining amid the lush greenery surrounding the screened in porch and brick patio with outdoor dining area and gas BBQ. Whether you are hosting a barbecue with loved ones or simply enjoying a quiet moment, this outdoor oasis provides the perfect backdrop for making memories. Popular beaches, restaurants, and wineries are all close by. Do not miss your chance to experience the best of Southold living (Southold Town rental permit #49090) Available for 2 weeks @ $3000 per week.
400 Hill Rd, Southold, NY, 11971
ML# :3545023 Welcome to the stunning & newly renovated 485 Sutton Place in Greenport. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spacious bedrooms and a full bathroom along with a bonus room with kitchenette that leads directly out to the backyard. Make your way to the second floor where you are welcomed by high ceilings and open concept living. A stylish living room with fireplace opens to the eat-in-kitchen and dining room with direct access to the balcony for alfresco dining. Completing the second level is a modern full bathroom, sizable bedroom, and an en-suite bedroom with a half bath. Kick back, relax and unwind in the private and spacious backyard that flaunts a new in-ground heated 18x36 saltwater pool with bluestone coping to be enjoyed through summer and fall. The adjacent patio offers ample space for dining and provides shade to escape the summer heat. A dedicated fire pit area is the perfect space to cozy up under the stars, toast to memories and treat yourself to delicious s’mores. Located on the North Fork of Long Island, this home’s prime location provides convenient access to all the magnificent amenities the coveted town of Greenport has to offer and is less than a mile away to Greenport Village. For the wine aficionados, spend your day at the nearby Kontokosta Winery, a waterfront winery perched atop bluff that overlooks the Long Island Sound. Looking for a beach day? You have the option to spend your summer days at two nearby beaches, one private and one public. Experience the ultimate fall and winter getaway on the North Fork.
485 Sutton Place, Southold, NY, 11944
ML# :3541214 Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel.
412 Carpenter, Southold, NY, 11944
ML# :3539926 Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.
170 Laurel Avenue, Southold, NY, 11971
ML# :3501346 Orient Village- Located in Orient at 944 Youngs Avenue, on a private country lane sits this perfect country cottage, oh so close to Orient’s favorite Youngs Road Beachfront. 3 bedrooms and 2 full baths, lovely outdoor deck, yard and overlooking a flower farm and just down the street from Village lane, the Orient Country Store and the Jitney. Available July 12k, August $14K, 2025 RP# 907
944 Youngs Rd, Southold, NY, 11957
ML# :3452611 Relax and enjoy this beautifully appointed bay front house w/ private beach and stunning views of Orient Harbor, Bug Light and Shelter Island. Moor your boat in the bay; kayak, swim, fish or chill on the decks and porches. Basement game room w/ Ping-Pong, TV and games. Conveniently located near shopping, restaurants, ferries, farm stands, vineyards. Available September $12, 000, October - $10, 000. Available LD weekend to Sept 30. Permit# 0026.
370 South Lane, Southold, NY, 11939
ML# :3315217 Newly updated and furnished summer rental- 3 bedrooms and 2 full baths. Very close to Goose Creek boat and kayak launch. Central air, deck, fire pit. Walk or bike to Southold Town. Close to Goose Creek Beach! Great up-to-date ranch- spotless! Great rental
4715 Oaklawn Avenue, Southold, NY, 11971
ML# :3563726 Charming 3-Bed, 2-Bath Home in Cutchogue’s Creekfront Community Welcome to this newly renovated gem nestled in a serene Creekfront community in Cutchogue. This home boasts 3 spacious bedrooms and 2 modern baths, set on a sprawling property perfect for nature enthusiasts. The relaxed, sophisticated decor complements the spacious rooms, offering a perfect retreat from the hustle and bustle. A standout feature of this property is the large barn in the yard, ideal for storing bikes and summer recreational toys. The backyard patio provides a lovely setting for outdoor barbecues, while the spacious lawn offers plenty of room for playing and enjoying the outdoors. Inside, you’ll find a brand new navy blue kitchen with stainless steel appliances, beautifully coupled with old-world built-in corner cabinets-a welcome mix of modern convenience and timeless charm. Enjoy stunning water views and the convenience of launching your boat, kayak, or paddle boards just at the end of the road. Cutchogue is home to many fine vineyards, perfect for sipping the fruits of the land, and farm-to-table dining experiences. Pristine beaches await for sunbathing and swimming, while quiet country roads are ideal for cycling and connecting with nature. The North Fork boasts plenty of restaurants offering fresh seafood in casual waterside settings. This is an ideal setting to relax and savor the beauty of nature. August: $11, 000 September: $9, 000
835 Strohson Rd, Southold, NY, 11935
ML# :3539056 Unwind on Marion Lake and recharge on the Bay! This 2-bedroom, 1 bathroom lakefront cottage is the perfect escape! Just steps away from the Bay allows you to play the day away! Rinse off in the outdoor shower, dine outside on the large deck overlooking Marion Lake and then chill out by the fire pit, making s’mores and creating memories! Permit # 1060
2085 Bay Avenue, Southold, NY, 11939
ML# :3478213 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!
250 Wesland Rd, Southold, NY, 11971