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300+ Rentals · Southold
300+ Rentals · Southold
Gateway to Oregon Road's, Sophisticated Designer's Retro Art drenched 2 Bedroom, 1.5 bath ranch w/ porch on 1.5 acres borders farmland from the front yard, a tree farm from the back yard & vineyard. Ideal for couples or families. Child friendly! Learn More
Chic, ecclectic and comfortably designed for easy living on one floor with designer and retro details makes this home a perfect central location to explore the North Fork's beaches, vineyards, villages and nature or have a getaway. The house sleeps 6 with the Queen sleeper couch in the living room. Ideally two couples with a guest can sleep comfortably or a family of four for shorter stays. For longer stays, a family of three with an occasional guest. Whether a couple, couples or for a...
Refined, contemporary style awaits you in the heart of wine country, just steps away from six local wineries. Newly renovated 1921 home features boutique style gust rooms with private baths, modern amenities and complimentary Wi-Fi. Learn More
Our newly designed guest rooms are equipped with organic toiletries, hair dryers and turkish cotton towels. To truly experience the North Fork, we intentionally keep our rooms clean and simple, without Televisions. Complimentary Wi-Fi is always available and Central Air is included from May through September. Common space includes: Dining & living area, front and side porch as well as backyard patio. For your safety Kitchen is private, we’re happy to keep items in the refrigerator for our...
This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. Learn More
This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in front of the house. There are a/c units in the bedrooms and living room. The house is located in the middle of wine country and 5 minutes by car from Cutchogue beach on Pequash Ave., off the Main Road, with small park, p...
Above a historic and charming lifestyle store, this 1200 sq ft apartment is just across from two of the most notable North Fork Vineyards. Bay beaches are a short bike ride away. ( 2 provided). BBq on deck. New kitchen/new bath , washer/dryer Learn More
New listing! A 2nd floor two bedroom, 1 queen, 2 twins. New kitchen with dishwasher. Washer Dryer. BBq and dine on private deck. Internet access, basic cable, chromecast, dvd library. private access on second floor Help and advice is available few steps away. Plus, guests receive ten percent off on all their Phoebe and Belle purchases downstairs. Parking for one car... additional on request. Small fee may apply. We are required by NY & Suffolk County to collect sales tax and occupan...
Magnificently restored 1920 Gadsby Estate in Cutchogue on the Long Island Sound is available for monthly rental. Four bedrooms, four baths, 3400sf, in private beach community with access to private beach, outdoor hot tub and shower. Monthly availability begins sept 1, 2015 - May 31, 2016. Learn More
Centrally located on Long Island sound and between North Fork wineries and farm fields. There is a minimal stay of 30 days required , no pets allowed and a professional cleaning fee of $300 is required on top of the rental. Bedrooms include two king size beds, one queen and one full with available cots. Private suite. Two full bathrooms and two 1/2 bathrooms
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Master bedroom in newly renovated modern home in an ultra quiet private community with lots of outdoor deck space. The master suite is quite spectacular with cathedral ceiling, it's own covered outdoor deck and bathroom with steam shower. Learn More
Master bedroom in newly renovated modern home 4 BR, 3 BT in quiet private community. Lots of outdoor deck space overlooking the canal with views of Shinnecock Bay. Enjoy the wineries, go shopping in discount or upscale store, or nothing at all! The master suite is quite spectacular with cathedral ceiling, it's own covered outdoor deck and bathroom with steam shower. This is right on the water with beautiful canal and bay views and walking distance to a beautiful sandy beach. It is th...
Our house is located in Cutchogue, the heart of the North Fork. Our half acre, two bedroom, 1.5 bath house has a private dock, two kayaks, outdoor shower, enclosed yard w/swing set, outdoor grill, fireplace, cable/ Internet and 1/2 mile to beach. Learn More
Our property is long, flat and gorgeous with the water out back. Guests can have a ball there being acitive such as fishing, kayaking, playing ball, badmitton, soccer and the list goes on. Guests have access to the property, dock, shed, basement and yard. Feel free to contact us via email, text or phone if you have any issues or questions. Our neighborhood is very quiet, friendly and close to beaches, stores and wineries. Car, bike or walking is the preferred mode of transportation ar...
Our adorable 2 BR cottage in the heart of wine country in LI's North Shore is impeccably decorated with a separate breezy, sunny dinning room and screened in porch. We are less than 1/2 mile walking distance to two beaches or less via our kayak! Wifi Learn More
Charming beach house, impeccably decorated yet still homey, warm and comforting, Kitchen, bath redone; sun room with windows open; rarely need A/C. Close to the beach (1/2 mile), closer to water access for kayak (200 yards), wineries and great restaurants! Just added a Tempurpedic mattress in the master bedroom! Enjoy our beer garden porch! House has a storage attic that is not included. I our garage, find Kayak, bicycles, gas grill, fire pit all included! You have free reign to everything...
Historic waterfront property in scenic North Fork wine country. Private beachfront with modern amenities, beautifully appointed and family friendly. The perfect summer getaway...memories are made here! Learn More
Built to preserve a late 19th century fishing club, a large brick hearth and wooden beams grace the living room. History and luxury combine to make this a one of a kind vacation home. Waterfront with private beach, beach chairs, kayak, hammock, gas grill, wifi, cable tv, washer/dryer, dishwasher, working fireplace. Wineries, fishing, boating, golf, great restaurants, quaint towns, farm stands, horseback riding all nearby. There is a jitney bus to and from NYC airports and daily trains t...
AVAILABLE TO RENT: Flexible Our family waits to go there and hates to leave! Our house located on the North Fork in the middle of beautiful beaches and wonderful vineyards and just two hours from New York City. Set on 1.9 acres it is Great for groups with a 5 bedroom, 5 bathroom newly renovated main house with a separate loft studio apartment (not renovated but nice) above the garage. Perfect for children and their endless adventures. The house is located on exclusive Nassau Point where y...
4 bedroom, 2 bath contemporary with in ground heated swimming pool and tennis court. All on over an acre in East Quouge, 70 miles east of New York City. Available for the long summer season, by month or by the weekend 3 day minimum. This home is convenient to ocean beaches, the town of Westhampton Beach, restaurants, shopping at the Tanger Outlets. But you may prefer to stay home and enjoy privacy and seclusion with your own pool and har true tennis court. Recently refurbished with new bat...
Cozy secluded 2BD apartment; sleeps up to 6. Located in the exclusive Fleets Neck community in Cutchogue, the heart of the North Fork East End. Short walk to Cutchogue Harbor, Wickham Creek and/or Pequash Beach. Access to all area Fun Attractions. Learn More
Year round wooded sanctuary in the exclusive Fleet's Neck community of Cutchogue, on the East End of Long Island. With one bedroom featuring a queen size bed, the spacious main living space features comfortable queen and full size bed pull out sofa beds with a privacy curtain available. Refrigerator, microwave and coffee maker available. The apartment offers quiet wooded tranquility, only a walk away from Cutchogue Harbor, Wickham Creek and the exclusive Fleet's Neck beach as well as downt...
If you are looking for a quiet pied-a-terre in the Hamptons, then this modern waterfront 3 bedroom, 1 bathroom house will have what it takes. This is a cozy, home for up to 6 people with boating and kayaking right from your own dock in the backyard. Learn More
If you are looking for a quiet pied-a-terre in the Hamptons, then this modern waterfront 3 bedroom, 1 bathroom house will have what it takes. This is a cozy, home with boating and kayaking right from your own dock in the backyard. East Quogue is a quaint town with lovely restaurants and nearby farm stands with fresh local vegetables and flowers. We have a fully equipped kitchen with new appliances and of course, an outdoor grill. You will find anything you need. There is a guest bedro...
Spectacular Sprawling Ranch W/Plenty Of Room For Everyone! Enjoy Secluded Backyard W/2 Hammocks, Huge Heated Salt Water Pool, Expansive Deck, Stocked chefs kitchen, Gas Grill, Outdoor Lounging Set, Outdoor Shower, restaurants, vineyards, & shopping! Learn More
This beautiful, contemporary, well maintained home is nestled in the heart of the North Fork wine county, and is ideally situated to visit spectacular vineyards at every turn. Enjoy fabulous restaurants, wine tasting, shopping, horseback riding, farm stands, pumpkin picking with friends and family, or jump on a fun hayride close by. After a busy day seeing all the Northfork has to offer, take a relaxing dip in the heated salt water pool or watch the sunset at one of the many beaches on the ...
Newly renovated beach cottage - less than 10 min to 10+ wineries! Near great beaches, fabulous restaurants, farm stands, golf, boating, antiques, yoga & more. Walk the tranquil, peaceful neighborhood, launch our kayaks @ end of block. Relax/enjoy! Learn More
Our charming beach cottage has hard wood floors throughout and is bright and airy. It sleeps up to 5 in our 2-3 bedrooms. The 1st bedroom is the spacious master with queen bed, ceiling fan, alcove & walk in closet. The 2nd bedroom is cozy with a full size bed, ceiling fan & closet. We also have a lovely room we call the blue room that during the day is set up with a new queen size sleeper sofa. At night just close the french doors, open the couch to a bed and relax taking in the North F...
Charming 3br/2ba farmhouse with porch heart of North Fork wine country. Bike to Peconic Bay life guarded sand beach beautiful Cutchogue Harbor. Greenport & Shelter Island, favorite summer destinations, nearby. Hamptons ocean beach half hour drive. Learn More
Cutchogue is said to be the sunniest town in NYS. House sleeps 8 (king bed, 3 twins, trundle under twin & pull out full size sofa bed). Central AC, fully equipped kitchen, laundry, piano, board games, Wii, Xbox, cable TV, movies, internet, patio furniture, fire pit, gas grill, charcoal grill and outdoor ping pong table. Bedrooms are upstairs. Bathroom on first floor has a bathtub. Basement bathroom has a sit down shower. There's also an outdoor shower. Laundry is in the basement. ...
Pool upon avail. Incl'd Wifi no stream, Cab, AC, He, Ele. Add clean avail+$50fee, req'd clean 3 days+$50fee, 3nts min for hol & hol wknds, No Pets, No Smoke, no diving/juming/pushing/run in around pool Learn More
The Space Great location in the Hampton's, near the Ocean Beaches, Fishing and Boating in the Bay, Kayak the Ponds and River, Go to Wine Tastings at the Vineyards, Organic Farmers Markets and Pick Organic Foods at the farms, Close to many Hampton's Towns on the North and South Forks and Restaurants and Entertainment, Village shops, the Tanger Outlets, easy access from NYC, via car, Hampton a Jitney and Train, just to name a few points. Luxury Mini Suite which is a Studio Apt. with 1 priva...
Beautiful 4 bed 3 full bath beach home for rent for Sept, Oct and August 2000 sq ft. home with an additional 1300 sq ft game room in another structure. It has a pool table , air hockey and ping pong. NEW Saltwater pool with a slide. outdoor shower Learn More
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