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1000+ Rentals · Southold
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...
Charming, bright and open 3 bedroom 2 bath ranch in peaceful Broadwaters Cove neighborhood. Boat launch 2 blocks away, and Nassau Point beaches just a short 10 minute walk! Centrally located in North Fork Wine Country! Learn More
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...
This spectacular 2 bedroom sleeps 5 and is newly renovated with an awesome rooftop deck. All the amenities included. Cable, wifi, 3 flatscreens, ac, stereo, barbecue, umbrellas, teak lounges and plenty of outdoor seating. Check out the view! Learn More
3 Night Minimum Required. Pet Fee is 25.00 per night per pet.
RARE! One of a kind opportunity to rent a PRIVATE BEACHFRONT HOME! Our newly renovated custom is located in the heart of Greenport Village. Gated, private, quiet. Walk 2 blocks to restaurants and shops in town. Breathtaking views of the bay. Learn More
Our newly renovated custom home is all on one level, set back behind gates that open and close upon entrance. Private driveway with 2 car garage. The gorgeous beachfront home is equipped with all the modern amenities yet in the historic village of Greenport. The modern kitchen and family room is separated by a gorgeous glass fireplace that turns on with a switch of a button. All rooms have panoramic views of the bay. There is wifi and cable tv throughout the house. The sliding glass d...
RARE! One of a kind opportunity to rent a PRIVATE WATER VIEW HOME! Our newly renovated custom home is located in the heart of Greenport Village. Walk 2 blocks to restaurants and shops in town. Breathtaking views of the bay. CUSTOM RENOVATION! Learn More
This house is a beautiful WATER VIEW 2 story vintage 1870's historical home located in the Village of Greenport. It has been fully renovated with custom amenities. The Interior is nautical themed with Restoration Hardware furnishings including Belgian linen, leather couches. The custom gourmet kitchen is picture perfect. A gorgeous blend of wood and tiles that creates the perfect place to gather and to entertain. You will fee as if you've stepped into a pottery barn / restoration hardw...
Spectacular Sprawling Ranch W/Plenty Of Room For Everyone! Enjoy A Secluded Backyard W/Hammocks, Heated Salt Water Pool, An Expansive Deck For Entertaining. Additional Amenities:Gas Grill,Outdoor Lounging Set & New Outdoor Shower and more. Excellent Location too! Learn More
This beautiful, well maintained home is perfect for lying by the heated salt water pool and relaxing or a 5-10 minutes drive by car to the beach on the Long Island Sound or the Peconic Bay. It's truly heaven on The North Fork. 4 full bedrooms (2 additional pull out couches), 3.5 baths (one with a jacuzzi) heated pool, gas grill, outdoor shower, 2 hammocks nestled in the backyard for reading, huge kitchen fully stacked with all things needed to cook, barbecue, serve and enjoy, 3 cable tv's ...
Enjoy an escape to the Hamptons this summer at our fun-filled resort-style waterfront Hampton Bays home. Our backyard has boats, bikes, and touches the Hampton Bays' water. Our guest-room has plush oversized sofas for you to sleep on at night Learn More
We have opened our guest room to airbnb guests. The room which overlooks the water can accommodate up to 2 guests. Among many other amenities, the guest-room has 2 plush oversized sofas (larger than a twin bed). Waterfront, boat dock, canoes, kayaks, free parking, barbecue, fully furnished back patio, barbecue, indoor fireplace, washer & dryer, complete kitchen We are a couple of journalists who work in the Hamptons and New York and can help our guests enjoy our home and the area as mu...
Beautiful two level 4,100 sq. ft. home in East Quogue is sure to accommodate all your summer get away needs. Great for a relaxing family getaway or an action filled beach retreat. Just minutes away from shopping malls, restaurants, bars, and beaches! Learn More
Enjoy the perfect Hamptons beach house: 8 bedrooms, 5 full baths, your own heated pool, your own Tennis court, 5mn drive from Westhampton beaches, nested near the Quogue Wildlife Reserve for total quietness, the perfect family summer house. Learn More
Please note: OUR HOUSE IS ONLY AVAILABLE FOR THE ENTIRE JULY 6th through JULY 30th period. IT WILL NOT BE AVAILABLE FOR A WEEKEND OR ONE NIGHT. Please only contact us if you are interested in renting it for the whole duration. We might entertain a request for July 10 through 26 but not for shorter periods.... This is the perfect family house. We usually never rent our own house because we use it all year round but we are traveling during those dates this year. If you have one or two famili...
Stunning summer vacation house in the Hampton's best kept secret location. Only 1.5 hours drive from the city, with no traffic! 3 bedroom, 2 bathroom, newly renovated and furnished with a 40' in-ground swimming pool. Learn More
In the village of East Quogue (founded in 1673) you find this picturesque three-bedroom cedar shingled house on a private half-acre lot. Hardwood floors throughout, central A/C, two full bathrooms and a large heated swimming pool. The fully equipped kitchen, spacious dining room (seating 6-8) and lounge room are all connected to create a pleasant social area. Through the dining room you reach the patio, with outdoor dining table and gas barbecue/grill. A new 40' in-ground pool furnished ...
Pool upon avail. Incl'd Wifi no stream, Cab, AC, He, Ele. Add clean avail+$50fee, req'd clean 3 days+$50fee, 2nts min, 3nts min hol & hol wknds, No Pets, No Smoke, 50% refunds cxlations 2wks prior, No $0 refunds cxlations less then 2wks prior to stay Learn More
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 Jitney and Train, just to name a few points. The Cottage The Deck at the Cottage The Garden at the Cottage The ...
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
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. The Main House Mini Studio The Gardens The Yard If you want to u...
Very Quiet 5 Bedrooms, 3.5 Bath, Pool, Hot Tub, Pool Table, outside shower in a quiet neighborhood. Walk to Bay or short drive to Ocean, Walk to NY Jitney Stop w/ 4 restaurants, liquor store, meat/gourmet market, bagel/lunch, and small boutiques. Learn More
5 Bedroom, 3.5 bath, outside shower with large pool and hot tub, large deck and grill, with beautiful lawn on a quiet private road. This is a family house, not a party house. 12 guests maximum. Perfect place to relax for a good time. The neighbors must be respected. No parties and no smoking in the house at all. Southampton town laws must be respected. The noise level must not disturb neighbors. Owner will meet guests at the house upon arrival to deliver the key and walk through the house,...
Steps from shops, restaurants and the bay, enjoy a relaxing stay at a charming Victorian. Private bedroom and bath with your own entrance and access to a sunny pool area. Ocean beaches are just a short drive away! Learn More
We live in an old Victorian that was added on to and previously run as a B&B. We are slowly making our own improvements! The guest accommodations are private, quiet and have their own entrance. We are happy share our pool area, garden and porch with our guests. We are a young family and though we both work, we are typically at home on weekends and expect to be present during your stay. We live in a small hamlet with a few small shops and restaurants. There is a lovely walk down to the...
This impeccable 5 bedroom/3.5 bath home is located in a private bay community on a beautifully landscaped 1 acre south of the highway. It is a short walk from private bay beach and a 5 minutes drive from the ocean beaches. Learn More
Family Friendly Retreat in an Exclusive Bay Front Community Accommodations: House, 5 Bedrooms + Convertible Bed(s), 3.5 Baths (Sleeps 8-12) Keywords: Peaceful, private and fun This impeccable 5 bedroom/3.5 bath home is located in the private bay community on a beautifully landscaped 1 acre south of the highway. It is less than a mile from private bay beach and a 5 minutes drive from the ocean beaches. Fully renovated in 2011 and tastefully decorated in a contemporary, comfortable style...
Zen Cozy comfortable Artist home .Drinks by the fireplace for a romantic night. Room available comfortable queen size bed , mini fridge,cable, wi-fi, w/d, quite neighborhood near all shopping accommodations, and Beaches.Transportation available. Learn More
Local ARTIST HOME : freshly painted. Room-Queen size bed , wall unit for lost of storage, closet which houses TV and dresser.Mini fridge in room optional for short stay ,wi-fi, cable. Room rented for Summer or Yr, round if needed Master Bedroom- Available for weekends only 2-3 days depending on the weekend just ask....if available higher rate $110 for off season .Summer $145 per night sleeps two WASHER DAYER , MASTER BATH. KITCHEN, LIVINGROOM. COFFEE MACHINE. MICROWAVE, You much clean af...
Post modern 4 bedroom home on private 3/4 acre at the end of a cul de sac on a quiet street in East Quogue. Private, fenced in back yard with in ground pool; outdoor firepit; hammock; outdoor deck; grill; and screened in porch. Central air. Learn More
All 4 bedrooms have queen size beds; there are 2 bedrooms with a shared bath upstairs. The master bedroom with private bath is on the main floor as is another bedroom that is adjacent to the 3rd bathroom. The open living space is conducive for dinner parties and entertaining. The home is comfortable, peaceful and private. Guests can communicate with me via email or cellphone, which ever is easiest if you have any questions. I leave a detailed listing of local restaurants, wineries, bea...