27,207 properties available

Located in Greenport, New York, United States. Relax in this light-filled home, steps from the beach and a short walk to town! The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests have the entire house, 3 bedrooms, 2 full bathrooms, fenced in outdoor space with all the amenities: outdoor shower, Weber grill, yoga shed, fire pit, hammock, Nespresso machine, board games, karaoke mic, etc... There is also a fully-equipped gym in the basement with treadmill, stationary bike, and weights.

Located in East Marion, New York, United States. Exquisite dog-friendly home with large yard, furnished porch, & firepit Serene Bay Breezes - Private Bay Beach CommunityOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the sleepy hamlet of East Marion from this picture-perfect, family-friendly home. Tucked away in a private community with beach access and a nearby playground, this pristine, dog-friendly getaway features a beautiful, modern kitchen with everything you need to prepare anything from quick breakfasts to full-course dinners. Dine together at the breakfast bar, kitchen table, or in the formal dining room. Relax in one of two comfortably-furnished living areas or step outside onto the furnished deck with a gas grill overlooking the large, grassy back yard. For sleeping arrangements, all four bedrooms are located on the second floor and include a primary with a king-size bed and en suite bath, and three cozy guest rooms with queen-

Located in East Marion, New York, United States. POOL + Private Beach near Greenport Village! Make yourself at home in this 4 bedroom / 3 full bathroom modern ranch featuring:* chef's eat-in kitchen w/ 2 ovens, lux appliances, coffee & tea bar w/ Nespresso & Keurig* 2 living rooms, w/ up to16 ft ceilings * full dining room w/ seating for 10 adults* 1st floor primary suite w/ king size bed, gas fireplace & french doors to furnished deck overlooking pool, 4 piece bath w/ massive shower & jacuzzi tub* 3 guest rooms w/ queen size beds and 2 convenient full bathrooms * gym/yoga room w/ workout bench and weights* TV's in all bedrooms inc. Firesticks with each* large outdoor shower* fenced backyard oasis w/ secluded mineral spring heated pool + lounge chairs, shaded cabana, outdoor dining table, and Weber gas BBQ* bonus kitchenette/bar in 2nd living room* attached garage and large driveway* central AC/heat + fans * maximum speed wifi* essentials included (iron, toiletries, bedding, towels for bath + pool, cookware, spices, cleaning product

Located in Southold, New York, United States. Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! Enjoy the NOFO life - full of farm to table food, amazing oysters, and beaches! This newly renovated stylish house sleeps up to 12 and is the perfect quiet retreat - a pool, a hot tub and all on a quiet street just minutes from Goose Creek Beach, the adorable Croteaux Winery, Southold General, the Southold Fish Market, several farm stands and North Fork Table and Inn. This house was recently renovated and decorated and every sofa, lamp and bed are brand new. The property has every amenity for a relaxing getaway - lounge chairs, outdoor dining table, hot tub, pool, outdoor grill, toys for the kids - you name it - all in a secluded spot on a quiet cul-de-sac. Peace and relaxation are yours to be had in this little sanctuary - we hope you love it!Amenities include, but are not limited to:- 4 bedrooms (1 king, 2 doubles, 1 kids room with twin and bunk + trundle)- 3 full bathrooms- propane gas grill- firepit- out

Located in Shelter Island, New York, United States. Lovely Shelter Island cottage with panoramic bay views, secluded, screened... East Brander EscapeLovely Shelter Island cottage with panoramic bay views, secluded, screened porch, cedar outdoor shower, steps to the beach, access to kayaks and bikes4BR/2BA - waterview, screened in porch perfect for dining inside and out, cedar outdoor showerGently tucked on a quiet street and steps to West Neck Harbor, a picture perfect Cape summer retreat full of Shelter Islands charm, sweeping bay views and beautiful outdoor space that is sure to be an unforgettable stay in Shelter Island. With direct access to the bay, prepare for outdoor activities galore including kayaking, canoeing, biking, picnics, nature walks or simply basking in the sun.Spanning over 2,200 square feet, this contemporary home features a light-filled, open floor plan curated with cool blue hues, warm neutrals, panoramic water views and contemporary finishes sure to make you feel at home. The spacious living and dining room featur

Located in Orient, Washington, United States. Private Getaway - corner Home with rights to private beach - Tip of North Fork New for summer/spring/fall: We also can do boat cruises Around the North Fork for up to 6 guests.1,100 Square Foot house with 400 square foot deck in the backyard. House is part of community with rights to a private beach with a private barbecue/recreation area only a few minutes walk away.14nt min10 minute walk to Orient Beach State Park which has the following activities: Biking, Canoeing/Kayaking, Fishing, Food , Public Grills, Hiking, Nature Trails, Pavilions, Picnic Tables, Playgrounds, Playing Fields, Recreational Programs, Showers, Paddle Boarding, Swimming Beach, Wind surfing, etc. 10 minute walk to the Cross Sound Ferry Terminal which offers ferry to New London, CT as well as a High Speed Jet to CT Casinos.10 minute walk to the Orient by the Sea Marina and Restaurant, which serves food on the waterfront as well as chartered fishing trips.Less than 15 minute drive from Greenport Village.Less than 45

Located in Cutchogue, New York, United States. North Fork Life: Pool, Beach, Wineries, Farmstands Welcome to Sandy Oaks. This beautiful, modern home in quiet, wooded Nassau Point will be the perfect spot for your North Fork vacation. With 4 bedrooms and a swimming pool, this house is perfect for families or couples. All the best the North Fork can offer is within easy reach.The property is located on a quiet, wooded road within the secluded neighborhood of Nassau Point. There are three bedrooms upstairs including a spacious master suite with ensuite bath, plus a double and a twin bedroom. Downstairs, there is a TV room/bedroom with comfortable double sofabed. There are three full bathrooms (two upstairs and one downstairs) plus a laundry room with washer and dryer. There is also a travel cot for an infant and wifi.Children are welcome; unfortunately we are unable to allow pets on this property. This property would comfortably suit up to eight people.All the best the North Fork can offer is within easy reach. There are quiet, local

Located in Southold, New York, United States. 2 Bedroom Apartment in Historic Home with private yard (WBH) Calendar NOT always up to date check for availability Beach Parking good at all Southold Town Beaches Pass INCLUDED free with rentalCome listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork Wine Country and beautiful beaches we have a 1840's home with a furnished attached cottage available for weekend's, week or month rental. Apartment has small eat in kitchen, bath, living room and 2 bedrooms. One bedroom has a queen size bed the other a full size bed. Separate entrance with own lawn / patio area with lawn chairs. Comfortably furnished with Sat TV (Including HBO). Both bedrooms have center AC units. Beautiful property with century old lilacs and gorgeous perennial gardens.

Located in Shelter Island, New York, United States. Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! Score Big at our fabulous Hamptons Cottage where work meets play in style! Settle into this charming 1700’s cottage nestled on 7 private acres of lush greenery adorned with majestic trees-your very own oasis! There are steep steps up to the second floor. * Excellent Wifi: Say goodbye to buffering and hello to productivity with top-notch Wifi, ensuring seamless work-from-home sessions! *Poolside Paradise: Dive into relaxation mode with a heated saltwater gunite pool-the ultimate spot to soak up the sun and splash around. Plus, keep an eye out for our resident turtles and frogs in the pond! Propane usage will be charged after stay.*Cozy pool house: Need extra space? Our pool house offers an additional bedroom, kitchenette and a bathroom-perfect for guests or a private retreat!* Outdoor Delights: Rinse out in style with an invigorating outdoor shower, then unwind on the screened-in-porch-an ideal spot for si

Located in Cutchogue, New York, United States. Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe Welcome to our modern and stylish modern farmhouse cottage in the heart of beautiful wine country and beach. Comfortable and cozy. Beautiful town beaches access to Northfork activities throughout the summer. Three minute drive or short work to Fleets Neck Beach. Moments from local wineries also supermarket and local restaurants

Located in East Hampton, New York, United States. Upscale Hamptons Home: 1 Mi to Sammys Beach! Magic awaits in the Hamptons, and you'll find no better home base than this beautiful 3-bedroom, 2-bathroom vacation rental! Spend your days relaxing by the private saltwater gunite pool, perfecting your tan at Main Beach, strolling through Cedar Point County Park, or exploring the boutiques and local restaurants located in East Hampton Village - there's something for everyone to enjoy! At sunset, return home to unwind in the modern interior followed by a BBQ with friends and family out on the furnished deck.

Located in Orient, Washington, United States. 1.5 Acre Luxury Escape - Saltwater Pool with Water Views Welcome to your dream coastal retreat! Nestled on a generous 1.5-acre property, just a stone's throw away from the beach, our fully renovated sanctuary awaits to envelop you in sheer luxury and serenity. Boasting 4 bedrooms and 2.5 bathrooms, this elegantly designed home offers the perfect blend of tranquility and sophistication.Step into our enchanting backyard, where lush greenery embraces you, creating a secluded haven for relaxation. At the heart of this oasis lies a breathtaking 20x50 saltwater heated pool, complete with an enticing in-water tanning ledge, all ensconced by an expansive pool deck. Whether you desire a refreshing morning swim or a tranquil evening soak, the pool area promises moments of sheer bliss.The pleasures of the outdoors extend to two generously-sized decks, each providing an idyllic setting to unwind and embrace the mesmerizing surroundings. As you bask in the warm sun, soak in the panoramic views of t

Located in Southold, New York, United States. House of Classic Arts and Crafts North Fork This charming Southold village house sits on a half acre with a back deck overlooking a sweeping backyard. Newly furnished and freshly painted, it is centrally located to wineries, bay and sound beaches and is a short walk to shops. Enjoy the sunset on the deck or in the hammock and maybe get a glimpse of a deer family that often walk by. Come enjoy all that the wonderful North Fork has to offer! Taxes: as of 2023, Suffolk County is requiring us to charge 5.5% tax per booking, please note this is in addition to State of New York sales tax of 8.625%, hence the total taxes due are bundled together for a total of 14.125%....

Located in Shelter Island, New York, United States. Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf. Country Ranch five minutes to Mashomack Preserve hiking trails, beaches and miniature golf. Features include a living room, kitchen, dining nook, master bedroom(Queen bed), bathroom and guest bedroom with 2 twin beds, and washer/dryer. Pretty corner lot with a nice deck with a grill and seating for 5.

Located in Greenport, New York, United States. Charming Northfork Getaway Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor oasis complete with a year-round hot tub. The home features two bedrooms with queen beds. There is also an air mattress / rollaway twin bed if needed.This is a perfect stay for a small family, two couples or a small group of friends.Backyard party deck complete with year-round hot tub, enclosed outdoor shower (seasonal), built-in grill, outdoor bar, giant table plus lounge area. The interior features a beautiful dining/sun room plus state-of-the-art kitchen with stainless steel appliances, washer & dryer, A/C, music sound-system, TV and more.This home has all the North Fork has to offer for a summer, autumnal or winter getaway. Inquire within for monthly rental rates.

Located in East Hampton, New York, United States. East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard At the end of a quiet cul-de-sac this very private and stunning post modern home is located in the Northwest Woods of East Hampton and is equal distance, about a 10 minute drive, to both the villages of East Hampton and Sag Harbor. It's the perfect location to make the most out of the fantastic restaurants, markets, shops, wineries and museums that both towns offer. The lovely bay beaches at Cedar Point Park (no parking permit required), as well as Sammy's Beach are a short 2-3 minute drive away, as are numerous hiking, biking and jogging trails. The spectacular ocean beaches, such as Main Beach in East Hampton, are only a 12-15 minute car ride away.The house itself is situated on one and a half private and wooded acres backed by a 40 acre preserve. The backyard of the house with it's 20 x 40 HEATED pool, red brick patio and large wrap around cedar deck is completely private and receives great sun throughout t

Located in Greenport, New York, United States. Antique house, Private & Peaceful Oasis Newly restored antique home, 3 bedrooms, 1.5 baths with outdoor shower surrounded by manicured lawn & bucolic grounds. Sunlit and immaculate, decorated in a simple seaside style. Three cozy, fresh bedrooms with full closets. 1.5 Baths with all new luxe fittings and finishes. Outdoor spa shower (after May 1). Property backs onto protected wetland/ wildlife sanctuary. Property not suitable for children. Central air conditioning. Central heat. Off-street private parking for 3 cars max. Hi-speed internet/ WiFi. Smart 43” TV in living room. Bose bluetooth speaker.Nightstand charging stations in all bedrooms. Large outdoor side deck with Adirondack chairs/ tables. Gas 3 burner grill. Screened-in all season front porch. Custom kitchen with all new appliances. Stocked with glass/ table/ cookware, coffee pods, teas & spices. Deluxe toiletries and hair dryer provided. Completely new laundry room. On The North Fork’s renowned W

Located in Southold, New York, United States. RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney BEAUTIFUL North Fork Just renovated cottage in Founders Landing Beach Community in Historic Southold Village. ideal for a mature couple - - short walk from wonderful Bay beach with lifeguard, short walk from jitney and LIRR Southold stop. Delightful setting with exquisite mature gardens, walk to nearby restaurants; North Fork Table, Grateful Deli, Michaelangelos, North Fork Roasters, Juice Bar and Yoga studio, farm stands, Marina, oyster farm, IGA grocery store, Wednesday's Table, Historic Southold Village Museum. Very short drive or bike ride to many vineyards and Long Island Sound beaches, Shelter Island Ferry and a quick 3 mile drive or bike ride to the Maritime Village of Greenport with seaport, many restaurants, and shops. Official Southold rental permit in hand.This lovely 2 bedroom cottage is furnished with antiques and new comfortable Pottery Barn beds. Air-conditioners, ceiling fans and centra

Located in Shelter Island, New York, United States. Spacious Modern on wooded lot - 5 min from beach! Newly renovated, spacious, 4 bedroom, 3.5 bath house on 1.25 acres in the Hay Beach neighborhood of Shelter Island overlooking the private golf course. You’ll want for nothing in this stylish modern on Shelter Island. Now taking inquiries for Summer of 2024. Monthly or seasonal rentals, only.

Located in Cutchogue, New York, United States. Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway Relax with family & friends at this peaceful waterfront cottage nestled on Haywater Creek with access from private dock. Fish, Kayak and Swim out back in Haywater Creek. Our cottage is a short drive or kayak to the North Fork’s best beaches. Visit the many Farm Stands, Wineries, Grocery Stores and Restaurants, all within minutes of Beebe Drive. The Cottage is newly furnished throughout, including sofas, beds, linens & house wears. New outdoor shower, grill and washer/dryer.The Lower-Level entertainment area has a view of the beautiful creek and separate access to an additional patio and the backyard. Kayaks, Fishing Rods, Fire Pit, Beach Chairs and Bikes - all provided!

Located in Orient Point, New York, United States. Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now Kitchen | Great Room w/ 50" Flat Screen TV| Outdoor Deck Space | BBQ | Patio Table | 5 Private Guest Rooms | Private Beach w/ Beach Chairs | Wi-Fi | On-Site Parking | 8 Guests Max | No Pets | No Smoking | Garage and Unfinished Basement Not Included | No Limos or Buses | No Events or Parties | Town Noise Code Ordinance Strictly EnforcedMake lasting memories in this upscale private home while enjoying our new refreshing large saltwater pool designed for family vacations, your private honeymoon or staying with close friends to enjoy all the North Fork has to offer.Salty Air, Sea Breezes, Sunsets and Starry Skies await you. The Orient Point Vacation House sits on an open acre with lush scenic views where farmland meets the sound and the romance of wine country is all around. This coastal retreat is nestled on a quaint road in the coveted hamlet of Orient Point, on the Long Island Sound of New York. Guest House Fea

Located in East Marion, New York, United States. French Country House with Pool- Beach nearby Rental Permit # 1054 Take a unique trip to the French Country House By the Bay and you will have a taste of the south of France! Fresh new clean both the property and the air around you. Bay and sound breezes highlight this beautiful house and property.Take it easy at this unique and tranquil getaway.This property is available for long term stays..holiday rates applyWe comply with town rental codes 14 night minimumPlease email your questions and advise what you are looking for ...we would love to help you. Thank you

Located in Shelter Island, New York, United States. Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to... Please note that a reservation for this property needs to be approved before it is confirmed.Great Circle SerenityTennis Court, Open and Spacious Living and Dining Areas, Close Proximity to Beach5BR/4BA w/ Living Room & Fireplace, Dining room, chef's kitchen, heated in-ground gunite pool and tennis court.Did someone say private pool and tennis court? We did! This home is the perfect getaway for those looking to continue their active lifestyle all throughout their vacation. Circle drive features a private tennis court with a basketball hoop and a fenced-in private pool. Spend the afternoon grilling on the massive deck where guests can enjoy the summer sun. If that isn't enough, take a stroll down to the beach and enjoy the salty Peconic River.This property has a max occupancy of 10BedroomsBedroom 1: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, ClosetBedroom 2: One King Bed, First Floor/Main

Located in Southold, New York, United States. 3 Br North Fork Getaway In Private Beach Community Newly decorated beach house near vineyards on the north fork. Just steps from a private beach on tranquil goose creek.Please note: Southold town has instituted a new law requiring a minimum rental of 14 nights. If you have any questions, please don't hesitate to call me. Three bedrooms, 2 baths and all the amenities you need to enjoy your summer vacation. Sleeps 7 comfortably.All the linens, beds and most of the furniture is brand new!The location:• Southold, in the heart of long island wine country• walk to private beach • 5-minute bike ride to one of the most gorgeous beaches on the north fork, south harbor park• antiquing, fishing, kayaking, bike riding, or just lolling on the beach• nestled in farm country with farm stands everywhere• short drive to tanger outlets and splish splash water parkDetails:• bedroom 1 – queen size bed with en-suite bathroom • bedroom 2 – queen size bed• bedroom 3 – 2 twin beds (sleeps 2)• bathroom 1 – ful