27,207 properties available

Located in East Hampton, New York, United States. Butterfly House Kick back and relax in this calm, stylish space.Where you'll sleepLiving areaLiving area1 king bed, 2 queen bedsWhat this place offersBeach access – BeachfrontKitchenWifiDedicated workspaceFree parking on premisesPoolPets allowedTVWashing machineAir conditioning

Located in Cutchogue, New York, United States. North Fork, New Construction with heated pool, walking distance to beach **Summer 2024 Monthly Special - Contact Owner for Details**Brand new, completely remodeled home on the North Fork that sits on over an acre of property. Everything is brand new in the home - beautiful, top of the line appliances, Spanish tile throughout home.This beautifully modern home features a large outdoor deck with an outdoor living area and a dining room area that overlook the gorgeous grounds and large outdoor pool. Outdoor pavilion includes an outdoor kitchen, outdoor fireplace with large outdoor TV and additional sectional living room seating. Private and peaceful.Inside you will find a completely modern and open kitchen and dining area, a family room with fireplace and two bedrooms on the main floor. On the lower level, two more large bedrooms and another family / game room.Bathrooms are all modern and brand new with state of the art shower systems. Bathroom and bedroom linens all provided.Washer / Drye

Located in East Marion, New York, United States. Waterfront NoFo Cottage with public beach access Modern and chic waterfront cottage overlooking Marion Lake. 2 bedroom, 1 bath home with an open plan living room/kitchen plus a breakfast nook and outdoor deck overlooking the lake. Observe Osprey, Snowy Egrets, Swans, waterfowl, turtles and other wildlife on the lake, walk 400 feet to the bay beach, drive 7 minutes to downtown Greenport or 10 minutes to Orient Point.Enjoy all the North fork has to offer including fishing, sailing, farm stands, vineyards, and fine dining. Rental Permit #1060

Located in Shelter Island, New York, United States. Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 This lovely 2 bedroom, 1 bath (plus an outside shower) renovated cottage located on a large lot in the center of Shelter Island is the perfect home base for your vacation. With all the amenities of home plus beach chairs, umbrella, rafts, towels, you'll be ready for a day at the beach and relaxation at home. Each bedroom is complete with a comfortable queen size bed, ceiling fan, antique dressers, and large closets. There is a double futon in the living area. 15 X 26 cedar deck overlooking the large back yard. Close proximity to restaurants, beaches, preserve for hiking, and kayak & bike rentals.Keywords: vacation cottage, vacation home

Located in East Marion, New York, United States. Idyllic North Fork hideaway! Quiet 3 Bedroom cape in East Marion Relax, rejuvenate and recharge in this updated North Fork gem with new kitchen, outdoor deck, screened in porch and large fenced in yard. Three bedrooms located privately on the 2nd floor. Located on a quiet road but still close to beaches, farm stands and local vineyards! Only a five minute drive to Greenport Village and Orient and just a half mile from the popular Lavender By The Bay. We are an extremely kid friendly home with lots of indoor and outdoor games! Board games, puzzles, paddleboard, blow up pool, badminton, corn hole and bicycles. All of your bench needs are also available for your use…chairs, umbrellas, boogie boards, towels & toys!

Located in Shelter Island, New York, United States. Explore the Hampton in this Shelter Island Getaway. Weekly Bookings Walk to Beach from this Bright and Comfortable 3 Bedroom / 2 Bath, Expanded Cottage. Weekly rentals available, please inquire. The open floor plan of the Kitchen, Dining Room and Living Room is enjoyed by all from morning until night. It has been said "The Family room is one of the best napping destinations on the Island" , surround by windows the room let the outside in, enjoy the wonderful relaxation of a summer breezes or fall afternoon by the fire. The deck, patio, heated pool and private yard are truly an extension of this home and a wonderful place to enjoy any part of the day. New Bathrooms and Comfortable Bedrooms complete this is a gem! We love: Shelter Island's restaurants are top notch and easy to experience. Having a relaxing lunch at The Pridwin's outside bar overlooking the water; Biking to Crescent beach for a quick bite from the Islander's food truck; A Sun and Sip on the lawn at the Rams Heads

Located in Shelter Island, New York, United States. Lower Price Spacious Waterfront Property on Shelter Island Amazing Waterfront Views.Awaken to bird songs and swans gliding across the water. Sip coffee on the deck while planning the days adventures. Paddle board or kayak across the creek and have a swim at Wade’s beach. Come back and shower in the glorious outdoor shower and grill dinner and dine on the deck. Just as you think the landscape and the light can’t possibly get any more beautiful the sun begins to set and the light becomes even more beautiful. You will remember this special place and you will be thankful for the memories.

Located in Southold, New York, United States. Hamptons Style/North Fork Chill and Grill. 1 mile to beaches. Onsite manager. Quiet neighborhood 1 mile from Sound and Bay. Private huge pool and deck. Grill on upper deck off of kitchen. 3 Queen beds. Large great room flows into kitchen with big island sitting. Small winery just yards down the quiet street. Beautiful walking neighborhood along the Sound. Everything you love about the North Fork is here. Ready for cooking in - all basic kitchen amenities and beach towels are included. Attached apartment is occupied by property managers. They will not bother you and you'll have exclusive use of the main house and pool. Your privacy is respected. POOL FOR PAYING GUESTS ONLY. NO PARTIES

Located in Orient, Washington, United States. North Fork Entertainer's Delight! Luxurious resort-style North Fork home, 4-bedrooms (possible main level 5th), 2.5 bath, sleeps 13, professionally landscaped 1-acre enclosed private property, front porch, huge heated pool, outdoor shower, expansive rear patio seating, sports court, tree swing, fire pit, bbq, office, LR, DR, Den, gas fireplace, piano, Chef's EIK, Central Air, Surround Sound throughout interior/exterior, freshly painted, designer decorated open spaces for large gatherings, rec room w/ ping pong, air hockey, games, minutes to private resident beach, restaurants, vineyards & more!

Located in Orient, Washington, United States. Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town Freshly renovated Orient Village designer gem with heated pool on a private, one acre vineyard.3.5 bedrooms, 3 bathrooms with massive common area. Guest Room/Den/Office/Playspace with pullout couch. Brand new top-of-the-line chef's kitchen with deck overlooking vineyard. Screened-in porch. 2 minute walk to private beach & historic Orient Village. Heated Pool, Central air, Washer/dryer, high speed internet, TVs with streaming video, gas BBQ. Great layout for a family + grandparents/nanny. Don't miss out on the perfect North Fork escape. Book now!

Located in Southold, New York, United States. New Modern Farmhouse Estate Living in the heart of Southold with a pool!!! Town of Southold Rental Permit Number 0816 A beautiful brand new estate home with a heated pool, situated in the heart of picturesque North Fork. Minutes from wineries and Goose Creek Beach, steps from a small private creek beach. With 6000 sq feet, 8 spacious bedrooms and 7 full bathrooms, this home was built for entertaining and enjoying time with family.The chef's kitchen with top of the line appliances is perfect for cooking up meals for large gatherings. 2 Dishwashers and 2 sets of washer/dryer units make the cleaning part a breeze. A wet bar with a beverage refrigerator is perfectly located by the large fireplace which anchors the large open concept living space.The lower level provides an additional space for family fun - a convertible pool/ping pong table and a kitchenette make it perfect for kids. The backyard boasts a 20 by 40 salt water pool with a retractable cover, plus a beautiful

Located in Cutchogue, New York, United States. Restored Farmhouse in The Heart of Wine and Farm Country Restored 1920's farmhouse with heated salt water pool! Feels extremely remote, while all the conveniences + attractions of the North Fork are just minutes away!Cornfield + sod views lend themselves to the serene setting our guests love. A farm sits on the back of the property + fresh produce is sold at a small farm stand out front.Eat in kitchen with 3 seat island and 8 person dining table. Renovated basement includes a full bathroom, washer/dryer, queen sofa bed, trundle bed, large smart tv perfect for kids to hang out.House is fully equipped for families and adults with all essentials - message us for more info!

Located in Southold, New York, United States. Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8 My home is a hidden gem tucked away in a beautiful and quiet neighborhood in Southold, NY. With beautiful water views and just a few mins walk from the beach, it is a perfect summer vacation rental! The fire place and the North Fork's abundance of vineyards, farms and breweries make this a perfect winter escape as well. Just 2 hours outside of NYC! Message me if you have questions about the nightly minimum or are wondering about a specific set of dates!My favorite kind of renters: We love sharing our home with families, couples and small groups. Our quiet neighborhood is NOT good for events or parties - we love and respect our neighbors! The Details: The home is equipped with 3 bedrooms, 2.5 baths. Master has a king bed, second guest room as a queen bed, and the third has 4 single beds. The love seat downstairs pulls out to add an additional twin bed downstairs. The house sleeps 8 upstairs and can accommodate ano

Located in Shelter Island, New York, United States. Waterfront Estate on Shelter Island - 200 Feet of Waterfront - 100 Foot Dock Year round retreat on your own private waterfront estate with a meticulously renovated 1816 cedar shake house. Water views from almost every room! You will enjoy a private 2 acre parcel with a private dock on Shelter Island's beautiful Coecles Harbor. A covered entry porch opens to a delightful living room with fireplace, newly renovated kitchen, dining area, sunporch and deck. There is also a main floor master bedroom suite with spacious marble bath. The second floor features a 2nd master bedroom with ensuite full bath and private waterside balcony deck, plus two additional bedrooms and full bath. Sweeping lawns with sheltering trees lead gracefully to the waterfront dock. This wonderful property is the perfect summer retreat for swimming, fishing and boating enthusiasts. Strong Wi-Fi on both floors. 5G extender. Keywords: Two acres of beautiful waterfront with fully renovated waterfront house, with marble ba

Located in Cutchogue, New York, United States. North Fork Vacation Home - Great location, Walk to Beach - with Hot Tub Great location on coveted Nassau Point in Cutchogue. Walk to beach, great entertaining home with fabulous deck and hot tub. Open concept ranch with great living space for all to enjoy. Beautiful front porch with ample seating and peakaboo water view. The back deck is an entertainers delight with large outdoor sectional and seating, and bbq - overlooking the backyard. Steps away are another outdoor lower patio with hot tub. After enjoying the hot tub, rinse off in the outdoor shower. There are 3 bedrooms, and the master bedroom has a private bath. Dont miss this one!

Located in Shelter Island Heights, New York, United States. Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach Beat the heat in this fabulous summer retreat on laid back Shelter Island. This newly gut renovated charmer is nestled on a spacious and lush ¾ acre wooded lot, and located just 3 blocks from infamous Sunset Beach and Andre Balazs waterside restaurant. House sleeps 6, with 3 roomy, light filled bedrooms, 2 tile/marble baths, brand new high end kitchen, and open LR/DR great room – all with a chill, mid-century-modern vibe. Two sets of 10 ft sliding glass doors create spectacular backyard views and open up to a sun drenched 20x30 foot mahogany deck that’s great for dinner parties, or watching the kids play in the pool / backyard while you sip a cocktail. Luxurious heated gunite pool, spacious outdoor shower and shaded hammock encompass a beautifully landscaped and fenced in yard. House comes with AC, fully outfitted kitchen, Weber gas grill, highspeed broadband wireless, 55 inch smart TV, spacious and private out

Located in Southold, New York, United States. Newly Renovated Gem on the Cedar Beach Peninsula! Come and experience the peaceful tranquility of the North Fork with this newly renovated gem in the heart of Southold. Ideally located a short walk to either Goose Creek Beach or Cedar Beach and right up the road from Croteau Vineyards and the North Fork wine trail. The house is situated on shy acre bordering preserved farmland. Enjoy a backyard BBQ on the stone patio which features a grill, an eight-person dining set, lounge chairs and firepit. If you would like to enjoy the backyard beyond a delicious meal or a cocktail, there is basketball, bocce ball, croquet and cornhole. The front stone patio boasts a bistro set surrounded by beautiful flowers and landscaping which makes a perfect setting to enjoy your morning coffee. The first-floor of our home offers an open kitchen/dining room which can sit up to 9 people for a family meal. The kitchen is fully equipped with a refrigerator (water & ice), stove/oven, microwave, dishwasher, Keuri

Located in Cutchogue, New York, United States. North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets FOR VIRTUAL TOUR CLICK LINK BELOW:https://my.matterport.com/show/?m=L7Fd8issKaq&brand=0FOR VIDEO TOUR CLICK LINK BELOW:https://youtu.be/IZLkB5IcAD0NEW FOR 2023- Brand New Deck with Custom Lighting, Pool Liner and Azul Trim,- Brand New Balcony; - Brand New Bathroom Lower Level and Upper LevelOur family friendly home is set on a spacious green parcel, abutting a farm and the ocean with a pool, outdoor shower, large deck, stone firepit, pool shed, children's custom built playground, lawn games and more. Central air is installed throughout. The home features 4 bedrooms, 3 full bathrooms, 1 half bathroom and an outdoor shower. On the first level you will find a foyer, living room with fireplace, powder room, dining room, sun room and Master Suite with Marble bathroom. Kitchen was completely renovated with Bosch stainless steel appliances and stone countertop. Master suite was also recently renovated. The home runs on 100%

Located in Shelter Island, New York, United States. Ideal for 2 families, private, pool, close to beaches and marina Sleeps 12 Welcome to Casa di Famiglia! Close to nature and the water, this family compound will rejuvenate your spirit. This property consists of a 3 bedroom 2 bath farmhouse that sleeps 6 including a queen pull out couch in the office. Also on the property is a 3 bedroom 1 bath pool house that sleeps 6 and has a living area with a kitchenette. The pool house is open from June 1st to October 15th. There is a lovely, private heated pool and a beautiful private backyard for relaxing and playing games. Enjoy morning coffee on the side porch and in the evening sit by the outdoor fire on the patio. Included in the rental are bikes to enjoy cycling around this beautiful island and kayaks to launch only 1/4 mile down the road. This property borders town nature walking trails ideal for viewing the diverse wildlife in the area. A water front restaurant, bar and The Island Boatyard Marina are walking distance from the house

Located in Shelter Island, New York, United States. Private heated pool and spacious yard. 5 minute walk to the beach. Enjoy this newly renovated home on Shelter Island. A gorgeous, well-stocked gourmet kitchen with vaulted ceiling great room allows the chef(s) to be a part of the fun. Sliders out to the pool and tons of outdoor seating provide plenty of options for a relaxing experience. The outdoor shower makes for an easy post-beach or pool refresher. Master bedroom with en suite bathroom gives everyone their own space. Indoor dining options feature 4 seats at the counter and a dining table that expands to seat 10. Outdoor dining with table & umbrella along with a Weber grill.Private backyard, large 20x40 heated gunite pool with Hollywood steps and a deep water bench make pool days a dream. Stroll to the beach to watch the sunset in less than 5 minutes. Biking, kayaking, boating, golf and beaching are the joys of Shelter Island, along with it's farmers markets, local shopping and wonderful local seafood, casual and fine dining

Located in Southold, New York, United States. Truly special! Huge North Fork Villa Great for multiple families- Walk to beach This stunning luxury home is everything you could possibly want in a vacation rental! -6 Bedrooms-4 Bathrooms-Huge 2 Acre Yard-Over sized heated pool with a built in bar-Patio with BBQ & Bar Area-Basketball Court-Putting Green-Lovely Garden-Gameroom with Ping Pong & Foosball-Three separate Family/ TV rooms with entertainment-Custom sound system to listen to music throughout the property-Gourmet chef's kitchen with Wolf Stove-Central Air Conditioning-Short walk to Kenney's Beach-Short Drive to the quaint Village & famous North Fork Vineyards

Located in Southold, New York, United States. Cottage by Cedar Beach Cute as a button cottage with 2 bedrooms and 1.5 bath. Oversized outside patio with large teak dining table and huge conversation seating. Private road. 1000 feet to cedar beach. Outdoor shower, kayaks and paddleboard available. Perfect for entertaining. Fire pit. Central air condition. Kitchen with dishwasher. Spacious living room. Water views from all rooms. Each bedroom has a tv with YouTube tv and other streaming services. Come enjoy your summer in this quiet beach cottage!

Located in Sag Harbor, New York, United States. Perfect Summer Retreat in Sag Harbor - Walk to Beach A great place for a short or long-term vacation, this beautiful, 2-bedroom, 2-bath ranch home is located in a quiet neighborhood just blocks from the beach and a short 5-minute drive or 2-mile bike ride to Sag Harbor Village.The home features an open floor plan, hardwood flooring, fireplace, air conditioning, flat screen TVs, and a fully equipped kitchen with stainless steel appliances. Stroll through French doors to enjoy barbecues on the patio (gas grill provided) and relax in the large private yard. Newly renovated basement provides additional entertainment including a dart board and playing pool or air hockey. We also provide complimentary use of an EV charger outlet for renters with electric vehicles (must bring own plug-in charger). With a sofa bed in the living room and a futon in the den, this home can sleep up to 8 guests. A perfect summer retreat in an ideal location. Requests for weekend-only rentals during the summer are

Located in Southold, New York, United States. Beautiful North Fork 3-Bedroom Home Steps Away from a Private Sandy Bay Beautiful vacation home in the Bay Haven community of Southold. The house is on a fully landscaped property of over a third of an acre, steps away from the community's private sandy bay beach, which may be used by renters. The three-bedroom house, which has central air conditioning, is ideal for a small family or one or two couples, and can sleep up to 6 people. It has a master bedroom with a queen bed, and two additional bedrooms with double beds in each, two full bathrooms, with one en suite in master bedroom, a downstairs bathroom/powder room, family room with skylight, kitchen, living room, full dining room, laundry room with washer/dryer, a covered front porch with seating, and a large rear deck with dining table, umbrella, and barbecue.Three bicycles are available and all beach chairs and umbrellas. The house is minutes away from convenient shopping, beautiful beaches, great restaurants and gorgeous vine