94,639 properties available

Located in Southold, New York, United States. Sprawling waterfront home with bikes, kayaks, pool table, and grill - dogs ok The North Fork Beach HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Right across the street from Little Peconic Bay, this five-bedroom home provides the perfect place for your family on your next vacation! With direct water views and access, fun in the sun is inevitable. When you aren't swimming, boating, or fishing, head to one of the nearby wineries for an afternoon tasting, apple pick at one of the local orchards, or ride horseback with the serene Southold landscape as your backdrop. After a day full of adventure, head back to your retreat where you will instantly take notice of the spacious front porch, the ideal spot for your morning ritual cup of coffee or late-night chats. The sunny living room provides a peaceful place to sit, visit with your loved ones, and tune into your favorite TV shows and movies. The fu

Located in Sag Harbor, New York, United States. Bohemian chíc 2 bedroom home w/ indoor pool & sauna in Sag Harbor. This is a very special property with a beautiful and private indoor pool, sauna, and hot tub. It’s perfect for honeymoons, anniversaries, and romantic getaways, but can also accommodate small groups and families. There is access to massage, yoga, sound and water therapy upon request. As a guest, you can choose to have privacy, or schedule a day of healthy and healing activities including: - - group surf or paddle board excursions - water or traditional massage therapy, harmonyum healing, Reiki - Pulsed electromagnetic field therapy Let’s talk about how you would like to feel during and after your visit, and we will help you get there. Bruce

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 Sag Harbor, New York, United States. Luxury in Sag Harbor - walk to beach Spend a beautiful vacation in a designer renovated luxury home with all new furniture and top of the line appliances plus a heated pool! The house is in a fantastic location with a walk to the beach and a 5 minute drive to Sag Harbor town. The pool / lawn area has been beautiful renovated with top of the line outdoor furniture. Everything is included in this hotel-like stay: le creuset cookware and everything you need from Williams Sonoma plus Restoration Hardware towels and sheets. This is fully furnished 4 bedroom/3.5 bath house. The main/master bedroom has a king-sized bed, while the remaining rooms are furnished with a full and twin sized bed (s), comfortable for sleeping 7 people. The adjacent living room is furnished with a modern comfortable sofa and television. The kitchen is perfect for dining as it is equipped with necessary appliances . No bachelor / bachelorette parties or parties of any kind allowed.

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 Sag Harbor, New York, United States. SUNNY CONTEMPORARY W POOL AND SPACE FOR ALL OLDER CONTEMPORARY HOME WITH LARGE OPEN SPACES. This house is good for an easy living Hamptons experience. Comfy not fussy, this house is an entertainer's delight. With a center island kitchen and sliding doors to the bbq, deck and pool feel free to eat in or dine al fresca !The 40 foot pool is in sun all day, with ample lounge chairs and patio sets for all. Several shaded areas are stationed for you as well. The clay tennis court is just off the deck and we have some loaner rackets for you.Property Manager may be on property in separate area. Text if you need help with anything.

Located in Sag Harbor, New York, United States. Enjoy This Beautiful Guest House - Sag Harbor - Perfect for Two! Please ask if you have a dog. We may be able to accommodate you. New photos just added. New furniture, new flooring, new bathroom!This beautiful, new space is nicely appointed with modern fixtures and finishes. Conveniently located in the center of The Hamptons, our Sag Harbor Guest House is nicely furnished. You have your own parking area, a separate entrance gate and patio.High ceilings, clean and bright. The kitchenette has a microwave, Keurig, mini fridge, sink, dish ware and utensils. There is a large outdoor area with a grill for your use as well.The bathroom has a large shower, new towels, hairdryer.Walk to the bay beach for stunning sunsets. New furniture, linens, towels, etc. There is no stove or oven' it is against code, along with hot plates and toaster ovens.Contact us for weekly, monthly or seasonal pricing.Thank you!

Located in Southampton, Massachusetts, United States. Southampton Stunner: Modern & Bright, Pool, Beach & More! Beautiful light and airy modern home, nestled in amongst the trees on a beautiful property. High ceilings and windowed walls abound in this 3 bedroom and 2 1/2 bath home. Main floor features and expansive living space, open dining room and updated kitchen. Designer chic, but comfortable for all. Huge private yard with in-ground swimming pool, lounge chairs, large deck w/grill, balcony and separate 2 car garage. Walk to bay beach or take a hike on nature trails accessed right from our road. Truly an Ideal location mid way between Sag Harbor (4 miles away) & Southampton (5 miles), and a very short drive to nature preserves, farms, more beaches, shopping and shelter island ferry.See our rental agreement for more information and feel free to reach out with questions. I'm sorry but we can't accommodate pets or service animals due to a family member with severe allergies.

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 Southampton, Massachusetts, United States. Modern Southampton / Watermill Home Centrally located between Southampton and Sag Harbor villages and close to bay beaches, this recently completed modern and lofty home boasts high ceilings, high end finishes, a heated pool and expansive yard! The property sits on a quiet acre backing up to a preserve. Centrally located, this is a great place to spend summer in the Hamptons.*A new 5th bonus room has been added as an office that has a pull down sleeper bed (2021)*A beautiful new outdoor fire pit has been added (2021)

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