27,207 properties available

Located in Southold, New York, United States. A Natural Getaway Welcome to a family-fun, pet-friendly house (Rental permit 0343) built in 2019 on a woodsy acre-plus. The home is a stroll to a beautiful Long Island Sound beach and centrally-located, with 3-bedrooms, 2.5 baths, an office and a TV den. Enjoy the outdoor shower, pebbled patio and yard. The property is a 7-minute stroll to pristine McCabes Beach, and 2 miles to Southold village where the Hampton Jitney stops to-and-from Manhattan. A 10-minute drive leads to trendy Greenport where 2 short ferry-rides head to The Hamptons.

Located in East Marion, New York, United States. Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI Lagoon Lodge is a charming waterfront home with 3 bedrooms, and 2 bathrooms, and has central air and high-speed internet! In the heart of the North Fork of Long Island, in the hamlet of East Marion, New York. The home comfortably sleeps up to 4 people. The property sits right on the water and steps to the beach. Upstairs is the bedroom with a queen bed. The main area upstairs has 2 twin beds that can sleep 2 guests. Downstairs is a queen bedroom with a king-size trundle. There are 2 full bathrooms plus an enclosed outside shower. The hallway linen closet has towels for the bath and beach, sheets, and other comforters. Enjoy sumptuous meals in the eat-in kitchen. The sliding glass doors off the kitchen lead to the open deck providing ample outdoor dining tables. If you are up to doing some grilling, the spacious yard with a gas grill is the perfect spot for you. There is a Lavender farm, and various other farm st

Located in Cutchogue, New York, United States. Charming Recently Updated Waterfront Home This is a newly renovated waterfront home in Cutchogue with breathtaking views of West Creek/Haywater Cove out to the Great Peconic Bay and a lovely landscaped yard. This house has everything that you will need for a great beach vacation. The first floor has two bedrooms: one with a queen sized bed and the other with two twin beds, a full bathroom, living room , four season porch which opens up to a waterfront deck, fireplace and a full kitchen. The kitchen includes all of your dishes, pots, pans, utensils, coffee machines, toaster, blender & microwave. The second floor is a large Master suite with a queen size bed, half bathroom, and private sitting area. This rental includes all of your linens: bed, bath & beach, flat screen television, WiFi high speed Internet, high definition cable, outdoor shower, lawn furniture, gas barbecue grill, fire pit, coolers and kayaks. Convenient to farm stands, wineries, restaurants and all the North Fork has

Located in Shelter Island Heights, New York, United States. Kick back and unwind Nice newly updated home on a quiet street within walking distance to beaches, restaurants and a golf course. Great location near Shelter Island heights town, Crescent beach and Sunset beach for social activity. The location provides both privacy and relaxation at home with just a short walk or ride to popular Shelter Island spots.

Located in Southold, New York, United States. Charming Cottage Charming cozy cottage located in the heart of the Northfork, East End of Long Island. Come explore the beautiful vineyards, farms & beaches, all within minutes from the home. Cottage is steps from the Town of Southold which offers excellent restaurants, cafes & adorable boutiques. Property sits on an acre & a half overlooking a sliver of the Peconic Bay. Located off a dirt road for the ultimate in privacy. Backyard is completely fenced in for the safety of your pup. All pups welcome! This home is impeccably maintained with high end furnishings, fully stocked chefs kitchen & luxurious linens. Bedrooms have blackout shutters for sleeping in late. Backyard has a Weber grill, hammock & outdoor furniture. And the evening star gazing is incredible. The enclosed front porch overlooks a sliver of the Bay, offering super comfy furniture for those lazy days, sipping coffee, reading your book. Cottage has a funky, cozy vibe, super relaxing. Start making your memories at this gem

Located in Southold, New York, United States. Sea Breeze Paradise: Beachfront & Panoramic Views Sea Breeze Paradise is a newly renovated home. A paradise for those of you who want to enjoy the sun and fresh air with ease. When you rent this house, you will feel like you're away from it all, very private! It sits in a lovely, quiet neighborhood setback with amazing water views throughout the entire backyard. The patio on the waterside and water views are to die for. Enjoy the water views from many different angles. You are able to do so much when you stay in this 3-bedroom home that sleeps 6. Across the lawn, there is a separate guest house (no bathroom in the guest house). It has sofa beds and a game room office. If doing nothing is what you prefer, you can lay in the sun in your own private yard in the summer months or sit and relax, with a glass of wine that you just brought back from one of the great vineyards. There are 2 vineyards a few walks away from the home. The one-woman winery is within walking distance as well as the

Located in Greenport, New York, United States. Beautiful Renovated Beachfront Home High on a bluff overlooking the Sound, this amazing Sound front home has been completely renovated with a chef's gourmet kitchen (fully equipped), bright open living room, panoramic water views from every room. 3 Bedrooms, 2 bathrooms and a huge deck made for entertaining. Central heating and air conditioning. Private steps down the bluff lead to private beach. Small breakfast nook built into the bluff with stunning views.Brand new BBQ next to deck. Pool table for all to enjoy in finished basement. House sits on a steep bluff and may be a concern for young children.Walking distance to Greenport village, over 50 wineries, unlimited opportunities for hiking, boating, biking, fishing, golfing and much more.

Located in Shelter Island, New York, United States. Cozy family cottage on Shelter Island Relax on Shelter Island. Enjoy a central location close to town and amenities within a short bike ride of Wades Beach, golf, tennis, and local oysters. Under 2 miles to Sunset Beach, The Chequit, and Leon restaurants, Marie Eiffel market, Sylvester Manor farm, Saturday morning famers market, and 2,300+ acres of hiking at Mashomack Preserve. Backyard access through a private trail to the town's baseball fields, basketball courts, and swings for the kids. Deck with barbecue overlooking fully enclosed backyard. Updated, open floor plan house with fireplace, record player, and plenty of tranquility. Free Wifi. Air-conditioning, wood fireplace, oven, dishwasher, Keurig coffee machine, flatscreen TV, toaster oven and kitchen supplies. Beach towels, chairs and toys. Washer and Dryer downstairs.

Located in East Hampton, New York, United States. New dates available! Sunny, heated pool, walk to bay beach PLEASE NOTE: The pool will be re-opened late May for 2024 and close in mid-October.. Rental Registry #: 20-1,139. All new bathrooms (2022). Reclaimed 120 year old oak floors throughout (from barn in Kentucky), Mid Century furnishings, large decks- front and back. New Pennsylvania Fieldstone fireplace. Get the best of both worlds-- a house in the woods, but near the water! Find your peaceful getaway in this quiet, sun-filled, immaculate, contemporary home bordering 40 acres of protected woods, located within walking distance of beautiful, never crowded Sammy's Beach (1 mile) and a short drive to the ocean. Has a heated 40'X20' pool, surrounded by large deck and lawn. The living room has glorious light from a 16 foot ceiling and huge windows; fully stocked, big kitchen and propane grill on deck. Features a large master bedroom on the ground floor with a king bed and an en suite bathroom; upstairs has 1 large bedroom (with queen b

Located in Sag Harbor, New York, United States. Classic Beach Cape Minutes from Local Beaches and Sag Harbor Village This house is filled with sunlight and surrounded by green on a quiet corner.It is a quick bike ride or short walk to nearby Sunset Beach, or a 2 minute drive to popular Long Beach on the Peconic Bay. Ocean Beaches are only 15 minutes away by car.The first floor has an eat-in kitchen and sunny living room with fireplace and piano as well as a full bath and two rooms thatmay be used as bedrooms or office or play space.Beautiful cedar deck just off kitchen, with a retractable awning and 4-person Nordic spa. Great for outdoor dining with a 6-person teak dining table/chairs and gas grill.The second floor has 2 bedrooms and a full bath with tub/shower.Air Conditioning throughout, window units upstairs, Central AC downstairs. Ceiling fans in kitchen and both first floor bedrooms.There is very little traffic on this street and a fenced in backyard makes it perfect for a young family.

Located in Cutchogue, New York, United States. Newly renovated North Fork beach house! 5 mins from the beach w/ new game room Welcome to our completely renovated North Fork Vacation Rental! We are excited to offer our guests a unique and unforgettable vacation experience in the heart of Long Island’s wine country. Our beautifully appointed Cutchogue vacation rental is perfect for couples, small families and groups of friends who want to enjoy all that the North Fork has to offer. Our home is equipped with all new furniture, a brand new bathroom, an electric fireplace and amenities such as a new Weber grill, a brand new wine fridge to store all those purchased bottles or a Nespresso cappuccino maker just to name a few. With a large backyard there is plenty of space to take advantage of all the fun outdoor games the home is equipped with. Step out onto the newly renovated deck for an early morning cup of coffee and enjoy the cool breeze and quiet surroundings, or enjoy a glass of wine in the evening by the new outdoor firepit. The

Located in East Marion, New York, United States. Newly renovated ranch with large pool in a quiet neighborhood, off main road Private home in quiet neighborhood Make yourself at home in this 3 bedroom, 2 full bathroom modern ranch featuring:New eat in gourmet kitchen (seats 6) , w/ keurig, espresso machine, tea bar & reverseosmosis water filter. Comfortable living room w/ 15 ft ceilings & 12-person sectional.Open dining room that seats 8Primary suite, queen size bed w/ dedicated workspace & TV.Guest Room 1: Queen size bed with access to back yard. Guest Room 2: Full size murphy bed. Full hight queen size blow up that can fit in livingroom or master bedroom.TV's in all bedrooms. Huge NEW luxury heated mineral spring pool!Large fenced in backyard Ideal for entertaining and barbecuing, with lounge chairs, shaded outdoor dining table, fire pit & adirondack chairs.Weber gas grill Off street parkingCentral AC/ heat + fans Maximum speed WIFICombination front door lockEssentials included: iron, toiletries, bedding, towels for bath and po

Located in Shelter Island, New York, United States. Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock Beautiful Waterfront Home on West Neck Creek on Shelter Island. New deck overlooking West Neck Creek -Great for relaxing or entertaining. Bright & Airy vacation home on private road. Newly decorated with central air conditioning, pool/game room. Large picture windows throughout overlooking water – great vacation home for large family. Deep water dock, six and half feet at low tide on shallow end, for up to 60 boat. Swim, Fish, Sail, Boating. Commercial ice machine, 450 pounds of ice a day for beach, boating or your party!Restaurants & Shopping, Marina, Golf, Beaches. Luxury home on water. Beautiful sunsets.

Located in Southold, New York, United States. Greenport Walk to beach & vineyard from this brand new home Take it easy at this brand new unique retreat. Walking to distance to the beach and winery. Less than a 2 minute drive to the famed Halyard Restaurant. 5 minutes from countless additional wineries and more restaurants and shops. Relax on the oversized back patio or in front of the firepit. Enjoy all the North Fork has to offer including world famous wines and food. Don't forget to save room for the pies! PICTURES OF FULL SIZED BUNK BEDS COMING SHORTLY! Please message me with any questions

Located in East Hampton, New York, United States. 3 BR East Hampton NW Cottage, Steps to Sammy's Beach Steps from one of East Hampton’s most magnificent bay beaches, Cedar Cottage is designed for comfort with year round climate control, a sunlit living area with a wet bar, and a fully equipped open kitchen with a fireplace. Guests can spread out in three bedrooms including a secluded master with ensuite bathroom and clawfoot tub. Plan on arriving to bright and clean accommodations, with fresh linens and towels. The open kitchen/dining area has an extendable dining table for those perfect gatherings, which may spill out to the two porches.Located on a private road between two pristine parks, you can swim, bike, kayak, paddle, fish or laze to your heart’s content, then pick up some of the freshest seafood on the planet, a bottle of the East End’s world-class wines, and grill on the moonlit deck. Or, enjoy shopping, dining and nightlife in the fabled villages of East Hampton, Sag Harbor and Amagansett, each less than 15 minutes away. O

Located in East Hampton, New York, United States. Fabulous home for large groups near the beach Gorgeous and stately Mansion on exclusive cul de sac, bordering 200+ acres reserve 8 min walk to Sammy's BeachIdeal choice for entertainingA Piano room greets at the entrance of this art-centric homeOpen living room open kitchen family roomIdeal for gatherings1st floor en suite primary + 1 guest room2nd floor 2 guest rooms + 1 second en suite primary. Lower level : 1 guest room + gym sauna recreational roomThe grounds offers expansive views meticulous garden and heated pool and forest.

Located in Shelter Island Heights, New York, United States. Relaxing Shelter Island Getaway - great for families and couples! Come stay in the heart of Shelter Island, central to all beaches, shopping, and restaurants. Spacious 3 bedroom ranch sleeps up to 6, with blissfully comfy "W Hotel" beds. Bedroom lamps have built-in USB ports for charging your phone. Living room with large flat-screen TV, Wi-Fi, and sofa. Spa-like bathroom includes relaxing soaking tub & walk-in shower. Endless on-demand hot water. Central air. Washer & dryer on premises. Dining room seats 6. Kitchen with all appliances. Spacious front yard with porch, perfect for sitting and relaxing with your morning coffee. Quiet, peaceful, surrounded by wooded areas. Large backyard, great for kids to play or outdoor dining. Complimentary beach chairs, towels, and 2 adult-sized bikes available for use. Ample driveway parking shared with adjacent cottage. Walk to supermarket, organic farm stand, and Sylvester Manor. One mile to Sunset Beach or town center and a quick trip to Bridge

Located in Orient, Washington, United States. Sunny home near private community beach with private pool, pool spa, backyard Villa EmilioOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this fantastic home that will have you staying year after year with your loved ones! This splendid home enjoys an unbeatable location steps away from the private community beach, offering plenty of peace and tranquility. There is a ferry to Shelter Island, a ferry to Connecticut, and many restaurants and shopping in Greenport nearby. Other must-visit attractions include Orient Point County Park, Orient Beach State Park, and East End Seaport Museum and Marine Foundation.This special home is all about outdoor entertainment with an extensive and lush backyard offering a sparkling outdoor pool with an attached spill-over pool spa! Spend your days cooling down in the refreshing waters of the pool, treating yourself to a soothing dip in the pool spa, or worki

Located in Southold, New York, United States. Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches Enjoy the beauty of Long Island's North Fork right here at our vacation house in Southold. Enjoy fabulous water views, boating, beautiful beaches, hiking, bicycling, discover wine country and so much more! Summer stays go from Sunday to Sunday or you can visit on weekends all other times of the year.Our waterfront vacation home has a beautifully situated outdoor hot tub (on year-round), a large deck overlooking the water, a large flat yard, a waterside fire pit/patio with firewood provided, an outdoor shower, a park style charcoal grill, a gas grill and a quiet front porch for relaxing. Inside there are 3 full baths (a Jacuzzi in one of them), 4 large bedrooms, a fully stocked and beautiful kitchen and an open floor plan, WiFi, central air conditioning and a gas fireplace. The upstairs master bedroom has an outdoor veranda which overlooks the water. There’s plenty of room! You can hang out on the deck and have a fam

Located in Southold, New York, United States. Enjoy the North Fork of Long Island at Our Lovely Home Hi everyone: I think the photos do a better job of showing the property than I could do by describing it. But we do have a large pool (no life guard, of course), outdoor deck and grill. If it’s rainy, we have two large screen, smart TV’s. We are located on the North Fork of Long Island. As you likely know, there are many wineries, small towns and beaches nearby. Sincere thanks to all of you who have booked with us and filled up June through September. We do have most of October still available: it’s a great time to be out here, and our rates are very competitive. Thank you for reading.

Located in Greenport, New York, United States. Walk to Beach and Greenport Village, Two King Beds A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transportation hub. A perfect getaway for families, couples or friends who want to explore the North Fork, including wineries, breweries and boating. You’ll be glad you stayed at Doc Out East! Newly finished full bathroom and kitchen, and two king size beds. Large fenced back yard, private furnished deck with gas fire pit, grill and yard games. Walking distance to town beach, village of Greenport and the transportation hub. Ring Doorbell Cameras on Exterior Doors. In order to abide by local policies, we will block 14 days on our calendar for each stay.

Located in Cutchogue, New York, United States. Historic North Fork Farmhouse Near Wineries! Escape to the heart of Long Island’s Wine Country when you stay at this charming Cutchogue farmhouse. Featuring 3 bedrooms, 1.5 baths, and a quiet setting on 3 acres, this historic vacation rental serves as the perfect relaxing getaway. When you’re not sipping your way through the island’s vineyards, embark on a stroll along the shores of New Suffolk Beach or spend a day exploring East Hampton, just 40 miles away. Enjoy grilled meals on the patio for some family fun!-- THE PROPERTY --Yard Games | Free WiFi | In-Unit Washer & Dryer | 3 AcresSet back on a peaceful, private lot near Long Island’s best beaches and wineries, this Cutchogue farmhouse is the perfect getaway for families and friend groups seeking R&R. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Sleeper SofaOUTDOOR SPACE: Patio w/ dining area, gas grill, basketball hoop, private yard, shed w/ storage for bikes, yard gamesINDOOR LIVING: 3 Smart TVs w/ cable, dining

Located in Southold, New York, United States. Water View Beach House just steps to Private Sandy Beach! Just steps from a private sandy beach with a beautiful view across the Peconic Bay to Sag Harbor and perfect sunsets. House is equipped with beach chairs, umbrellas, beach games, kayaks, paddleboard, and rafts. Everything you need for a perfect day at the beach!After the beach, take a soak and relax in a six-person hot tub and enjoy a hot shower outside under the stars, while the kids have fun in the basement game room with a 75'' screen TV, Xbox, Foosball, Ping Pong, Darts, and Golden Tee-Bowling Arcade Machine.Have a BBQ on our home's huge back deck with a 9’ fire pit table and outdoor seating while viewing the scenic pond with daily visits from a family of swans.This fully renovated 4-bedroom ranch offers everything you need to enjoy the perfect vacation. We are centrally located to all the best Vineyards, Breweries, Downtown Greenport and all the best restaurants North Folk has to offer! Permit # 630

Located in Southold, New York, United States. Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay Beautiful and quiet corner home in a lovely neighborhood in Southold. 100 year old farmhouse but with modern conveniences. Walk to town and walk to Peconic Bay. House features a charming outdoor shower, patio, deck and screened-in porch. Two bedrooms and full bath are located downstairs with two bedrooms and half bath upstairs. Central air conditioning and washer/dryer. Decorated lovingly -- one might call it charming chic. The kitchen is new with hardwood floors and French country table for dining inside vs. on the deck outside. Mature landscaping with arborvitaes providing lots of privacy on the property. The Founder's Landing Beach is a half mile away is great for children as it has a lifeguard as well as swing set, slide and merry-go-round plus a grassy area with picnic benches. "Heaven on earth."