358,603 properties available

Located in Greenport, New York, United States. American Beech in Greenport - Deluxe King 4 The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern and tasteful American Beech Boutique Hotel, Restaurant & Bar. During your stay, you can explore the vibrant village, natural scenery, and return to a memorable and comfortable room at the end of your day. The boutique hotel features eleven suites, including two, double-bedroom apartments. Our guests pay a resort fee of $30 per night, including additional taxes at check in. All of our rooms come with a fully stocked mini-bar and mini-fridge, Smart TV, glass shower door, iron, ironing board, hairdryer and Maison Margiela amenities. Each room has robes, Frette beach towels to make your stay as comfortable as possible. We also provide a Nespresso machine with complimentary coffee to enjoy. Our bicycles and WiFi are also included in this great complimentary package! If there is anything else you need, please let us know!  Please

Located in Greenport, New York, United States. 5 minute walk to beaches and beautiful downtown Greenport Lovely Victorian home with private entrance, porch, and brick patio. Floor to ceiling windows in light filled large bedroom with en suite bathroom. Cozy den has a beautiful bay window and a queen size pull out sofa bed for additional guests. Sunny sitting room just off of the kitchen for reading or games. Full kitchen, washer dryer, high speed internet, brand new flat screen TV can be found in the unit. The West Elm king size bed, mattress and sofa bed are all new.No car needed as the train station, fantastic restaurants, bars, shops and Shelter Island ferry are less than half a mile walk from the house.Enjoy all that Greenport and the North Fork have to offer from this amazing location!

Located in Greenport, New York, United States. Northfork Townhouse- walk to all/ newly renovated Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitchen, bathrooms & bedrooms. Enjoy all the North Fork has to offer: wineries, breweries, amazing restaurants, shops and beaches! 3 Bedrooms 1.5 bathrooms. We welcome you to come stay in our beautiful home and take in all the beauty of the North Fork. The home has a large backyard with grill and lots of seating. You can park your car and not have to drive again till you leave!

Located in Greenport, New York, United States. Greenport Village On The Bay Waterfront condo in the heart of wine country. 2 blocks walk to town and train. 2 bedrooms 2 baths, pool, tennis court, beach & mooring. Stroll to fine dining and entertainment. Enjoy all that Greenport has to offer.

Located in Greenport, New York, United States. Newly Renovated - Walk to Town and Beach Brand new gut renovation - 3br, 3 full bath unit in the heart of Greenport Village! Have it all - walk to the train and Jitney, town, beach, Shelter Island ferry and more! This second floor unit features large windows and great natural light, central air, in unit washer and dryer, en suite bathrooms for each bedroom, all brand new. Fenced in, tree covered back yard when you need to escape the sun. Have all that the North Fork has to offer right outside your doorstep!

Located in Greenport, New York, United States. Elegant Victorian in the Heart of Greenport Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park and Marina Waterfront Boardwalk/Beach and the North Ferry to Shelter Island. Enjoy gorgeous marina views and great people watching from the front porch. This 1890's Victorian has all the modern amenities you want while making you feel like you're experiencing a part of Greenport's history.The spaceWell preserved 1890's Victorian that we polished up with some modern amenities while preserving the unique period features. The main floor is designed for socializing. Two living areas; one with a 55'' TV and fireplace, the other with a turntable and chest of classic LP's. Newly updated kitchen and separate dining area are perfect for family meals or just to warm up before hitting the amazing restaurants in the North Fork.One of the four bedrooms is a

Located in Greenport, New York, United States. Jewel of the North Fork -Bachelorette Paradise-Must Rent Full Weeks in Summer This extraordinarily beautiful, one-of-a-kind beach house is located on 4+ acres with a private beach spanning 1,100' on either side of the Greenport Jetty. Nearly 270 degree views of the water. The property enjoys a spectacular view of Shelter Island and the Gardiner's Bay (to the East) and Greenport Harbor (to the South). Breakwater Cottage features a fully equipped chef's kitchen, beautiful outdoor lawn and panoramic water views from every room in the house that are enhanced by the evening sunsets. This is one vacation paradise you'll find very hard to leave.If you are planning a vacation, a weekend vineyard tour, or need a special place to get away from it all, Breakwater is your perfect destination. Have a picnic on a private beach overlooking Gardiner's Bay and Greenport Harbor with your favorite beverage in hand.(Note: we are not hosting large groups/events. Weekly minimums required June 1 - Sept 6.

Located in Greenport, New York, United States. 2-bedroom in Heart of Greenport Historic District Centrally located in the Greenport historic district and just a 5-7 min walk from all the stores, cafes, and restaurants that downtown Greenport has to offer including American Beech, Claudios, Bruce & Son, and Aldo’s coffee. The apartment comes with parking on premise in addition to street parking in front, washer/dryer, air conditioning in each room, and Wi-Fi.

Located in Greenport, New York, United States. Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis Unending water views. Luxury beachfront condo, overlooking Greenport Harbor and Shelter Island. Private beach, pool, tennis/pickleball courts, designated boat slip, and the balcony with those views! Chef's kitchen

Located in Peconic, Colorado, United States. Private Coastal Two Bedroom Cottage on the Water A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT*Seasonal items like the grill and ACs are only available from May 1st to September 30th.

Located in Southold, New York, United States. Lovely Cottage in the Heart of Long Island Wine country Peaceful pondfront cottage with two bedrooms , 1 1/2 baths, pull out couch in Living room can sleep two more , and lovely screened in front porch to enjoy the beautiful pond view-watch ospreys fly over, or enjoy the pond by using kayaks, paddle boats or canoe that comes with the rental. 10 minute walk to beautiful sound beach around the corner-minutes to wineries, Southold village, and Greenport.

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 Sag Harbor, New York, United States. Historic Sag Harbor Village Gem Enjoy a private 3 room suite, tastefully decorated with soft beach colors. This 3 room suite is a King BR, separate sitting room, full bath and a fully enclosed, screened dining porch where you can enjoy drinks after a day at the beach or a stroll down Main Street. Please note: There is no kitchen.There is a microwave and apartment size refrigerator built in to the Sitting Room. VRBO does not have a category for my listing, a three room suite. Apartment is the closest. This 3 room suite with private entrance is on the first floor of my home.There is no kitchen or laundry area.. Please continue reading for more details.This historic home is located just 2 blocks from Main Street, in the heart of the village with restaurants, shopping, theater, dining on the Wharf plus a Hampton Jitney srop. All the Village attractions a re within a 15 minute walk, the Wharf being the furthest.\The newly restored iconic Sag Harbor Cinema is 5 minutes, "The Church" ne

Located in Sag Harbor, New York, United States. Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town Exclusively Listed on HomeAway/VRBO. This 3600 sq feet center hall colonial with wrap around porch and solar heated pool is a 5 minute walk to a private community sandy beach and 16 minute walk to Sag Harbor Village. This exceptional property is fully loaded and includes a gourmet kitchen with granite counter tops, Viking stove with grill, and Bosch dishwasher. The kitchen opens to a large family room with a 65' Flat Screen HDTV. The WiFi was upgraded in June 2020 including a new Eero mesh system.The sliding door in the family room opens to the wrap around porch that leads to the stone Patio. The patio sport the top of the line Stainless Steel 6 burner Weber Summit Grill and a Brown Jordan glass top patio dining set for 6. The solar heated pool is 3 1/2 feet deep on the shallow end and 8 feet deep at the deep end. This home also has central air-conditioning, wireless Internet access, cable, 2nd floor wa

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 Southampton, Massachusetts, United States. Luxury - 5 beds, New Pool, Outdoor Kitchen, walk to beach. Luxury throughout. Beautiful house, rented in Hamptons for years. Open living, all rooms renovated. New patio & pool, extensive gardens.Amazing outdoor living, over 1,000 square foot newly furnished patio with outdoor kitchen (sink , hot water, new high-end grill and double burner stovetop)Chefs kitchen with gas appliances - open to living room. Gourmet Supplies.Open great room, separate dining room. Eat in kitchen. Handcrafted furniture, original artwork.Front and private back porches. Back connects to patio and has 4 person table and large sofa). Front is wrap around with full privacy from mature rhododendrons. On one + acres, no neighbors visible - obscured by mature landscaping.Heated pool, new all around. Full outdoor kitchen. Beautiful gardens in bloom all summer.Access to South/Bridge Hampton in 12 minutes - same for Jitney or Train.The entrance to the garage has a keypad & camera with video, that is the only came

Located in Sag Harbor, New York, United States. Escape to Sag Harbor (NO PETS PLEASE) This 2400sq ft house sits on a full acre of land. When not lounging by the pool or challenging friends and family to a game of pool, you are a 5minute drive to the heart of downtown Sag Harbor or 2 minute drive to Long Beach on the Bay. Downtown Sag Harbor is known for its quaint art galleries, wonderful gourmet restaurants and a relaxed vibe not found in other parts of the Hamptons. The pool/guest house provides a fun hangout for teens or a perfect place to unblock your writer's block. Hammocks and swings provide escapes around the properties. During the summer, enjoy a lap in the salt-water pool .

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