This contemporary beach house, situated in Greenport on Long Island's North Fork, offers easy access to Southold's attractions and is close to Greenport's waterfront. Sleeping eight guests in four bedrooms and three bathrooms, this spacious property boasts a private heated pool and hot tub (seasonal), a dedicated work-from-home space, and outdoor amenities including a large deck and gas BBQ.
Greenport, NY
17/10 – 20/10
A$719/nighttotal: A$2157 (3 )
Greenport Getaway
3 4
apartment , Greenport
This newly built ranch is located centrally in Greenport, a short distance from a private beach and local shops, offering a relaxed atmosphere close to the allure of the Hamptons. This three-bedroom, two-bathroom residence sleeps six guests and features a heated outdoor swimming pool, a landscaped garden with a fire pit, a wood-burning fireplace, and a fully equipped kitchen.
10 1 review
Greenport, NY
16/10 – 19/10
A$598/nighttotal: A$1794 (3 )
Charming Greenport Gem 1, 1 Mile To Ferry!
1 2
apartment , Greenport
This apartment is conveniently located in Greenport, just 1 kilometre from the Greenport Farmers' Market, Camera Obscura, and Greenport Carousel, offering easy access to the town's attractions. The area is known for its charming waterfront setting and relaxed atmosphere. The apartment is well-equipped with a kitchen featuring an oven, stovetop, microwave, and dishwasher, allowing you to prepare your own meals. Guests also enjoy free self parking and free WiFi in public areas, as well as a TV, ceiling fan, and a shower.
9.2 99 reviews
Greenport, NY
29/06 – 02/07
A$583/nighttotal: A$1749 (3 )
Newly Renovated Furnished - 2br - Easy Check-in
2 2
apartment , Greenport
This Greenport duplex apartment, ideally situated near the S92 bus route, the Hampton Jitney, and ferries to Long Island and Connecticut, offers easy access to Greenport's restaurants and beaches. The newly renovated two-bedroom, one-bathroom flat sleeps four guests and features a private entrance, laundry facilities (reservation required), and air conditioning, ensuring a comfortable and independent stay.
Greenport, NY
22/06 – 25/06
A$417/nighttotal: A$1251 (3 )
Modern Condo Retreat | A103
2 2
apartment , Greenport
This two-bedroom, two-bathroom condo offers a coastal retreat in Greenport, providing easy access to nearby beaches, dining establishments, and local attractions. This apartment accommodates up to six guests and features air conditioning, a swimming pool, a private covered patio, a fully equipped kitchenette with a fridge, microwave oven, and dishwasher, and a bright, modern interior with beach-inspired décor.
9.6 28 reviews
Greenport, NY
17/07 – 19/07
A$757/nighttotal: A$1514 (2 )
Sailor’s Cove
1 2
apartment , Greenport
This Greenport Village flat is situated within easy walking distance of the town's shops and restaurants, 0.8km from a beach, and 0.5km from a dock. The self-catering apartment, sleeping two guests, features a kitchen with fridge and freezer, air conditioning, parking, and allows pets (surcharge applies).
10 10 reviews
Greenport, NY
26/08 – 31/08
A$1033/nighttotal: A$5165 (5 )
2-bedroom Park Model Cottage
1 2
cabin , Greenport
This luxury park model is situated on over 9.1 hectares at the eastern tip of Long Island's North Fork, offering a secluded escape near Greenport. This two-bedroom, one-bathroom lodge accommodates up to six guests and features air conditioning, internet, a kitchen, and parking, with access to resort amenities including a heated pool and pickleball courts.
9.9 116 reviews
Greenport, NY
16/10 – 19/10
A$1034/nighttotal: A$3102 (3 )
3 Bedroom Cottage Gem
1 2
apartment , Shelter Island
This three-bedroom, two-bathroom New England-style cottage is centrally located in Shelter Island's main village, offering easy access to local shops and restaurants. Sleeping six guests, this holiday home boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and excellent guest reviews; nearby beaches and attractions are within easy reach.
9.9 89 reviews
Greenport, NY
24/06 – 27/06
A$1993/nighttotal: A$5979 (3 )
Beachfront Greenport Villa
1 1
apartment , Southold
Villa Sonore, a beachfront property in Greenport, Southold, offers direct access to the Long Island Sound and is within walking distance of Soundview's restaurants and bars. This three-bedroom, two-bathroom holiday home sleeps eight, includes paddle boards and bicycles, and boasts an enclosed porch and back deck with stunning water views; nearby attractions include North Fork wineries and breweries, easily accessible by bicycle.
9.7 89 reviews
Greenport, NY
17/10 – 20/10
A$538/nighttotal: A$1614 (3 )
Charming Greenport Gem 1, 1 Mile To Ferry!
2 4
apartment , Greenport
This Greenport apartment is located a mile from the ferry and 42 kilometres from Splish Splash waterpark, offering easy access to the area's attractions. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The two-bedroom apartment spans 84 square metres and comfortably accommodates up to six guests. This property features a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, as well as free Wi-Fi.
9.6 9 reviews
Greenport, NY
17/07 – 19/07
A$851/nighttotal: A$1702 (2 )
Quaint, Clean, Private Greenport Cottage
1 2
apartment , Greenport
This Greenport cottage is situated in a residential area, a short 1.6-2.4 km walk from Greenport village centre, its shops, restaurants, beaches, and the train station. The self-catering holiday home sleeps three, boasting a queen-sized bed, trundle sofa, fully equipped kitchen with dishwasher, private garden with grill and outdoor furniture, high-speed internet, and dedicated parking.
9.8 11 reviews
Greenport, NY
17/07 – 19/07
A$1053/nighttotal: A$2106 (2 )
Beechwood Cottage 1bd
1 2
apartment , Greenport
This newly finished modern cottage in Greenport is located within easy reach of the village and its attractions. This one-bedroom, one-bathroom cottage sleeps up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and outdoor seating with a grill and fire pit.
Greenport, NY: Best accommodations with a pool
Among the 153 accommodations in the area, here is the list of the 4 best ones with a pool
9.8 83 reviews
Greenport, NY
22/06 – 25/06
A$2203/nighttotal: A$6609 (3 )
Year-round Heated Pool Villa - 3 Blocks From Town
1 2
house , Greenport
This brand new Greenport Village house, a short walk from the shops, restaurants and bars, offers superb access to the town's amenities. Sleeping fourteen guests across four bedrooms and four bathrooms, this spacious property boasts a year-round heated pool with hot tub, open-plan living space, and modern amenities.
8.0 1 review
Greenport, NY
24/06 – 27/06
A$799/nighttotal: A$2397 (3 )
2-bedroom Beechwood Cottage
1 1
cabin , Greenport
This modern cottage, offering a secluded luxury escape, is situated on over 23 acres at the easternmost tip of Long Island's North Fork, providing private access to both indoor and outdoor spaces. This 2-bedroom, 1-bathroom dwelling accommodates up to 4 guests and features air conditioning, Wi-Fi, a fully equipped kitchen, a grill, and a fire pit, with access to resort amenities including a heated pool and pickleball courts.
9.4 10 reviews
Greenport, NY
17/10 – 20/10
A$825/nighttotal: A$2475 (3 )
Designer Renovated Farmhouse With Pool
1 4
apartment , Shelter Island
This fully renovated 1860s farmhouse on Shelter Island offers a tranquil retreat, conveniently located near Shelter Island's beaches and restaurants, with easy ferry access from both the Hamptons and the North Fork. The three-bedroom, two-bathroom property sleeps six guests and boasts a heated pool, jacuzzi, and three fireplaces, alongside modern amenities including a fully equipped kitchen and Wi-Fi.
Greenport, NY
26/08 – 31/08
A$4909/nighttotal: A$24545 (5 )
Light- Filled Historic Home -Walk To Water-pool
1 2
apartment , Dering Harbor
This waterfront flat is located in historic Deering Harbour, offering direct access to local markets, restaurants, marinas, beaches, and the ferry service within 500 metres. This property accommodates up to 8 guests and features a heated swimming pool, a garden, a sauna, a fitness centre, air conditioning, a dishwasher, a freezer, and covered porches, with a chef's kitchen ideal for culinary enthusiasts.
Greenport, NY: Best family friendly accommodations
Among the 153 accommodations in the area, here is the list of the 4 best family friendly ones
10 16 reviews
Greenport, NY
22/06 – 25/06
A$2239/nighttotal: A$6717 (3 )
Casa Greenport
1 2
apartment , Greenport
This spacious Greenport dwelling, a short 0.8-kilometre walk from Greenport's main street and the train/Jitney stop, offers easy access to the waterfront and local amenities. Sleeping eleven guests comfortably, the property boasts six bedrooms, three bathrooms, two kitchens, two living rooms, a private pool, and a garden, plus in-house laundry facilities.
10 18 reviews
Greenport, NY
17/10 – 20/10
A$1088/nighttotal: A$3264 (3 )
Laid Back Relaxation
1 4
apartment , Shelter Island Heights
This newly renovated three-bedroom ranch house is located in Shelter Island Heights, a short walk from Crescent Beach and Sunset Beach, and close to a golf course. The 3-bedroom, 2-bathroom property boasts a spacious open-plan layout, sleeps six guests, includes a fully equipped kitchen with dishwasher, air conditioning, a private garden with a mahogany deck and outdoor shower, and offers free parking.
10 1 review
Greenport, NY
24/06 – 27/06
A$1759/nighttotal: A$5277 (3 )
Shelter Island Family Friendly Home With Pool!
1 1
apartment , Shelter Island Heights
This four-bedroom house in Shelter Island Heights, Suffolk County, New York, offers easy access to Shelter Island's beaches and nature trails, with the Hamptons a scenic drive away. The property boasts a private pool, fitness centre, and ample indoor/outdoor space for eight guests, including two dedicated workspaces, making it ideal for families or groups seeking a luxurious island retreat.
9.6 68 reviews
Greenport, NY
17/10 – 20/10
A$716/nighttotal: A$2148 (3 )
Incredible 2 Bedroom Waterfront Cottage!
1 4
resort , Southold
This Southold apartment, situated on a bluff overlooking Long Island Sound, offers private beach access and is conveniently located near Southold's wineries and restaurants. The two-bedroom, one-bathroom flat sleeps four, boasts a fully equipped kitchen with modern appliances, a large deck with panoramic views, and access to swimming, fishing, and beachcombing.
Frequently asked questions about accommodations in Greenport, NY
How can travelers reach Greenport, NY?
The easiest way to get to Greenport is by car, as it's a short drive from the Long Island Expressway. You can also take the Long Island Rail Road to the Greenport station. If you're coming from further away, you can fly into Long Island MacArthur Airport and then drive or take a taxi.
What are the best accommodations in Greenport, NY?
When is the ideal time to plan a trip to Greenport, NY?
Greenport is a lovely destination year-round, but the best time to visit is during the summer months, from June to August, when the weather is warm and sunny. If you're looking for a more relaxed atmosphere, consider visiting in the spring or autumn, when the crowds are smaller.
What are the best accommodations with a pool in Greenport, NY?
What are the best walking or cycling routes in Greenport, NY?
Greenport has a lovely waterfront path that runs along the harbour, perfect for a leisurely stroll or bike ride. You can also take a scenic bike ride out to the historic lighthouse at the end of the Southold Town pier. If you're feeling adventurous, try the Greenport-Shelter Island Ferry Trail, which offers stunning views of the Long Island Sound.
What are the best accommodations with a jacuzzi in Greenport, NY?
What nearby towns or cities can be explored from Greenport, NY?
Greenport is a great base for exploring the North Fork of Long Island. You can easily visit the charming towns of Shelter Island, Mattituck, and Cutchogue, all within a short drive. For a larger city experience, head to the vibrant city of Riverhead, which is about 20 minutes away.
What are the best accommodations for families and kids in Greenport, NY?
What amenities can travelers expect from accommodations in Greenport, NY?
Greenport offers a variety of accommodation options, from cozy bed and breakfasts to luxurious hotels. Many accommodations have amenities like swimming pools, restaurants, and bars. You can also find plenty of vacation rentals, perfect for families or groups of friends.
What are the best pet friendly accommodations in Greenport, NY?
This Greenport apartment is ideally located in the village centre, just a short walk from the ferry, train station, and a selection of restaurants, bars, and shops. It has received excellent ratings for location, cleanliness, and overall experience. The two-bedroom flat can comfortably accommodate up to six guests and comes equipped with a modern kitchen, air conditioning, a terrace, and a garden, making it perfect for families or groups of friends looking to explore the area.
9.8 11 reviews
Greenport, NY
24/06 – 27/06
A$2033/nighttotal: A$6099 (3 )
Beachfront Greenport Villa
1 1
apartment , Southold
This beachfront house is situated in Greenport, a short distance from the Soundview, offering easy access to restaurants, bars, and the North Fork's wineries, breweries, and farms. The property, which can accommodate up to eight guests, boasts a private enclosed porch and back deck, providing stunning views of the Long Island Sound, and includes amenities such as paddle boards, bicycles, and beach chairs.
9.9 185 reviews
Greenport, NY
16/10 – 19/10
A$1003/nighttotal: A$3009 (3 )
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
2 2
apartment , Greenport
This Greenport apartment is located in the Cliffside Resort Condominiums on the North Fork of Long Island, just a short walk from the beach. The apartment has excellent user, location, and cleanliness ratings. The apartment, which is 65 square metres in size, has two bedrooms, two bathrooms, and can accommodate up to six guests. It offers a range of amenities including a private balcony and deck, a well-equipped kitchenette, and access to a private beach, swimming pool, and spa.
10 1 review
Greenport, NY
17/10 – 20/10
A$1366/nighttotal: A$4098 (3 )
Spacious 5 Bedroom Family Beach Getaway In Charming East Marion/greenport
4 4
apartment , East Marion
This East Marion flat is situated a 7-minute walk from Island's End Golf and Country Club and a 2-minute drive from Kontokosta Winery, offering convenient access to local attractions. This 4-bedroom, 3-bathroom apartment accommodates up to 10 guests and features a well-equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and on-site parking, with a barbecue grill available for outdoor cooking.
Best Greenport, NY accommodations with a kitchen
10 80 reviews
Greenport, NY
26/08 – 31/08
A$3551/nighttotal: A$17755 (5 )
Scrimshander House
1 2
apartment , Greenport
This charming cottage in Greenport is situated just a short walk from the harbour and the town centre, offering easy access to restaurants, shops and local attractions. It has received excellent ratings for location, cleanliness and overall experience. The cottage has three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, a garden, a BBQ grill, outdoor furniture, a fire pit, and Adirondack chairs, making it perfect for relaxing and enjoying the outdoors.
10 1 review
Greenport, NY
24/06 – 27/06
A$2001/nighttotal: A$6003 (3 )
Beachfront Greenport Villa
3 1
house , Southold
This Greenport beachfront villa boasts stunning ocean views and is conveniently located approximately 23 kilometres from Splish Splash water park and 23 kilometres from the Long Island Rail Road. Sleeping up to 15 guests, this three-bathroom property offers free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV.
9.1 249 reviews
Greenport, NY
17/10 – 20/10
A$777/nighttotal: A$2331 (3 )
The Cliffside Resort Condominiums
1 4
apartment , Greenport
This apartment is situated in Greenport, just under 2.5 miles from the town centre and a short drive from the historic Hortons Point Lighthouse. The apartment has received excellent ratings for its location, cleanliness and overall experience. The two-bedroom apartment is 51 square metres in size and offers a range of amenities including a private balcony with sunset views, access to a private beach, a swimming pool, a garden, parking, and a modern kitchen.
9.9 75 reviews
Greenport, NY
16/10 – 19/10
A$1066/nighttotal: A$3198 (3 )
Beautifully Renovated 2 Bedroom, 1st Floor Apt -Greenport Village, Walk To Town!
2 2
apartment , Greenport
This two-bedroom house is situated in Greenport, less than 1.6 kilometres from the Greenport Farmers' Market and the Greenport Station, making it a convenient base for exploring the town. The property features a private garden, barbecue grills, and a fully equipped kitchen with a refrigerator, oven, stovetop, and microwave, as well as a spa, terrace, and parking.