This Greenport Cape, centrally located within walking distance of Greenport beach, shops, restaurants, the Hampton Jitney bus service, the Long Island Rail Road (LIRR), and the ferry, offers convenient access to local attractions. The four-bedroom property, sleeping six guests, includes two bathrooms, a heated saltwater pool and hot tub, a garden with fire pit and outdoor shower, and a fully equipped kitchen with fridge, freezer and dishwasher; a washer and dryer are available in the basement.
10 56 reviews
Greenport, NY
17/10 – 20/10
£678/nighttotal: £2034 (3 )
1820 Whaling Captain's Home - A Walk To A Coffee Or Cocktail!
3 4
apartment , Greenport
This Greenport holiday home is centrally located, within 1.6km of Eastern Long Island Hospital, Greenport Farmers' Market, and Greenport railway station, with attractions such as the Camera Obscura and Greenport Carousel within a 2.4km radius. The 158 square metre property offers three bedrooms, two bathrooms, sleeping up to five guests, and features a private fenced garden, gas grill, fully equipped kitchen, and is a smoke-free dwelling.
10 5 reviews
Greenport, NY
16/10 – 19/10
£594/nighttotal: £1782 (3 )
Northfork Townhouse Walk To All
4 2
apartment , Greenport
This three-bedroom house is situated in central Greenport, just under a kilometre from the Greenport Farmers' Market, the Railroad Museum of Long Island, and the Camera Obscura. The property is ideal for families or groups of up to six, with a fully equipped kitchen, a garden, and parking available.
Greenport, NY
17/07 – 19/07
£3306/nighttotal: £6612 (2 )
Greenport Serene Beachouse
4 2
apartment , Southold
This detached holiday home is situated on a quiet private block in Greenport, just a 5-minute walk or bike ride to August Acres Private Association Beach and a 5-minute drive to Greenport and Southold. This four-bedroom holiday home accommodates up to nine guests with amenities including a heated swimming pool, private beach access with a boat mooring, four adult bicycles, and a stand-up paddleboard, all within easy reach of local shops, restaurants, and vineyards.
9.8 8 reviews
Greenport, NY
24/06 – 27/06
£738/nighttotal: £2214 (3 )
Family Friendly Modern Island Home Steps To Beach!
1 1
apartment , Shelter Island Heights
This stylish four-bedroom house in Shelter Island Heights is situated a short walk from Crescent Beach and adjacent to the Pridwin Hotel. The pet-friendly property, sleeping eight guests, boasts a fully equipped kitchen, air conditioning, a garden, parking, and excellent internet access; nearby attractions include the hotel's fine dining.
10 8 reviews
Greenport, NY
29/06 – 02/07
£1085/nighttotal: £3255 (3 )
Cozy Greenport Village Cottage
4 2
apartment , Greenport
This family-friendly cottage is situated in the quiet Pipes Cove neighbourhood of Greenport village, offering easy access to the Railroad Museum of Long Island, 4 kilometres from the Greenport Harbor Brewing Company and Kontokosta Winery, and close to kayaking and sailing opportunities. The 167 square metre property, accommodating up to 8 guests, features 4 bedrooms, 4 bathrooms, a fully fenced garden, a wood-burning fireplace, a gas grill, and a well-equipped kitchen, with parking and Wi-Fi provided.
9.9 33 reviews
Greenport, NY
26/08 – 31/08
£1012/nighttotal: £5060 (5 )
Elegant Greenport Victorian-winter Harbor House-
1 2
apartment , Greenport
Winter Harbor House, a Victorian property in Greenport Village, is situated a few hundred metres from Mitchell Park, the waterfront boardwalk, and the North Ferry to Shelter Island. This four-bedroom, four-bathroom house sleeps thirteen guests and boasts a fully equipped kitchen, two living areas (one with a fireplace), a garden, fitness centre, and parking for at least four cars; enjoy stunning marina views from the front porch.
9.8 11 reviews
Greenport, NY
17/10 – 20/10
£478/nighttotal: £1434 (3 )
Renovated Townhouse Walk To All
4 4
apartment , Greenport
This charming house is located in Greenport, a short walk from the Farmers' Market, the Railroad Museum, and the Camera Obscura, making it ideal for exploring the town's attractions. This property has received very good user ratings, indicating a comfortable and enjoyable stay. The house has three bedrooms, accommodating up to eight guests, and is perfect for families or groups of friends. Amenities include a fully equipped kitchen, a terrace, a garden, and parking, ensuring a comfortable and enjoyable stay.
9.8 6 reviews
Greenport, NY
26/08 – 31/08
£1046/nighttotal: £5230 (5 )
Greenport Village Walking Distance To All
3 2
apartment , Greenport
This Greenport holiday home, less than 1.6km from the town's shopping district and a short drive from the beach, offers easy access to the Railroad Museum of Long Island and East End Seaport Maritime Museum. The three-bedroom, two-bathroom Cape Cod-style property sleeps nine guests and features a large kitchen, enclosed patio, hot tub, and is pet-friendly.
9.6 9 reviews
Greenport, NY
17/07 – 19/07
£446/nighttotal: £892 (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.
9.8 123 reviews
Greenport, NY
24/06 – 27/06
£625/nighttotal: £1875 (3 )
Hay Beach Family Home: Fire Pit, Playroom, Yard
1 1
apartment , Shelter Island Heights
This family-friendly house in Shelter Island Heights is situated a short distance (approximately 0.32 km) from Shelter Island's beautiful beaches. The three-bedroom, two-bathroom property sleeps six, boasts a spacious open-plan living area, basement playroom, extensive garden with amenities including beach gear, bicycles, and a Big Green Egg smoker, and offers additional sleeping for larger groups (up to £80 per person per night).
9.7 85 reviews
Greenport, NY
17/10 – 20/10
£382/nighttotal: £1146 (3 )
Greenport Village Relaxation
1 4
apartment , Greenport
This Greenport Village apartment, a 1930s cottage in the Historic District, is a 1.6km walk from Greenport's train and Jitney stops and within walking distance of restaurants such as Barba Bianca and Frisky Oyster. The two-bedroom, one-bathroom property sleeps four, features a kitchen with fridge, microwave, and dishwasher, plus a garden, parking, and air conditioning; nearby activities include Kontokosta Winery and Alice's Fish Market.
Top-Rated Holiday Apartments for Families in Greenport, NY
Opting for a holiday apartment built for families near the water in Greenport, NY means easy access to lifeguarded beaches and plenty of room to spread out.
10 54 reviews
Greenport, NY
16/10 – 19/10
£517/nighttotal: £1551 (3 )
Quiet Street One Block To Shops, Restaurants & Waterfront. Barn With Ac Tv &Wifi
3 2
apartment , Greenport
This Greenport holiday home enjoys a prime location less than 0.8 km from Greenport beach and a similar distance from the Greenport Farmers' Market, also within 1.6 km of the Greenport Carousel and East End Seaport Maritime Museum. The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, terrace, garden, tennis court, parking, and on-site amenities including an arcade/game room and barbecue grills.
10 17 reviews
Greenport, NY
29/06 – 02/07
£872/nighttotal: £2616 (3 )
Greenport Village Cottage W/ 4 Bedrooms
1 2
apartment , Greenport
This Greenport family home is conveniently located on a quiet street, offering easy access to the village's shops and restaurants. The four-bedroom, four-bathroom property sleeps eight, boasting a fully equipped kitchen, private garden with BBQ, and a wood-burning fireplace; external Ring cameras provide added security.
Greenport, NY
26/08 – 31/08
£2575/nighttotal: £12875 (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.
10 1 review
Greenport, NY
17/10 – 20/10
£717/nighttotal: £2151 (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.
Explore Holiday Apartments with a Pool in Greenport, NY
Dip in whenever you like, as every holiday apartment near the water in Greenport, NY comes with a swimming pool on-site.
10 66 reviews
Greenport, NY
17/10 – 20/10
£415/nighttotal: £1245 (3 )
Waterfront Greenport Condo
1 4
apartment , Greenport
This Greenport apartment, situated within the Cliffside Resort, offers direct access to the Long Island Sound and is a short drive from Greenport's attractions and the North Fork. The two-bedroom, two-bathroom condo sleeps six, features a kitchen with fridge and dishwasher, air conditioning, parking, a swimming pool, and breathtaking Long Island Sound views; guests can also enjoy the resort's private beach and lawn.
9.9 108 reviews
Greenport, NY
17/07 – 19/07
£1545/nighttotal: £3090 (2 )
* Restored Farmhouse On The North Fork
1 2
apartment , East Marion
This restored farmhouse is situated in East Marion, just a short walk from the Hampton Jitney, Sep's farm stand, and Angels Market, and within a 10km drive of Greenport Village, Orient, and the Shelter Island Ferry. It enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The farmhouse offers 251 square metres of space, comfortably accommodating up to 6 guests in its four bedrooms and three bathrooms. The property boasts a modern kitchen, a large garden with a deck, BBQ, and hammock, a heated swimming pool, and ample parking, making it perfect for families and those seeking a relaxing getaway.
9.4 10 reviews
Greenport, NY
17/10 – 20/10
£433/nighttotal: £1299 (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
17/10 – 20/10
£307/nighttotal: £921 (3 )
Modern Condo Retreat | A103
2 4
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.
Frequently asked questions about apartment rentals in Greenport, NY
What are some interesting places to visit in or near Greenport, NY?
Greenport is full of charm. You've got the historic Greenport Harbor with the iconic Greenport lighthouse. Further afield, the Long Island Aquarium and Exhibition Center is a fun day out for the family, and Shelter Island is a short ferry ride away.
What are the most popular outdoor activities in Greenport, NY?
Greenport is a haven for outdoor activities. You can stroll along the Greenport Waterfront and enjoy the views, take a kayaking tour in the harbour, or go fishing for some local seafood.
What are the best apartments with a pool in Greenport, NY?
Greenport is best known for its picturesque harbour and its vibrant arts scene. It's also a popular destination for wine lovers, with several vineyards in the surrounding area.
What are the best apartments with a jacuzzi in Greenport, NY?
What are the top cultural spots to visit in and around Greenport, NY?
Greenport's cultural scene is thriving. The Greenport Historical Society Museum is a great place to learn about the area's past, and the Soundview Greenport is a popular spot for live music and theatre.
What are the best apartments for families and kids in Greenport, NY?
What are the closest cities to visit near Greenport, NY?
Greenport is well-connected to other Long Island towns. You can easily take a day trip to Riverhead, which is known for its farm-to-table restaurants. A little further afield, Montauk is a popular seaside resort town.
What are the best pet friendly apartments in Greenport, NY?
Greenport has a laid-back vibe. You can relax on the beach, enjoy a picnic in Mitchell Park, or simply stroll along the harbour and soak up the atmosphere.
What are the best apartments with parking in Greenport, NY?
What are the advantages of choosing an apartment for your stay in Greenport, NY?
Apartments offer a home-away-from-home experience. You'll have more space and privacy compared to a hotel, and you can often find apartments with kitchen facilities, which can be handy for preparing meals.
Destinations nearby
Best Greenport, NY holiday apartments with air conditioning
9.9 17 reviews
Greenport, NY
29/06 – 02/07
£412/nighttotal: £1236 (3 )
Cliffside Resort Poolside Condo A204
1 2
apartment , Greenport
This Greenport apartment, conveniently located near a resort with a heated pool and barbecue grills (open Memorial Day to Labour Day), offers a self-catering stay for up to six guests. The two-bedroom, two-bathroom flat includes a full kitchenette, private balcony, and two parking spaces, providing ample space and essential amenities such as linens and toiletries.
10 80 reviews
Greenport, NY
26/08 – 31/08
£1863/nighttotal: £9315 (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.
10 204 reviews
Greenport, NY
26/08 – 31/08
£831/nighttotal: £4155 (5 )
Greenport Village Walking Distance To All
1 2
apartment , Greenport
This apartment is located in Greenport, less than 1.6 kilometres from the town's best restaurants, bars, and shops. It has received excellent ratings for location, cleanliness, and overall user experience. The property has three bedrooms and two bathrooms, accommodating up to nine guests. It features a spacious living area, a screened-in patio, a private garden, a hot tub, and a fully equipped kitchen.
10 82 reviews
Greenport, NY
29/06 – 02/07
£319/nighttotal: £957 (3 )
Newly Renovated 2-br Apartment
1 2
apartment , Greenport
This two-bedroom flat is situated just 320 metres from the centre of Greenport, making it a convenient base for exploring the town's shops, restaurants and attractions. The property features a modern kitchen with stainless steel appliances, a private balcony and a pet-friendly environment, perfect for a family getaway.
Handpicked Dog-Friendly Holiday Apartments in Greenport, NY
Explore the coast from a dog-friendly holiday apartment in Greenport, NY, tailored for owners and their dogs.
10 4 reviews
Greenport, NY
24/06 – 27/06
£752/nighttotal: £2256 (3 )
Greenport Beach House
4 1
apartment , Shelter Island Heights
This Shelter Island Heights property is situated a short distance from Pipes Cove and its private beach access for residents, with Greenport and Southold, known for their wineries, just minutes away by car (approximately 1.6 to 3.2 km). This four-bedroom, three-bathroom house offers stunning Peconic Bay and Shelter Island views, sleeps up to ten guests, and includes a fully equipped kitchen, air conditioning, a garden, parking, and on-site kayak launch facilities.
9.9 34 reviews
Greenport, NY
17/10 – 20/10
£698/nighttotal: £2094 (3 )
Shelter Bay Cove - North Fork Waterfront With Private Dock & Bay Views
1 4
apartment , Southold
This waterfront apartment is situated in Shelter Bay, on the North Fork of Long Island, just a short drive from the charming village of Southold. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and enjoyable stay. The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a private terrace with stunning views, a garden, and direct access to a sandy beach on the Hashamomuck Inlet, perfect for swimming, kayaking, and watching the sunset.
9.9 75 reviews
Greenport, NY
16/10 – 19/10
£559/nighttotal: £1677 (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.
9.5 35 reviews
Greenport, NY
26/08 – 31/08
£692/nighttotal: £3460 (5 )
Greenport Saltbox | North Fork Wine Retreat
1 2
apartment , Greenport
This beautifully restored Saltbox house in Greenport Village is located within walking distance of 67 Steps Beach and Kontokosta Winery. The two-bedroom, two-bathroom house sleeps six, boasts a fully equipped kitchen with dishwasher, a Jacuzzi, private garden, EV charger (suitable for Prius/Smart car), and fireplaces, offering a tranquil retreat despite its central location.