This four-bedroom Shelter Island house, situated on Menantic Creek, is a six-minute drive from the Shelter Island Ferry. The property boasts a fully equipped kitchen, laundry facilities, kayaks, paddleboards, and bicycles, accommodating up to ten guests in its spacious layout, and includes a home office.
9.9 23 reviews
Greenport, NY
01/07 – 02/07
£510/nightfor 1 night
Charming 2 Bedroom Apt In Dwntwn Greenport
1 2
apartment , Greenport
This Greenport apartment is centrally located within walking distance of Greenport's Long Island Rail Road station and the Hampton Jitney bus service. The newly renovated, two-bedroom flat sleeps four, boasts a microwave, air conditioning, parking, and is above a retail wine boutique, offering easy access to local wines and proximity to beaches, vineyards, and restaurants.
Greenport, NY
01/07 – 02/07
£411/nightfor 1 night
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.
9.8 33 reviews
Greenport, NY
26/08 – 31/08
£591/nighttotal: £2955 (5 )
Victorian Seasons Cape- Beaches, Golf, Vineyards
3 2
apartment , East Marion
This newly renovated three-bedroom cottage is situated in the historic district of East Marion, just a short walk from the bay and Long Island Sound beaches, the Jitney stop, and local attractions like the lavender farm, farm stands, and the Fork and Anchor restaurant. The cottage has consistently received excellent ratings for its location, cleanliness, and user experience. The property spans 204 square metres and comfortably accommodates up to five guests. It features a fully equipped kitchen, a spacious living area, a dining room, a den, a terrace, a garden, and parking. Enjoy the convenience of air conditioning, Wi-Fi, and a beach pass for access to the nearby beaches.
10 8 reviews
Greenport, NY
24/06 – 27/06
£1743/nighttotal: £5229 (3 )
Spacious & Cozy, Wineries, Heated Pool, Hot Tub
4 1
apartment , Southold
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
07/07 – 14/07
£1064/nighttotal: £7448 (7 )
Secluded 4-bedroom House With Ac In Charming Greenport
4 2
apartment , East Marion
This detached house is located in East Marion, set within 3.8 acres of private woodland near Gull Pond, offering walkable access to a local winery and restaurants, and is a 5-minute drive from the maritime village of Greenport. This spacious property accommodates up to eight guests with four bedrooms and two bathrooms, featuring a newly installed inground saltwater heated pool, a seven-person hot tub, air hockey, foosball, and two separate TV rooms, with discounts available for long-term summer rentals.
10 5 reviews
Greenport, NY
17/10 – 20/10
£458/nighttotal: £1374 (3 )
Bayview House With Salt Water Pool & Private Chef
3 4
apartment , Greenport
This three-bedroom, two-bathroom flat is situated just steps from Front and Main Streets, offering direct access to Greenport village's dining and attractions, with bay views. This pet-friendly apartment accommodates up to six guests and features a private, enclosed garden with a heated saltwater swimming pool, outdoor furniture, fire pit, and grill, alongside a fully equipped kitchen and air conditioning.
9.8 123 reviews
Greenport, NY
17/10 – 20/10
£561/nighttotal: £1683 (3 )
Cozy Farmhouse Retreat In North Fork, Ny
3 4
apartment , Greenport
Arthur's Vineyard, a 1905 farmhouse in Greenport, New York, is a 10-minute walk from Greenport village's beaches, marina, restaurants, boutiques, and train station, and a short drive from North Fork wineries and farm stands. This three-bedroom, two-bathroom property sleeps six, features a well-equipped kitchen, a wood-burning fireplace, a landscaped garden, and a fitness centre, offering guests a blend of historic charm and modern comfort.
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.
9.9 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.
10 1 review
Greenport, NY
24/06 – 27/06
£923/nighttotal: £2769 (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.
10 17 reviews
Greenport, NY
07/07 – 14/07
£1311/nighttotal: £9177 (7 )
Luxury Resort Style Pool Oasis, Walk To Beach
3 2
apartment , Shelter Island Heights
This 'Tranquil Resort Style Retreat With Luxury Gunite Pool 2 Min From Sandy Beaches' is located on Hay Beach, just a short distance from Menhadden Lane Beach, Gardiner's Bay Country Club, and Shelter Island Whale's Tail. The property has received excellent ratings for user experience, location, and cleanliness. The three-bedroom, two-bathroom house spans 139 square metres and comfortably accommodates six guests. This luxury retreat offers a private pool, a fenced yard, a fireplace, a fully equipped kitchen, free WiFi, a spa tub, and barbecue grills.
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.
9.7 88 reviews
Greenport, NY
24/06 – 27/06
£584/nighttotal: £1752 (3 )
Family And Friends In Historic Greenport House
1 1
apartment , Greenport
This historic Dutch Colonial house is located in the heart of Greenport's historic district, just a short walk from the town's restaurants, shops, and transport links, including the bus, train, and ferry terminal. Beaches on both Long Island Sound and the bay are less than 1.6 kilometres away. The property has excellent user, location and cleanliness ratings. The house offers five bedrooms and two bathrooms, comfortably accommodating up to eight guests. The well-equipped kitchen, multiple outdoor spaces, and family-friendly amenities make this a perfect choice for a relaxing getaway.
10 20 reviews
Greenport, NY
24/06 – 27/06
£709/nighttotal: £2127 (3 )
Newly Furnished Greenport Escape With Central Air
1 1
apartment , Greenport
This spacious Greenport house, less than 1.6km from Youngs Point beach and a short walk from Greenport village centre and American Beech, offers easy access to local amenities and attractions. The 186-square-metre property boasts four bedrooms sleeping eight, a fully equipped chef's kitchen, Weber gas grill, sauna, and private backyard with screened porch and parking for two cars.
10 54 reviews
Greenport, NY
17/10 – 20/10
£510/nighttotal: £1530 (3 )
Quiet Street One Block To Shops, Restaurants & Waterfront. Barn With Ac Tv &Wifi
3 4
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.
9.9 288 reviews
Greenport, NY
01/07 – 02/07
£554/nightfor 1 night
The Greenport Bungalow
1 2
apartment , Greenport
This modern three-bedroom bungalow in Greenport Village is ideally located less than a kilometre from the beach, the town centre, the Shelter Island Ferry, and the Long Island Railroad. The property offers a spacious backyard, a master bedroom with an ensuite bathroom and walk-in closets, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher, making it perfect for families or groups of up to five guests.
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.
9.7 26 reviews
Greenport, NY
07/07 – 14/07
£2013/nighttotal: £14091 (7 )
Beachfront Heated Pool Hot Tub Orient Village
3 2
apartment , Orient
This beachfront property in Orient Village boasts direct views of the Bug Lighthouse and is conveniently located near the yacht club and restaurants. Sleeping six, this three-bedroom, two-bathroom holiday home offers a fully equipped kitchen, private pool, hot tub, and access to kayaks, paddleboards, and beach bicycles; a 65" TV and media sunroom add to the entertainment options.
9.8 162 reviews
Greenport, NY
24/06 – 27/06
£459/nighttotal: £1377 (3 )
Waterfront Escape | Private Beach, Pool & Views
2 1
apartment , Greenport
This two-bedroom apartment is situated on a small bluff overlooking the Long Island Sound, just a short walk from Greenport's town centre and its array of farms, wineries, restaurants, and shops. The apartment offers stunning waterfront views, direct access to a private beach, and a shared pool, perfect for relaxing and enjoying the beautiful surroundings.
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.
10 4 reviews
Greenport, NY
01/07 – 02/07
£499/nightfor 1 night
Cliffside Resort Poolside Condo A105
2 2
apartment , Greenport
This Greenport apartment is situated in a resort community just a short walk from the charming downtown area and the waterfront. The property has excellent user, location, and cleanliness ratings. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. You can enjoy a private balcony, a fully equipped kitchenette, resort amenities including a heated swimming pool, charcoal grills, and parking, and convenient access to shops, restaurants, and waterfront attractions.
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
Greenport, NY
01/07 – 02/07
£411/nightfor 1 night
Greenport Family Resort Retreat In Unit A202
1 2
apartment , Greenport
This coastal condominium, Unit A202, offers convenient proximity to the beach, local dining establishments, and nearby attractions in Greenport. This apartment sleeps six guests and features two bathrooms, air conditioning, a swimming pool, and a kitchen equipped with a fridge, microwave, and dishwasher, ensuring a comfortable stay with internet access.
Greenport, NY
26/08 – 31/08
£371/nighttotal: £1855 (5 )
The Dachs Haus
1 2
apartment , Greenport
This Dachs Haus flat offers a prime second-floor location within Greenport Village's historic district, just 320 meters from downtown Greenport, providing convenient access to beaches, restaurants, shops, and galleries. This one-bedroom flat accommodates two guests and features a full kitchen with a fridge, freezer, and microwave oven, air conditioning, internet, and a private entrance, with Shelter Island views and proximity to boating, fishing, golf, wineries, and breweries.
10 5 reviews
Greenport, NY
26/08 – 31/08
£842/nighttotal: £4210 (5 )
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.
10 16 reviews
Greenport, NY
01/07 – 02/07
£554/nightfor 1 night
Greenport Condo With Stunning Views & Beach Access
2 2
apartment , Greenport
This two-bedroom cliffside condominium in Greenport offers direct access to the Long Island Sound, placing guests within immediate proximity to local wineries, agricultural farms, and the village centre. This property accommodates up to six guests and features air conditioning, a swimming pool, a garden, parking, a kitchen equipped with a fridge, microwave, and dishwasher, and provides stunning water views and sunsets.
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.
8.0 1 review
Greenport, NY
24/06 – 27/06
£793/nighttotal: £2379 (3 )
Shelter Island Spacious Family Getaway Steps From Beaches
3 1
apartment , Shelter Island Heights
This three-bedroom, two-bathroom house in Hay Beach, Shelter Island Heights, is located a short 6.4km drive from Gardiner's Bay Country Club and Shelter Island Whale's Tail Recreation Park. The property sleeps six guests and boasts a fully equipped kitchen with dishwasher and microwave, in-unit laundry facilities, Wi-Fi, air conditioning, and on-site parking, plus access to BBQ grills and a fitness centre.
10 19 reviews
Greenport, NY
17/10 – 20/10
£571/nighttotal: £1713 (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.
9.8 43 reviews
Greenport, NY
17/10 – 20/10
£337/nighttotal: £1011 (3 )
Charming Home In Village Center!
1 4
apartment , Greenport
This Greenport apartment is centrally located, less than 0.32 kilometres from the Greenport carousel and within easy walking distance of shops, restaurants, and the Long Island Rail Road station. This two-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen, air conditioning, a garden, parking, and a screened-in porch; pet-friendly (with restrictions).
10 17 reviews
Greenport, NY
01/07 – 02/07
£384/nightfor 1 night
Beach Block Hideaway
1 2
apartment , Greenport
This recently renovated two-bedroom flat offers direct access to Greenport Village beach and is within a 500-meter walk of Greenport's town centre, making it an ideal base for exploring the North Fork's wineries and attending local events. This accommodation accommodates up to eight guests and features two bedrooms with king-size beds, a kitchen, air conditioning, and complimentary internet, with secure keyless entry provided.