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Best Vacation rentals and Airbnb offers in Greenport, NY
10 82 reviews
Greenport, NY
07/28 – 07/30
$457/nighttotal: $914 (2 )
Newly Renovated 2-br Apartment
2 2
apartment , Greenport
This Greenport apartment is located just two blocks from the town center, making it easy to walk to the waterfront, shops, and restaurants. The two-bedroom apartment, which can accommodate up to six guests, features a modern kitchen with stainless steel appliances, a private balcony, and an August Smart Lock for convenient access.
Greenport, NY
07/07 – 07/14
$1223/nighttotal: $8561 (7 )
4-bedroom House On Lake In Delightful Shelter Island With Wifi, Ac On 3.2 Acres
4 2
apartment , Shelter Island
This four-bedroom Shelter Island house, located in Suffolk County, New York, offers easy access to attractions like the Havens House, Sylvester Manor, Shelter Island Whale's Tail, and the East End Seaport Maritime Museum. The 4-bedroom home features two bathrooms, a microwave, air conditioning, Wi-Fi, and sleeps up to 14 guests, providing a comfortable stay with local insider tips.
9.9 17 reviews
Greenport, NY
07/01 – 07/02
$288/nightfor 1 night
Cliffside Resort Poolside Condo A204
2 2
apartment , Greenport
This Greenport apartment rental offers two bedrooms, two bathrooms, and sleeps six, providing convenient access to a resort with a seasonal heated pool and barbecue grills. The unit includes a full kitchenette, private balcony, keyless entry, two parking spaces, and essential supplies, ensuring a comfortable stay.
10 81 reviews
Greenport, NY
07/28 – 07/30
$999/nighttotal: $1998 (2 )
Greenport Village Getaway
4 2
apartment , Greenport
This Greenport house is located within a 10-minute walk of the Greenport Farmers' Market, Camera Obscura, and Greenport Carousel, making it a prime location for exploring the town's attractions. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 4-bedroom vacation rental comfortably accommodates up to 8 guests, providing ample space for families or groups of friends. The home features a fully equipped kitchen, a private fenced yard with a patio, barbecue grills, air conditioning, and free internet access, making it perfect for relaxing and enjoying the beautiful Greenport weather.
9.8 115 reviews
Greenport, NY
07/28 – 07/30
$686/nighttotal: $1372 (2 )
'The Gate House'on Beach Front Estate With Dockage. Walk To Village .
2 2
cottage , Greenport
This Pipes Cove beach house offers direct beach access, a short walk from Greenport's Railroad Museum and East End Seaport Maritime Museum, and less than a mile from the Camera Obscura and Greenport Carousel. The 850-square-foot home features three bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, a terrace, a garden, and on-site parking.
9.8 41 reviews
Greenport, NY
07/07 – 07/14
$504/nighttotal: $3528 (7 )
Waterfront Nofo Cottage W/ Public Beach Access
1 2
apartment , East Marion
This East Marion cottage boasts a direct waterfront location on Marion Lake, a 400-foot stroll from the bay beach, and a short drive from Greenport Village and the Orient Point Ferry. The two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, a private deck overlooking Marion Lake, and offers stunning wildlife viewing opportunities.
10 44 reviews
Greenport, NY
07/07 – 07/14
$785/nighttotal: $5495 (7 )
Relaxation In Greenport
3 2
apartment , Greenport
This newly renovated Greenport house, ideally situated two blocks from the Hampton Jitney, Long Island Rail Road, and Shelter Island Ferry, provides easy access to Main Street's restaurants and bars and is a three-minute drive from Greenport's beaches. The three-bedroom, two-bathroom home sleeps eight guests and boasts high-end appliances (Sub-Zero refrigerator, Wolf range, Bosch dishwasher), two Smart TVs (55" and 65"), central air conditioning, a fenced yard, and ample parking.
10 2 reviews
Greenport, NY
07/28 – 07/30
$343/nighttotal: $686 (2 )
No Place Like Home
1 2
apartment , Southold
This serene apartment offers a tranquil escape in Southold, a destination known for its peaceful surroundings and proximity to natural beauty. This one-bedroom, one-bathroom unit accommodates up to two guests and features air conditioning and internet, providing a quiet spot for unwinding.
Greenport, NY
07/01 – 07/02
$551/nightfor 1 night
Greenport Family Resort Retreat In Unit A202
1 2
apartment , Greenport
Unit A202 is a coastal condo in Greenport, offering direct beach access and proximity to local restaurants and attractions. This air-conditioned condo accommodates up to 6 guests, featuring 2 bathrooms, a kitchen with a fridge, microwave, and dishwasher, and a shared swimming pool for relaxation.
10 27 reviews
Greenport, NY
07/07 – 07/14
$1214/nighttotal: $8498 (7 )
Shelter Island 4 Bed Waterfront Home With Office
4 2
apartment , Shelter Island
This Shelter Island home, located on Menantic Creek, is a six-minute drive from the Shelter Island Ferry. The four-bedroom house features two living rooms, a fully equipped kitchen with dishwasher, a home office, kayaks, paddleboards, and bicycles for guest use, accommodating up to ten people.
9.9 56 reviews
Greenport, NY
07/07 – 07/14
$617/nighttotal: $4319 (7 )
Greenport Getaway - North Fork Rental
1 2
apartment , East Marion
This charming 1800s farmhouse sits just outside of downtown Greenport, offering stunning views over Island's End Golf & Country Club. The property has received excellent ratings for location, cleanliness, and overall user experience. The home features 3 bedrooms, 3 bathrooms, and can accommodate up to 9 guests. Amenities include a fully equipped kitchen, a fenced yard, a spacious game room, and an outdoor patio with breathtaking views.
10 5 reviews
Greenport, NY
07/28 – 07/30
$1057/nighttotal: $2114 (2 )
Northfork Townhouse Walk To All
4 2
apartment , Greenport
This 3-bedroom house is conveniently located in central Greenport, within a 10-minute walk of the Greenport Farmers' Market, Railroad Museum of Long Island, and Camera Obscura. The home comfortably accommodates 6 guests and offers a fully equipped kitchen, outdoor barbecue grills, a garden, and free WiFi.
Best Greenport, NY vacation rentals with a balcony
9.1 249 reviews
Greenport, NY
07/28 – 07/30
$685/nighttotal: $1370 (2 )
The Cliffside Resort Condominiums
1 2
apartment , Greenport
This Greenport apartment is located just a short drive from downtown Greenport and the Hortons Point Lighthouse, offering easy access to the area's attractions. The apartment is highly rated for its cleanliness, location, and overall experience. The two-bedroom apartment spans 550 square feet and provides a comfortable space for your stay. Guests can enjoy amenities like a swimming pool, a private beach, and a terrace, as well as convenient features like a kitchen, air conditioning, and free Wi-Fi.
9.5 30 reviews
Greenport, NY
07/27 – 07/29
$528/nighttotal: $1056 (2 )
North Fork Resort
1 2
resort , Greenport
Resort with an excellent rating of 95% based on 30 reviews. This accommodation is based in Greenport. Facilities and services: free parking, a swimming pool and a garden. This resort also has air conditioning!
Greenport, NY
07/27 – 07/29
$4654/nighttotal: $9308 (2 )
Relaxing Greenport Escape, Heated Pool, Private Beach Access Steps From The Home
4 2
apartment , Southold
This Southold beach house, located on a private block, is a 5-minute drive from Greenport and Southold, offering convenient access to local shops, restaurants, and vineyards. This 4-bedroom, 2-bathroom vacation rental sleeps up to 9 guests and features a heated private outdoor pool, private beach access, a fire pit, four adult bicycles, and a stand-up paddle board, with central air conditioning and a well-equipped kitchen for your comfort.
Browse Family-Friendly Vacation Rentals in Greenport, NY
Perfect for family trips, these spacious Greenport, NY rentals and Airbnbs provide easy access to local beaches.
9.9 34 reviews
Greenport, NY
07/07 – 07/14
$717/nighttotal: $5019 (7 )
Beautiful 2 Bedroom, 2 Bath Greenport Village Loft
1 2
apartment , Greenport
This Greenport apartment is a short 5-minute walk from Front Street, Main Street shops, restaurants, and bars, and directly across from a park and playground, making it a convenient and family-friendly location. It has excellent user, location, and cleanliness ratings. The apartment has two bedrooms and two bathrooms, accommodating up to five guests. Amenities include a kitchen with a fridge, freezer, microwave oven, and dishwasher, plus air conditioning, a garden, parking, internet, and an EV charging outlet.
10 9 reviews
Greenport, NY
07/07 – 07/14
$679/nighttotal: $4753 (7 )
Charming 2 Bedroom Cottage W/ Private Yard
2 2
house , Southold
This charming cottage is located just a short walk from Southold's main street, offering easy access to shops, restaurants, and transportation. The property has received excellent ratings for its cleanliness, location, and user experience. The cottage comfortably accommodates up to four adults and two children, with two bedrooms and one bathroom. Enjoy a private yard with a fire pit, BBQ area, and outdoor dining space, as well as a modern kitchen, central air conditioning, and a fitness center.
9.9 75 reviews
Greenport, NY
07/27 – 07/29
$783/nighttotal: $1566 (2 )
Beautifully Renovated 2 Bedroom, 1st Floor Apt -Greenport Village, Walk To Town!
2 2
apartment , Greenport
This charming vacation rental is conveniently located in Greenport, just a short walk from the hospital, the farmers' market, and popular attractions like the Greenport Carousel and Camera Obscura. The house has received excellent ratings for its location, cleanliness, and overall experience. This 2-bedroom, 2-bathroom home comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and free WiFi, providing everything you need for a relaxing and enjoyable stay.
9.8 17 reviews
Greenport, NY
07/07 – 07/14
$625/nighttotal: $4375 (7 )
House Of Classic Arts And Crafts North Fork
3 2
apartment , Southold
This charming Southold village house is located in the center of town, within walking distance of shops and a short drive from wineries, bay and sound beaches. Travelers have rated this property excellent, making it a popular choice for those seeking a comfortable and convenient stay. This three-bedroom, two-bathroom home spans 2200 square feet, offering ample space for families or groups of friends. Guests can enjoy the spacious backyard, relax on the deck, or take advantage of the many amenities, including a fully equipped kitchen, air conditioning, and access to the internet.
Frequently Asked Questions about vacation rentals in Greenport, NY
What are some interesting places to visit in or near Greenport, NY?
Greenport has a lot to offer! You can visit the historic Greenport Harbor, take a walk along the waterfront, and check out the shops and restaurants on Main Street. If you're looking for something a little more adventurous, you can take a ferry to Shelter Island or visit the Long Island Aquarium and Exhibition Center in Riverhead.
What are the best Airbnb and vacation rentals in Greenport, NY?
Which walking or cycling routes are the best in Greenport, NY?
For a scenic walk, try the Greenport Harbor Trail, which runs along the waterfront. You can also bike the 10-mile Greenport to Shelter Island Ferry route, which offers stunning views of the Peconic Bay. If you're looking for a longer ride, try the 20-mile route from Greenport to Mattituck, which takes you through vineyards and farmlands.
What are the most popular Airbnbs in Greenport, NY?
What sports or outdoor activites can visitors enjoy in and around Greenport, NY?
Greenport is a great place to get outdoors. You can go fishing, kayaking, or paddleboarding in the harbor. You can also go hiking or biking in the nearby state parks, such as Orient Beach State Park and Flanders Nature Center & Environmental Education Center. If you're feeling adventurous, you can even try kiteboarding on the beach.
What are the best vacation rentals with a pool in Greenport, NY?
What other towns or cities can be easily accessed from Greenport, NY?
Greenport is a great base to explore the North Fork. You can easily get to Shelter Island by ferry, and you can drive to other towns like Mattituck, Cutchogue, and Orient Point. If you're looking for a bigger city, you can drive to Riverhead, which is about 15 miles away.
What are the best rentals for families and kids in Greenport, NY?
What amenities are commonly available in vacation rentals in Greenport, NY?
Vacation rentals in Greenport usually have basic amenities like a kitchen, bathroom, and bedrooms. You can often find rentals with additional features, such as a backyard, deck, or hot tub. Some rentals even have access to a pool or beach.
What are the best rentals or Airbnbs with a jacuzzi in Greenport, NY?
What time of year is best to rent a vacation rental Greenport, NY?
Greenport is a great place to visit year-round, but the best time to rent a vacation rental is during the summer months, from June to August. The weather is warm and sunny, and there are plenty of outdoor activities to enjoy. If you're looking for a more relaxed experience, you can visit in the spring or fall.
What are the local dishes in Greenport, NY region?
The North Fork is known for its fresh seafood, so be sure to try some local oysters, clams, and scallops. You can also find delicious farm-to-table cuisine at many restaurants in Greenport. And don't forget to try a glass of local wine from one of the many vineyards in the area.
Destinations nearby
Best Greenport, NY vacation rentals with parking
9.4 12 reviews
Greenport, NY
07/27 – 07/29
$1085/nighttotal: $2170 (2 )
Renovated Townhouse Walk To All
4 2
apartment , Greenport
This vacation home is located near the beach in Greenport, within a 10-minute walk of the Greenport Farmers' Market, Railroad Museum of Long Island, and Camera Obscura. It has received very good user ratings. This three-bedroom home comfortably sleeps eight guests. The house offers a fireplace, a patio, a garden, and a kitchen equipped with a refrigerator, oven, microwave, and dishwasher, as well as air conditioning, internet, and parking.
9.8 11 reviews
Greenport, NY
07/28 – 07/30
$525/nighttotal: $1050 (2 )
Beechwood Cottage 1bd
1 2
apartment , Greenport
This modern cottage is located in a quiet district of Greenport, offering easy access to the village center and waterfront attractions. This apartment rental features one bedroom and one bathroom, accommodating up to four guests with a full kitchen, air conditioning, a swimming pool, garden, and grill, perfect for enjoying the Greenport atmosphere.
10 80 reviews
Greenport, NY
07/07 – 07/14
$1614/nighttotal: $11298 (7 )
Scrimshander House
3 2
apartment , Greenport
This charming cottage is located in Greenport, just a short walk from the waterfront and close to shops and restaurants. The cottage consistently receives excellent ratings for location, cleanliness, and overall user experience. The cozy cottage has three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and a spacious outdoor area with furniture and a BBQ grill, perfect for enjoying the beautiful Greenport weather.
Greenport, NY
07/28 – 07/30
$662/nighttotal: $1324 (2 )
The Chequit
1 2
island , Shelter Island Heights
The Chequit Hotel is situated in the tranquil surroundings of Shelter Island Heights, within easy reach of the Shelter Island Country Club and the historic Sylvester Manor. The hotel offers 35 cozy guestrooms with blackout drapes for privacy, as well as a range of amenities including an on-site restaurant, coffee shop, free Wi-Fi and self-parking.
Neighborhoods and points of interest in Greenport, NY
Choose the Right Vacation Rentals with a Pool in Greenport, NY
A vacation rental with a pool in Greenport, NY is the ideal way to complement your daily coastal adventures.
10 8 reviews
Greenport, NY
07/07 – 07/14
$1655/nighttotal: $11585 (7 )
Spacious & Cozy, Wineries, Heated Pool, Hot Tub
4 2
apartment , Southold
This contemporary beach house is located in Greenport on the North Fork, just a short drive from the charming town of Southold. The area is known for its beautiful beaches, wineries, and quaint shops and restaurants. The house has 4 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. Enjoy a private heated pool, a spacious outdoor area, a work-from-home space, multiple sitting and dining areas, a gourmet kitchen, and easy access to beaches and local wineries.
9.8 198 reviews
Greenport, NY
07/01 – 07/02
$600/nightfor 1 night
Beautiful Waterview Condo On The North Fork Of Li
1 2
apartment , Greenport
This Greenport apartment is located at The Cliffside Resort Condominiums, just minutes from the town center and the ferry to Shelter Island. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom, two-bathroom apartment comfortably sleeps six guests. It features a kitchen with a dishwasher, a private beach, a swimming pool, and BBQ grills.
9.8 37 reviews
Greenport, NY
07/07 – 07/14
$812/nighttotal: $5684 (7 )
Stylish Getaway In Greenport
1 2
apartment , Greenport
This Greenport house rental, located a third of a mile from Greenport Village and close to beaches, marinas, and wineries, offers easy access to local attractions. The three-bedroom, three-bathroom home features a fully renovated interior, a large eat-in kitchen, expansive living room, and a sizable side yard—perfect for groups of up to six guests and encompassing a one-third-acre lot.
9.8 266 reviews
Greenport, NY
07/28 – 07/30
$770/nighttotal: $1540 (2 )
Sound Front Condominium
1 2
apartment , Greenport
This Greenport apartment is located a short walk from the charming downtown area and just a few blocks from the waterfront, offering easy access to shops, restaurants, and stunning harbor views. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience. The two-bedroom, two-bathroom apartment comfortably sleeps six guests and features flexible sleeping arrangements, allowing for a variety of traveler needs. Enjoy modern amenities like Wi-Fi, a fully equipped kitchen, and air conditioning, along with a private garden, swimming pool, and parking.
Browse Waterfront Vacation Rentals in Greenport, NY
Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Greenport, NY. Book your next shoreside stay today.
9.8 17 reviews
Greenport, NY
07/28 – 07/30
$457/nighttotal: $914 (2 )
Harbor Heights
2 2
apartment , Greenport
9.8 162 reviews
Greenport, NY
07/27 – 07/29
$732/nighttotal: $1464 (2 )
Waterfront Escape | Private Beach, Pool & Views
2 2
apartment , Greenport
Greenport, NY
07/01 – 07/02
$551/nightfor 1 night
Modern Condo Retreat | A103
2 2
apartment , Greenport
Greenport, NY
07/07 – 07/14
$842/nighttotal: $5894 (7 )
Waterfront Jewel Box On A High Bluff.
1 2
apartment , Shelter Island Heights
Traveler-Approved Luxury Vacation Rentals in Greenport, NY
Indulge in a luxury vacation rental in Greenport, NY, where high-end design meets world-class 5-star comfort.
9.8 17 reviews
Greenport, NY
07/07 – 07/14
$625/nighttotal: $4375 (7 )
House Of Classic Arts And Crafts North Fork
3 2
apartment , Southold
Explore Vacation Rentals with Saunas in Greenport, NY
Maximize your recovery with an on-site sauna, a standard feature at these premier Greenport, NY vacation rentals.
