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Greenport, NY accommodations
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153 Lodgings in Greenport, NY

Our Favorite Lodgings with a Pool in Greenport, NY

These lodgings in Greenport, NY include a swimming pool, the perfect way to complement a day by the water.

Beautiful Waterview Condo On The North Fork Of Li - Greenport, NY
9.8 194 reviews
Greenport, NY
06/22 – 06/25
$335/nighttotal: $1005 (3 )

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.
Designer Renovated Farmhouse With Pool - Greenport, NY
9.4 10 reviews
Greenport, NY
10/17 – 10/20
$580/nighttotal: $1740 (3 )

Designer Renovated Farmhouse With Pool

1 4
apartment , Shelter Island
This renovated 1860s farmhouse on Shelter Island offers easy ferry access from both the Hamptons and the North Fork, placing you near Shelter Island's pristine beaches and restaurants.
The three-bedroom, two-bathroom property sleeps six guests and boasts a heated pool, jacuzzi, outdoor shower, two outdoor dining areas, three fireplaces, and modern amenities including a fully equipped kitchen, dishwasher, and Wi-Fi.
Superb Shelter Island 4 Bed Designer With A Pool - Greenport, NY
10 4 reviews
Greenport, NY
07/17 – 07/19
$3267/nighttotal: $6534 (2 )

Superb Shelter Island 4 Bed Designer With A Pool

1 2
house , Shelter Island Heights
This Shelter Island Heights home is located on a quiet street, just a short walk from Sunset, Silver, and Shell beaches, making it ideal for enjoying the island's natural beauty. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The house offers four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy a heated saltwater pool, a hot tub, a fully stocked kitchen, and a wrap-around porch, two large decks, and an open floor plan.
Stylish Getaway In Greenport - Greenport, NY
9.8 36 reviews
Greenport, NY
06/22 – 06/25
$711/nighttotal: $2133 (3 )

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.

Best family friendly Greenport, NY lodging

Among the 153 accommodations in Greenport, NY, here are the 4 best for families

Cozy Farmhouse Retreat In North Fork, Ny - Greenport, NY
9.8 123 reviews
Greenport, NY
10/17 – 10/20
$751/nighttotal: $2253 (3 )

Cozy Farmhouse Retreat In North Fork, Ny

3 4
apartment , Greenport
Arthur's Vineyard, a 1905 farmhouse in Greenport, is a 10-minute walk from Greenport village's beaches, marina, restaurants, boutiques, and the Long Island Rail Road train station. This three-bedroom, two-bathroom house sleeps six and offers keyless entry, a modern kitchen with dishwasher, central air conditioning, a landscaped backyard, and amenities for families with young children (crib, booster seat, stair gates available upon request).
3 Bedroom Cottage Gem - Greenport, NY
9.9 116 reviews
Greenport, NY
10/16 – 10/19
$727/nighttotal: $2181 (3 )

3 Bedroom Cottage Gem

1 2
apartment , Shelter Island
This three-bedroom, two-bathroom Shelter Island cottage is centrally located in the main village, offering easy access to shops, restaurants, and Shelter Island's beaches.
The family-friendly home sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, and a garden, plus parking and excellent guest reviews.
Greenport Village Farmhouse - Greenport, NY
9.6 5 reviews
Greenport, NY
06/29 – 07/02
$707/nighttotal: $2121 (3 )

Greenport Village Farmhouse

1 2
apartment , Greenport
This renovated 1846 farmhouse in Greenport's historic district is less than half a mile from restaurants, shops, the Jitney, and the waterfront.
The three-bedroom, one-bathroom property sleeps six and features a relaxing garden with gas and coal BBQs, a fire pit, and multiple lounging areas; internet, air conditioning, and parking are also provided.
Quiet Street One Block To Shops, Restaurants & Waterfront. Barn With Ac Tv &Wifi - Greenport, NY
10 54 reviews
Greenport, NY
10/16 – 10/19
$692/nighttotal: $2076 (3 )

Quiet Street One Block To Shops, Restaurants & Waterfront. Barn With Ac Tv &Wifi

3 2
apartment , Greenport
This Greenport vacation home is a short walk from the Greenport Farmers' Market, Camera Obscura, and less than a 10-minute walk from the Greenport Carousel and East End Seaport Maritime Museum, offering convenient access to the beach and Greenport Station.
This three-bedroom, two-bathroom house comfortably sleeps six guests and features a fully equipped kitchen, a private fenced yard, on-site amenities including an arcade/game room and barbecue grills, plus air conditioning, Wi-Fi, and parking.

Frequently Asked Questions about accommodations in Greenport, NY

  • What are the must-see sites in or near Greenport, NY?

    Greenport is full of charm! You can't miss the historic Greenport Harbor, with its working waterfront and picturesque views. The East End Seaport Museum is a must-visit for maritime history buffs. Just a short drive away, you'll find the beautiful Long Island Sound, offering stunning beaches and scenic views.
  • What are the best accommodations in Greenport, NY?

    Among the accommodations in Greenport, NY, The Harbor Front Inn, Sound View Greenport and The Sandpiper- Apt #1 are the most popular ones.

  • How can travelers reach Greenport, NY?

    The easiest way to get to Greenport is by car, as it's about a 2-hour drive from New York City. You can also take the Long Island Rail Road to the Ronkonkoma station and then take a taxi or rent a car to Greenport. If you're coming from further away, you can fly into Long Island MacArthur Airport (ISP) and then drive.
  • What are the best accommodations with a pool in Greenport, NY?

    The Harbor Front Inn, Sound View Greenport and The Cliffside Resort Condominiums are the best accommodations with a pool in Greenport, NY.

  • What outdoor activities can visitors enjoy in and around Greenport, NY?

    Greenport is a haven for outdoor enthusiasts! You can enjoy kayaking, paddleboarding, and sailing on the harbor. There are also plenty of hiking and biking trails in the area, including the scenic Greenport Harbor Trail. For a relaxing day at the beach, head to Mitchell Park Beach or the nearby beaches on Shelter Island.
  • What are the best accommodations with a jacuzzi in Greenport, NY?

  • When is the ideal time to plan a trip to Greenport, NY?

    Greenport is beautiful year-round, but the best time to visit is during the summer months (June-August) when the weather is warm and sunny. You'll enjoy the vibrant atmosphere with plenty of outdoor activities and festivals. If you prefer milder weather and fewer crowds, spring (April-May) and fall (September-October) are also great options.
  • What are the best accommodations for families and kids in Greenport, NY?

    The best accommodations for families and kids in Greenport, NY are The Harbor Front Inn, Sound View Greenport and The Sandpiper- Apt #1.

  • What are the best walking or cycling routes in Greenport, NY?

    Greenport is perfect for a leisurely stroll or bike ride. The Greenport Harbor Trail is a popular choice, offering stunning views of the harbor and the historic downtown area. For a more scenic route, try the 3-mile loop around the Peconic Riverfront, passing by charming homes and beautiful waterfront parks.
  • What are the best pet friendly accommodations in Greenport, NY?

    The best pet friendly accommodations in Greenport, NY are The Harbor Front Inn, Sound View Greenport and American Beech Hotel.

  • 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 nearby towns like Shelter Island, known for its beautiful beaches and quaint villages. A little further away, you'll find the charming towns of Mattituck, Cutchogue, and Orient, each with their own unique character and attractions.
  • What are the best accommodations with parking in Greenport, NY?

    The Harbor Front Inn, Sound View Greenport and The Sandpiper- Apt #1 are the best accommodations with parking in Greenport, NY.

  • What amenities can travelers expect from accommodations in Greenport, NY?

    Greenport offers a range of accommodations, from cozy bed and breakfasts to charming inns and modern hotels. Many accommodations provide amenities like Wi-Fi, parking, and breakfast. Some even have swimming pools or access to private beaches. Don't forget to look for places with views of the harbor or the Sound, as they offer a truly special experience.

Destinations nearby

Best Greenport, NY accommodation with a balcony

Gorgeous 5 Bdrm Home With Beautiful Bay Views In The Heart Of Greenport Village - Greenport, NY
10 20 reviews
Greenport, NY
10/16 – 10/19
$1720/nighttotal: $5160 (3 )

Gorgeous 5 Bdrm Home With Beautiful Bay Views In The Heart Of Greenport Village

5 2
apartment , Greenport
This Greenport vacation home is conveniently located within walking distance of the Greenport Farmers' Market, Camera Obscura, and East End Seaport Maritime Museum, making it ideal for exploring the town's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house offers 4 bedrooms, accommodating up to 10 guests, making it perfect for families or groups. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, a private garden, and a spa, perfect for relaxing after a day of exploring.
Aqua Vista - Greenport, NY
9.9 714 reviews
Greenport, NY
08/26 – 08/31
$504/nighttotal: $2520 (5 )

Aqua Vista

2 2
apartment , Greenport
This Greenport apartment is located in the center of Greenport Village, just steps away from restaurants, shops, and the Shelter Island Ferry. It has excellent user, location, and cleanliness ratings. This two-bedroom rental comfortably sleeps six guests. It features a fully equipped kitchen, a private balcony, and a garden.
The apartment is air-conditioned, has free internet access, and allows pets, making it a perfect choice for families and groups.
Charming Greenport Gem 1, 1 Mile To Ferry! - Greenport, NY
9.7 89 reviews
Greenport, NY
10/17 – 10/20
$394/nighttotal: $1182 (3 )

Charming Greenport Gem 1, 1 Mile To Ferry!

2 4
apartment , Greenport
This Greenport apartment is conveniently located just a mile from the ferry, making it easy to explore the North Fork and beyond, and it's also a short drive from the popular Splish Splash water park. This rental has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers 900 square feet of space, with two bedrooms and one bathroom, comfortably accommodating up to six guests. You'll enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, a terrace or balcony, and a garden, perfect for relaxing and enjoying the Greenport atmosphere.
Haven On Glynn By Rove Travel | 3br Coastal Luxury - Greenport, NY
Greenport, NY
10/17 – 10/20
$1646/nighttotal: $4938 (3 )

Haven On Glynn By Rove Travel | 3br Coastal Luxury

3 4
apartment , Shelter Island Heights
This Shelter Island Heights rental is located within 1 mile of Sylvester Manor, Havens House, and Shelter Island Country Club.
This apartment offers air conditioning, a balcony, a garden, and a kitchen equipped with a fridge, microwave, and dishwasher, with parking available.

Neighborhoods and points of interest in Greenport, NY

Best Greenport, NY accommodation with a kitchen

Beachfront Greenport Villa - Greenport, NY
9.9 89 reviews
Greenport, NY
06/24 – 06/27
$1401/nighttotal: $4203 (3 )

Beachfront Greenport Villa

1 1
apartment , Southold
Villa Sonore, a beachfront Greenport property in Southold, offers easy walking access to Soundview's restaurants and bars and is a short bike ride from North Fork wineries and breweries.
This three-bedroom, two-bathroom house sleeps eight guests and includes amenities such as paddleboards, bicycles, and beach chairs, plus a driveway for three cars and a private enclosed porch and back deck with stunning Long Island Sound views.
Shelter Island Spacious Family Getaway Steps From Beaches - Greenport, NY
8.0 1 review
Greenport, NY
06/24 – 06/27
$1063/nighttotal: $3189 (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 a four-minute drive from Gardiner's Bay Country Club and Shelter Island Whale's Tail Recreation Park.
The 6-guest vacation rental boasts a fully equipped kitchen with dishwasher and microwave, in-unit laundry, Wi-Fi, air conditioning, on-site parking, and access to a fitness center and BBQ facilities.
Beautifully Renovated 2 Bedroom, 1st Floor Apt -Greenport Village, Walk To Town! - Greenport, NY
9.9 75 reviews
Greenport, NY
10/17 – 10/20
$701/nighttotal: $2103 (3 )

Beautifully Renovated 2 Bedroom, 1st Floor Apt -Greenport Village, Walk To Town!

2 4
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.
Sound Front Condominium - Greenport, NY
9.8 264 reviews
Greenport, NY
06/29 – 07/02
$856/nighttotal: $2568 (3 )

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.
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