Vacation rentals in Greenport

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Popular amenities for Greenport vacation rentals

Apartment rentals in Greenport

Guest favorite
A red brick building is presented with multiple windows and a central cupola. The facade features two entrances, with a light-colored door on one side and a larger garage door on the other. Surrounding trees provide shade, contributing to a quiet exterior atmosphere.
Apartment in East Rock
4.85 out of 5 average rating, 184 reviews

2 Bedroom apt quiet courtyard setting w parking

GregRating, 5 stars1 week ago
A great location with lots of room at an unbeatable price. Many thank to Martin for making every aspect of the stay a breeze from check-in to checkout.
Top guest favorite
An outdoor pool area is featured with a refreshing turquoise pool surrounded by multiple lounge chairs adorned with colorful cushions. Bright yellow and red umbrellas provide shade, while a dining table is positioned nearby, set against a backdrop of lush greenery and distant ocean views.
Apartment in Fire Island Pines
4.97 out of 5 average rating, 106 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

PeterRating, 5 stars7 months ago
Had a great stay. Jamie was helpful and responded quickly, and accommodated us kindly. The house is very close to the ferry, which made the trek with luggage very easy. The house is one lot from the ocean, and hot tub on the roof has a great view. The mattress was also really great, sleeping well isn’t usually in the Pines experience but it was a highlight this trip
Superhost
An outdoor deck features a red barbecue grill positioned alongside a planter. A panoramic view of the ocean and coastline is visible in the background, highlighting lush greenery and a winding road leading away from the property.
Apartment in The Hamptons
4.8 out of 5 average rating, 116 reviews

Magnificient MONTAUK at the BEACH

EmilyRating, 5 stars10 months ago
We loved our girl's weekend trip at Nanette's home and will be returning next summer! Walkable distance to town, less than a 5-minute walk to the beach, and her home was very home-y! Nanette is very responsive and was very helpful with check-in and check-out! We loved hanging out on the deck and she has lots of beach chairs, towels, and linens for the house. Great deal for the location of the house and the best part was she has two powerful AC units that keep the place cool and refreshing.
Guest favorite
A bright and airy great room combines kitchen, dining, and living areas. Light wood cabinetry and stainless steel appliances complement the open layout. Soft white sofas with navy pillows are arranged around a wooden coffee table, and a round mirror enhances the natural light from multiple windows.
Apartment in North Fork
4.95 out of 5 average rating, 148 reviews

Upscale Newly Constructed Apartment

AndreaRating, 5 stars2 weeks ago
Staying here far surpassed our expectations. The photos truly do not do it justice. The home is spectacular with gorgeous vaulted ceilings in the kitchen and living area. The 3 bedrooms were clean and beautifully decorated. The beds were also super comfortable. The bathrooms were very clean. The couches were cozy. We had a lovely time on our one night stay. The location was great and was only one mile to the town of Greenport. Amanda was so sweet with flexible check-in times, and extremely responsive. We would definitely stay here again. We want to make a yearly trip now! It was fabulous.
Guest favorite
A spacious living area features a mixture of seating options, including a modern white chair and a cozy sofa. A large area rug anchors the space, accompanied by decorative pillows and books on a low table. Natural light fills the room through large windows beneath exposed wooden beams.
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 246 reviews

Squire Chase House

ErikaRating, 5 stars7 months ago
Terrific location and apartment was superb. Very comfortable, well designed and terrific space, especially the deck.
Guest favorite
A private entrance features a white door set against a backdrop of textured wooden siding. Colorful purple irises bloom along the stone pathway, complemented by lush greenery, contributing to the inviting exterior of the studio apartment.
Apartment in The Hamptons
4.88 out of 5 average rating, 128 reviews

Southampton Village Studio

RonnyRating, 5 stars3 weeks ago
This was my very first time using Airbnb, and it couldn’t have been better! The place was beautiful, spotless, and exactly as described. I only stayed for a short time, but everything felt warm and welcoming. A truly wonderful experience. Thank you to Michael for his hospitality.
Top guest favorite
A comfortable living area is presented, featuring a spacious sofa and a coffee table with floral decor. A dining set with wooden chairs is positioned nearby. A television is mounted on the wall opposite a decorative fireplace. Natural light is introduced through a nearby window.
Apartment in Port Jefferson Station
4.93 out of 5 average rating, 204 reviews

Brand New Modern Spacious Apartment

BridgetRating, 5 stars1 week ago
This was a great place to stay. We were attending our son’s graduation at Stony Brook and it was really easy to get everywhere, a perfect base. So clean and very well equipped. Joanne was very accommodating and easy to communicate with. Would definitely recommend this place.
Guest favorite
A well-maintained pathway leads along the garden of the apartment, bordered by various lush shrubs and plants. The gray building features a large window, allowing natural light to enter. Smooth gravel and a concrete walkway create an accessible route to the entrance.
Apartment in East Rock
4.9 out of 5 average rating, 116 reviews

Sperry House one bedroom private apartment

ElahRating, 5 stars1 week ago
Place was what we expected and the neighborhood was nice, about a 20 min walk from the main campus (which was relevant to us). Basement unit (down a few stairs from your private entrance) with windows in every room, off street parking, washing machine in the shared part of the house (that you can use until 9pm). Was a cold weekend and apartment was nice and warm. Bed was comfortable. Rosaria was responsive and helpful, and even folded some dry laundry we had left in the dryer. Left a handful of drinks and snacks for us that were much appreciated.

Other great vacation rentals in Greenport

Top guest favorite
A screened-in patio offers a comfortable seating area with dark blue sofas and a light wooden table. A ceiling fan provides airflow, while large windows showcase views of the spacious yard and surrounding trees. Natural light enhances the inviting atmosphere.
Home in North Fork
4.98 out of 5 average rating, 181 reviews

Greenport Village walking distance to all

WilliamRating, 5 stars3 weeks ago
Kristin was a great host. Everything was as described. Great location to shopping, restaurants and ferry in Greenport. We would definitely stay here again.
Superhost
Cabin in Shirley
4.87 out of 5 average rating, 159 reviews

A-Frame cabin with private beach & epic sunsets

NickRating, 5 stars2 weeks ago
Amber and her home were beautiful! Looking forward to staying there again next time I'm in the neighborhood!
Top guest favorite
Two wooden chairs are positioned on a grassy area overlooking the calm water. A fire pit sits in between the chairs, and a swing hangs from a nearby tree. In the background, a dock extends into the water, framed by trees.
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars5 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 141 reviews

"Red House on the Knoll" at Indian Cove

MadelineRating, 5 stars1 day ago
We loved our stay! Gail was very kind and responsive. The home was well stocked with the necessities (extra toothbrushes, food basics, dishwasher detergent, trash bags) which was a nice surprise! The home is very spacious and comfortable- not to mention the incredible interior design and artwork. We left with so much inspo for our own home!
Top guest favorite
An outdoor gathering is depicted near a serene body of water. Folding chairs, arranged in rows on grass, accommodate guests, while a pathway of white material leads towards the waterfront. The setting is framed by trees and the structure of a house is visible in the background.
Bungalow in Old Lyme
4.94 out of 5 average rating, 316 reviews

Pet Friendly Bungalow!!!

KarenRating, 5 starstoday
We had a wonderful time at this peaceful retreat. The host was so accommodating. Everything was as described and was so cozy and comfortable. A truly great place to relax for a few days.
Guest favorite
A hot tub is situated on a wooden deck, surrounded by tall green hedges that offer privacy. The clear blue sky overhead adds to the tranquil atmosphere, while string lights can be seen overhead, creating a relaxed outdoor vibe.
Home in The Hamptons
4.89 out of 5 average rating, 103 reviews

Hamptons Escape minutes from Beaches and Nightlife

DanielRating, 5 stars2 weeks ago
Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood
Guest favorite
Cabin in Rocky Point
4.89 out of 5 average rating, 490 reviews

Great little place just for a couple

JillianRating, 5 stars4 days ago
This was the perfect, quaint little spot—clean, cozy, and thoughtfully stocked with everything you could need. The neighborhood was beautiful and peaceful, and having a safe, designated parking space was a huge plus. The host was incredibly sweet and respectful of privacy, making for a seamless and relaxing stay. Highly recommend!
Superhost
A charming cabin exterior features dark wooden siding and light-toned accents. Steps lead to a welcoming deck where a kayak rests alongside two spacious chairs. Large windows provide natural light, while surrounding trees create a serene atmosphere.
Apartment in Rocky Point
4.84 out of 5 average rating, 111 reviews

Cozy and Quiet space to Relax

NicoleRating, 5 stars1 month ago
This was a great stay. It was clean and in a very cozy area. The bedroom was very cute as it was extremely comfortable and had all the amenities I needed for my stay. The kitchen was extremely clean and had everything down to even ice cubes in the freezer. You don’t need to buy anything for the kitchen use. The water pressure in the sink was quite intense too! The bathroom was clean, but I will say if you are on the bigger side don’t stay here because it is quite small but if not it’s perfect. The living room is very clean and spacey and perfect for snuggling up and watching tv. Keep in mind this is a basement so there are people upstairs and you can hear them quite a bit. But to me it wasn’t a bother Regarding the area it is pretty dense over there, but I did find some amazing food. I was celebrating my anniversary and we went to sea basin and we also went to inferno burger. Inferno burger was the BEST! Patrick was wonderful/ responsive and respectful of our privacy. WOULD STAY AGAIN!

Quick stats about vacation rentals in Greenport

  • Total rentals

    170 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    9.8K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Greenport?

    Yes! Work meets play with ease at over 80 vacation rentals in Greenport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Greenport?

    Four-legged friends are welcome in Greenport. Choose from more than 50 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Greenport?

    Experience the best of Greenport with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Greenport house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Greenport, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Greenport have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Greenport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenport have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Greenport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Greenport?

    Greenport has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Greenport?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a bbq area, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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  5. Greenport