
Vacation rentals in Greenport
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Top-rated vacation rentals in Greenport
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Greenport vacation rentals
Apartment rentals in Greenport

2 Bedroom apt quiet courtyard setting w parking
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.

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

Magnificient MONTAUK at the BEACH
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.

Upscale Newly Constructed Apartment
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.

Squire Chase House
Terrific location and apartment was superb. Very comfortable, well designed and terrific space, especially the deck.

Southampton Village Studio
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.

Brand New Modern Spacious Apartment
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.

Sperry House one bedroom private apartment
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

Greenport Village walking distance to all
Kristin was a great host. Everything was as described. Great location to shopping, restaurants and ferry in Greenport. We would definitely stay here again.

A-Frame cabin with private beach & epic sunsets
Amber and her home were beautiful! Looking forward to staying there again next time I'm in the neighborhood!

Shelter Island Waterfront Getaway
Great stay, Maureen is very communicative and super helpful. Beautiful views

"Red House on the Knoll" at Indian Cove
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!

Pet Friendly Bungalow!!!
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.

Hamptons Escape minutes from Beaches and Nightlife
Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

Great little place just for a couple
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!

Cozy and Quiet space to Relax
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.
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Blue Shutters Beach
- Sunken Meadow State Park
- Bushnell Park
- Long Island Aquarium
- Outer Beach at Smith Point County Park
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