Apartment holiday rentals in Greenport

Phillip and Jennifer were extremely kind and gracious hosts. The setting is beautiful, with easy walks to the shoreline, shops, restaurants, etc. The accommodations were exactly as advertised, and perfect for an individual with work responsibilities who also wants a beautiful, peaceful location. I plan to be back!

Peter’s place was clean, quiet, and just what I needed for a peaceful escape. The location by the ocean felt private and calming. Everything was well-kept, super clean, and comfortable. I’d definitely stay again for a relaxing getaway.

The upstairs apartment was spacious and very fresh, from the linens to the interior. It appeared recently renovated yet retaining all its charm. The kitchen was well equipped for making meals in with a good assortment of spices/oils/pans/utensils, to include butter and creamer in the fridge. While maybe a 5 minute walk to shops/restaurants, the street and house were serene. With coolish weather during our stay, we enjoyed fresh ocean air with open windows day and night. The place is a gem with exceptional value

My friends and I loved staying at Amanda’s place. We were greeted by her homemade baked goods stand which was delicious. The apartment was charming, sparkly clean, felt very safe and was within walking distance of Greenport town area. Amanda was also very responsive and accommodating. Would highly recommend to anyone looking to stay in the North Fork area!

“A Wonderful Stay!” I had such a pleasant experience at this Airbnb! The space was clean, cozy, and exactly as described. The host was incredibly welcoming and attentive, making sure I had everything I needed for a comfortable stay. The location was perfect—quiet and peaceful, yet close to everything I needed. I especially appreciated the thoughtful touches throughout the space, which made it feel like home. I wouldn’t hesitate to book again—highly recommend! Feel free to customize it with any specific details about your stay!

Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)

Great spot for a few days in Montauk. Really close drive to town only about 15 walk into town. Great food cart on property open when the weather is good. Amazing ocean views from most rooms hard to find in the Hamptons.

Perfect place to unwind after a long day of exploring the North Fork 😍 Steps away from downtown Greenport and its charming restaurants, shops and bars. Not to mention we could find everything we needed and felt right at home in the beautifully appointed apartment :)

This is a lovely upstairs apartment about a half mile from a small marina with several good restaurants. You will want to get to the beach in Madison, a state park, rather than the Clinton beach which has high fees for non-residents. With that said, the gate is not attended after 6 pm when I sat and ate a lobster roll and then explored some of the history plaques to be found on the point. Catherine’s place was the perfect site for me to rest after a Hoffman retreat.

This place is peaceful and beautiful. Surrounded by mature trees, a pond, and a clear night sky with great stargazing. The apartment was stylish and cute. Thank you!

Nancy's place looked just as great as it does in the pictures. Very up to date, stylish, with all the comforts one needs. And looking out the large windows at the green backyard and fire-pit was spectacular, like it was from a home magazine. (Could not actually use the fire pit as it was rainy and cold to start, and then just chilly but I was too busy too). Nancy was extremely responsive to my questions and requests and even anticipated some I might have had. When I had trouble figuring out the locks when I first arrived she must have heard me struggling and was at my side after a few respectful minutes, much appreciated in the cold rain that day. Felt very comfortable and relaxed in the unit. The outside is very green with grass and forest and flowers; just walking around the neighborhood was therapeutic for me! Nancy also gave great guidance on local restaurants and shopping and it was excellent, just like being local. Thank you very much Nancy, a most relaxing and pleasant stay.

The apartment was lovely. It seemed newly renovated and was clean and modern. The bed was quite comfortable! Very good shower water pressure. We were only a few blocks from the village of Southampton….easy to walk or drive to. We had one small issue while there and Joan and Paul were very quick to respond.

Lisa's apartment is exactly as depicted in the AirBnb listing. It is spacious, clean, comfortable, close to the village of Sag Harbor and down the block from a beautiful private beach. Given the cost of hotels in this area this apartment is an excellent value. While we did not speak or meet during our stay Lisa provided clear directions with regard to finding the home, parking and how to enter and left us her cell phone number in case we needed anything.

Second time staying at this Airbnb. Excellent hosts, conveniently located, and cottage had all the amenities.

Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!

Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.

My family enjoyed their short stay at Camilla’s apartment. The apartment was a beautiful place.

Great spot in a quiet area in Cherry Grove. Has everything you need for a great visit. Easy to get in. Clear instructions. Great value. Gina was very helpful and very responsive.

Kelly was quick to respond to any questions and was very helpful and friendly. We had a great time at this wonderful place!

Upon arriving we were taken with the location, beautiful and ample plantings and attention to detail like a bottle of wine and a variety of snacks to welcome us. The hosts were gracious, warm, gave us privacy, and great tips on where to eat. Cowfish in Hampton Bays is not to be missed. A large and private hot tub, comfortable lounges, and outdoor shower are just some of the amenities. A fire pit with water views was a great spot to unwind at night. The hosts gave us kindling and a lighter, and were very responsive with other asks and recommendations. It’s a great location with ease of access for both the North and South Fork. Would not hesitate to recommend to others.

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

We stayed for our honeymoon - long weekend and first time Hamptons visitors. Very clean, organized and cozy space with nice decorations. All amenities listed were available. We really enjoyed the hot tub and firepit, very peaceful and private area. You should have a car to get around to restaurants, shops, and other outdoor activities. Lots of areas were walking, bike, and scooter friendly. There were so many beautiful views of the water!! Would stay here again, great value.

We had a great stay! The location is perfect and quiet. House was way better than what we expected. This place is a true heaven! Highly recommended!

I had the best time I’ve ever had at Fire Island Pines, thanks to Alan and Ethan and their beautiful home. We loved the Poolhouse - it was incredibly comfortable, well-looked after, had beautiful amenities, and had the flexibility of being both a place to gather and a place of rest and privacy. Great kitchen and bathroom, comfortable bedroom. Alan and Ethan were welcoming, generous and charming hosts, who made us feel very special and part of the family. I can’t wait to go back!