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Holiday Rentals in Greenport

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Holiday Rentals in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (258)
"Very private"
The price is €161
includes taxes & fees
11 Nov - 12 Nov
Windward Shores Ocean Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (212)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (29)
"Great home very close to a great vineyard. "
Beautiful Family Home Nestled In The Heart Of Sagaponack
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (64)
"We had an incredible time at this house!!! It literally felt like we were staying at a luxury resort and had everything we could have possibly needed for our getaway. Our group included young kids and adults all of whom had an amazing stay. The tennis and basketball court was in great condition and provided endless fun activities. The pool was a great size and the heater worked well when it was needed. There is a ton of space to play sports and games as well as a fire pit which was a great way...
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
10.0 out of 10, Exceptional, (19)
"Lovely house. Perfect for a family getaway for children and adults. Nice number of sleeping options. Three full bathrooms a big plus. Great communal areas and a wonderful backyard. Short walk to the beach. Great time of year to enjoy being on the beach without all the crowds and summer heat. "
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (102)
"We really enjoyed our stay. Beds, linens, towels all super comfortable. Kitchen bright and useful. Bathrooms spotless. 2 minute walk to cute beach. Tons of stuff to do in the area. Great, private backyard well appointed with portable fire pit, grill, furniture. Lots of kid games and books and puzzles in house. Need functional carbon monoxide detector. "
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Summer getaway
9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Rustic Lakeside Cabin at White Gate Farm
10.0 out of 10, Exceptional, (105)
"We are local to the area and wanted a mini vacation without having to travel far. The cabin was absolutely perfect! The gigantic picture window, the private dock, and quiet farmland surroundings were the highlights of the property. Seeing the fog dance across the lake during sunrise was magical!"
Rustic Lakeside Cabin at White Gate Farm
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (33)
"We had a great holiday weekend at this clean, comfortable and spacious home. The property was exactly like the photos with plenty of comfy accommodations for our large group. Lots of thoughtful touches for guests and great local recommendations helped to make our stay extra memorable. The little ones in our family didn’t want to leave. Thank you!!"
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Contemporary home, newly built, heated pool and hot tub, large deck and...
9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...
70 Year old cottage on 2.8 acres, stunning views and sunsets
8.4 out of 10, Very good, (6)
"We all liove the various Connecticut shore towns, and Ild Lyme was delightful. We revisited some favorite spots, and discovered a few new ones. The vintage appliances were particularly nice to find, and looking at old photos, we realized that the original cottage was really 100 years old!"
70 Year old cottage on 2.8 acres, stunning views and sunsets
Private 2.1 acre gated home with heated pool and tennis & pickleball court
10.0 out of 10, Exceptional, (17)
"With a baby we needed a place with enough entertainment, so we didn’t have to go out much. This place has ALL of that and more. We loved it. We cooked, grilled, swam, played tennis, pickleball, ping pong, pool; all at the house. It was perfect."
Private 2.1 acre gated home with heated pool and tennis & pickleball court
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (21)
"The house was as advertised, a perfect size for me and my sister. The yard was amazing with a beautiful view and really comfortable chairs to hang out in! Lori was so helpful and communicative. I had absolutely no problems reaching her when I had a question! Would return to this house for sure!"
Location and views! Located directly on Shinnecock Bay!
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (11)
"The house is very nice. Very updated and clean. Best bathrooms in any house we have stayed in. The kitchen was large and very nice. Backyard is nice and private with plenty of room. My only issue is that there are so many trees that it blocks a lot of the sun. The pool is in the shade most of the time. In the hot summer it might be great to get some shade but our week was in the low 70's and we could have used a little more sun on the pool. House is in a good location, close to town and the...
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Sag Harbor Suite by the Beach
8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Greenport you may be interested in

Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (483)
"Staff was very helpful and welcoming. Views are absolutely amazing and made our one night stay that much more memorable. "
The price is €187
includes taxes & fees
1 Dec - 2 Dec
Sound View Greenport
The Harbor Front Inn
3.5 star property
8.6 out of 10, Excellent, (414)
"We had a very relaxing stay."
The price is €198
includes taxes & fees
17 Nov - 18 Nov
The Harbor Front Inn
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (95)
"Everything was as expected. Staff was helpful and professional. Room was clean and cozy. Thanks !!"
Greenporter Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Greenport?

Yes, there are holiday rentals in Greenport close to Greenport Carousel, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Greenport. Make sure you have time to check out the waterfront and festivals during your trip.

What are some of the best holiday rentals that Greenport has to offer?

Beautiful Family Home Nestled In The Heart Of Sagaponack: This holiday home rental outside of Greenport offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Greenport?

With 94 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenport stay.

What can I see and do in Greenport?

Enjoy the outdoors at 67 Steps Beach and Norman E. Klipp Marine Park, or simply take in cultural attractions like Railroad Museum of Long Island and East End Seaport Maritime Museum. While here, Greenport Carousel and Kontokosta Winery are other places worth a visit.

What are holiday rentals like in Greenport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenport. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.