Greenport Holiday Rentals from €159: Search Short-Term Rentals

Q: 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.

Check Greenport holiday rental availability

Holiday Rentals in Greenport

"Stove it’s not efficient and refrigerator blocked with the corner of wall"

"smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place."

includes taxes & fees

1 Dec - 2 Dec

"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……"

"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "

"Great space and location. We loved the house and enjoyed our stay. "

Beach nearby, sun-loungers, beach towels

"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "

"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "

"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. "

"Enjoyed this house in a great location. It was perfect for attending a family wedding!"

"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...

"The house was perfect, a home away from home located in a nice quiet area, with stores and restaurants close by. House was clean, spacious and stocked with the essentials. The kids loved the pool and the ping pong table. Thank you Val for the perfect weekend, hope to see you next Summer!!"

"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. "

"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...

Microwave, oven, stovetop, coffee/tea maker

"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!!"

"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!"

"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."

"We enjoyed our stay. The location was great and the owner was available for questions. "

"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...

"Ken was great and easy to work with. The house was nice and perfect for our stay!"

"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."

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Other types of properties in Greenport you may be interested in

"Great location.Excellant breakfast.However somewhat worn down,such as rug stains.Service was more than adequate."

includes taxes & fees

1 Dec - 2 Dec

Seasonal outdoor pool, pool umbrellas, pool loungers

"Restaurant was horrible, other wise not an bad experience "

includes taxes & fees

8 Dec - 9 Dec

"Stove it’s not efficient and refrigerator blocked with the corner of wall"

Find out more about Greenport

Everything you need to know about Greenport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenport. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenport holiday rentals we have selected for you start as low as €159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenport rentals

At Expedia, we put the best Greenport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Greenport properties

5/5 Excellent

luxurious

"Wonderful place--pool, hot tub great, steam room too hot! King deluxe with balcony room was luxurious, food was fabulous in the Salt restaurant. The bathroom was sparkling clean!! They should stock cottonelle toilet tissue, for a luxury hotel the one they stocked, even though 2 ply, was translucent, and not soft. "

A verified traveller stayed at Saybrook Point Resort & Marina

Posted 20 hours ago

5/5 Excellent

"The hotel is majestic and on the water with beautiful views. The staff was without exception incredibly attentive and friendly- from Sara and Matthew at the front desk to the gentleman who helped us with the fireplace to Mike and the other valets who took care of the car. Wonderful experience!"

A verified traveller stayed at Madison Beach Hotel

Posted 3 days ago

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 97 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.

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Holiday Rentals in Greenport

Check Greenport holiday rental availability

Holiday Rentals in Greenport

Cliffside Resort Condominiums

Windward Shores Ocean Resort

Driftwood Resort

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Beautiful Family Home Nestled In The Heart Of Sagaponack

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Gorgeous private Hamptons house with pool and volleyball court

Summer getaway

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

Contemporary home, newly built, heated pool and hot tub, large deck and...

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

Location and views! Located directly on Shinnecock Bay!

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

Sag Harbor Suite by the Beach

Other types of properties in Greenport you may be interested in

The Harbor Front Inn

Sound View Greenport

Cliffside Resort Condominiums

Find out more about Greenport

Recent reviews of Greenport properties

Saybrook Point Resort & Marina

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Frequently asked questions