An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Greenport Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Greenport vacation rentals

Condo | Terrace/patio

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (282 reviews)
"Great place!"
United States
Christine
The price is SAR 1,151
SAR 1,649 total
includes taxes & fees
9 Sep - 10 Sep
Cliffside Resort Condominiums
Flat-screen TV

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (46 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is SAR 1,193
SAR 1,363 total
includes taxes & fees
8 Sep - 9 Sep
North Fork Resort
Sun loungers, beach towels

3. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is SAR 732
SAR 1,411 total
includes taxes & fees
8 Sep - 9 Sep
Aqua Vista
Terrace/patio

4. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is SAR 1,160
SAR 1,686 total
includes taxes & fees
7 Sep - 8 Sep
American Beech in Greenport - Petite King Room 7
Sun loungers, beach towels

5. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is SAR 920
SAR 1,939 total
includes taxes & fees
7 Sep - 8 Sep
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Beach

6. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (22 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is SAR 732
SAR 1,441 total
includes taxes & fees
13 Sep - 14 Sep
Harbor Heights
Sun loungers, beach towels

7. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is SAR 732
SAR 1,411 total
includes taxes & fees
10 Sep - 11 Sep
The SandPiper
Beach

8. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is SAR 1,108
SAR 2,059 total
includes taxes & fees
10 Sep - 11 Sep
Beach Block Hideaway
Smart TV, books

9. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is SAR 2,865
SAR 4,697 total
includes taxes & fees
9 Sep - 10 Sep
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Property grounds

10. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is SAR 3,599
SAR 5,656 total
includes taxes & fees
10 Sep - 11 Sep
Beachfront Greenport Villa
Property grounds

11. American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is SAR 1,348
SAR 1,930 total
includes taxes & fees
7 Sep - 8 Sep
American Beech in Greenport - Deluxe King 6
1 bedroom, bed sheets

12. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is SAR 807
SAR 1,222 total
includes taxes & fees
16 Aug - 17 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
1 bedroom, desk, iron/ironing board, travel crib

13. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay"
United States
JM B.
The price is SAR 433
SAR 842 total
includes taxes & fees
9 Sep - 10 Sep
1-bedroom cottage with Grove Beach 🏖️ access.
Property grounds

14. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is SAR 807
SAR 1,222 total
includes taxes & fees
16 Aug - 17 Aug
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
Terrace/patio

15. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is SAR 807
SAR 1,265 total
includes taxes & fees
19 Aug - 20 Aug
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
Beach nearby

16. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is SAR 663
SAR 1,218 total
includes taxes & fees
8 Sep - 9 Sep
The Stern at Soundview · Beach+Ocean+Sunrise
Coffee/tea maker, fridge, microwave, oven

17. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is SAR 3,330
SAR 5,744 total
includes taxes & fees
9 Sep - 10 Sep
Work and Play Special! Extended Stay Discount
Interior

18. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (16 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
Adorable Cottage, 5 min walk to water & town
Iron/ironing board, WiFi (free), individually decorated

19. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is SAR 1,113
SAR 1,374 total
includes taxes & fees
8 Sep - 9 Sep
Windward Shores Ocean Resort
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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Top Greenport Hotel Reviews

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Luxury little gem on the north fork. On the water. Staff friendly. There is no food on site and restaurants however close early even during season. We had difficulty finding dinner at 9 pm."
Patricia 1-night trip
Posted 3 hours ago
The Shoals Suites and Slips

Frequently asked questions

Can I find a vacation rental in Greenport?

Yes, we give you a choice of vacation rentals in Greenport near Greenport Carousel, or you can select a more remote 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 vacation home rentals that Greenport has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental near Greenport is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Greenport?

With 97 Expedia vacation rentals, you're sure 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 vacation rentals like in Greenport?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Greenport. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.