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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (280 reviews)
"Great place!"
United States
Christine
The price is AED 1,235
AED 1,739 total
includes taxes & fees
9 Aug - 10 Aug
Cliffside Resort Condominiums
Sun loungers, beach towels

2. Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (40 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is AED 716
AED 1,410 total
includes taxes & fees
1 Sep - 2 Sep
Aqua Vista
Flat-screen TV

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AED 2,354
AED 2,689 total
includes taxes & fees
19 Aug - 20 Aug
North Fork Resort
Sun loungers, beach towels

4. 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 AED 1,306
AED 2,184 total
includes taxes & fees
16 Aug - 17 Aug
The SandPiper
Terrace/patio

5. 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)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 1,429
AED 2,035 total
includes taxes & fees
10 Aug - 11 Aug
American Beech in Greenport - Petite King Room 7
Beach

6. Harbor Heights

Harbor Heights
Pipes Cove
9.8 out of 10, Exceptional, (19 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is AED 1,084
AED 1,897 total
includes taxes & fees
3 Sep - 4 Sep
Harbor Heights
Sun loungers, beach towels

7. 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 AED 1,634
AED 2,854 total
includes taxes & fees
26 Aug - 27 Aug
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Beach

8. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything was so nice and clean. Location was great, walking distance from everything. My children had an amazing time. I would book this again in the summer."
United States
Jessica0610@gmail.com A.
The price is AED 1,451
AED 2,493 total
includes taxes & fees
2 Sep - 3 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 AED 3,456
AED 5,455 total
includes taxes & fees
1 Sep - 2 Sep
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Coffee/tea maker, fridge, microwave, oven

10. New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Greenport
10.0 out of 10, Exceptional, (4 reviews)
"Great location and beautiful inside!"
United States
Lauren H.
The price is AED 4,463
AED 7,025 total
includes taxes & fees
9 Aug - 10 Aug
New Construction Greenport Pool House - 3 Blocks from Town
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 AED 1,576
AED 2,224 total
includes taxes & fees
10 Aug - 11 Aug
American Beech in Greenport - Deluxe King 6
1 bedroom, desk, iron/ironing board, travel crib

12. 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 AED 499
AED 922 total
includes taxes & fees
2 Sep - 3 Sep
1-bedroom cottage with Grove Beach 🏖️ access.
1 bedroom, bed sheets

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...
United States
Malika
The price is AED 710
AED 1,093 total
includes taxes & fees
6 Aug - 7 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
1 bedroom, bed sheets

14. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is AED 789
AED 1,196 total
includes taxes & fees
10 Aug - 11 Aug
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
1 bedroom, bed sheets

15. 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 AED 789
AED 1,196 total
includes taxes & fees
10 Aug - 11 Aug
Safari Tent Glamping,S5-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 AED 535
AED 1,036 total
includes taxes & fees
6 Aug - 7 Aug
The Stern at Soundview · Beach+Ocean+Sunrise
Interior

17. 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.
The price is AED 727
AED 1,634 total
includes taxes & fees
9 Aug - 10 Aug
Adorable Cottage, 5 min walk to water & town
Coffee/tea maker, fridge, microwave, oven

18. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is AED 735
AED 1,290 total
includes taxes & fees
1 Sep - 2 Sep
The gardners Cottage 1 mile from long Island Sound - pet friendly
Beach nearby

19. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
The price is AED 587
AED 1,099 total
includes taxes & fees
6 Aug - 7 Aug
Keel at Soundview · Beach+OceanView+Sunrise
Sun loungers, beach towels

20. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
The price is AED 579
AED 1,337 total
includes taxes & fees
24 Aug - 25 Aug
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and 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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Top Greenport Hotel Reviews

Budget Host East End

Budget Host East End

8/10 Good
"."
Peter 2-night trip
Posted 3 hours ago
Budget Host East End

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 96 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.