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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Greenport vacation homes

Sun loungers, beach towels

1. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (49 reviews)
"House is exactly as advertised. Street traffic is a little noisier than expected being near the ferry."
United States
Kendric S.
The price is AED 716
AED 1,364 total
includes taxes & fees
10 Sep - 11 Sep
The SandPiper
Sun loungers, beach towels

2. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (42 reviews)
"Such a wonderful stay! Christopher was such a great host, the property matched the description, was extremely clean and situated in a perfect location just a short walk from town! Would stay again & recommend to family/friends!"
United States
Anonymous traveler
The price is AED 716
AED 1,364 total
includes taxes & fees
8 Sep - 9 Sep
Aqua Vista
Terrace/patio

3. 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 AED 1,098
AED 1,603 total
includes taxes & fees
31 Aug - 1 Sep
American Beech in Greenport - Petite King Room 7
Sun loungers, beach towels

4. 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, (29 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AED 810
AED 1,756 total
includes taxes & fees
7 Sep - 8 Sep
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Smart TV, fireplace

5. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 reviews)
"We had a wonderful girls weekend in Greenport. The house was perfect for the three of us. Loved the location. We didn’t get to use the back area due to the weather, but it looked so inviting. Next time!"
United States
Melissa A.
The price is AED 1,355
AED 2,631 total
includes taxes & fees
17 Sep - 18 Sep
Renovated Townhouse walk to all
Beach

6. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 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 AED 1,084
AED 1,989 total
includes taxes & fees
14 Sep - 15 Sep
Beach Block Hideaway
Dining

7. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (7 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is AED 1,983
AED 3,454 total
includes taxes & fees
17 Sep - 18 Sep
Northfork Townhouse walk to all
Property grounds

8. 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 1,208
AED 1,746 total
includes taxes & fees
27 Aug - 28 Aug
American Beech in Greenport - Deluxe King 6
Coffee/tea maker, fridge, microwave, oven

9. 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 AED 2,938
AED 5,208 total
includes taxes & fees
22 Sep - 23 Sep
Work and Play Special! Extended Stay Discount
Beach nearby

10. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (60 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is AED 477
AED 1,088 total
includes taxes & fees
15 Sep - 16 Sep
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Property grounds

11. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is AED 1,047
AED 2,157 total
includes taxes & fees
20 Sep - 21 Sep
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Beach nearby

12. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (7 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AED 644
AED 1,607 total
includes taxes & fees
15 Sep - 16 Sep
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Interior

13. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is AED 1,175
AED 2,231 total
includes taxes & fees
21 Sep - 22 Sep
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Private kitchen

14. Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AED 808
AED 1,712 total
includes taxes & fees
2 Sep - 3 Sep
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Beach

15. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 1,115
AED 2,653 total
includes taxes & fees
22 Sep - 23 Sep
Beachside Bliss w/ Game Room, Gym & Golf Green
Property grounds

16. NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful stay at this cottage. It was comfortable, beautifully decorated, and exceptionally clean. Even though the weather during our trip was terrible, we still thoroughly enjoyed our time there.The hosts were very helpful and provided all the information we needed about the cottage as well as local attractions and activities. Overall, it was an excellent experience, and I would absolutely give it 5 stars."
United States
Erin M.
The price is AED 1,084
AED 1,400 total
includes taxes & fees
26 Aug - 27 Aug
NEW Coastal Cottage 2 Miles to Beach + Lake Access
Smart TV, fireplace, DVD player, books

17. Beautiful East Hampton Retreat

Beautiful East Hampton Retreat
East Hampton
9.6 out of 10, Exceptional, (5 reviews)
"Great home and had all the amenities we needed and good location! Really responsive host also. "
United States
Neeraj P.
The price is AED 2,645
AED 5,006 total
includes taxes & fees
26 Aug - 27 Aug
Beautiful East Hampton Retreat
Smart TV, fireplace, books

18. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 724
AED 1,809 total
includes taxes & fees
1 Sep - 2 Sep
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Outdoor dining

19. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (31 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is AED 1,319
AED 2,015 total
includes taxes & fees
31 Aug - 1 Sep
Lakeside Bliss
Outdoor pool, a heated pool

20. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
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
"Beautiful spacious rooms with great rocking chairs on the balcony with a water view. Property was immaculate. Lovely continental breakfast. Great outdoor food truck for a snack and adult beverage!"
Lauren 1-night trip
Posted 16 hours ago
The Shoals Suites and Slips