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

Search Greenport Cottage Rentals from CA $327

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Greenport cottages

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $403
CA $460 total
includes taxes & fees
Oct 20 - Oct 21
North Fork Resort
A deck with a gray sofa, a wooden chair, and a metal fire pit.

2. 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 CA $743
CA $1,255 total
includes taxes & fees
Oct 6 - Oct 7
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $171
CA $327 total
includes taxes & fees
Oct 20 - Oct 21
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, multiple windows, and a front door.

4. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Great host and property"
United States
Kevin K.
The price is CA $293
CA $738 total
includes taxes & fees
Sep 25 - Sep 26
Adorable Cottage with Cottage porch, walk to water & town
A white cottage with a front door, a garage, and a small porch with a potted plant.

5. 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, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $222
CA $421 total
includes taxes & fees
Oct 7 - Oct 8
The gardners Cottage 1 mile from long Island Sound - pet friendly
A residential area with houses, a driveway, and a body of water in the background.

6. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is CA $91
CA $613 total
includes taxes & fees
Sep 27 - Sep 28
Steps to the beach | Seabreeze Cottage #3
A small, single-story house with a white porch and a wooden front door.

7. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (33 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $259
CA $517 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A two-story house with a porch, a mailbox, and a lawn.

8. 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
10.0 out of 10, Exceptional, (2 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is CA $206
CA $490 total
includes taxes & fees
Oct 6 - Oct 7
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A wooden house with a porch, stone steps, and a gravel pathway.

9. Large Family-Friendly Cottage

Large Family-Friendly Cottage
Waterford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our weekend at Marina Bay for our daughter’s birthday weekend with her friends. Everything was easy to find and use, the space was perfectly sized and comfortable. We hope to return soon!"
United States
Henry B.
The price is CA $653
CA $746 total
includes taxes & fees
Oct 2 - Oct 3
Large Family-Friendly Cottage
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

10. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $91
CA $613 total
includes taxes & fees
Sep 27 - Sep 28
Walk to Beach | Seabreeze Cottage #4
A coastal residential area with houses, a beach, and a pier.

11. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (96 reviews)
"Unbeatable views and professional hosts."
United States
Russell A.
The price is CA $987
CA $1,595 total
includes taxes & fees
Sep 28 - Sep 29
Direct waterfront renovated cottage.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenport Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Lovely hotel, great location and lovely courtyard!"
Martina 1-night trip
Posted 10 hours ago
Zey Hotel

Find out more about Greenport

Greenport Cottages information

Number of reviews
239
Accommodation
219 Cottages
Lowest Price
CA $327
Highest Price
CA $1,595

Frequently asked questions

Why book your cottage in Greenport with Expedia?
Expedia has some superb cottages in Greenport, so start packing your bags for an unforgettable stay on nature's doorstep. If you're on a budget, click on how much you're willing to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Greenport?
Expedia is here to help you locate cheap cottages in Greenport. To lock in your ideal stay in just a few clicks, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia