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

Search Greenport Cottage Rentals from CA $500

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

Our top choices for Greenport cottages

Balcony

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $438
CA $500 total
includes taxes & fees
Sep 9 - Sep 10
North Fork Resort
Exterior

2. 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 CA $161
CA $311 total
includes taxes & fees
Sep 8 - Sep 9
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

3. 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, (26 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $279
CA $492 total
includes taxes & fees
Sep 1 - Sep 2
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

4. 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 CA $220
CA $510 total
includes taxes & fees
Aug 24 - Aug 25
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Exterior

5. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $155
CA $691 total
includes taxes & fees
Aug 11 - Aug 12
Seabreeze 4 Charming Cottage footsteps to beach
Exterior

6. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (51 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is CA $845
CA $1,362 total
includes taxes & fees
Aug 25 - Aug 26
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

7. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Westbrook Center
9.4 out of 10, Exceptional, (3 reviews)
"We had a lovely time during our stay. The hosts were excellent with communication and quick responses throughout our stay. The 2 family suites were perfect for our families to all stay together during this trip. We would definitely book again! "
United States
Kate G.
The price is CA $652
CA $1,159 total
includes taxes & fees
Aug 11 - Aug 12
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Property grounds

8. Studio Cottage at Marina Bay

Studio Cottage at Marina Bay
Waterford
The price is CA $310
CA $355 total
includes taxes & fees
Aug 30 - Aug 31
Studio Cottage at Marina Bay
Exterior

9. 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, (32 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $556
CA $899 total
includes taxes & fees
Aug 23 - Aug 24
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

10. Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (13 reviews)
"An absolutely adorable and cozy cottage steps from a lovely beach. The location is great, beds were so comfortable and everything was clean and well designed. Would definitely stay here again"
United States
Maria M.
The price is CA $556
CA $987 total
includes taxes & fees
Aug 31 - Sep 1
Beach Cottage, private beach and pass
Exterior

11. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $376
CA $943 total
includes taxes & fees
Sep 8 - Sep 9
Seabreeze #3 Cozy Cottage steps to the beach
Smart TV, foosball, table tennis

12. Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
The price is CA $379
CA $434 total
includes taxes & fees
Aug 30 - Aug 31
Private One-Bedroom Cottage
Exterior

13. 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 $517
CA $591 total
includes taxes & fees
Aug 30 - Aug 31
Large Family-Friendly Cottage
Exterior detail

14. Private Two-Bedroom Cottage

Private Two-Bedroom Cottage
Waterford
6.0 out of 10, (1 review)
The price is CA $801
CA $916 total
includes taxes & fees
Aug 21 - Aug 22
Private Two-Bedroom Cottage
Smart TV, foosball, table tennis

15. Sun-Filled Private Large Cottage

Sun-Filled Private Large Cottage
Waterford
The price is CA $977
CA $1,116 total
includes taxes & fees
Aug 28 - Aug 29
Sun-Filled Private Large 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
"Absolutely loved our stay at Zey Hotel! .. Convenient to town and all gateways, responsive host, eclectic, artsy vibes. Room was on 3rd Floor and had ample amenities and space for 2. Definitely plan to stay again when back in Greenport."
Eleanor 2-night trip
Posted 10 hours ago
Zey Hotel

Find out more about Greenport

Greenport Cottages information

Number of reviews
Accommodation
232 Cottages
Lowest Price
CA $500
Highest Price
CA $500

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