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Featured Cottages in Freeport

Highland Lakefront Cabin
9.0 out of 10, Wonderful, (74)
"Beautiful setting and comfortable cottage. We were there during hot spell and air conditioner did not keep up. That said, the beds were comfortable and the place was clean. There was a bit of an ant issue- hard to control that during that time of year. Would definitely go again- had a great time "
Highland Lakefront Cabin
Classic Maine Beach Cottage **** Fabulous location!
9.4 out of 10, Exceptional, (23)
"Overall we really enjoyed our stay. The area is quiet and tranquil yet just a few minutes from downtown Portland. The nearest restaurant, Dockside, less than a mile away, was wonderful. We were unfamiliar with Roku TV and were disappointed that we were unable to get a local station. "
The price is AU$860
includes taxes & fees
6 Oct - 7 Oct
Classic Maine Beach Cottage **** Fabulous location!
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (50)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (34)
"Perfect rental for me and my dog. Lots of windows and light, with gorgeous views right on the water. The deck is fantastic. Great location - very quiet (except the gulls and an occasional owl), but also convenient to restaurants and such. Kitchen had everything I needed and furniture was all lovely and comfy. "
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Sensational House on Sebago Lake, Raymond, ME
9.6 out of 10, Exceptional, (43)
"We had a wonderful time. Great location, house was great, plenty of kayaks and paddle boards. Great outside spaces. Our one minor complaint would be the sectional sofa on the main floor - well worn so it sinks down and is not very comfortable and hard to get out of for us older folks! Beds very comfortable, beautiful bathrooms, very clean."
Sensational House on Sebago Lake, Raymond, ME
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (39)
"We wish we had more time to “use” the house. The yard and view were great and the house was well equipped with everything we would need for a comfortable stay. Highly recommend!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
10.0 out of 10, Exceptional, (19)
"Perfect spot. "
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
9.8 out of 10, Exceptional, (22)
"Wonderful!"
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (27)
"Fine time in Portland"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
9.8 out of 10, Exceptional, (12)
"Absolutely loved our late summer stay at this dreamy cottage in Harpswell. The cottage reminded us of childhood summer stays in coastal New England and the nostalgia was real and definitely welcome."
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
The Outlet House, Comfortable Cottage
9.8 out of 10, Exceptional, (34)
"If I can summarize with two words: Perfect Location. Darling little house, clean, nice amenities. The little house is located in the heart of Freeport, walking distance to shopping and dining without worry of where to park your car. If I might give a plug for the Brick Hollow Brew pub. Outstanding pizza and live entertainment!!! Thank you for a great stay and hope to visit Freeport in the near future and stay with you!!"
The price is AU$428
includes taxes & fees
2 Oct - 3 Oct
The Outlet House, Comfortable Cottage
As much "an experience" as shelter, Kinsale delights everyone of all ages.
9.4 out of 10, Exceptional, (9)
"We absolutely loved this house!! The view was incredible so we spent a lot of time on the porch and exploring the water. The house was spacious and felt like a classic coastal Maine getaway. We would absolutely love to return next summer!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Quaint Retro Ash Cove Cottage
9.6 out of 10, Exceptional, (14)
"Chuck & Lynn were wonderful hosts, with a perfect 2 bd cottage on a relaxing pond/bay in harpswell. They made sure stay was smooth and even greeted with banana bread. The town of their cottage is quaint and beautiful with hiking and lobster shack galore, however a 20-25 min drive from lots of stores / interstate. Would recommend this property to everyone!"
Quaint Retro Ash Cove Cottage
Rose Cottage Oceanfront with Private Dock
10.0 out of 10, Exceptional, (13)
"Amazing property. Beautifully furnished, well appointed, perfectly clean, and best of all that fabulous covered porch with its fabulous view. We sat out there every morning and evening and enjoyed seeing bald eagles, ospreys, harbor seals, a mother loon teaching her little ones how to fish. Just amazing. If we are ever in this area again, we would definitely like to stay here rather then anywhere else. "
Rose Cottage Oceanfront with Private Dock
Steamboat Landing Cottage
10.0 out of 10, Exceptional, (5)
"Great house and beautiful location. One of the few places I’ve stayed that was as good if not better than advertised. The owner was very helpful. Our group of 4 were very comfortable. Highly recommended. "
Steamboat Landing Cottage
Breathtaking Oceanfront Views with Deep-Water Dock and Mooring
10.0 out of 10, Exceptional, (12)
"This house is so obviously tended to with love and care: amenities are diligently labeled for ease of use and the corresponding concierge book provided all the details needed to thoroughly enjoy the house and your stay. The location is quintessential coastal Maine - stunning. The host was very welcoming and responsive. I highly recommend a stay here. "
Breathtaking Oceanfront Views with Deep-Water Dock and Mooring
A Cozy Retreat on Southport Island
9.8 out of 10, Exceptional, (24)
"Periwinkle was a cute, clean getaway. Julie was waiting for me when I arrived and gave me lots of tips on where to go, where to eat etc. I had a problem with the TV and Tom stopped in to guide me through it. I loved my stay there!"
A Cozy Retreat on Southport Island
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
10.0 out of 10, Exceptional, (63)
"Roxanne is a great host! The check-in process was very easy and she stopped by to explain everything about the cottage and property. She always responded quick to questions via text and was very flexible in our checkout process since we needed to leave at 4am for a flight. Overall the property is in great shape and was everything we wanted and more for our vacation on Sebago. Would definitely highly recommend this property!"
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
Cozy cottage fully renovate with open concept on Forest Lake close to I95
10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
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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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Other property types in Freeport

Waterfront, Luxury, Spacious home in Freeport!
10.0 out of 10, Exceptional, (22)
"We had a wonderful stay. The amenities were great, and the house was so spacious for the family to gather and also enough space for family members to find their own private spaces when they're reached their limit! :) The wifi is not strong, but this only encourages everyone to be present and be outdoors. After all, you are in beautiful Maine!"
The price is AU$1,635
includes taxes & fees
17 Oct - 18 Oct
Waterfront, Luxury, Spacious home in Freeport!
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (53)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is AU$646
includes taxes & fees
17 Oct - 18 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (50)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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.

Frequently asked questions

How much do cottages in Freeport cost?
Cottages in Freeport range between AU$428 and AU$860 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Freeport?
Enjoy nature’s beauty in one of the 160 cottages available in Freeport. To help you select an ideal property, use our filter tool to search for amenities or perks you prefer.
What is there to do in Freeport near my cottage?
There are loads of fabulous things that’ll fill up your itinerary in Freeport. Discover attractions like Wolfes Neck Woods State Park, Maine State Music Theatre and Bradbury Mountain State Park. Bradbury Mountain State Park, Bowdoin College Museum of Art and Brunswick Naval Aviation Museum are also visited by many.