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Featured Cottages in Freeport and around

Private Contemporary Artist's Tree House on two acres with perennial gardens.
Exterior

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (48)
"Beautiful, fun space. Very comfortable, and accommodating. Great location and hosts!"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
WATERFRONT ON PETTENGILL POND
Exterior

WATERFRONT ON PETTENGILL POND

9.6 out of 10, Exceptional, (4)
"My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. "
WATERFRONT ON PETTENGILL POND
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Property grounds

Cozy lake house on Sabattus Pond 2 bed 1 Bath

9.2 out of 10, Wonderful, (15)
"Perfect place to stay for a weekend "
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (16)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.
Lakefront Traditional 4-bedroom cottage in Frye Island
Exterior

Lakefront Traditional 4-bedroom cottage in Frye Island

2.0 star property
10.0 out of 10, Exceptional, (3)
"Our family of four (with older kids) had a peaceful and memorable stay at this cozy lakefront cottage. The setting is stunning—perfect for disconnecting and enjoying nature. The cottage is right on the water with a dock (no beach, but several are nearby), and we loved kayaking and watching sunsets from the deck.Some rooms are a bit tight, and Frye Island’s ferry access and dirt roads can be inconvenient—but if you’re looking for quiet, beauty, and simplicity, it’s worth it. The owner was...
Lakefront Traditional 4-bedroom cottage in Frye Island
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Exterior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"This cozy cottage is in the beautiful town of Phippsburg, next to the break-taking beach of Popham State Park. With its site on the ocean shore, the sound of waves soothes your soul, and the beach lends all kinds of opportunities for exploring both at low tide and high tide. Our host and hostess were very responsive to our needs, and my daughter and I greatly enjoyed out stay."
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.4 out of 10, Exceptional, (88)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Terrace/patio

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!

9.8 out of 10, Exceptional, (34)
"Clean, cute cottage for four on a steep waterfront lot with a beautiful vista. Nice kitchen for exended stay. Great fireplace."
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Terrace/patio

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

8.8 out of 10, Excellent, (21)
"Very beautiful and easy to communicate with the property management "
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Exterior

Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Oceanfront Escape: Deck & Granite Steps to Shore
Property grounds

Oceanfront Escape: Deck & Granite Steps to Shore

9.4 out of 10, Exceptional, (3)
"Everything was beautiful and we loved our stay!"
Oceanfront Escape: Deck & Granite Steps to Shore
Updated Long Island Maine Cottage
Exterior

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (6)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage
Popham Beach Direct Oceanfront Cottage Steps to the sand
Exterior

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (67)
"So relaxing!! "
Popham Beach Direct Oceanfront Cottage Steps to the sand
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Exterior

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

9.6 out of 10, Exceptional, (40)
"Peaceful, beautiful property. Perfect for our honeymoon. Highly recommend this place and Gurnet Trading Post for seafood!"
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Property grounds

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (50)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Waterfront Cottage
Exterior

Waterfront Cottage

9.4 out of 10, Exceptional, (33)
"The cottage is in a great location to sit and linger over a cup of coffee in the morning, looking out at the water. It is close to the Maine Maritime Museum and the town of Bath."
Waterfront Cottage
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.6 out of 10, Exceptional, (18)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
Property grounds

Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS

10.0 out of 10, Exceptional, (66)
"Easy check in and property was exactly as described. The family loved being on the lake for the week and entertaining friends. Would definitely stay here again!"
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Terrace/patio

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (54)
"The house was spacious, the bedrooms were nice, the outdoor firepit and BBQ area were a great addition. We saw several eagles while sitting outside."
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (104)
"Fabulous location for a multi generational family gathering. We had a wonderful time."
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
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 Freeport Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Clean, nice location, walkable area & nice VIP perk… bottle of Coppola wine. "
Joann 1-night trip
Posted 4 days ago
Portland Harbor Hotel

Find out more about Freeport

Find out more about Freeport

Freeport Cottages information

Number of reviews
648
Accommodation
262 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Freeport cost?
Prepare to pay between and per night for cottages in Freeport. No matter your budget, a fantastic stay is just a click or two away on Expedia. These prices were 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?
Stay in touch with nature in one of the 262 cottages on offer in Freeport. To help you find your ideal stay, make use of our filters to search for must-have amenities.
Why book your cottage in Freeport with Expedia?
Booking a cottage in Freeport is as simple as deciding on your travel dates and choosing your ideal place for outdoor relaxation and recreation. From high-end retreats to low-cost stays and cottages that feature amenities like laundry facilities, Expedia has something for all styles and tastes. As for awesome deals? We've have them as well!

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