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Compare 255 Cottages in Freeport with updated reviews, rates, and availability.

Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

8.8 out of 10, Excellent, (14)
"Our family had a great stay here. Lovely location."
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

Salty Breeze Cottage

10.0 out of 10, Exceptional, (6)
"We absolutely loved this peaceful spot by the water! It’s a quiet location with great water access, and the property is very well managed and maintained. We’d love to return!"
Salty Breeze Cottage

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (47)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (26)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (39)
"We booked this to be near our daughter and grandchildren in Freeport. It is a great location, large interior, quiet location."
The Outlet House, Comfortable Cottage

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

10.0 out of 10, Exceptional, (1)
"Boomfish Cottage is a cozy place with everything you could need . It was clean , comfy and serene . It provided the perfect calm for us during a weekend long family wedding at nearby Caswell Flower Farm . It was also easy access for an older person ( me) as well as small children and my little ShihTzu rescue dogs . My granddaughters came by and loved catching minnows in the still warm lake. Extra bonus was enjoying the peak foliage at the lake . Eric , the property manager was very communicative...
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

Thorburn - Experience a classic ME vacation at this beautiful summer cottage

9.8 out of 10, Exceptional, (13)
"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

Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

9.8 out of 10, Exceptional, (43)
"Great spot in Southport Island. Highly recommend."
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

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

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (50)
"Cozy spot on a beautiful beach - hard to beat!"
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Popham Beach Direct Oceanfront Cottage Steps to the sand

10.0 out of 10, Exceptional, (62)
"Great location and very clean Camp with great views. "
Popham Beach Direct Oceanfront Cottage Steps to the sand

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

10.0 out of 10, Exceptional, (32)
"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"
Private Contemporary Artist's Tree House on two acres with perennial gardens.

Waterfront Cottage

9.2 out of 10, Wonderful, (24)
"Perfect for us close location wise for visiting my so at college, close to freeport for shopping, house was so comfortable and had amazing views. Everything you needed was supplied, cant wait to visot again"
Waterfront Cottage

Boothbay privacy with the ocean, lake, trails, and lobster, all within a walk.

10.0 out of 10, Exceptional, (41)
"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!"
Boothbay privacy with the ocean, lake, trails, and lobster, all within a walk.

Beachy Vibes Only !! Updated Oceanfront Gem for 2

9.8 out of 10, Exceptional, (45)
"This was the perfect little Maine cabin getaway! Wonderful location right on the water that offered endless wildlife and beautiful views. Great location close to town if you needed anything but perfectly quiet and peaceful at the cabin. "
Beachy Vibes Only !! Updated Oceanfront Gem for 2

Cozy lake house on Sabattus Pond 2 bed 1 Bath

9.0 out of 10, Wonderful, (10)
"Perfect place to stay for a weekend "
Cozy lake house on Sabattus Pond 2 bed 1 Bath

Periwinkle Cottage | Sunny cottage in Westport Island overlooking the river

9.8 out of 10, Exceptional, (16)
"We loved it here and will definitely stay again, boyfriend was in love with almost every little detail. It’s just as described and we slept like rocks when we managed to sleep :)"
Periwinkle Cottage | Sunny cottage in Westport Island overlooking the river
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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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 255 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!