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Compare 165 Cottages in Freeport with updated reviews, rates, and availability.

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (43)
"Lovely home. Rooms modern and large, lots of toiletries provided. One small issue would be that the hot water takes a very long time to heat up. Loved the doggie poop station!!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
THE GILLS GROUP has two additional cottages available for larger groups

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
The Great Escape - Picturesque Sebago Lake
Backyard

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

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

8.8 out of 10, Excellent, (13)
"Nice views of tidal river "
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

9.2 out of 10, Wonderful, (31)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

8.8 out of 10, Excellent, (6)
"I needed to find a rental where I could meet up with family from Mass and visit a sister in the Portland area as well as have some good adventures in the area before heading back to Florida. This was a good pick for what was needed - a cottage on Sebago Lake. We had a good time there."
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK
Lakefront cabin with shared firepit & access to Sebago Lake

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very Good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake
Updated Long Island Maine Cottage
Interior

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage
The Outlet House, Comfortable Cottage
Interior

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
Marina

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

10.0 out of 10, Exceptional, (27)
"My sisters and I enjoyed our stay at this home, which is very comfortable, clean, and well stocked. Loved the rocking chairs looking out onto the water. Would definitely love to return some day."
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
As much "an experience" as shelter, Kinsale delights everyone of all ages.

As much "an experience" as shelter, Kinsale delights everyone of all ages.

9.2 out of 10, Wonderful, (13)
"Fantastic !!!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
A Cozy Retreat on Southport Island
Periwinkle Cottage with a porch facing the ocean

A Cozy Retreat on Southport Island

9.8 out of 10, Exceptional, (25)
"Adorable spot. Classic and cozy seaside cottage with the amazing boat house as an extra bonus. We walked to Robinson’s Wharf every night. Delish! We wanted to stay longer, oh well, next time! "
A Cozy Retreat on Southport Island
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Exterior

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!
Exterior

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
SHORT WALK TO A LARGE SANDY BEACH

SHORT WALK TO A LARGE SANDY BEACH

SHORT WALK TO A LARGE SANDY BEACH
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, (1)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Woodbine Cottage, The Heart Of Harpswell
View from the water side

Woodbine Cottage, The Heart Of Harpswell

2.0 star property
9.8 out of 10, Exceptional, (10)
"A great, cozy cottage on the water. Perfect for taking a step away from the city and relaxing! "
Woodbine Cottage, The Heart Of Harpswell
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Exterior

Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach

10.0 out of 10, Exceptional, (2)
"I rented the cottage for my son, daughter-in-law, and their two small boys. It is outfitted perfectly and with it being so close to the pier the boys were always entertained. They would definitely stay there again. Thanks for a wonderful few days."
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Popham Beach Direct Oceanfront Cottage Steps to the sand
Steps to miles of sand

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Unique oceanfront home with a deck, tons of natural light, & amazing views

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

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
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.
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Other property types in Freeport

Waterfront, Luxury, Spacious home in Freeport!
Living Space with High Ceilings View 2

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (23)
"We we in a bind and needed a large place to stay with some family andfriends for our 50th Anniversary. Jeff and Jess were great and answered all our questions. Place was very accomodating for our group of seniors. Gorgeous views and we loved the sundeck"
Waterfront, Luxury, Spacious home in Freeport!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Lakefront House
Miscellaneous

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is SAR 732
SAR 2,902 total
includes taxes & fees
20 Jan - 21 January 2025
Lakefront House
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 and per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. 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?
You’ll find 165 cottages in Freeport. Whether you’re taking a trip with the kids or planning a retreat with your pals, Expedia will help you find the ideal space to enjoy nature’s beauty.
Why book your cottage in Freeport with Expedia?
We think that vacays should be a piece of cake, so if you’re on the lookout for cottages in Freeport at a competitive price, Expedia has you covered. Stick to the budget and opt for a cheap option surrounded by wilderness, or splurge on an upmarket cottage to spoil your loved ones.
How can I find cheap cottages in Freeport?
With Expedia’s user-friendly filter tool, getting your hands on cheap cottages in Freeport has never been easier. To view properties that are friendly on the wallet, refine your search results by star rating, amenities and budget.