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Check prices for these dates

Next weekend
Feb 14 - Feb 16
In two weeks
Feb 21 - Feb 23
In one month
Mar 7 - Mar 9
In two months
Apr 4 - Apr 6

Browse Select Freeport Cottages

Classy, warm, bright, modern living
Terrace/patio

Classy, warm, bright, modern living

2.0 star property
10.0 out of 10, Exceptional, (3)
"We were in town for a funeral and rented this cozy space. There were 4 grown adults. This was the perfect spot. The house was clean, the beds were comfortable, the kitchen was well appointed, the shower had enough hot water for 4 showers every morning. Would 1000% recommend. If I had to make one suggestion it would be for a railing by the front stairs. The first stair was a big one and my elderly parents struggled with it. We just made sure we were always with them, so not a complaint. The house...
Classy, warm, bright, modern living
Unique Victorian Cottage Close to Town
Property grounds

Unique Victorian Cottage Close to Town

10.0 out of 10, Exceptional, (13)
"This property is very nice. All the comforts of home. Very clean and love all the memorabilia it has. Highly recommend . "
Unique Victorian Cottage Close to Town
Rock River Hideaway on Private 5-acre Island!
Interior

Rock River Hideaway on Private 5-acre Island!

3.0 star property
Rock River Hideaway on Private 5-acre Island!
Pet-friendly Mount Carroll Home w/ Fenced-in Yard!
Microwave, oven, stovetop, dishwasher

Pet-friendly Mount Carroll Home w/ Fenced-in Yard!

3.0 star property
Pet-friendly Mount Carroll Home w/ Fenced-in Yard!
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
Microwave, oven, stovetop, dishwasher

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
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

Apartment in private home, sleeps 7 guest
Exterior

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (4)
"Amazing hosts! We will be staying here anytime we need a place up in freeport, everything was immaculate, everything we could have needed was provided. Would highly recommend this home instead of trying to use a hotel in the area, easy access, very kind hosts, and a super comfortable place for sleeping amd relaxing!"
Apartment in private home, sleeps 7 guest
Entire lower level in a private home with walkout fenced yard.
Smart TV, stereo

Entire lower level in a private home with walkout fenced yard.

9.4 out of 10, Exceptional, (9)
"This is the 2nd time we have stayed at Neil's place in Freeport and it was the perfect fit for us again. Everything was clean and welcoming. Keep in mind that there is a family living upstairs so you can hear them, but that didn't bother us at all as we have a toddler! Thanks Neil and Cynthia!"
Entire lower level in a private home with walkout fenced yard.
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (174)
"We loved it the moment we arrived. We spent two nights there with our Frieds and their little dog (we have a little dog too). Great fenced in yard and cozy porch. The kitchen Is stocked with everything you need, we brought lasagna, steak, crab legs. Comfy beds too. We will go back for sure!"
Riverfront cabin on Rock 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.

Frequently asked questions

Why book your cottage in Freeport with Expedia?
Reserving a cottage in Freeport is as simple as entering your travel dates and picking your ideal place for a vacation in the outdoors. From chic retreats to budget-friendly properties and cottages that include perks like a hot tub, Expedia has something for all traveler tastes. As for irresistible deals? We’ve have them as well!
How can I find cheap cottages in Freeport?
With Expedia’s useful filter tool, getting your hands on cheap cottages in Freeport has never been simpler. To find properties that are friendly on the wallet, tailor your search results by budget, amenities and star rating.
What is there to do in Freeport near my cottage?
Freeport has enough experiences to entertain you for weeks (or months!), beginning with Freeport Art Museum. Silver Creek Museum, Winneshiek Playhouse and Famous Fossil Winery are other popular attractions. If you’re in town a while, Krape Park and Little Cubs Field are great additions to your itinerary.