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Check prices for these dates

Next weekend
Mar 14 - Mar 16
In two weeks
Mar 21 - Mar 23
In one month
Apr 4 - Apr 6
In two months
May 2 - May 4

Browse Select Freeport Cottages

Unique Victorian Cottage Close to Town
Exterior

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
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
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!
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!
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!
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

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.
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
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (175)
"It's a great place to stay, and we've been there before with our friends. Sometimes they get talking about religion, and it all starts circling the drain. Next winter, I hope we can stay again, but not with them, just us and our dog. Thanks Bill! "
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 easy as working out your travel dates and picking your ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that offer perks like a pool, Expedia has something for all styles and tastes. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Freeport?
With Expedia’s user-friendly filter tool, comparing cheap cottages in Freeport couldn’t be simpler. To discover properties that are friendly on the wallet, narrow your search by amenities, star rating and budget.
What is there to do in Freeport near my cottage?
Whatever you love to do, Freeport has plenty to keep you on the go. Little Cubs Field, Stephenson County Historical Museum and Park Hills Golf Course are on most travelers’ trip plans. You shouldn’t miss Krape Park, Winneshiek Playhouse and Famous Fossil Winery either. With Expedia’s Freeport hotel deals, you can see more terrific attractions like these with the money you save.