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Freeport Vacation Rentals

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Our top choices for Freeport vacation rentals

The Main St Place in charming Mount Carroll IL 1st floor

The Main St Place in charming Mount Carroll IL 1st floor
Mount Carroll
9.8 out of 10, Exceptional, (40 reviews)
"It's always a wonderful place to stay. Within walking distance of a vibrant downtown. Great hosts, beautiful property. "
United States
Merry E.
The price is CA $183
CA $287 total
includes taxes & fees
Jul 7 - Jul 8
The Main St Place in charming Mount Carroll IL 1st floor

Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm
Lena
10.0 out of 10, Exceptional, (28 reviews)
"Great location! It was perfect to celebrate our sons birthday - he loved the loft!! "
United States
Emily M.
The price is CA $199
CA $241 total
includes taxes & fees
Jul 6 - Jul 7
Peace & Simplicity in a Little Red Cabin on the Farm

Cozy Rustic Getaway, Woodsy area Private 2nd level

Cozy Rustic Getaway, Woodsy area Private 2nd level
Rockford
The price is CA $125
CA $198 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Rustic Getaway, Woodsy area Private 2nd level

MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (109 reviews)
"Lovely property, great location, quiet and comfortable. "
United States
T. K. D.
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (2 reviews)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is CA $196
CA $378 total
includes taxes & fees
Jul 5 - Jul 6
Lookout Loft over the Monroe Square

Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (217 reviews)
"The property is nice, well kept, and had what we needed when we arrived. "
United States
Samantha L.
The price is CA $248
CA $405 total
includes taxes & fees
Jul 8 - Jul 9
Riverfront cabin on Rock River

3-bedroom house in Brodhead

3-bedroom house in Brodhead
Brodhead
The price is CA $325
CA $557 total
includes taxes & fees
Jul 7 - Jul 8
3-bedroom house in Brodhead

Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
10.0 out of 10, Exceptional, (7 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is CA $561
CA $1,345 total
includes taxes & fees
Jul 7 - Jul 8
Lake Cabin | Sauna · River · Game 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

Find out more about Freeport

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Freeport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Freeport?

Yes, we give you a choice of vacation rentals in Freeport close to Little Cubs Field, or you can select a secluded option if you're looking for extra privacy while you relax. Freeport is known for its wineries and riverfront. Make sure you have time to check out the forests while you're in the area.

What are some of the best vacation rentals that Freeport has to offer?

Apartment in private home, sleeps 7 guest: Visitors give good reviews to this Freeport vacation home rental, which is located in the city center and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Freeport?

Cultural attractions include Freeport Art Museum and Oscar Taylor Home, whereas Jane Addams Recreation Trail and Krape Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Little Cubs Field and Krape Park Carousel.

What are vacation rentals like in Freeport?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Freeport. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.