Freeport Vacation Rentals from $170: Search Short-Term Rentals

Q: 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.

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In two weeks

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Our top choices for Freeport vacation rentals

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

Mount Carroll

Merry E.

$193 nightly

Jul 26 - Jul 27

Total with taxes and fees

2nd level Private APT Woodsy Area Getaway

Rockford

$164 nightly

Jul 26 - Jul 27

Total with taxes and fees

Peace & Simplicity in a Little Red Cabin on the Farm

Lena

Emily M.

$160 nightly

Jul 23 - Jul 24

Total with taxes and fees

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Pearl City

Andrew R.

$334 nightly

Aug 2 - Aug 3

Total with taxes and fees

Riverfront cabin on Rock River

Rockford

Jordan D.

$269 nightly

Jul 19 - Jul 20

Total with taxes and fees

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

Monroe

Anne B.

$248 nightly

Aug 2 - Aug 3

Total with taxes and fees

Lookout Loft over the Monroe Square

Monroe

Eric S.

$237 nightly

Aug 4 - Aug 5

Total with taxes and fees

8 Acres of Privacy, Your Group Escape

Rockford

$369 nightly

Jul 26 - Jul 27

Total with taxes and fees

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Top Freeport Hotel Reviews

AmericInn by Wyndham Monroe

8/10 Good

"we like to stay here when we get in Monroe."

Riverfront cabin on Rock River

10/10 Excellent

"We had a great stay here recently. It was clean and well furnished (including little things like night lights, binoculars, etc.). It was peaceful to sit and watch the river flow by while looking for eagles and pelicans. We appreciated the fenced in yard for our dog. She actually settled in quite quickly, which means she felt safe and comfortable here (and so did we). It's outside of the city, but not too far so it was easy to get to various places of interest. The host "walked" us through the house via the phone beforehand so we had a good understanding of how to check in and where to find things when we got there, which was very helpful. We sure hope we can go back again soon!"

Paddle Wheel Inn

10/10 Excellent

"We stayed in a very small room with a double bed, and it was perfect! Price was very reasonable and staff was tremendous! Beautiful patio area overlooking the Rock River where we enjoyed morning coffee and watched the eagles overhead, friendly guests that chatted with us. All in all, a GREAT place to stay!"

Hampton Inn Freeport

8/10 Good

"The parking was challenging considering there are two areas. The one in the back is downhill and the one across the street you need to go to the corner of the street. The room was not ready at check in time. Ice machine on our floor was out of service. A nice room, comfortable. Breakfast was good as usual."

A-Frame Cabin Retreat

8/10 Good

"Be aware if you have AT&T - cell service is kind of spotty in this area. Some in my party had T-Mobile, and that faired better. Great for an "off-grid" situation, but since I'm not from the area, it made looking up stuff and setting directions a bit tricky. That had nothing to do with the a-frame itself though - the cabin was very cute and had everything we needed. Thanks to Haley for being so responsive as well!"

Find out more about Freeport

Everything you need to know about Freeport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Freeport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Freeport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Freeport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Freeport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Freeport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Freeport rentals

At Expedia, we put the best Freeport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Freeport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Freeport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Freeport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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 Oscar Taylor Home and Stephenson County Historical Museum, 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 Lincoln-Douglas Debate Square and Freeport Art Museum.

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.

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Check prices for these dates

Our top choices for Freeport vacation rentals

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

2nd level Private APT Woodsy Area Getaway

Peace & Simplicity in a Little Red Cabin on the Farm

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Riverfront cabin on Rock River

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

Lookout Loft over the Monroe Square

8 Acres of Privacy, Your Group Escape

3-bedroom house in Brodhead

Lake Cabin | Sauna · River · Game Room

Find vacation rentals that suit your style

Top Freeport Hotel Reviews

AmericInn by Wyndham Monroe

Country Inn & Suites by Radisson, Freeport, IL

Riverfront cabin on Rock River

Paddle Wheel Inn

Hampton Inn Freeport

A-Frame Cabin Retreat

Chateau Lodge

Super 8 by Wyndham Freeport

Super 8 by Wyndham Monroe WI

Find out more about Freeport

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