Freeport Holiday Rentals from AU$447: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Freeport has to offer?

Apartment in private home, sleeps 7 guest : This highly rated holiday home rental in Freeport is located in the city centre, 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 games in this rental home to help you unwind.

Check Freeport holiday rental availability

Holiday Rentals in Freeport

"Quiet location."

"Warm and spacious. Great hosts. We had a party of 5 and were very comfortable. There is a warm feel to the decor and everything was top notch!"

"we enjoyed our stay at this property. The hosts were attentive while still respecting our privacy and obviously wanted to be sure we had a good experience. The space was as described and the pool was terrific. We enjoyed being in a smaller town where we could see stars at night but close enough to Rockford with plenty of things to do. "

includes taxes & fees

2 Feb - 3 Feb

"Its a quiet neighborhood for the most part (some shooting activities nearby) Home is clean, has most of everything you need for a long stay, and pretty easy to find even if you miss the first turn! "

"Cute little house easy walking distance to downtown Monroe "

includes taxes & fees

28 Jan - 29 Jan

"Cannot speak highly enough about this property. A hidden gem in Monroe! Such a relaxing and well designed place. Stayed for 2 nights this time and looking forward to my next visit."

includes taxes & fees

5 Jan - 6 Jan

"The house and property are amazing. There are three levels of comfortable and beautiful living space, perfect for our large group. We had everything we needed. The host was super nice and accommodating.We had such a wonderfully relaxing stay. "

"Susan was amazing. The property was beautiful, super clean and had every needed and wanted. It was super relaxing!comfortable and roomy. "

"This was the most relaxing, beautiful VRBO we have ever stayed at. The land was gorgeous, sunrise and sunsets will bring tears to your eyes and refresh your soul. The owners Matt and Amanda make you feel like family and have thought of every single one of your needs, including, but not limited too, the best tp. We can't wait to return!! "

"We came to town for the weekend to visit family. The place was clean and neat. Great location to local businesses. Great communication with host, I will stay here next time in town. "

"The house was extremely clean and well decorated. The beds were comfortable and house was extremely homey. We would recommend staying here and plan to come back. "

"Met our needs, "

"This property is very nice. All the comforts of home. Very clean and love all the memorabilia it has. Highly recommend . "

"Out of half a dozen or so cabin rentals, this one is the absolute best. It's clean, uncluttered, quiet, and huge! Water was hot, heater worked really well (it was a very cold week) and the kitchen worked well. Beds were comfy too. I can't say enough good things about this place!"

includes taxes & fees

5 Jan - 6 Jan

"This Cabin is the perfect weekend getaway; secluded but only a short drive from Madison. "

"Very nice location and everything we needed for a comfortable stay in Oregon, I’ll. We have family that live here so I am sure we will be back. "

"House was great! Plenty of room with a beautiful kitchen. The deck was spacious with plenty of chairs but it could use a little TLC."

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Other types of properties in Freeport you may be interested in

"Quiet lovely staff nice and clean"

includes taxes & fees

9 Jan - 10 Jan

"The staff was very nice and helpful rooms were okay and decently kept. The hallway reeked of marijuana and our neighbors were noisy on the holiday weekend but it was expected for the most part. Our mini fridge had a broken seal so it leaked water all over and make a funny noise at times, and our shower had some left over hair in it but the staff was very prompt to answer any issues we had! "

includes taxes & fees

12 Jan - 13 Jan

"Let me just say, this score has nothing to do with the service I received from Staff. The ladies were so kind and helpful! You have a great staff! Now, get the hotel up to par and it may bring your ratings up. Pool was supposedly under maintenance. I happened to choose this hotel for the pool :( The right side elevator was not useable. All guests had to wait on one elevator and avoid the break a leg construction in the hotel itself. The room was okay but the bathroom on the other hand...

includes taxes & fees

15 Jan - 16 Jan

Find out more about Freeport

Everything you need to know about Freeport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Freeport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Freeport holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Freeport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Freeport holiday rentals we have selected for you start as low as AU$447 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Freeport rentals

At Expedia, we put the best Freeport holiday 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 holiday.

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.

Freeport Holiday Home Travel Info

Popular accommodation	Freeport private holiday homes
Known landmarks	Winneshiek Playhouse, Freeport Art Museum and Famous Fossil Winery
International airports	Chicago, IL (ORD-O'Hare Intl.) and Rockford, IL (RFD-Greater Rockford)

Recent reviews of Freeport properties

Country Inn & Suites by Radisson, Freeport, IL

5/5 Excellent

"Quiet lovely staff nice and clean"

A verified traveller stayed at Country Inn & Suites by Radisson, Freeport, IL

Posted 2 days ago

5/5 Excellent

"Let me just say, this score has nothing to do with the service I received from Staff. The ladies were so kind and helpful! You have a great staff! Now, get the hotel up to par and it may bring your ratings up. Pool was supposedly under maintenance. I happened to choose this hotel for the pool :( The right side elevator was not useable. All guests had to wait on one elevator and avoid the break a leg construction in the hotel itself. The room was okay but the bathroom on the other hand looked ancient and the dirt in the corners was not so great. Again, THIS STAFF WAS AMAZING and the breakfast bar was top notch!! Thank you, Priscilla"

A verified traveller stayed at Hampton Inn Freeport

Posted 1 month ago

Frequently asked questions

Can I find holiday rentals in Freeport?

Yes, there are holiday rentals in Freeport close to Little Cubs Field, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Freeport has to offer?

Apartment in private home, sleeps 7 guest: This highly rated holiday home rental in Freeport is located in the city centre, 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 games in this rental home to help you unwind.

How many holiday rentals are there in Freeport?

Choose from 3 Expedia holiday rentals in Freeport for a memorable holiday.

What can I see and do in Freeport?

Cultural attractions include Winneshiek Playhouse and Oscar Taylor Home, whereas Krape Park and Jane Addams Recreation Trail are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Little Cubs Field and Famous Fossil Winery.

What are holiday rentals like in Freeport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Freeport. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.

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Freeport Holiday Rentals

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Check Freeport holiday rental availability

Holiday Rentals in Freeport

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

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

Apartment in private home, sleeps 7 guest

Apartment in private home, sleeps 7 guest

Quite- relaxing country living with pool/hot tub and sauna!

Quite- relaxing country living with pool/hot tub and sauna!

Riverfront cabin on Rock River

Riverfront cabin on Rock River

Beautiful downtown home, one block from the Square,

Beautiful downtown home, one block from the Square,

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

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

KC HOUSE Cozy Country Home. Enjoy the country life!

KC HOUSE Cozy Country Home. Enjoy the country life!

Historic Country Farmhouse for ANY Season!

Historic Country Farmhouse for ANY Season!

Family Friendly Modern Farmhouse 42 Private Acres

Family Friendly Modern Farmhouse 42 Private Acres

Duplex overlooking Rock River

Duplex overlooking Rock River

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

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

Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!

Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!

Unique Victorian Cottage Close to Town

Unique Victorian Cottage Close to Town

The Rustic Retreat, boutique cabin with WiFi & AC in enchanting location!

The Rustic Retreat, boutique cabin with WiFi & AC in enchanting location!

Waterfront Sugar River Cabin w/ Dock & Game Room!

Waterfront Sugar River Cabin w/ Dock & Game Room!

Private Studio whole unit

Private Studio whole unit

2 Bedroom Cul De Sac Cottage in Town

2 Bedroom Cul De Sac Cottage in Town

2br updated private entrance upstairs

2br updated private entrance upstairs

A Breath of fresh Country Air with hot tub.

A Breath of fresh Country Air with hot tub.

Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Other types of properties in Freeport you may be interested in

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

Hampton Inn Freeport

Hampton Inn Freeport

Find out more about Freeport

Find out more about Freeport

Freeport Holiday Home Travel Info

Recent reviews of Freeport properties

Recent reviews of Freeport properties

Country Inn & Suites by Radisson, Freeport, IL

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions