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Top Holiday Rentals in Freeport

Entire lower level in a private home with walkout fenced yard.
9.0 out of 10, Wonderful, (6)
"This was the perfect place to stay in Freeport! It was beautiful and was so clean that it felt like we were the first to stay there. It had everything we needed and SO much room, which was great as we were staying with a toddler. There is a family living above, which you could occasionally hear during the day, but it didn’t bother us at all! We would stay here again in a heartbeat and likely will next time we visit family!"
Entire lower level in a private home with walkout fenced yard.
Apartment in private home, sleeps 7 guest
10.0 out of 10, Exceptional, (3)
"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!"
Apartment in private home, sleeps 7 guest
Cozy Happy RiverHouse with panoramic views of the Rock River
9.8 out of 10, Exceptional, (19)
"We had a short stay, the views were great just wish the river was in its banks."
The price is £193
per night
28 May - 29 May
Cozy Happy RiverHouse with panoramic views of the Rock River
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KC HOUSE Cozy Country Home
KC HOUSE Cozy Country Home
2 Bedroom Cul De Sac Cottage in Town
10.0 out of 10, Exceptional, (21)
"Have stayed here before and continue to appreciate this space and the host."
2 Bedroom Cul De Sac Cottage in Town
Riverfront cabin on Rock River
10.0 out of 10, Exceptional, (155)
"Spent the week hiking local forest preserves and visiting botanical gardens."
Riverfront cabin on Rock River
Charming Victorian cottage near the Rock River
10.0 out of 10, Exceptional, (4)
"Beautiful house that is so perfectly appointed Has 1930s charm but all amenities you need. Great location Easy access Very quite"
Charming Victorian cottage near the Rock River
Historic Country Farmhouse for ANY Season!
10.0 out of 10, Exceptional, (32)
"A beautiful, quiet, country home with all the comforts of home. We had a great time and thoroughly enjoyed the lovely gardens and the well-appointed home. It was nice for all five of us to have our own bedrooms and we had everything we needed to simply enjoy our visit! Highly recommend!"
Historic Country Farmhouse for ANY Season!
Duplex overlooking Rock River
10.0 out of 10, Exceptional, (12)
"I would highly recommend this VRBO to anyone needing a place to stay in or near Byron. Super comfortable & extremely well maintained. It surpassed our expectations. Thank you so much!"
Duplex overlooking Rock River
Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, (13)
"We had a great time, nice and relaxing. Had everything we wanted."
The price is £241
per night
7 May - 8 May
Quite- relaxing country living with pool/hot tub and sauna!
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, (67)
"We had the best time on our weekend getaway at this property. Such a beautiful space and great area to explore. We will be back!"
The price is £213
per night
7 May - 8 May
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Family Friendly Modern Farmhouse on 42 Private Acres
10.0 out of 10, Exceptional, (4)
"We would definitely come back to this farm house! Very peaceful and relaxing. Our host Matt provided us with everything we needed and more, including a detailed list of the property and things to do during our stay. He really made our family feel welcome. The house was decorated nicely and was fully equipped, especially the kitchen. Highly recommended!"
Family Friendly Modern Farmhouse on 42 Private Acres
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, (17)
"We had a great time staying here and would definitely stay here again when returning to Monroe! The place was super clean and we loved all the decor :)"
The price is £251
per night
7 May - 8 May
Beautiful downtown home, one block from the Square,
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
10.0 out of 10, Exceptional, (1)
"Great stay and nice property"
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
Waterfront Sugar River Cabin w/ Dock & Game Room!
8.0 out of 10, Very good, (1)
"My family and my brother's family had a great stay. New Glarus is the place to go. Fun long weekend."
Waterfront Sugar River Cabin w/ Dock & Game Room!
A Breath of fresh Country Air with hot tub.
A Breath of fresh Country Air with hot tub.
Spacious Villa*Beautiful Views*Country Setting
10.0 out of 10, Exceptional, (7)
"We use VRBO in place of extended stay hotels for work. We look at clean,quiet places. This home is that!! The owners were very responsive the one time we needed them. The house has tons of room, great for large groups. Close to town yet not too close. Will use again."
Spacious Villa*Beautiful Views*Country Setting
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
10.0 out of 10, Exceptional, (19)
"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."
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
The Main St Place in charming Mount Carroll IL 2nd floor
10.0 out of 10, Exceptional, (2)
"The town is charming, historic, beautiful as is the house. We met a kind and generous neighbor."
The Main St Place in charming Mount Carroll IL 2nd floor
The Main St Place in charming Mount Carroll IL 1st floor
9.6 out of 10, Exceptional, (24)
"Love staying here! Beautiful home and amazing hosts! I wouldn’t stay anywhere else."
The Main St Place in charming Mount Carroll IL 1st floor
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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.

Freeport Holiday Rental Travel Info

Other types of properties in Freeport you may be interested in

Baymont by Wyndham Freeport
2.5 star property
8.0 out of 10, Very good, (540)
"Property not well maintained. Toilet would not flush then when staff “repaired” water ran all night. "
The price is £69
per night
26 May - 27 May
Baymont by Wyndham Freeport
Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
9.0 out of 10, Wonderful, (685)
"Excellent property with wonderful staff. "
The price is £91
per night
19 May - 20 May
Country Inn & Suites by Radisson, Freeport, IL
Hampton Inn Freeport
2.5 star property
8.6 out of 10, Excellent, (367)
"Clean Rooms and Good Breakfast "
The price is £86
per night
19 May - 20 May
Hampton Inn Freeport
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.

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, apart-hotels, 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 favorite 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 depends 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 £193 per night. Entering your travel dates in the search wizard you might find 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. 

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 Stephenson County Historical Museum.

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.

Recent reviews of Freeport properties
Expedia verified reviews