Photo by Tina Techsavvymum

Freeport Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Freeport

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (6)
"Great experience! Hosts are great people. Would stay again if in the area. "
Apartment in private home, sleeps 7 guest

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (187)
"Cabin very, very nice. Lots of fun fishing"
Riverfront cabin on Rock River

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!

Peace & Simplicity in a Little Red Cabin on the Farm

The price is HK$918
HK$1,140 total
includes taxes & fees
30 Jul - 31 Jul
Peace & Simplicity in a Little Red Cabin on the Farm

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

9.8 out of 10, Exceptional, (34)
"Wonderful place and hosts!"
The Main St Place in charming Mount Carroll IL 1st floor

2 Bedroom Cul De Sac Cottage in Town

10.0 out of 10, Exceptional, (35)
"We were there to visit family and attend the Autumn on parade festival. It was a great location, nearly walking distance to everything! "
2 Bedroom Cul De Sac Cottage in Town

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

10.0 out of 10, Exceptional, (94)
"Had a great stay for St Pats Parade!"
The price is HK$1,531
HK$2,132 total
includes taxes & fees
30 Jul - 31 Jul
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

10.0 out of 10, Exceptional, (4)
"Tranquil property with a short distance to downtown Monroe. Great setup for guests and very responsive hosts! Would definitely stay again."
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

Relax. Recharge. Reconnect.

2.0 star property
10.0 out of 10, Exceptional, (6)
"A lovely house. Really enjoyed staying at this house. The host was super helpful and always communicated well with me. I would stay here again. "
Relax. Recharge. Reconnect.

2br updated private entrance upstairs

2br updated private entrance upstairs

Getaway to the country to enjoy the outdoors and sunset country views.

10.0 out of 10, Exceptional, (1)
The price is HK$1,374
HK$1,856 total
includes taxes & fees
21 Jul - 22 Jul
Getaway to the country to enjoy the outdoors and sunset country views.

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

8.6 out of 10, Excellent, (7)
"We stayed in this house along with our adult children. There was plenty of space for us to gather as a family, but also a room for each to sleep privately. We enjoyed our stay in Mount Carroll."
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!

The Main St Place in charming Mount Carroll IL 2nd floor

10.0 out of 10, Exceptional, (3)
"This property is exactly as pictured! It’s clean and within walking distance of, pretty much, anywhere in Mount Carroll. The owners were quick with communication. I have family in the area, and this will definitely be my first choice for future stays."
The Main St Place in charming Mount Carroll IL 2nd floor

Beautiful two story, downtown home, one block from the Square,

10.0 out of 10, Exceptional, (30)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is HK$2,564
HK$3,951 total
includes taxes & fees
31 Jul - 1 Aug
Beautiful two story, downtown home, one block from the Square,

Lakefront Labor Day Escape-King Bed, Sauna, Kayaks

10.0 out of 10, Exceptional, (1)
"The owners are easy to work with. The property is incredible, and the setting in the river is perfect. Enjoyed coffee on the porch overlooking the river every morning and the kayaking was a lot of fun. Would love to come back sometime. "
The price is HK$7,840
HK$13,083 total
includes taxes & fees
7 Aug - 8 Aug
Lakefront Labor Day Escape-King Bed, Sauna, Kayaks

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

10.0 out of 10, Exceptional, (16)
"Like your own private resort on an affordable scale. Hot tub fantastic and setting idyllic."
The price is HK$1,491
HK$2,513 total
includes taxes & fees
3 Aug - 4 Aug
Quite- relaxing country living with pool/hot tub and sauna!

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

2.5 star property
10.0 out of 10, Exceptional, (2)
"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!"
The price is HK$941
HK$2,752 total
includes taxes & fees
21 Jul - 22 Jul
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Duplex overlooking Rock River

10.0 out of 10, Exceptional, (28)
"Very nice "
Duplex overlooking Rock River

Family Friendly Modern Farmhouse 42 Private Acres

10.0 out of 10, Exceptional, (8)
"We had a great time relaxing on the spacious screened in porch and cooking out. We and our pupper loved exploring the trails on property."
Family Friendly Modern Farmhouse 42 Private Acres

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (12)
"More than we expected! We were so comfortable and loved every minute being there. We will definitely be back! "
KC HOUSE Cozy Country Home. Enjoy the country life!
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Freeport Art Museum and Winneshiek Playhouse, 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 Krape Park Carousel.

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.