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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 18 Vacation Homes in Freeport with updated reviews, rates, and availability.

Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (181)
"The property was very private and the cabin itself was beautifully furnished and very comfortable"
Riverfront cabin on Rock River
2 Bedroom Cul De Sac Cottage in Town
Exterior

2 Bedroom Cul De Sac Cottage in Town

10.0 out of 10, Exceptional, (31)
"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
Interior

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

10.0 out of 10, Exceptional, (91)
"Always a comfortable relaxing stay in Monroe!Great hosts with excellent timely communication"
The price is AED 716
AED 997 total
includes taxes & fees
8 May - 9 May
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Historic Country Farmhouse for ANY Season!
Exterior

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"Bridal party stay before wedding, gorgeous home. "
Historic Country Farmhouse for ANY Season!
Duplex overlooking Rock River
Smart TV

Duplex overlooking Rock River

10.0 out of 10, Exceptional, (24)
"This was a very nice property at a very reasonable price. We were just staying a couple days to visit friends, but enjoyed this property so much we're already thinking about renting it again!"
Duplex overlooking Rock River
Beautiful downtown home, one block from the Square,
Fridge, oven, stovetop, dishwasher

Beautiful downtown home, one block from the Square,

10.0 out of 10, Exceptional, (26)
"Cute little house easy walking distance to downtown Monroe "
The price is AED 632
AED 1,138 total
includes taxes & fees
14 May - 15 May
Beautiful downtown home, one block from the Square,
KC HOUSE Cozy Country Home. Enjoy the country life!
Exterior

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (10)
"This property is tranquil gem 20 min from Monroe. Clean and comfortable with beautiful views of rolling countryside. Highly recommend"
KC HOUSE Cozy Country Home. Enjoy the country life!
2br updated private entrance upstairs
Interior

2br updated private entrance upstairs

2br updated private entrance upstairs
Apartment in private home, sleeps 7 guest
Exterior

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (5)
"Amazing hosts! We will be staying here anytime we need a place up in freeport, everything was immaculate, everything we could have needed was provided. Would highly recommend this home instead of trying to use a hotel in the area, easy access, very kind hosts, and a super comfortable place for sleeping amd relaxing!"
Apartment in private home, sleeps 7 guest
Family Friendly Modern Farmhouse 42 Private Acres
Fridge, microwave, oven, stovetop

Family Friendly Modern Farmhouse 42 Private Acres

10.0 out of 10, Exceptional, (7)
"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
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
Fridge, microwave, stovetop, dishwasher

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

8.4 out of 10, Very Good, (6)
"Great stay and nice property"
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!
Fridge, microwave, oven, stovetop

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

10.0 out of 10, Exceptional, (2)
"Very clean and very nice. Close to town. A wonderful property manager."
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!
The Main St Place in charming Mount Carroll IL 1st floor
Exterior

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

9.8 out of 10, Exceptional, (32)
"Wonderful place and hosts!"
The Main St Place in charming Mount Carroll IL 1st floor
A Breath of fresh Country Air with hot tub.
Fridge, microwave, oven, stovetop

A Breath of fresh Country Air with hot tub.

A Breath of fresh Country Air with hot tub.
The Main St Place in charming Mount Carroll IL 2nd floor
Smart TV

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
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
Outdoor dining

Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

10.0 out of 10, Exceptional, (19)
"Our family had a great time staying in this home. It fit our whole family perfectly and was very clean and nice. Communication was great - an overall very nice experience."
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
7 blocks from downtown cheese days!
3 bedrooms, free WiFi

7 blocks from downtown cheese days!

7 blocks from downtown cheese days!
Charming 3-bedroom vacation home in Milledgeville
Interior

Charming 3-bedroom vacation home in Milledgeville

Charming 3-bedroom vacation home in Milledgeville
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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Other property types in Freeport

Apartment in private home, sleeps 7 guest
Exterior

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (5)
"Amazing hosts! We will be staying here anytime we need a place up in freeport, everything was immaculate, everything we could have needed was provided. Would highly recommend this home instead of trying to use a hotel in the area, easy access, very kind hosts, and a super comfortable place for sleeping amd relaxing!"
Apartment in private home, sleeps 7 guest
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (181)
"The property was very private and the cabin itself was beautifully furnished and very comfortable"
Riverfront cabin on Rock River
Beautiful downtown home, one block from the Square,
Fridge, oven, stovetop, dishwasher

Beautiful downtown home, one block from the Square,

10.0 out of 10, Exceptional, (26)
"Cute little house easy walking distance to downtown Monroe "
The price is AED 632
AED 1,138 total
includes taxes & fees
14 May - 15 May
Beautiful downtown home, one block from the Square,
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.