Photo by Tina Techsavvymum

Holiday Homes in Freeport

Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Holiday Homes in Freeport

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, (24)
"Cute little house easy walking distance to downtown Monroe "
The price is AU$490
includes taxes & fees
19 Feb - 20 Feb
Beautiful downtown home, one block from the Square,
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (174)
"We loved it the moment we arrived. We spent two nights there with our Frieds and their little dog (we have a little dog too). Great fenced in yard and cozy porch. The kitchen Is stocked with everything you need, we brought lasagna, steak, crab legs. Comfy beds too. We will go back for sure!"
Riverfront cabin on Rock River
Instagram-Worthy Rock River Cabin
Fridge, microwave, oven, stovetop

Instagram-Worthy Rock River Cabin

10.0 out of 10, Exceptional, (1)
"Adorable accommodations with an amazing view. Great location for a girls getaway. House is clean. Living room furniture is very comfortable. "
Instagram-Worthy Rock River Cabin
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
Historic Country Farmhouse for ANY Season!
Exterior

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"We were here for the second time and loved it again. Will be back again"
Historic Country Farmhouse for ANY Season!
Duplex overlooking Rock River
Smart TV

Duplex overlooking Rock River

10.0 out of 10, Exceptional, (23)
"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
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!
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, (86)
"This place was amazing! So beautiful, clean, and perfect. We will definitely be staying there again. Everything is just a short walk, food, shopping, and cocktails. Park was easy & free. Everyone was very welcoming. "
The price is AU$430
includes taxes & fees
18 Feb - 19 Feb
MJ's Penthouse ,a piece of paradise on Monroe's historic square
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)
"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!! "
Family Friendly Modern Farmhouse 42 Private Acres
2 Bedroom Cul De Sac Cottage in Town
Exterior

2 Bedroom Cul De Sac Cottage in Town

10.0 out of 10, Exceptional, (29)
"Everything was as listed. The hosts were very responsive and accommodating. Overall it was a nice stay"
2 Bedroom Cul De Sac Cottage in Town
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, (5)
"Met our needs, "
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
2br updated private entrance upstairs
Interior

2br updated private entrance upstairs

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

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (4)
"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
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 2nd floor
Smart TV

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

10.0 out of 10, Exceptional, (3)
"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
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
Outdoor dining

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!!
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

Entire lower level in a private home with walkout fenced yard.
Smart TV, stereo

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

9.4 out of 10, Exceptional, (9)
"This is the 2nd time we have stayed at Neil's place in Freeport and it was the perfect fit for us again. Everything was clean and welcoming. Keep in mind that there is a family living upstairs so you can hear them, but that didn't bother us at all as we have a toddler! Thanks Neil and Cynthia!"
Entire lower level in a private home with walkout fenced yard.
Apartment in private home, sleeps 7 guest
Exterior

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (4)
"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, (174)
"We loved it the moment we arrived. We spent two nights there with our Frieds and their little dog (we have a little dog too). Great fenced in yard and cozy porch. The kitchen Is stocked with everything you need, we brought lasagna, steak, crab legs. Comfy beds too. We will go back for sure!"
Riverfront cabin on Rock River
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.