Freeport Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Holiday Rentals in Freeport

Exterior
Apartment in private home, sleeps 7 guest

Holiday Home in Freeport

10.0 out of 10, Exceptional, (6)
"Great experience! Hosts are great people. Would stay again if in the area. "
United States
Steve L.
Apartment in private home, sleeps 7 guest
Exterior
A-Frame Cabin Retreat

Cabin in Stockton

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house is very nice and comfortable"
United States
Yu C.
A-Frame Cabin Retreat
Interior
Peace & Simplicity in a Little Red Cabin on the Farm

Cabin in Lena

10.0 out of 10, Exceptional, (12)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
The price is HK$1,090
HK$1,320 total
includes taxes & fees
14 Dec - 15 Dec
Peace & Simplicity in a Little Red Cabin on the Farm
Property grounds
Riverfront cabin on Rock River

Holiday Home in Rockford

10.0 out of 10, Exceptional, (206)
" Good beds, well-equipped, great river views!"
United States
Stephen C.
The price is HK$1,362
HK$2,219 total
includes taxes & fees
10 Dec - 11 Dec
Riverfront cabin on Rock River
Smart TV
Duplex overlooking Rock River

Holiday Home in Byron

10.0 out of 10, Exceptional, (34)
"Had a wonderful stay.... the Host was most accommodating and helpful during our stay. Would definitely stay here again. "
United States
Patricia (Patty) M.
Duplex overlooking Rock River
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,

Holiday Home in Monroe

10.0 out of 10, Exceptional, (35)
"Beautiful home, close to downtown. Check in was very easy. Very easy push button entry. Kitchen is large for several to work around and well stocked with all essentials. "
United States
Cynthia O.
The price is HK$1,310
HK$2,338 total
includes taxes & fees
11 Dec - 12 Dec
Beautiful two story, downtown home, one block from the Square,
Property grounds
Whispering Woods Estate - Relax, recharge, connect

Holiday Home in Rockton

8.8 out of 10, Excellent, (3)
"This was a phenomenal house, couldnt have been any better!"
United States
Cameron S.
Whispering Woods Estate - Relax, recharge, connect
Fridge, microwave, oven, stovetop
Avail. Christmas! Lake Cabin w/King, Sauna

Cabin in Brodhead

10.0 out of 10, Exceptional, (5)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
Avail. Christmas! Lake Cabin w/King, Sauna
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Holiday Home in Monroe

10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is HK$1,518
HK$2,114 total
includes taxes & fees
14 Dec - 15 Dec
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Fridge, microwave, oven, stovetop
Relaxing Country-view Home Near Golf & Casino

Holiday Home in Rockford

2.0 star property
Relaxing Country-view Home Near Golf & Casino
Exterior
KC HOUSE Cozy Country Home. Enjoy the country life!

Holiday Home in Rock City

10.0 out of 10, Exceptional, (17)
"Beautifully maintained, stocked with any little thing you need. Clean, relaxing and suited our group perfectly for a weekend away. "
United States
Patricia M.
KC HOUSE Cozy Country Home. Enjoy the country life!
Outdoor dining
Relax. Recharge. Reconnect.

Cottage in Winnebago

2.0 star property
10.0 out of 10, Exceptional, (8)
"The appliances were all new and worked perfectly.The kitchen was very well stocked.The beds were comfortable.The furniture was new and comfortable.The place was spotless.The hostess was very quickly responsive to any of our questions."
United States
William D.
Relax. Recharge. Reconnect.
Exterior
2 Bedroom Cul De Sac Cottage in Town

Holiday Home in Oregon

9.8 out of 10, Exceptional, (43)
"Cozy, clean home convenient location."
United States
Laura G.
2 Bedroom Cul De Sac Cottage in Town
Exterior
Unique Victorian Cottage Close to Town

Cottage in Oregon

10.0 out of 10, Exceptional, (18)
"This was the perfect choice for us. The proximity of the house was great; could walk to many things. The house was charming and inviting. Would love to book this again in the future. "
United States
Rob K.
Unique Victorian Cottage Close to Town
Outdoor pool
Quite- relaxing country living with pool/hot tub and sauna!

Apartment in Pecatonica

10.0 out of 10, Exceptional, (18)
"Everything was as promised! Smooth and easy check in. Very clean and inviting. Outdoor amenities were in good shape, working and absolutely amazing! "
United States
Gail W.
The price is HK$1,464
HK$2,484 total
includes taxes & fees
12 Dec - 13 Dec
Quite- relaxing country living with pool/hot tub and sauna!
Outdoor dining
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Holiday Home in Winnebago Township

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."
United States
Hayley N.
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
Fridge, microwave, oven, stovetop
Family Friendly Modern Farmhouse 42 Private Acres

Holiday Home in Elizabeth

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."
United States
Colleen C.
Family Friendly Modern Farmhouse 42 Private Acres
Interior
Cozy 2-bedroom RV in charming Apple River with AC

Mobile Home in Apple River

10.0 out of 10, Exceptional, (1)
"Pretty and quiet area with a clean camper."
United States
jackie l.
Cozy 2-bedroom RV in charming Apple River with AC
Interior
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Cottage in Monroe

3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
Fridge, microwave, oven, stovetop
Your friendly neighborhood vacation rental

Holiday Home in Rockford

Your friendly neighborhood vacation rental
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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Top Freeport Hotel Reviews

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

10/10 Excellent
"Clean room, friendly staff. Everything was great!"
Amy 2-night trip
Posted 5 days ago
Country Inn & Suites by Radisson, Freeport, IL

Find out more about Freeport

Search for holiday rentals in Freeport on Expedia! You can easily find your home rentals, villas, holiday apartments in Freeport using one of the methods below:

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Look no further and take a look at our great range of rental properties in Freeport!

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.

What can I see and do in Freeport?

Cultural attractions include Stephenson County Historical Museum and Freeport Art Museum, 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.