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Freeport Holiday Rentals

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Check prices for these dates

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept

Holiday Rentals in Freeport

Our top choices for Freeport holiday rentals

Apartment in private home, sleeps 7 guest
Exterior

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
Peace & Simplicity in a Little Red Cabin on the Farm
Interior

Peace & Simplicity in a Little Red Cabin on the Farm

10.0 out of 10, Exceptional, (5)
The price is HK$912
HK$1,132 total
includes taxes & fees
12 Sept - 13 Sept
Peace & Simplicity in a Little Red Cabin on the Farm
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (194)
"We had a great stay! Nice property with peaceful surroundings and everything you need. Would 100% stay again. "
The price is HK$1,365
HK$2,223 total
includes taxes & fees
10 Sept - 11 Sept
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, (38)
"We have stayed here before and will return again. This house is clean and has everything we need while visiting family. "
2 Bedroom Cul De Sac Cottage in Town
Historic Country Farmhouse for ANY Season!
Property grounds

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (45)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!
Whispering Woods Estate - Relax, recharge, connect
Property grounds

Whispering Woods Estate - Relax, recharge, connect

10.0 out of 10, Exceptional, (1)
"This property exceeded our expectations. Communication with owners was perfect. Kitchen was well stocked with all our cooking needs. Bed very comfortable. Enjoyed the deck and grill. Large property for walking our dogs. We recommend this property and hope it is available the next time we are in the area. "
Whispering Woods Estate - Relax, recharge, connect
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, (96)
"Had a great stay for St Pats Parade!"
The price is HK$1,521
HK$2,100 total
includes taxes & fees
10 Sept - 11 Sept
MJ's Penthouse ,a piece of paradise on Monroe's historic 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, (16)
"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!
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (32)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is HK$1,495
HK$2,568 total
includes taxes & fees
9 Sept - 10 Sept
Beautiful two story, downtown home, one block from the Square,
Duplex overlooking Rock River
Smart TV

Duplex overlooking Rock River

10.0 out of 10, Exceptional, (31)
"very clean. Love this property. We will be back again!"
Duplex overlooking Rock River
Avail. Thanksgiving-Storybook Lake Cabin w/King
Fridge, microwave, oven, stovetop

Avail. Thanksgiving-Storybook Lake Cabin w/King

10.0 out of 10, Exceptional, (4)
"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."
The price is HK$2,041
HK$6,028 total
includes taxes & fees
14 Sept - 15 Sept
Avail. Thanksgiving-Storybook Lake Cabin w/King
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Interior

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

2.5 star property
10.0 out of 10, Exceptional, (3)
"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$765
HK$2,531 total
includes taxes & fees
29 Sept - 30 Sept
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Quite- relaxing country living with pool/hot tub and sauna!
Outdoor pool

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

10.0 out of 10, Exceptional, (17)
"We had a great time, nice and relaxing. Had everything we wanted."
The price is HK$1,333
HK$2,322 total
includes taxes & fees
8 Sept - 9 Sept
Quite- relaxing country living with pool/hot tub and sauna!
Relax. Recharge. Reconnect.
Outdoor dining

Relax. Recharge. Reconnect.

2.0 star property
10.0 out of 10, Exceptional, (7)
"We were in town for a volleyball tournament and could not have been happier with our stay here! We felt very safe and welcome and the home owner was very responsive and accommodating. Property is clean and really has that homey feel with lots of natural light and comfortable beds. The shower head is amazing and felt like a massage! This is also in a cute little town with a bar/restaurant just blocks away that has excellent food. We will definitely stay here any time we are in the area. Very...
The price is HK$2,530
HK$3,070 total
includes taxes & fees
12 Sept - 13 Sept
Relax. Recharge. Reconnect.
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, (36)
"We had a nice quiet stay. Loved it very much"
The Main St Place in charming Mount Carroll IL 1st floor
Family Friendly Modern Farmhouse 42 Private Acres
Fridge, microwave, oven, stovetop

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
2br updated private entrance upstairs
Interior

2br updated private entrance upstairs

7.4 out of 10, Good, (3)
"The property was very clean and cozy. It was near all the things we wanted to do during the week. We were very pleased with our stay and would most likely would want to return someday."
2br updated private entrance upstairs
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!!
Private Studio whole unit
Exterior

Private Studio whole unit

Private Studio whole unit
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
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

Find out more about Freeport

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:

  • View our selection of featured holiday rentals in Freeport
  • Use the map to find apartments and other holiday homes in the Freeport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Freeport while they last

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 Oscar Taylor Home 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 Park Hills Golf Course.

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.