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Freeport Holiday Rentals

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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

Peace & Simplicity in a Little Red Cabin on the Farm

10.0 out of 10, Exceptional, (3)
"Quiet, clean and absolutely lovely cabin! "
The price is AU$227
includes taxes & fees
2 Sept - 3 Sept
Peace & Simplicity in a Little Red Cabin on the Farm

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (193)
"Very peaceful spot when you need a break to get away from things! Quiet neighborhood and clean house! Far enough away from things but close enough to run into town if you don’t want to cook! "
Riverfront cabin on Rock River

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

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 AU$465
includes taxes & fees
9 Sept - 10 Sept
Beautiful two story, downtown home, one block from the Square,

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!

Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly

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. "
Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly

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

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 AU$423
includes taxes & fees
1 Sept - 2 Sept
MJ's Penthouse ,a piece of paradise on Monroe's historic square

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

Guests rave, Beautiful Lakefront Log home w/King

10.0 out of 10, Exceptional, (3)
"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 AU$1,091
includes taxes & fees
3 Sept - 4 Sept
Guests rave, Beautiful Lakefront Log home w/King

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (15)
"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!

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 AU$506
includes taxes & fees
8 Sept - 9 Sept
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

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 AU$458
includes taxes & fees
4 Sept - 5 Sept
Quite- relaxing country living with pool/hot tub and sauna!

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 AU$615
includes taxes & fees
2 Sept - 3 Sept
Relax. Recharge. Reconnect.

Cozy 2-bedroom RV in charming Apple River with AC

Cozy 2-bedroom RV in charming Apple River with AC

WHOLE ISLAND TO YOURSELF, boat included. Sleeps 8 people.

2.0 star property
WHOLE ISLAND TO YOURSELF, boat included. Sleeps 8 people.

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

Private Studio whole unit

Private Studio whole unit

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
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

Everything you need to know about Freeport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Freeport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Freeport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Freeport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Freeport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Freeport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Freeport holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Freeport rentals

At Expedia, we put the best Freeport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Freeport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Freeport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Freeport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.