Freeport Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Freeport holiday rentals

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

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (102 reviews)
"Lovely property, great location, quiet and comfortable. "
United States
T. K. D.
The price is NZ$455
includes taxes & fees
23 Feb - 24 Feb
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm
Lena
10.0 out of 10, Exceptional, (14 reviews)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
The price is NZ$284
includes taxes & fees
28 Feb - 1 Mar
Peace & Simplicity in a Little Red Cabin on the Farm

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

The Main St Place in charming Mount Carroll IL 1st floor
Mount Carroll
9.8 out of 10, Exceptional, (38 reviews)
"It's always a wonderful place to stay. Within walking distance of a vibrant downtown. Great hosts, beautiful property. "
United States
Merry E.
The price is NZ$311
includes taxes & fees
27 Feb - 28 Feb
The Main St Place in charming Mount Carroll IL 1st floor

Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (206 reviews)
"The property was great. Clean and well maintained. It had everything we needed to have a excellent vacation."
United States
Richard M.
The price is NZ$470
includes taxes & fees
19 Mar - 20 Mar
Riverfront cabin on Rock River

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

Quite- relaxing country living with pool/hot tub and sauna!
Pecatonica
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay "
United States
Dulce C.
The price is NZ$494
includes taxes & fees
26 Feb - 27 Feb
Quite- relaxing country living with pool/hot tub and sauna!

Insta-worthy Rock River cabin

Insta-worthy Rock River cabin
Byron
10.0 out of 10, Exceptional, (9 reviews)
"Our check in was smooth, and it's a beautiful home with everything we needed for our stay."
United States
Beth G.
The price is NZ$613
includes taxes & fees
23 Feb - 24 Feb
Insta-worthy Rock River cabin

Avail this weekend! Lake Cabin w/King, Sauna

Avail this weekend! Lake Cabin w/King, Sauna
Brodhead
10.0 out of 10, Exceptional, (5 reviews)
"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.
The price is NZ$1,258
includes taxes & fees
4 Mar - 5 Mar
Avail this weekend! Lake Cabin w/King, Sauna

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

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City
10.0 out of 10, Exceptional, (3 reviews)
"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!"
United States
Andrew R.
The price is NZ$486
includes taxes & fees
22 Feb - 23 Feb
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
The price is NZ$388
includes taxes & fees
11 Mar - 12 Mar
Lookout Loft over the Monroe 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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Freeport Hotel Reviews

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 favorite 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 depends 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 NZ$284 per night. Entering your travel dates in the search wizard you might find 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 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 Winneshiek Playhouse.

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.