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Freeport Holiday Rentals

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Holiday Rentals in Freeport

Apartment in private home, sleeps 7 guest

Freeport
10.0 out of 10, Exceptional, (6)
"Excellent accommodations, a beautiful home in a very nice area. Our hosts were delightful and answered any questions we had. We hope to stay in there home again."
United States
David D.
Apartment in private home, sleeps 7 guest

Duplex overlooking Rock River

Byron
10.0 out of 10, Exceptional, (34)
"It’s perfect location for us because we attend a golf fundraiser every year in Byron. House is clean, walking distance to town."
United States
Rebecca P.
Duplex overlooking Rock River

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

Monroe
10.0 out of 10, Exceptional, (101)
"Absolutely perfect! The best place in Monroe. Accommodating - from dinnerware to a pack-and-play - for every need! Five stars."
United States
Benjamin R.
The price is NZ$480
includes taxes & fees
16 Nov - 17 Nov
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Riverfront cabin on Rock River

Rockford
10.0 out of 10, Exceptional, (205)
"This place was a wonderful place to stay! Very relaxing!"
United States
Ross T.
The price is NZ$502
includes taxes & fees
16 Nov - 17 Nov
Riverfront cabin on Rock River

Peace & Simplicity in a Little Red Cabin on the Farm

Lena
10.0 out of 10, Exceptional, (11)
"Wonderful hosts, a neat and clean little space, and surrounded by beautiful old, trees. This is a peaceful oasis (and it has a couple of breweries within a short drive)!"
United States
Todd H.
The price is NZ$300
includes taxes & fees
5 Dec - 6 Dec
Peace & Simplicity in a Little Red Cabin on the Farm

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

Monroe
10.0 out of 10, Exceptional, (35)
"Super clean and cute house that was great walking distance to everything! The hosts were great and easy to work with as well."
United States
Emma K.
The price is NZ$621
includes taxes & fees
9 Dec - 10 Dec
Beautiful two story, downtown home, one block from the Square,

2 Bedroom Cul De Sac Cottage in Town

Oregon
9.8 out of 10, Exceptional, (42)
"Nice stay with a well equipped house."
United States
Elizabeth M.
2 Bedroom Cul De Sac Cottage in Town

Whispering Woods Estate - Relax, recharge, connect

Rockton
8.8 out of 10, Excellent, (3)
"Its a very nice house, but the mosquitos were so bad we were unable to enjoy the outdoors. In fact, we didn't stay there at all Tuesday. It was better on Wednesday, we checked out on Thursday night. Idk what the solution is. She put repellent in the trees and provided bug spray, but it just wasn't enough. The house is beautiful, well cleaned, and very big. "
United States
Wyatt D.
Whispering Woods Estate - Relax, recharge, connect

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

Pecatonica
10.0 out of 10, Exceptional, (18)
"It was fun and relaxing. Great getaway to just have time to yourself."
United States
Austin A.
Quite- relaxing country living with pool/hot tub and sauna!

Avail. Christmas! Lake Cabin w/King, Sauna

Brodhead
10.0 out of 10, Exceptional, (5)
"The owners are easy to work with. The property is incredible, and the setting in the river is perfect. Enjoyed coffee on the porch overlooking the river every morning and the kayaking was a lot of fun. Would love to come back sometime. "
United States
kent h.
The price is NZ$1,200
includes taxes & fees
24 Nov - 25 Nov
Avail. Christmas! Lake Cabin w/King, Sauna

KC HOUSE Cozy Country Home. Enjoy the country life!

Rock City
10.0 out of 10, Exceptional, (17)
"More than we expected! We were so comfortable and loved every minute being there. We will definitely be back! "
United States
Colleen R.
KC HOUSE Cozy Country Home. Enjoy the country life!

Unique Victorian Cottage Close to Town

Oregon
10.0 out of 10, Exceptional, (18)
"It’s like staying over at your favorite great-aunt’s place in all the best ways."
United States
Joyce M.
Unique Victorian Cottage Close to Town

Relax. Recharge. Reconnect.

2.0 star property
Winnebago
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.

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

2.5 star property
Pearl City
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!"
United States
Andrew R.
The price is NZ$616
includes taxes & fees
14 Dec - 15 Dec
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Winnebago Township
10.0 out of 10, Exceptional, (19)
"This is a roomy, well-stocked home. It had everything we needed, and the host was available to answer any questions within a few minutes. Most importantly, the beds and baths were exceptionally clean."
United States
Betty S.
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Family Friendly Modern Farmhouse 42 Private Acres

Elizabeth
10.0 out of 10, Exceptional, (8)
"My family and I usually take a 3 to 4 day mini vacation before the school year starts. We love Galena, IL but couldn't really find a good rental property. Im glad Vrbo recommend this quaint home. If you want peace and quiet with a beautiful home this is your place."
United States
Madelyn V.
Family Friendly Modern Farmhouse 42 Private Acres

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

Mount Carroll
9.8 out of 10, Exceptional, (36)
"Wonderful place and hosts!"
United States
Brandon D.
The Main St Place in charming Mount Carroll IL 1st floor

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Monroe
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Cozy 2-bedroom RV in charming Apple River with AC

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

2br updated private entrance upstairs

Rockford
7.4 out of 10, Good, (3)
"There is no Air Conditioner in one of the bedrooms. We were not able to sleep in the bedroom since it was so hot. Host didn't turn other AC units on for our arrival and house was 81F degrees. AC units are very small for the size of the house. Bed linens were polyester sheets which are uncomfortable. Overall the house was clean and spacious."
United States
Peter P.
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

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$300 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 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.