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Freeport Holiday Rentals

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Check prices for these dates

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Freeport

Exterior
Apartment in private home, sleeps 7 guest
Apartment in private home, sleeps 7 guest
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
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square
MJ's Penthouse ,a piece of paradise on Monroe's historic square
10.0 out of 10, Exceptional, (100)
"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 HK$1,516
HK$2,111 total
includes taxes & fees
10 Nov - 11 Nov
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Property grounds
Riverfront cabin on Rock River
Riverfront cabin on Rock River
10.0 out of 10, Exceptional, (204)
"This place was a wonderful place to stay! Very relaxing!"
United States
Ross T.
The price is HK$1,361
HK$2,216 total
includes taxes & fees
9 Nov - 10 Nov
Riverfront cabin on Rock River
Interior
Peace & Simplicity in a Little Red Cabin on the Farm
Peace & Simplicity in a Little Red Cabin on the Farm
10.0 out of 10, Exceptional, (10)
"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 HK$1,088
HK$1,318 total
includes taxes & fees
17 Nov - 18 Nov
Peace & Simplicity in a Little Red Cabin on the Farm
Smart TV
Duplex overlooking Rock River
Duplex overlooking Rock River
10.0 out of 10, Exceptional, (32)
"Great view and walking distance to food, fun and golf! Very clean and everything you need at your fingertips provided by host. Will return! "
United States
Suzanne M.
Duplex overlooking Rock River
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,
Beautiful two story, downtown home, one block from the Square,
10.0 out of 10, Exceptional, (35)
"We had a great time staying here and would definitely stay here again when returning to Monroe! The place was super clean and we loved all the decor :)"
United States
Breanna S.
The price is HK$1,337
HK$2,375 total
includes taxes & fees
3 Dec - 4 Dec
Beautiful two story, downtown home, one block from the Square,
Exterior
2 Bedroom Cul De Sac Cottage in Town
2 Bedroom Cul De Sac Cottage in Town
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
Exterior
KC HOUSE Cozy Country Home. Enjoy the country life!
KC HOUSE Cozy Country Home. Enjoy the country life!
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!
Property grounds
Whispering Woods Estate - Relax, recharge, connect
Whispering Woods Estate - Relax, recharge, connect
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
Fridge, microwave, oven, stovetop
Avail. Christmas! Lake Cabin w/King, Sauna
Avail. Christmas! Lake Cabin w/King, Sauna
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.
Avail. Christmas! Lake Cabin w/King, Sauna
Exterior
Unique Victorian Cottage Close to Town
Unique Victorian Cottage Close to Town
10.0 out of 10, Exceptional, (17)
"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
Interior
Cozy 2-bedroom RV in charming Apple River with AC
Cozy 2-bedroom RV in charming Apple River with AC
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
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
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!"
United States
Andrew R.
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Outdoor pool
Quite- relaxing country living with pool/hot tub and sauna!
Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, (18)
"It was fun and relaxing. Great getaway to just have time to yourself."
United States
Austin A.
The price is HK$1,462
HK$2,481 total
includes taxes & fees
9 Nov - 10 Nov
Quite- relaxing country living with pool/hot tub and sauna!
Outdoor dining
Relax. Recharge. Reconnect.
Relax. Recharge. Reconnect.
2.0 star property
10.0 out of 10, Exceptional, (7)
"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.
Outdoor dining
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
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!!
Interior
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
Fridge, microwave, oven, stovetop
Family Friendly Modern Farmhouse 42 Private Acres
Family Friendly Modern Farmhouse 42 Private Acres
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
Exterior
The Main St Place in charming Mount Carroll IL 1st floor
The Main St Place in charming Mount Carroll IL 1st floor
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
Smart TV
The Main St Place in charming Mount Carroll IL 2nd floor
The Main St Place in charming Mount Carroll IL 2nd floor
10.0 out of 10, Exceptional, (4)
"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."
United States
Beverly D.
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

Riverfront cabin on Rock River

Riverfront cabin on Rock River

10/10 Excellent
"Charming, clean and comfortable house right on the beautiful rock river. We enjoyed morning coffee on the porch, setting up our fishing poles on the dock and enjoying the beautiful scenery. We look forward to visiting again next year."
Jaret P. 2-night trip
Posted 2 days ago
Riverfront cabin on Rock River

Find out more about Freeport

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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.