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Freeport Holiday Rentals

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Holiday Rentals in Freeport

Entire lower level in a private home with walkout fenced yard.
9.2 out of 10, Wonderful, (7)
"Quiet location."
Entire lower level in a private home with walkout fenced yard.
Apartment in private home, sleeps 7 guest
10.0 out of 10, Exceptional, (3)
"Warm and spacious. Great hosts. We had a party of 5 and were very comfortable. There is a warm feel to the decor and everything was top notch!"
Apartment in private home, sleeps 7 guest
Cozy Happy RiverHouse with panoramic views of the Rock River
9.8 out of 10, Exceptional, (19)
"We had a short stay, the views were great just wish the river was in its banks."
The price is NZ$386
per night
25 Jun - 26 Jun
Cozy Happy RiverHouse with panoramic views of the Rock River
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Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, (15)
"Like your own private resort on an affordable scale. Hot tub fantastic and setting idyllic."
Quite- relaxing country living with pool/hot tub and sauna!
KC HOUSE Cozy Country Home
10.0 out of 10, Exceptional, (1)
"Very peaceful! Very welcoming! This was a great place, blending old and new! Our group was 20 - 65 years old. All of the beds were comfy, the kitchen was well appointed. We really loved the outdoor cooking area and the outdoor seating areas. What a view! This would be a great place for a retreat and to unplug (although there is solid wifi and TVs throughout). The owner went over and above. We entered the house to an array of snacks and beverages on the counter. I can't say enough about this...
KC HOUSE Cozy Country Home
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, (19)
"This house was so cute! Modern decor and amenities with beautifully restored original hardwood floors. We would definitely stay here again! 😁"
The price is NZ$621
per night
25 Jun - 26 Jun
Beautiful downtown home, one block from the Square,
Historic Country Farmhouse for ANY Season!
10.0 out of 10, Exceptional, (34)
"Great place to stay. The host was very helpful and accommodating. The house and property are kept up extremely nice. A lot of neat history all around. I look forward to staying again."
Historic Country Farmhouse for ANY Season!
Duplex overlooking Rock River
10.0 out of 10, Exceptional, (15)
"This is our second year in a row that we’ve stayed at this beautiful home on the Rock River. We do an event nearby every Memorial Day weekend and the location of this home is top notch! It is only 6 minutes away from the event! The place is very clean and spacious,Walkable to grocery and restaurants, beautifully peaceful view of the river, quiet neighborhood, and the hosts are great! Answered any questions or reservation inquiries within 5 minutes! We love this place so much we already booked...
Duplex overlooking Rock River
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, (70)
"We had a wonderful time at this gorgeous place!"
The price is NZ$428
per night
15 Jul - 16 Jul
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Riverfront cabin on Rock River
10.0 out of 10, Exceptional, (156)
"Everything about this place was spectacular. From a personal phone call from the owner to explain the house and its amenities, to the house, and I can’t say enough good things about the yard!!! If you have a chance it’s a great ! We would definitely consider coming here again."
Riverfront cabin on Rock River
Family Friendly Modern Farmhouse on 42 Private Acres
10.0 out of 10, Exceptional, (4)
"We would definitely come back to this farm house! Very peaceful and relaxing. Our host Matt provided us with everything we needed and more, including a detailed list of the property and things to do during our stay. He really made our family feel welcome. The house was decorated nicely and was fully equipped, especially the kitchen. Highly recommended!"
Family Friendly Modern Farmhouse on 42 Private Acres
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
8.0 out of 10, Very good, (3)
"Very quiet neighborhood and close to grocery store, gas station & DQ. Beds were comfortable with plenty of pillows. Plenty of room to spread out throughout the house. Perfect for our family gathering. Loved being able to have our dog, and backyard was fully fenced so no worries about her getting out. Property was exactly as described. Had a few minor issues and owner was super responsive. Overall a very nice stay!"
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
Charming Victorian cottage near the Rock River
10.0 out of 10, Exceptional, (7)
"My sister lives nearby in a very small house, so we’re all congregated at this vrbo. It was wonderful! The home was so well stocked - were grilled out, played cards and trivial pursuit and had a great time. The home was clean. There was coffee, oil for cooking, spices, pans…everything! We ran out of propane and they were prepared with a spare. I can’t recommend highly enough!"
Charming Victorian cottage near the Rock River
Waterfront Sugar River Cabin w/ Dock & Game Room!
9.0 out of 10, Wonderful, (2)
"I stayed here with a few friends on a Reading Retreat. The house was beautiful and the location quiet and secluded. We loved that the kitchen and space was well stocked and had everything we needed."
Waterfront Sugar River Cabin w/ Dock & Game Room!
2 Bedroom Cul De Sac Cottage in Town
10.0 out of 10, Exceptional, (22)
"Always a pleasant time when going back to your hometown and visiting with friends and family and having a nice place to stay. This place is always very nice . The only thing I would change is I would replace the torn couch but will definitely stay again."
2 Bedroom Cul De Sac Cottage in Town
2br updated private entrance upstairs
2br updated private entrance upstairs
A Breath of fresh Country Air with hot tub.
A Breath of fresh Country Air with hot tub.
Spacious Villa*Beautiful Views*Country Setting
10.0 out of 10, Exceptional, (7)
"We use VRBO in place of extended stay hotels for work. We look at clean,quiet places. This home is that!! The owners were very responsive the one time we needed them. The house has tons of room, great for large groups. Close to town yet not too close. Will use again."
Spacious Villa*Beautiful Views*Country Setting
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
10.0 out of 10, Exceptional, (19)
"House was great! Plenty of room with a beautiful kitchen. The deck was spacious with plenty of chairs but it could use a little TLC."
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!
The Main St Place in charming Mount Carroll IL 2nd floor
10.0 out of 10, Exceptional, (2)
"The town is charming, historic, beautiful as is the house. We met a kind and generous neighbor."
The Main St Place in charming Mount Carroll IL 2nd floor
Don't see what you're looking for?
See all available properties in Freeport
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.

Other types of properties in Freeport you may be interested in

Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
9.0 out of 10, Wonderful, (705)
"We had a great time staying here. We went for a family wedding and the stay made for a wonderful time. The beds were comfy and the rooms were clean. The people who work there do a super job of making you feel welcome."
The price is NZ$203
per night
2 Jul - 3 Jul
Country Inn & Suites by Radisson, Freeport, IL
Baymont by Wyndham Freeport
2.5 star property
8.0 out of 10, Very good, (548)
"I liked how helpful and caring LaMay was. I have a hard time walking and use a motorized wheelchair and I went outside to smoke a cigarette and I was coming in and she came out and helped by holding the doors open so I could get in easy. "
The price is NZ$137
per night
7 Jul - 8 Jul
Baymont by Wyndham Freeport
Hampton Inn Freeport
2.5 star property
8.6 out of 10, Excellent, (376)
"Nostalgic tower of comfort."
The price is NZ$190
per night
7 Jul - 8 Jul
Hampton Inn Freeport
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Freeport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Freeport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Freeport. Seeing all the best attractions is bound to make you fall in love with Freeport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Freeport short-term rentals, that won’t be hard to do.

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.

How many holiday rentals are there in Freeport?

Choose from 3 Expedia holiday rentals in Freeport for a memorable holiday.

What can I see and do in Freeport?

Cultural attractions include Winneshiek Playhouse and Oscar Taylor Home, 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 Stephenson County Historical Museum.

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.

Recent reviews of Freeport properties
Expedia verified reviews