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Freeport Vacation Rentals

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Vacation Rentals in Freeport

Smart TV, stereo
Entire lower level in a private home with walkout fenced yard.
9.0 out of 10, Wonderful, (6)
"This was the perfect place to stay in Freeport! It was beautiful and was so clean that it felt like we were the first to stay there. It had everything we needed and SO much room, which was great as we were staying with a toddler. There is a family living above, which you could occasionally hear during the day, but it didn’t bother us at all! We would stay here again in a heartbeat and likely will next time we visit family!"
Entire lower level in a private home with walkout fenced yard.
Exterior
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
Property grounds
Riverfront cabin on Rock River
10.0 out of 10, Exceptional, (155)
"Spent the week hiking local forest preserves and visiting botanical gardens."
Riverfront cabin on Rock River
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Exterior
2 Bedroom Cul De Sac Cottage in Town
10.0 out of 10, Exceptional, (21)
"Have stayed here before and continue to appreciate this space and the host."
2 Bedroom Cul De Sac Cottage in Town
Exterior
KC HOUSE Cozy Country Home
KC HOUSE Cozy Country Home
Interior
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 $130
$237 total
includes taxes & fees
May 29 - May 30
Cozy Happy RiverHouse with panoramic views of the Rock River
Exterior
Charming Victorian cottage near the Rock River
10.0 out of 10, Exceptional, (4)
"Beautiful house that is so perfectly appointed Has 1930s charm but all amenities you need. Great location Easy access Very quite"
Charming Victorian cottage near the Rock River
Exterior
Historic Country Farmhouse for ANY Season!
10.0 out of 10, Exceptional, (33)
"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!
Outdoor pool
Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, (13)
"We had a great time, nice and relaxing. Had everything we wanted."
The price is $175
$302 total
includes taxes & fees
May 21 - May 22
Quite- relaxing country living with pool/hot tub and sauna!
Living area
Duplex overlooking Rock River
10.0 out of 10, Exceptional, (12)
"I would highly recommend this VRBO to anyone needing a place to stay in or near Byron. Super comfortable & extremely well maintained. It surpassed our expectations. Thank you so much!"
Duplex overlooking Rock River
Golf
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
Smart TV
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, (68)
"We had a fantastic time, property is well laid out for a variety of different types of visitors. Hosts were flexible and helpful. We greatly enjoyed our stay."
The price is $195
$262 total
includes taxes & fees
May 19 - May 20
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Fridge, oven, stovetop, dishwasher
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, (17)
"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 :)"
The price is $172
$308 total
includes taxes & fees
May 21 - May 22
Beautiful downtown home, one block from the Square,
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
10.0 out of 10, Exceptional, (1)
"Great stay and nice property"
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
6 bedrooms, desk, internet, bed sheets
Waterfront Sugar River Cabin w/ Dock & Game Room!
8.0 out of 10, Very Good, (1)
"My family and my brother's family had a great stay. New Glarus is the place to go. Fun long weekend."
Waterfront Sugar River Cabin w/ Dock & Game Room!
Exterior
The Main St Place in charming Mount Carroll IL 1st floor
9.6 out of 10, Exceptional, (24)
"Love staying here! Beautiful home and amazing hosts! I wouldn’t stay anywhere else."
The Main St Place in charming Mount Carroll IL 1st floor
Fridge, microwave, oven, stovetop
A Breath of fresh Country Air with hot tub.
A Breath of fresh Country Air with hot tub.
Property grounds
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
Property grounds
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!!
Smart TV
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.

Freeport Vacation Rental Travel Info

Popular accommodation
Freeport private vacation homes
Known landmarks
Winneshiek Playhouse, Freeport Art Museum and Famous Fossil Winery
International airports
Chicago, IL (ORD-O'Hare Intl.) and Rockford, IL (RFD-Greater Rockford)

Other types of properties in Freeport you may be interested in

Indoor pool
Baymont by Wyndham Freeport
2.5 star property
8.0 out of 10, Very Good, (542)
"Convenient and easy access for traveling. Great staff. "
The price is $77
$85 total
includes taxes & fees
Jun 2 - Jun 3
Baymont by Wyndham Freeport
Lobby
Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
9.0 out of 10, Wonderful, (687)
"Nice location Good breakfast Nice pool"
The price is $112
$124 total
includes taxes & fees
Jun 2 - Jun 3
Country Inn & Suites by Radisson, Freeport, IL
Exterior
Hampton Inn Freeport
2.5 star property
8.6 out of 10, Excellent, (367)
"Clean Rooms and Good Breakfast "
The price is $101
$112 total
includes taxes & fees
May 23 - May 24
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.

Everything you need to know about Freeport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Freeport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Freeport vacation 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 low season months. For more hustle and bustle, you may prefer to visit Freeport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Freeport rentals

At Expedia, we put the best Freeport vacation 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 vacation.

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 vacation rentals in Freeport?

Yes, we give you a choice of vacation rentals in Freeport close to Little Cubs Field, or you can select a secluded option if you're looking for extra privacy while you relax. 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 vacation rentals that Freeport has to offer?

Apartment in private home, sleeps 7 guest: Visitors give good reviews to this Freeport vacation home rental, which is located in the city center 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 the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Freeport?

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

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 vacation rentals like in Freeport?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Freeport. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.

Recent reviews of Freeport properties
Expedia verified reviews

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

5/5 Excellent
"Nice location Good breakfast Nice pool"
A verified traveler stayed at Country Inn & Suites by Radisson, Freeport, IL
Posted 15 hours ago
Country Inn & Suites by Radisson, Freeport, IL