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Freeport Vacation Rentals

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Vacation Rentals in Freeport

Entire lower level in a private home with walkout fenced yard.
9.0 out of 10, Wonderful, 6 reviews
"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.
Apartment in private home, sleeps 7 guest
10.0 out of 10, Exceptional, 3 reviews
"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
Duplex overlooking Rock River
10.0 out of 10, Exceptional, 15 reviews
"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
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Riverfront cabin on Rock River
10.0 out of 10, Exceptional, 155 reviews
"Spent the week hiking local forest preserves and visiting botanical gardens."
Riverfront cabin on Rock River
Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, 14 reviews
"We had a great time, nice and relaxing. Had everything we wanted."
The price is CA $273
CA $455 total
includes taxes & fees
Jun 9 - Jun 10
Quite- relaxing country living with pool/hot tub and sauna!
Cozy Happy RiverHouse with panoramic views of the Rock River
9.8 out of 10, Exceptional, 19 reviews
"We had a short stay, the views were great just wish the river was in its banks."
The price is CA $178
CA $324 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Happy RiverHouse with panoramic views of the Rock River
KC HOUSE Cozy Country Home
10.0 out of 10, Exceptional, 1 review
"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
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, 69 reviews
"It was beautiful and was a perfect location."
The price is CA $267
CA $358 total
includes taxes & fees
Jun 10 - Jun 11
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Historic Country Farmhouse for ANY Season!
10.0 out of 10, Exceptional, 34 reviews
"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!
Family Friendly Modern Farmhouse on 42 Private Acres
10.0 out of 10, Exceptional, 4 reviews
"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, 2 reviews
"Great stay and nice property"
Pet-Friendly Mount Carroll Home w/ Fenced-In Yard!
Charming Victorian cottage near the Rock River
10.0 out of 10, Exceptional, 6 reviews
"This is almost the favorite place I have ever stayed at. The owner was very helpful. I was so comfortable and peaceful. All the details made the house so very special. Just all the special little touches down tothe doilies. The diverse library, the sunroom, the screened in room. The yard was so beautiful with all the hostas and old growth trees. I hope to come back again."
Charming Victorian cottage near the Rock River
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, 18 reviews
"I grew up in this town and loved the location. The newly renovated home was perfect for our stay. Super kind hosts and wonderful property."
The price is CA $262
CA $454 total
includes taxes & fees
Jun 12 - Jun 13
Beautiful downtown home, one block from the Square,
Waterfront Sugar River Cabin w/ Dock & Game Room!
9.0 out of 10, Wonderful, 2 reviews
"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, 21 reviews
"Have stayed here before and continue to appreciate this space and the host."
2 Bedroom Cul De Sac Cottage in Town
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 reviews
"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 reviews
"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 reviews
"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
The Main St Place in charming Mount Carroll IL 1st floor
9.6 out of 10, Exceptional, 24 reviews
"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
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

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, 696 reviews
"This is, by far, the best hotel in the Freeport area. I have stayed in a lot of hotels and this is one of the best I have ever stayed in. We were in town for our daughter's wedding and were there for two days. I talked to a variety of staff members....custodial, breakfast and front desk....all were friendly and helpful. The rooms and general facility were very clean and beds were very comfortable! Absolutely loved the free cookies at the front desk. Breakfast can be hit or miss with...
The price is CA $153
CA $170 total
includes taxes & fees
Jul 8 - Jul 9
Country Inn & Suites by Radisson, Freeport, IL
Baymont by Wyndham Freeport
2.5 star property
8.0 out of 10, Very good, 547 reviews
"Staff was wonderful room clean and tidy it was perfect "
The price is CA $104
CA $115 total
includes taxes & fees
Jul 7 - Jul 8
Baymont by Wyndham Freeport
Hampton Inn Freeport
2.5 star property
8.8 out of 10, Excellent, 373 reviews
"Great breakfast. One of the best "
The price is CA $139
CA $154 total
includes taxes & fees
Jun 16 - Jun 17
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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Freeport vacation rentals we have selected for you start as low as CA $178 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 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