Freeport Vacation Rentals from $145: Search Short-Term Rentals

Q: 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.

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Vacation Rentals in Freeport

"Great experience! Hosts are great people. Would stay again if in the area. "

"Great little slice of nature! House was a great size and had everything we need or forgot to bring with us! "

"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)!"

$137 nightly

Aug 12 - Aug 13

Total includes taxes and fees

"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."

$377 nightly

Sep 2 - Sep 3

Total includes taxes and fees

"This property exceeded our expectations. Communication with owners was perfect. Kitchen was well stocked with all our cooking needs. Bed very comfortable. Enjoyed the deck and grill. Large property for walking our dogs. We recommend this property and hope it is available the next time we are in the area. "

"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."

"We were there to visit family and attend the Autumn on parade festival. It was a great location, nearly walking distance to everything! "

"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. "

"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!"

$297 nightly

Aug 27 - Aug 28

Total includes taxes and fees

"very clean. Love this property. We will be back again!"

"More than we expected! We were so comfortable and loved every minute being there. We will definitely be back! "

"A lovely house. Really enjoyed staying at this house. The host was super helpful and always communicated well with me. I would stay here again. "

"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."

"Like your own private resort on an affordable scale. Hot tub fantastic and setting idyllic."

$303 nightly

Sep 4 - Sep 5

Total includes taxes and fees

"Had a great stay for St Pats Parade!"

$248 nightly

Aug 18 - Aug 19

Total includes taxes and fees

"The property was very clean and cozy. It was near all the things we wanted to do during the week. We were very pleased with our stay and would most likely would want to return someday."

"We had a great time relaxing on the spacious screened in porch and cooking out. We and our pupper loved exploring the trails on property."

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Top Freeport Hotel Reviews

Historic Country Farmhouse for ANY Season!

10/10 Excellent

"Check in was great. Susan met us at the house and gave us an extensive tour.The kitchen is very well set up. There is plenty of room to prepare meals. This house has so much history. Susan has done a great job documenting what is in each room. She went above and beyond to toddler proof the house to accommodate a 2 year old. The property is beautiful. The girls had a great time rolling down the hill and exploring the yard and all of it’s treasures.Communication with Susan was easy. She was quick to respond to texts.My family would definitely stay again. We highly recommend it. "

Country Inn & Suites by Radisson, Freeport, IL

10/10 Excellent

"So we booked months in advance because multiple family need room for a celebration of life.....my wife has seriius back issues and after we booked realized we had check in at 3pm, however we landed at 550am. No way cam my wife fly fro Ca, and sit etc around till 3pm. So i called hotel to discuss check in issues I figured get car, get breakfast and drive 2 hour we would be ther about 10am. Hotel manager said they would have staff clean room to be ready by 10am. I was so thankful, the managers response was if i was in your position i would hope someone would accommodate in the same way, that is 5 star plus customer service!!! The room, the staff were great. Come on now endless cookies too ! 2nd night issue at midnight and 230am fire alarm in our room went off like there was a fire so yes i went in emergency mode called desk nobody, ran down nobody, it finally stopped but 230am same thing however i disconnected it this time, still no staff.Reporred to desk at 730am,maintenance addressed issue around 930. Anyways it got repaired, so this was our experience. No sleeped wasnt fun either but im not trying to deduct stars because it was an unexpected maintenance issue. Everything else was great.....expedia took care of us ! We would/ will stay here again if and when we go back"

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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 $145 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.

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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 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 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.

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Freeport Vacation Rentals

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Vacation Rentals in Freeport

Apartment in private home, sleeps 7 guest

Riverfront cabin on Rock River

Peace & Simplicity in a Little Red Cabin on the Farm

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

Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly

Historic Country Farmhouse for ANY Season!

2 Bedroom Cul De Sac Cottage in Town

Guests rave, Beautiful Lakefront Log home w/King

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

Duplex overlooking Rock River

KC HOUSE Cozy Country Home. Enjoy the country life!

Cozy 2-bedroom RV in charming Apple River with AC

Relax. Recharge. Reconnect.

The Main St Place in charming Mount Carroll IL 2nd floor

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

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

2br updated private entrance upstairs

Family Friendly Modern Farmhouse 42 Private Acres

Cozy 3 bedroom house off the Historical Stage Couch Trail in Lena Ill

Private Studio whole unit

Top Freeport Hotel Reviews

Historic Country Farmhouse for ANY Season!

Country Inn & Suites by Radisson, Stockton, IL

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Freeport

Peace & Simplicity in a Little Red Cabin on the Farm

Country Inn & Suites by Radisson, Freeport, IL

Riverfront cabin on Rock River

Hampton Inn Freeport

AmericInn by Wyndham Monroe

Find out more about Freeport

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