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Freeport Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Freeport vacation rentals

Interior

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

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (110 reviews)
"Best location and fabulous hospitality!"
United States
Anne B.
The price is AED 716
AED 1,014 total
includes taxes & fees
23 Aug - 24 Aug
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Exterior

2. Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm
Lena
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay"
United States
Mike G.
The price is AED 514
AED 623 total
includes taxes & fees
8 Sep - 9 Sep
Peace & Simplicity in a Little Red Cabin on the Farm
Outdoor spa tub

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

Quite- relaxing country living with pool/hot tub and sauna!
Pecatonica
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay "
United States
Dulce C.
The price is AED 643
AED 1,113 total
includes taxes & fees
1 Sep - 2 Sep
Quite- relaxing country living with pool/hot tub and sauna!
Coffee/tea maker, fridge, microwave, oven

4. The Main St Place in charming Mount Carroll IL 1st floor

The Main St Place in charming Mount Carroll IL 1st floor
Mount Carroll
9.8 out of 10, Exceptional, (45 reviews)
"It's always a wonderful place to stay. Within walking distance of a vibrant downtown. Great hosts, beautiful property. "
United States
Merry E.
The price is AED 474
AED 751 total
includes taxes & fees
5 Sep - 6 Sep
The Main St Place in charming Mount Carroll IL 1st floor
Property grounds

5. Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (225 reviews)
"Recommend for quiet relaxing vacation"
United States
m d.
The price is AED 643
AED 1,047 total
includes taxes & fees
2 Sep - 3 Sep
Riverfront cabin on Rock River
Smart TV

6. Insta-worthy Rock River cabin

Insta-worthy Rock River cabin
Byron
10.0 out of 10, Exceptional, (10 reviews)
"Our check in was smooth, and it's a beautiful home with everything we needed for our stay."
United States
Beth G.
The price is AED 2,057
AED 3,162 total
includes taxes & fees
14 Sep - 15 Sep
Insta-worthy Rock River cabin
Property grounds

7. 8 Acres of Privacy Your Group Escape

8 Acres of Privacy Your Group Escape
Rockford
The price is AED 1,079
AED 1,647 total
includes taxes & fees
20 Sep - 21 Sep
8 Acres of Privacy Your Group Escape
Interior

8. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is AED 485
AED 954 total
includes taxes & fees
2 Sep - 3 Sep
Lookout Loft over the Monroe Square
Dining

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

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City
10.0 out of 10, Exceptional, (5 reviews)
"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 price is AED 392
AED 1,527 total
includes taxes & fees
14 Sep - 15 Sep
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Exterior

10. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (11 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is AED 1,264
AED 3,315 total
includes taxes & fees
1 Sep - 2 Sep
Lake Cabin | Sauna · River · Game Room
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

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

8/10 Good
"Staff was very nice and accommodating. Breakfast had a good variety. I had to ask for a coffee maker for the room which they did provide, but I thought it was standard. Be careful on stairs as carpet is hard to distinguish between stairs and landing area!"
Susan 2-night trip
Posted 19 hours ago
Super 8 by Wyndham Monroe WI

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?

Riverfront cabin on Rock River: Visitors like this Freeport vacation home rental. It is located on a river and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Freeport?

Cultural attractions include Stephenson County Historical Museum and Freeport Art Museum, 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.