Vacation rentals in Freeport

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Loft in Monroe

4.99 out of 5 average rating, 121 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Dec 26 – Jan 2

R2,175 ZAR per night
Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 130 reviews

The Corner Cabin

The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.

Mar 23 – 30

R2,118 ZAR per night
Guest favorite

Home in Freeport

4.98 out of 5 average rating, 137 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Dec 4 – 11

R5,753 ZAR per night

Popular amenities for Freeport vacation rentals

Stay near Freeport's top sights

Walmart Supercenter3 locals recommend
Krape Park7 locals recommend
Union Dairy4 locals recommend

Other great vacation rentals in Freeport

Guest favorite

Home in Rockford

4.97 out of 5 average rating, 146 reviews

Business access in residential comfort

Nov 26 – Dec 3

R2,128 ZAR per night
Guest favorite

Home in Gratiot

4.99 out of 5 average rating, 200 reviews

The Old Farmhouse

Jul 8 – 15

R2,168 ZAR per night
Guest favorite

Cottage in Franklin Grove

4.93 out of 5 average rating, 137 reviews

LHOTP (Lil House On The Prairie)

Aug 18 – 25

R2,482 ZAR per night
Guest favorite

Apartment in Monroe

4.99 out of 5 average rating, 171 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

Oct 4 – 11

R3,899 ZAR per night
Guest favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 174 reviews

Lumber Yard Cottage, a cozy retreat

Jan 12 – 19

R1,837 ZAR per night
Guest favorite

Guesthouse in Stoughton

4.94 out of 5 average rating, 327 reviews

Country cabin, birders paradise.

Jan 24 – 31

R1,746 ZAR per night
Guest favorite

Guest suite in Freeport

5.0 out of 5 average rating, 81 reviews

Private Lower Level Suite in Home-Sep Entrance!

Feb 2 – 9

R2,597 ZAR per night
Guest favorite

Apartment in Freeport

4.98 out of 5 average rating, 42 reviews

Downtown Freeport! Walking distance to everything.

Jul 23 – 30

R978 ZAR per night
Guest favorite

Home in Davis

4.86 out of 5 average rating, 42 reviews

A little bit rustic and retro fun 3 bedroom home

Dec 4 – 11

R2,219 ZAR per night
Guest favorite

Home in Lanark

4.91 out of 5 average rating, 45 reviews

Country charm + newly renovated 3bd / 1.5 ba

Apr 22 – 29

R2,111 ZAR per night
Guest favorite

Apartment in Stockton

5.0 out of 5 average rating, 25 reviews

Charming Upstairs 2 Bdrm

Jul 28 – Aug 4

R1,749 ZAR per night
Guest favorite

Home in Winslow

4.97 out of 5 average rating, 37 reviews

Winslow House-your home away from home

Jan 28 – Feb 4

R3,273 ZAR per night

Destinations to explore

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  3. Illinois
  4. Stephenson County
  5. Freeport