Vacation rentals in Pearl City

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Top-rated vacation rentals in Pearl City

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.

Jan 22 – 29

$97 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.

Nov 20 – 27

$97 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 5 – 12

$264 per night

Popular amenities for Pearl City vacation rentals

Other great vacation rentals in Pearl City

Guest favorite

Home in Cuba City

4.95 out of 5 average rating, 187 reviews

Recharge your soul at “The Church”!

Mar 6 – 13

$102 per night
Guest favorite

Apartment in Stillman Valley

4.97 out of 5 average rating, 140 reviews

Shedominium Sanctuary in rural Illinois

Jul 21 – 28

$81 per night
Guest favorite

Home in Argyle

4.9 out of 5 average rating, 181 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Feb 16 – 23

$165 per night
Guest favorite

Apartment in Albany

4.93 out of 5 average rating, 158 reviews

Sugar River Hideaway

Oct 21 – 28

$100 per night
Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 164 reviews

Hidden Gem - Rock River

Nov 16 – 23

$222 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

$96 per night
Guest favorite

Apartment in Stockton

5.0 out of 5 average rating, 25 reviews

Charming Upstairs 2 Bdrm

Jul 29 – Aug 5

$81 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 21 – 28

$119 per night
Guest favorite

Apartment in Freeport

4.98 out of 5 average rating, 42 reviews

Downtown Freeport! Walking distance to everything.

Jun 12 – 19

$45 per night
Guest favorite

Apartment in Mount Carroll

4.93 out of 5 average rating, 29 reviews

Center Hill Country Blue

Dec 15 – 22

$80 per night
Guest favorite

Home in Shullsburg

5.0 out of 5 average rating, 83 reviews

The Car Wash Inn A Unique Stay

Sep 27 – Oct 4

$102 per night
Guest favorite

Home in Davis

4.81 out of 5 average rating, 43 reviews

A little bit rustic and retro fun 3 bedroom home

Sep 23 – 30

$102 per night

Destinations to explore

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  5. Pearl City