
Guesthouse holiday rentals in Illinois
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Top-rated Guesthouses in Illinois
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Illinois guesthouses
Family-Friendly guesthouses

Hip-Young-Fun LAKE HOUSE Guest Suite

Guest Quarters: Watch Deer, Relax & Play Outdoors

2 My cozy sweet home

Peaceful country getaway.

Shelby’s garden cottage.

Private Entrance Quiet Countryside Studio

Where Style and Substance Coexist. New Rehab

Home In The Bluff
Guesthouses with a patio

Solar Victorian MCM Coach House

Riverside Retreat *Private Attached Guest House*

Charming Guest House in Evanston

Guesthouse Oasis -Champaign 2 Bedrooms

Bike Path Beauty

farmhouse style cozy & relaxing

Max Studio

Engler’s Escape- Catfish cabin
Guest house rentals with a washing machine and dryer

Coachhouse in central OP 4 blk to L

Cozy Guesthouse near NU - next to Lee Street Beach

The Rectory

Polk Street Coach House Apartment, Little Italy/Medical Dist

Cabin on the Wine Trail!

The Green Door - safe and calm with walkability

The Roscoe Village Guesthouse

Private Studio in Bridgeport, Chicago
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