
Guesthouse vacation rentals in Illinois
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Top-rated guesthouse rentals in Illinois
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Illinois guesthouse rentals
Family-friendly guest house rentals

Hip-Young-Fun LAKE HOUSE Guest Suite

Guest Quarters: Play Pickleball, Watch Deer, Relax

Shelby’s garden cottage.

Private Entrance Quiet Countryside Studio

Home In The Bluff

1 Cozy and peaceful place

Everwood Cottage ☀ TDY Mil / 🐶 welcome!

Shawnee Pines Lodging Cute Studio - Cabin #2
Guest house rentals with a patio

Solar Victorian MCM Coach House

Private Guest House Near Campus

Riverside Retreat *Private Attached Guest House*

Guesthouse Oasis -Champaign 2 Bedrooms

Bike Path Beauty

farmhouse style cozy & relaxing

Max Studio

Mr. Hughes’ Attic, an 80s-themed coach house
Guest house rentals with a washer and dryer

Coachhouse in central OP 4 blk to L

Cozy Guesthouse near NU - next to Lee Street Beach

Polk Street Coach House Apartment, Little Italy/Medical Dist

Cabin on the Wine Trail!

Stylish Coachhouse in lovely Oak Park!

The Green Door - safe and calm with walkability

Private Studio in Bridgeport, Chicago

Cozy Cottage Minutes from Downtown Chicago
Destinations to explore
- Rentals with a sauna Illinois
- Bed and breakfasts Illinois
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- Rentals with breakfast Illinois
- Cottage rentals Illinois
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- Private suite rentals Illinois
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- Treehouse rentals Illinois
- House rentals Illinois
- Family-friendly rentals Illinois
- Rentals with pools Illinois
- Boutique hotel rentals Illinois
- Villa rentals Illinois
- Farmstay rentals Illinois
- Condo rentals Illinois
- Cabin rentals Illinois
- Rentals with beach access Illinois
- Lakehouse rentals Illinois
- Rentals with an accessible height toilet Illinois
- Rentals with a hot tub Illinois
- Serviced apartment rentals Illinois
- Rentals with lake access Illinois
- Loft rentals Illinois
- Rentals with an accessible height bed Illinois
- Rentals with an EV charger Illinois
- Waterfront rentals Illinois
- Rentals with a home theater Illinois
- Fitness-friendly rentals Illinois
- Hotel rentals Illinois
- Mansion rentals Illinois
- Rentals with a fireplace Illinois
- Rentals with a kayak Illinois
- Tent rentals Illinois
- Barn rentals Illinois
- Rentals with a fire pit Illinois
- Ski-in/ski-out rentals Illinois
- Apartment rentals Illinois
- Beachfront rentals Illinois
- Vacation home rentals Illinois
- Rentals with a balcony Illinois
- Townhouse rentals Illinois
- Rentals with a washer and dryer Illinois
- Tiny house rentals Illinois
- Smoking-friendly rentals Illinois
- Campsite rentals Illinois
- Guesthouse rentals United States
- Things to do Illinois
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