Guesthouse vacation rentals in Illinois
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Illinois
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Oak Park
4.88 out of 5 average rating, 461 reviewsCoachhouse in central OP 4 blk to L
Guesthouse in Chicago
4.95 out of 5 average rating, 369 reviewsCozy Coach House
Guesthouse in Chicago
4.88 out of 5 average rating, 252 reviewsThe Rectory
Guesthouse in Golconda
4.99 out of 5 average rating, 70 reviewsShawnee Pines Lodging Cute Studio - Cabin #2
Guesthouse in Kampsville
4.82 out of 5 average rating, 39 reviewsThe Watkin's Place at McCully
Guesthouses with a patio
Guesthouse in Eureka
4.84 out of 5 average rating, 57 reviewsArtist Loft
Guesthouse in Wilmington
4.89 out of 5 average rating, 44 reviewsCatfish cabin
Guesthouse in Jerseyville
4.99 out of 5 average rating, 84 reviewsCozy cabin on farm near Jerseyville and Grafton IL
Guesthouse in Elgin
5.0 out of 5 average rating, 40 reviewsCarriage House
Guesthouse in Ottawa
4.83 out of 5 average rating, 71 reviewsRiverfront Beauty
Guesthouse in Urbana
5.0 out of 5 average rating, 35 reviewsThe Pool House Escape
Guesthouse in Quincy
4.98 out of 5 average rating, 45 reviewsMorgan Creek Carriage House
Guesthouse in Urbana
4.91 out of 5 average rating, 67 reviewsPrivate Guest House Near Campus
Guesthouse rentals with a washer and dryer
Guesthouse in Lake Forest
4.97 out of 5 average rating, 107 reviewsLarge Luxury Guest Apartment in the North Shore
Guesthouse in Chicago
4.99 out of 5 average rating, 789 reviewsPolk Street Coach House Apartment, Little Italy/Medical Dist
Guesthouse in Evanston
4.98 out of 5 average rating, 209 reviewsCottage in a Garden
Guesthouse in Chicago
4.87 out of 5 average rating, 111 reviewsThe Roscoe Village Guesthouse
Guesthouse in Chicago
4.92 out of 5 average rating, 323 reviewsPrivate Studio in Bridgeport, Chicago
Guesthouse in Moline
4.88 out of 5 average rating, 24 reviewsRelaxing River View Retreat
Guesthouse in Belleville
4.91 out of 5 average rating, 32 reviewsEverwood Cottage ☀ TDY Mil / 🐶 welcome!
Guesthouse in Lake Forest
4.95 out of 5 average rating, 97 reviewsThe Green Door - safe and calm with walkability
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- Rentals with a kayak Illinois
- Waterfront rentals Illinois
- Condo rentals Illinois
- Wheelchair accessible rentals Illinois
- Rentals with a fireplace Illinois
- Smoking-friendly rentals Illinois
- Rentals with a washer and dryer Illinois
- Rentals with an accessible height toilet Illinois
- Rentals with a hot tub Illinois
- Farmstay rentals Illinois
- Tent rentals Illinois
- Beachfront rentals Illinois
- Cottage rentals Illinois
- Mansion rentals Illinois
- Rentals with a patio Illinois
- Tiny house rentals Illinois
- Rentals with breakfast Illinois
- Fitness-friendly rentals Illinois
- Hotel rentals Illinois
- Rentals with outdoor seating Illinois
- Apartment rentals Illinois
- Loft rentals Illinois
- Rentals with beach access Illinois
- Rentals with an EV charger Illinois
- Rentals with an accessible height bed Illinois
- Monthly Rentals Illinois
- Rentals with a firepit Illinois
- Ski-in/ski-out rentals Illinois
- Cabin rentals Illinois
- Rentals with pools Illinois
- Treehouse rentals Illinois
- Rentals with lake access Illinois
- Villa rentals Illinois
- Family-friendly rentals Illinois
- Rentals with a balcony Illinois
- Boutique hotel rentals Illinois
- Rentals with a soaking tub Illinois
- Bed and breakfasts Illinois
- House rentals Illinois
- Kid-friendly rentals Illinois
- Townhouse rentals Illinois
- Pet-friendly rentals Illinois
- Private suite rentals Illinois
- Lake house rentals Illinois
- Rentals with a home theater Illinois
- Rentals with a sauna Illinois
- House rentals Davenport
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom