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
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Popular amenities for Illinois guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Oak Park
4.88 out of 5 average rating, 457 reviewsCoachhouse in central OP 4 blk to L
Nov 1 – 8
Guesthouse in Chicago
4.88 out of 5 average rating, 252 reviewsThe Rectory
Dec 30 – Jan 6
Guesthouse in Chicago
4.95 out of 5 average rating, 367 reviewsCozy Coach House
Aug 19 – 26
Guesthouse in Urbana
4.97 out of 5 average rating, 388 reviewsPrivate Studio Loft for People, Pets, and Yoga
Jun 11 – 16
Guesthouse in Golconda
4.99 out of 5 average rating, 70 reviewsShawnee Pines Lodging Cute Studio - Cabin #2
Jan 13 – 20
Guesthouse in Kampsville
4.82 out of 5 average rating, 39 reviewsThe Watkin's Place at McCully
Nov 22 – 29
Guest house rentals with a patio
Guesthouse in Eureka
4.85 out of 5 average rating, 55 reviewsArtist Loft
Feb 27 – Mar 6
Guesthouse in Jerseyville
4.99 out of 5 average rating, 83 reviewsCozy cabin on farm near Jerseyville and Grafton IL
Jan 5 – 12
Guesthouse in Wilmington
4.88 out of 5 average rating, 43 reviewsCatfish cabin
Aug 10 – 17
Guesthouse in Ottawa
4.83 out of 5 average rating, 69 reviewsRiverfront Beauty
Oct 9 – 16
Guesthouse in Elgin
5.0 out of 5 average rating, 39 reviewsCarriage House
Aug 29 – Sep 5
Guesthouse in Carmi
4.93 out of 5 average rating, 45 reviewsThe Main St Carriage House - a charming cottage
Nov 3 – 10
Guesthouse in Quincy
4.98 out of 5 average rating, 43 reviewsMorgan Creek Carriage House
Aug 20 – 27
Guesthouse in Murphysboro
4.76 out of 5 average rating, 33 reviewsThe Loft
Oct 13 – 20
Guest house rentals with a washer and dryer
Guesthouse in Evanston
4.98 out of 5 average rating, 207 reviewsCottage in a Garden
Nov 28 – Dec 5
Guesthouse in Chicago
4.93 out of 5 average rating, 322 reviewsPrivate Studio in Bridgeport, Chicago
Sep 21 – 28
Guesthouse in Lake Forest
4.97 out of 5 average rating, 107 reviewsLarge Luxury Guest Apartment in the North Shore
Dec 18 – 25
Guesthouse in Chicago
4.87 out of 5 average rating, 110 reviewsThe Roscoe Village Guesthouse
Apr 19 – 26
Guesthouse in Belleville
4.9 out of 5 average rating, 30 reviewsEverwood Cottage ☀ TDY Mil / 🐶 welcome!
May 21 – 28
Guesthouse in Villa Park
4.92 out of 5 average rating, 76 reviewsEclectic Coach House Apartment
Oct 24 – 31
Guesthouse in Moline
4.88 out of 5 average rating, 24 reviewsRelaxing River View Retreat
Jul 2 – 9
Guesthouse in Lake Forest
4.95 out of 5 average rating, 97 reviewsThe Green Door - safe and calm with walkability
Nov 23 – 30
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