Guesthouse vacation rentals in Illinois
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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, 457 reviewsCoachhouse in central OP 4 blk to L
Apr. 22 – 29
Guesthouse in Chicago
4.95 out of 5 average rating, 367 reviewsCozy Coach House
Aug. 19 – 26
Guesthouse in Chicago
4.88 out of 5 average rating, 251 reviewsThe Rectory
Sep. 6 – 13
Guesthouse in Urbana
4.97 out of 5 average rating, 386 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
Oct. 6 – 13
Guesthouse in Kampsville
4.82 out of 5 average rating, 39 reviewsThe Watkin's Place at McCully
Jul. 15 – 22
Guesthouses with a patio
Guesthouse in Eureka
4.87 out of 5 average rating, 54 reviewsArtist Loft
Sep. 19 – 26
Guesthouse in Jerseyville
4.99 out of 5 average rating, 83 reviewsCozy cabin on farm near Jerseyville and Grafton IL
Oct. 18 – 25
Guesthouse in Wilmington
4.88 out of 5 average rating, 42 reviewsCatfish cabin
Sep. 28 – Oct. 5
Guesthouse in Urbana
5.0 out of 5 average rating, 33 reviewsThe Pool House Escape
Oct. 8 – 15
Guesthouse in Ottawa
4.83 out of 5 average rating, 69 reviewsRiverfront Beauty
Oct. 30 – Nov. 6
Guesthouse in Carmi
4.93 out of 5 average rating, 45 reviewsThe Main St Carriage House - a charming cottage
Feb. 2 – 9
Guesthouse in Elgin
5.0 out of 5 average rating, 39 reviewsCarriage House
Aug. 5 – 12
Guesthouse in Murphysboro
4.76 out of 5 average rating, 33 reviewsThe Loft
Feb. 17 – 24
Guesthouse rentals with a washer and dryer
Guesthouse in Evanston
4.98 out of 5 average rating, 204 reviewsCottage in a Garden
Feb. 7 – 14
Guesthouse in Lake Forest
4.97 out of 5 average rating, 107 reviewsLarge Luxury Guest Apartment in the North Shore
Apr. 28 – May 5
Guesthouse in Chicago
4.93 out of 5 average rating, 322 reviewsPrivate Studio in Bridgeport, Chicago
Sep. 24 – Oct. 1
Guesthouse in Chicago
4.88 out of 5 average rating, 109 reviewsThe Roscoe Village Guesthouse
Feb. 9 – 16
Guesthouse in Moline
4.87 out of 5 average rating, 23 reviewsRelaxing River View Retreat
May 29 – Jun. 5
Guesthouse in Lake Forest
4.95 out of 5 average rating, 96 reviewsThe Green Door - safe and calm with walkability
Feb. 9 – 16
Guesthouse in Villa Park
4.92 out of 5 average rating, 72 reviewsEclectic Coach House Apartment
Feb. 1 – 8
Guesthouse in Belleville
4.9 out of 5 average rating, 30 reviewsEverwood Cottage ☀ TDY Mil / 🐶 welcome!
May 21 – 28
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