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
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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
3 – 10 Nov
Guesthouse in Chicago
4.95 out of 5 average rating, 367 reviewsCozy Coach House
19 – 26 Aug
Guesthouse in Urbana
4.97 out of 5 average rating, 386 reviewsPrivate Studio Loft for People, Pets, and Yoga
21 – 28 June
Guesthouse in Chicago
4.88 out of 5 average rating, 251 reviewsThe Rectory
17 – 24 Aug
Guesthouse in Golconda
4.99 out of 5 average rating, 70 reviewsShawnee Pines Lodging Cute Studio - Cabin #2
4 – 11 Jan
Guesthouse in Kampsville
4.82 out of 5 average rating, 39 reviewsThe Watkin's Place at McCully
27 Mar – 3 Apr
Guesthouses with a patio
Guesthouse in Eureka
4.87 out of 5 average rating, 54 reviewsArtist Loft
19 – 26 Mar
Guesthouse in Jerseyville
4.99 out of 5 average rating, 83 reviewsCozy cabin on farm near Jerseyville and Grafton IL
28 July – 4 Aug
Guesthouse in Wilmington
4.88 out of 5 average rating, 41 reviewsCatfish cabin
28 Sept – 5 Oct
Guesthouse in Ottawa
4.82 out of 5 average rating, 68 reviewsRiverfront Beauty
13 – 20 Nov
Guesthouse in Carmi
4.93 out of 5 average rating, 44 reviewsThe Main St Carriage House - a charming cottage
12 – 19 Apr
Guesthouse in Elgin
5.0 out of 5 average rating, 38 reviewsCarriage House
13 – 20 Oct
Guesthouse in Quincy
4.98 out of 5 average rating, 43 reviewsMorgan Creek Carriage House
24 – 31 Oct
Guesthouse in Geneva
4.96 out of 5 average rating, 26 reviewsEclectic Downtown Geneva Gem
7 – 14 Mar
Guest house rentals with a washing machine and dryer
Guesthouse in Chicago
4.99 out of 5 average rating, 785 reviewsPolk Street Coach House Apartment, Little Italy/Medical Dist
15 – 22 Feb
Guesthouse in Evanston
4.98 out of 5 average rating, 203 reviewsCottage in a Garden
9 – 16 Apr
Guesthouse in Lake Forest
4.97 out of 5 average rating, 107 reviewsLarge Luxury Guest Apartment in the North Shore
22 – 29 Aug
Guesthouse in Chicago
4.93 out of 5 average rating, 322 reviewsPrivate Studio in Bridgeport, Chicago
25 Sept – 2 Oct
Guesthouse in Chicago
4.88 out of 5 average rating, 109 reviewsThe Roscoe Village Guesthouse
1 – 8 Dec
Guesthouse in Moline
4.87 out of 5 average rating, 23 reviewsRelaxing River View Retreat
29 May – 5 June
Guesthouse in Lake Forest
4.95 out of 5 average rating, 96 reviewsThe Green Door - safe and calm with walkability
5 – 12 Oct
Guesthouse in Belleville
4.9 out of 5 average rating, 30 reviewsEverwood Cottage ☀ TDY Mil / 🐶 welcome!
21 – 28 May
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