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Over 1,000 places

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Includes all fees, before taxes
Room in Willow Springs
Catmandu
16 min drive
Jun 11 – 16
$91 per night
Superhost
405
Reviews
4.95
Rating
4
Years hosting
Tiny home in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
17 min drive
Jun 11 – 16
$153 per night
Superhost
Home in Willow Springs
20 minutes to downtown and lake front beaches
13 min drive
Jun 11 – 16
$150 per night, originally $167
Room in Darien
Cozy Retreat with Private Bathroom
22 min drive
Jun 26 – Jul 1
$54 per night
Superhost
113
Reviews
4.88
Rating
7
Years hosting
Room in Willow Springs
Catmandu 2
16 min drive
Jul 4 – 9
$74 per night, originally $83
Superhost
306
Reviews
4.95
Rating
4
Years hosting
Guesthouse in Countryside
Cozy Cottage Minutes from Downtown Chicago
13 min drive
Aug 21 – 26
$117 per night
Superhost
Camper/RV in Palos Park
Delightful RV/camper w/outdoor patio & firepit
23 min drive
Jun 11 – 16
$145 per night
Home in Willowbrook
XL Getaway for Extended family
16 min drive
Jul 16 – 21
$495 per night
Room in Elmhurst
Cozy room with private bathroom.
32 min drive
Jun 25 – 30
$100 per night
Superhost
98
Reviews
5.0
Rating
7
Years hosting
Treehouse in Schaumburg
Enchanted Garden Treehouse (Amenity*)
2 beds
Jun 11 – 16
$259 per night
Superhost
Home in Darien
Modern Cozy Getaway + Sauna
19 min drive
Aug 21 – 26
$305 per night
Superhost
Room in Willow Springs
Private bedroom B in a Chicago suburb
12 min drive
Jun 12 – 19
$52 per night
Superhost
278
Reviews
4.94
Rating
7
Years hosting
Room in Oak Park
Victorian Gem in Heart of FLW District
36 min drive
Jul 9 – 14
$93 per night
155
Reviews
4.9
Rating
6
Years hosting
Room in Chicago
Spacious and Spotless Room
40 min drive
Jun 27 – Jul 2
$137 per night
Superhost
37
Reviews
4.95
Rating
5
Years hosting
Boat in Racine
Charming Sailboat Stay
3 beds
Jun 1 – 6
$163 per night
Superhost
Farm stay in La Porte
Cabin on Swede Hill
2 beds
Jun 4 – 9
$140 per night
Superhost
Boutique hotel in Chicago
citizenM Chicago Downtown
39 min drive
Jun 4 – 10
$372 per night
Hotel in Chicago
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
40 min drive
Jun 4 – 11
$291 per night