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Chicago
Our top choices for Illinois holiday rentals

1. Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Starved Rock, Outdoor Collection by Marriott BonvoyOttawa
9.8 out of 10, Exceptional, (308 reviews)
The price is €190
includes taxes & fees
6 Dec - 7 Dec

2. Sentral Michigan Avenue
Sentral Michigan AvenueDowntown Chicago
9.0 out of 10, Wonderful, (1,404 reviews)
The price is €141
includes taxes & fees
22 Nov - 23 Nov

3. Kasa Lake Shore Chicago
Kasa Lake Shore ChicagoDowntown Chicago
8.8 out of 10, Excellent, (83 reviews)
The price is €223
includes taxes & fees
22 Nov - 23 Nov

4. The Gem Museum Suites
The Gem Museum SuitesDowntown Evanston
9.4 out of 10, Exceptional, (301 reviews)
The price is €204
includes taxes & fees
9 Nov - 10 Nov

5. Cozy studio in Andersonville Chicago
Cozy studio in Andersonville ChicagoEdgewater
9.6 out of 10, Exceptional, (110 reviews)
The price is €123
includes taxes & fees
30 Nov - 1 Dec

6. Chic Urban Retreat Near Wrigley Field w/Parking
Chic Urban Retreat Near Wrigley Field w/ParkingLakeview
10.0 out of 10, Exceptional, (76 reviews)
The price is €393
includes taxes & fees
11 Nov - 12 Nov

7. Level Chicago – Old Town
Level Chicago – Old TownDowntown Chicago
9.2 out of 10, Wonderful, (558 reviews)
The price is €201
includes taxes & fees
23 Nov - 24 Nov

8. Nauvoo Vacation Villas & Condos
Nauvoo Vacation Villas & CondosNauvoo
9.8 out of 10, Exceptional, (459 reviews)
The price is €136
includes taxes & fees
6 Nov - 7 Nov

9. Yugo Guest Suites
Yugo Guest SuitesUrbana
8.8 out of 10, Excellent, (203 reviews)
The price is €98
includes taxes & fees
12 Nov - 13 Nov

10. King Bed Non-Smoking
King Bed Non-SmokingChicago
10.0 out of 10, Exceptional, (289 reviews)
The price is €67
includes taxes & fees
1 Dec - 2 Dec

11. Chic Suite/Mins to L Train /Laundry/Free Parking
Chic Suite/Mins to L Train /Laundry/Free ParkingOak Park
9.6 out of 10, Exceptional, (75 reviews)
The price is €196
includes taxes & fees
17 Nov - 18 Nov

12. River Beach Guest House. Relax with breathtaking views of the Illinois River!
River Beach Guest House. Relax with breathtaking views of the Illinois River!Chillicothe
10.0 out of 10, Exceptional, (35 reviews)
The price is €107
includes taxes & fees
8 Nov - 9 Nov

13. Home is on the original 1926-1930 Route 66 alignment
Home is on the original 1926-1930 Route 66 alignmentGirard
9.8 out of 10, Exceptional, (114 reviews)
The price is €155
includes taxes & fees
8 Nov - 9 Nov

14. Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Stylish Luxe King bed w/Free Parkng near DT Oak PkOak Park
9.6 out of 10, Exceptional, (115 reviews)
The price is €207
includes taxes & fees
17 Nov - 18 Nov

15. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to WrigleyNorth Center
9.8 out of 10, Exceptional, (121 reviews)
The price is €288
includes taxes & fees
9 Nov - 10 Nov

16. LIVN West Loop Chicago Queen Superior Studio
LIVN West Loop Chicago Queen Superior StudioDowntown Chicago
9.6 out of 10, Exceptional, (29 reviews)
The price is €170
includes taxes & fees
9 Nov - 10 Nov

17. Pet Friendly! Couples Retreat in Southern Illinois
Pet Friendly! Couples Retreat in Southern IllinoisMurphysboro
The price is €209
includes taxes & fees
8 Nov - 9 Nov

18. Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, ILJacksonville
10.0 out of 10, Exceptional, (28 reviews)
The price is €117
includes taxes & fees
8 Nov - 9 Nov

19. Quaint 2 bed in Champaign
Quaint 2 bed in ChampaignChampaign Northwest
9.6 out of 10, Exceptional, (57 reviews)
The price is €124
includes taxes & fees
8 Nov - 9 Nov

20. Fall in Galena - 2 Kings & Golf Views
Fall in Galena - 2 Kings & Golf ViewsThe Galena Territory
10.0 out of 10, Exceptional, (103 reviews)
The price is €254
includes taxes & fees
11 Nov - 12 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago



























































































