- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Our top choices for Central Chicago holiday rentals

1. Kasa Lake Shore Chicago
Kasa Lake Shore ChicagoDowntown Chicago
8.8 out of 10, Excellent, (94 reviews)
The price is AU$355
includes taxes & fees
22 Nov - 23 Nov

2. Sentral Michigan Avenue
Sentral Michigan AvenueDowntown Chicago
9.0 out of 10, Wonderful, (1,416 reviews)
The price is AU$331
includes taxes & fees
13 Dec - 14 Dec

3. Chic Studio in the Heart of the Gold Coast
Chic Studio in the Heart of the Gold CoastDowntown Chicago
10.0 out of 10, Exceptional, (1 review)
The price is AU$382
includes taxes & fees
10 Dec - 11 Dec

4. Level Chicago – Old Town
Level Chicago – Old TownDowntown Chicago
9.2 out of 10, Wonderful, (564 reviews)
The price is AU$331
includes taxes & fees
22 Nov - 23 Nov

5. LIVN Millennium Park Downtown Chicago Studio
LIVN Millennium Park Downtown Chicago StudioDowntown Chicago
9.4 out of 10, Exceptional, (13 reviews)
The price is AU$351
includes taxes & fees
16 Nov - 17 Nov

6. The One: A 1BR Stay That Feels Like Home
The One: A 1BR Stay That Feels Like HomeDowntown Chicago
The price is AU$456
includes taxes & fees
24 Nov - 25 Nov

7. Modern 2BR Retreat Near Old Town & Lincoln Park
Modern 2BR Retreat Near Old Town & Lincoln ParkNear North Side
9.2 out of 10, Wonderful, (25 reviews)

8. Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago Stay with Free In & Out Parking 5Downtown Chicago
9.0 out of 10, Wonderful, (4 reviews)

9. Wabash 4BR - Pool, Free In & Out Parking 4
Wabash 4BR - Pool, Free In & Out Parking 4Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)

10. Stylish 4BR South Loop Home
Stylish 4BR South Loop HomeSouth Loop
The price is AU$461
includes taxes & fees
16 Nov - 17 Nov

11. Smart Simple and Spacious 4BR Apt
Smart Simple and Spacious 4BR AptSouth Loop
8.4 out of 10, Very good, (14 reviews)
The price is AU$532
includes taxes & fees
23 Nov - 24 Nov

12. River North Private Deck With In and Out Parking
River North Private Deck With In and Out ParkingDowntown Chicago
9.8 out of 10, Exceptional, (16 reviews)
The price is AU$863
includes taxes & fees
30 Nov - 1 Dec

13. South Loop · 3 Kings · Steps from McCormick Place
South Loop · 3 Kings · Steps from McCormick PlaceNear South Side
9.0 out of 10, Wonderful, (10 reviews)

14. South Loop Rooftop With In and Out Parking 5
South Loop Rooftop With In and Out Parking 5Downtown Chicago
8.0 out of 10, Very good, (1 review)
The price is AU$1,160
includes taxes & fees
26 Nov - 27 Nov

15. Plymouth Collection: 3BD 2BA High Floor with Gym
Plymouth Collection: 3BD 2BA High Floor with GymDowntown Chicago
9.6 out of 10, Exceptional, (5 reviews)

16. LIVN Millennium Park Downtown Chicago Prem Studio
LIVN Millennium Park Downtown Chicago Prem StudioDowntown Chicago
10.0 out of 10, Exceptional, (3 reviews)

17. LIVN Millennium Park Downtown Chicago 1 BR
LIVN Millennium Park Downtown Chicago 1 BRDowntown Chicago
10.0 out of 10, Exceptional, (1 review)
The price is AU$460
includes taxes & fees
21 Nov - 22 Nov

18. Trendy Gold Coast Studio Close to Downtown
Trendy Gold Coast Studio Close to DowntownDowntown Chicago
The price is AU$395
includes taxes & fees
1 Dec - 2 Dec

19. LIVN Millennium Park Downtown Chicago Superior 1BR
LIVN Millennium Park Downtown Chicago Superior 1BRDowntown Chicago
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$425
includes taxes & fees
19 Nov - 20 Nov

20. Gold Coast Hideaway | Vintage & Inviting Studio
Gold Coast Hideaway | Vintage & Inviting StudioDowntown Chicago
The price is AU$382
includes taxes & fees
10 Dec - 11 Dec
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.
Find holiday rentals that suit your style

Aparthotels

Apartments
Top Central Chicago Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago













































































































