Airbnb, Vacation Rentals in Downtown Chicago, IL
Compare 3,518 available, short term vacation rentals, starts from $14
Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Find the best vacation rental
Save Up To 76%
Airbnb, Vacation rentals and hotel deals in Downtown Chicago, IL
8.5 (1643 reviews)
Godfrey Hotel Chicago
Hotel · 2 Guests · 1 Bedroom
$99 /night
7.6 (544 reviews)
Hotel Felix
Hotel · 2 Guests · 1 Bedroom
$101 /night
8.4 (1053 reviews)
Hilton Garden Inn Chicago Downtown South Loop
Hotel · 2 Guests · 1 Bedroom
$91 /night
8.8 (994 reviews)
Arlo Chicago
Hotel · 2 Guests · 1 Bedroom
$88 /night
8.6 (889 reviews)
The Royal Sonesta Chicago River North
Hotel · 2 Guests · 1 Bedroom
$122 /night
7.4 (4149 reviews)
Congress Plaza Hotel Chicago
Hotel · 2 Guests · 1 Bedroom
$99 /night
8.3 (1465 reviews)
Radisson Blu Aqua Hotel Chicago
Hotel · 2 Guests · 1 Bedroom
$114 /night
9.0 (1022 reviews)
Fairfield Inn and Suites Chicago Downtown-River North
Hotel · 2 Guests · 1 Bedroom
$110 /night
8.4 (1927 reviews)
Eurostars Magnificent Mile
Hotel · 2 Guests · 1 Bedroom
$110 /night
8.1 (262 reviews)
Holiday Inn Express Chicago - Magnificent Mile, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$110 /night
8.7 (739 reviews)
Ohio House Motel
Motel · 2 Guests · 1 Bedroom
$89 /night
8.5 (943 reviews)
SpringHill Suites Chicago Downtown/River North
Hotel · 2 Guests · 1 Bedroom
$115 /night
8.7 (69 reviews)
Kasa Magnificent Mile Chicago
Hotel · 2 Guests · 1 Bedroom
$96 /night
7.6 (1778 reviews)
Warwick Allerton Chicago
Hotel · 2 Guests · 1 Bedroom
$89 /night
8.5 (912 reviews)
Homewood Suites by Hilton Chicago Downtown
Hotel · 2 Guests · 1 Bedroom
$118 /night
8.9 (462 reviews)
Kasa Magnificent Mile Chicago
Hotel · 2 Guests · 1 Bedroom
$96 /night
9.0 (672 reviews)
citizenM Chicago Downtown
Hotel · 2 Guests · 1 Bedroom
$98 /night
8.3 (1155 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
Hotel · 2 Guests · 1 Bedroom
$99 /night
8.5 (959 reviews)
Home2 Suites By Hilton Chicago River North
Hotel · 2 Guests · 1 Bedroom
$110 /night
6.5 (1291 reviews)
Travelodge by Wyndham Downtown Chicago
Hotel · 2 Guests · 1 Bedroom
$76 /night
Airbnb, Vacation Rentals, House with Full Kitchen, and Other Rental Options in Downtown Chicago, IL
What Are The Most Popular Amenities in Downtown Chicago, IL?
Downtown Chicago, IL Rental Amenities
+
What is the Best Time to Rent a Cheap Vacation Rental in Downtown Chicago, IL?
Tips to Rent Vacation Rentals (Stay for a Week) for Cheapest Price in Downtown Chicago, IL
Low Season
January
Most affordable month to stay
$119
Average rate of the cheapest vacation rentals option in low season month
High Season
August
Peak month to stay
$370
Average rate of the cheapest stay option in high season month
$228
Jul
$370
Aug
$210
Sep
$244
Oct
$149
Nov
$149
Dec
$119
Jan
$119
Feb
$149
Mar
$149
Apr
$130
May
$125
Jun
$228
Sun
$238
Mon
$238
Tue
$238
Wed
$238
Thu
$238
Fri
$228
Sat
Cheapest day of week
Sunday
Vacation rentals price normally the lowest on this day
$228
is the cheapest nightly rate for vacation rentals on this day
Highest day of week
Monday
Most expansive day to book a vacation rentals
$238
is the highest nightly rate for vacation rentals on this day
Which Price Range Is Considered As A Good Deal in Downtown Chicago, IL Area?
Vacation Rentals Price Information in Downtown Chicago, IL
+
Which Accommodations Should I Pick in Downtown Chicago, IL?
Vacation Rental Property Types in Downtown Chicago, IL
+
How Many Rental Accommodations Are Pets Friendly in Downtown Chicago, IL?
Percentage of Pet Friendly Vacation Rentals in Downtown Chicago, IL
+
What Are The Must-Visit Places in Downtown Chicago, IL?
Must Visit Places In Downtown Chicago, IL
+
How Many Airports in Downtown Chicago, IL?
Airports Options in Downtown Chicago, IL
+
Other Vacation Rentals Ideas
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.