Photo by City Of Chicago
Search Vacation Homes in Central Chicago
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Central Chicago vacation homes
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.Robertsdale
9.8 out of 10, Exceptional, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
Karen D.
The price is ￥16,675
￥24,781 total
includes taxes & fees
Jan 26 - Jan 27
A quiet stay while you are away
A quiet stay while you are awayOak Park
9.8 out of 10, Exceptional, (33 reviews)
"great stay"
matt R.
The price is ￥9,060
￥29,980 total
includes taxes & fees
Jan 26 - Jan 27
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private BackyardOak Park
10.0 out of 10, Exceptional, (1 review)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
Willow M.
The price is ￥24,289
￥46,521 total
includes taxes & fees
Jan 26 - Jan 27
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
*The Comfy King Ranch*King Bed Suite*Fast Wi-FiWorth
9.6 out of 10, Exceptional, (55 reviews)
"Very clean and comfortable! Great place for our short stay! So much space it was great!"
David L.
The price is ￥22,577
￥49,628 total
includes taxes & fees
Jan 26 - Jan 27
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!Westchester
9.8 out of 10, Exceptional, (19 reviews)
"Great place Great location "
Josh W.
The price is ￥22,397
￥61,772 total
includes taxes & fees
Jan 25 - Jan 26
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Guesthouse Gem 2BR, Smart TVs, W/D, & ParkingLa Grange Highlands
10.0 out of 10, Exceptional, (4 reviews)
"very professional hosts and warm accommodations thank you!"
Shawn T.
The price is ￥13,079
￥39,310 total
includes taxes & fees
Jan 25 - Jan 26
The price is ￥3,106
￥66,991 total
includes taxes & fees
Jan 26 - Jan 27
Vintage Urban Retreat
Vintage Urban RetreatOak Park
10.0 out of 10, Exceptional, (14 reviews)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
Thomas P.
The price is ￥27,107
￥80,030 total
includes taxes & fees
Jan 25 - Jan 26
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 vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Central Chicago Hotel Reviews
Hotel Riu Plaza Chicago
10/10 Excellent
Find out more about Central Chicago
Central Chicago Vacation Homes information
Number of reviews | 307 |
|---|---|
Accommodation | 27 Vacation Homes |
Lowest Price | ￥24,781 |
Highest Price | ￥131,767 |
Explore a world of travel with Expedia
- Adults Only Resorts & in The Loop
- Streeterville Hotels
- Hotels near James M. Nederlander Theatre
- Luxury Hotels in Downtown Chicago
- Hotels near Goodman Theater
- Motels in Chicago McCormick Place Station
- Hotels near Civic Opera House
- Hotels near 900 North Michigan Shops
- Aparthotels in Chicago Station
- Business Hotels in Chicago
- Resorts & Hotels with Spas in Chicago
- B&B in Central Chicago
- Hotels near Quincy Metro Station
- Hotels near Harris Theater
- Hotels near Cadillac Palace Theatre
- Gay friendly Hotels in Chicago
- Hotels with Early Check-in in Downtown Chicago
- Business Hotels in The Loop
- Luxury Hotels in The Loop
- Hotels near 360 CHICAGO
- Motels in Chicago
- B&B in Chicago McCormick Place Station
- Luxury Hotels in Chicago
- Hotels near Millennium Park
- Hostels in Chicago McCormick Place Station
- Aparthotels in Rush Street
- All-Inclusive Hotel Hotels in Chicago
- Condo Rentals in Ogilvie Transportation Center
- Boutique Hotels in Downtown Chicago
- Capsule Hotels in Chicago
- Hotels near Daley Plaza
- Aparthotels in Chicago
- Condo Rentals in Clark-Lake Station
- Green Hotels in The Loop
- Houseboats in Chicago Station
- Hotels near Bally's Casino Chicago
- Rv Parks in Chicago
- Inns in Fullerton Station
- Guest Houses in Chicago
- Hotels near Northwestern Memorial Hospital
- Hotels near Wrigley Building
- Hotels near Chicago Theatre
- Luxury Hotels in Magnificent Mile
- River North Hotels
- Luxury Hotels in Central Chicago
- Family Hotels in Gold Coast
- 5 Star Hotels in Chicago
- Family Hotels in Central Station
- Beach Hotels in Chicago
- Boutique Hotels in Magnificent Mile
- Resorts in Chicago McCormick Place Station
- Hotels near Grand Station
- Boutique Hotels in Chicago
- Hotels with smoking rooms in Chicago
- Family Hotels in Chicago
- Hotels near Richard J. Daley Center
- Palaces in Chicago
- Hotels near Ann and Robert H. Lurie Children's Hospital
- Historic Hotels in Downtown Chicago
- Hotels near Chicago Architecture Foundation
- Apartments in Chicago
- B&B in Chicago Station
- Rush and Division Hotels
- Ski Hotels in River North
- Hotels near Millennium Station
- Aparthotels in Chicago McCormick Place Station
- Hotels near Chicago Riverwalk
- Hotels near LaSalle Street Station
- All-Inclusive Hotel Hotels in Magnificent Mile
- Hotels near 333 West Wacker Drive
- Aparthotels in Central Chicago
- Hotels near Michigan Avenue Bridge
- Condo Rentals in Chicago
- Adventure Hotels in Downtown Chicago
- Cheap Hotels in Theatre District
- Town Houses in Chicago
- Guest Houses in Chicago McCormick Place Station
- Hotels near Oak Street Beach
- Ryokans in Chicago
- Hotels with an Indoor Pool in Rush and Division
- Pet-Friendly Hotels in Downtown Chicago
- B&B in Chicago
- Shopping Hotels in Downtown Chicago
- Hotels near Newberry Library
- Hotels near Chicago Children's Museum
- Hotels near Michigan Avenue
- Hotels with an Indoor Pool in Chicago
- Inns in Chicago McCormick Place Station
- Green Hotels in Downtown Chicago
- Cheap Hotels in The Loop
- Apartments in Central Chicago
- Hostels in Chicago
- Business Hotels in Downtown Chicago
- Hotels near Marina City
- Hotels with Free Parking in River North
- Hotels with a Pool in Gold Coast
- Adventure Hotels in Chicago
- Aparthotels in Chicago Station
- Boutique Hotels in Streeterville