Holiday rentals in Illinois

Search among available holiday rentals in Illinois from 50+ providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
1Filter & Sort
View map
1221-1240 out of 1579
South Loop 2Br W Gym Roof Nr Grant Park Chi-770Apartment
Select
Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-230Apartment
Select
Gold Coast 1Br W Doorman Gym 2 Blocks To L Chi-549Apartment
Select
Charming Edwardsville Home Walk To Downtown!Holiday home
10.0
Perfect2 total reviews
our site & Booking.com
Select
W Loop Studio W Pool Gym Nr Fulton Mkt Chi-273Apartment
Select
Spacious Tranquility With Private Pool HomeHoliday home
5.0
Needs improvement1 total review
our site & Booking.com
Select
520 Neil Heart Of Downtown ChampaignApartment
9.0
Perfect2 total reviews
our site & Booking.com
The 520 Neil Heart of Downtown is a perfect vacation spot around 15 minutes on foot from University of Illinois Main Quad and other Champaign landmarks.
FromC$ 803 /nightSelect
Pet-Friendly Vienna Cabin With Screened-In Porch!Holiday home
Select
The Ultimate Escape. Unpack, Relax, Enjoy!Sleeps14Holiday home
10.0
Perfect2 total reviews
our site & Booking.com
The Ultimate Escape. Unpack, Relax, Enjoy!Sleeps14 Villa is located 20 km from Chicago O'Hare International airport and merely a 5-minute stroll from York & Grand bus stop.
FromC$ 480 /nightSelect
W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561Apartment
Museum Campus is at a 3.3 km distance from the W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561 Chicago, while Millennium Park is about a 25-minute walk away.
Select
2Br Well-Furnished Apartment - Lockwood 3Apartment
5.0
Needs improvement1 total review
our site & Booking.com
The Relaxing 2Br Apartment With Cozy Bedrooms-Lockwood 2735-3 is located 20 km from Midway International airport and only 5 minutes on foot from Diversey & Lockwood EB bus stop.
Select
2-Bedroom Cozy Apt In Prime Location - Clark 2Apartment
9.0
Perfect5 total reviews
our site & Booking.com
While staying at the Cozy 2Br Apartment In Prime Location- Clark 5222-2 Chicago you are invited to discover Devon Avenue, set 10 minutes away by car, or Wrigley Field, which is about 3.7 km away.
Select
Spacious & Inviting 1Br Apt In Chicago - Cullom B2Apartment
Select
Charming Contemporary Family Home HomeHoliday home
8.7
Great3 total reviews
our site & Booking.com
The Charming Contemporary Family Home Home Glenview is located 20 km from Chicago O'Hare International airport and 450 metres from Milwaukee & Greenwood bus stop.
FromC$ 361 /nightSelect
Waterfront Fox Lake Vacation Rental With Fire Pit!Holiday home
The Waterfront Fox Lake Vacation Rental With Fire Pit! is located 70 km from Chicago O'Hare International airport and 850 metres from Fox Lake Town Center bus stop.
FromC$ 497 /nightSelect
Pistakee Lake Estate With Boat Dock And Hot Tub!Holiday home
10.0
Perfect1 total review
our site & Booking.com
Veteran's Memorial Park and Volo Auto Museum are located 4.5 km and 7 km from the Estate On Pistakee Lake With Boat Dock! Villa respectively.
Select
Home 15 Min From Starved Rock And Chicago Skydive!Holiday home
9.8
Perfect7 total reviews
our site & Booking.com
The Home 15 Min From Starved Rock And Chicago Skydive! with garden views lies nearly a 10-minute walk from Allen Park.
FromC$ 246 /nightSelect
W Loop Studio W Deck Pool Gym 3 Blocks To L Chi-644Apartment
Set just 1.4 km from Chicago Cultural Center, the W Loop Studio W Deck Pool Gym 3 Blocks To L Chi-644 lies in the West Loop district.
Select
W Loop 1Br W Pool Gym Nr Restaurant Row Chi-274Apartment
Nestled in the West Loop district, the W Loop 1Br W Pool Gym Nr Restaurant Row Chi-274 is approximately a 25-minute walk from The Art Institute of Chicago.
Select
Edgewater 1Br W Gym Deck Lounge Nr L Chi-918Apartment
The Edgewater 1Br W Gym Deck Lounge Nr L Chi-918 Chicago is set nearly a 20-minute stroll from Montrose Dog Beach and a 10-minute ride from Graceland Cemetery.
Select
Show more