We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Illinois, United States

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 253 Rentals in Illinois
loading...
Sort by
From
£146
Per Night
Makanda
3 Bedrooms, 3 Bathrooms, Sleeps 8
25 photos Details
Reviews (6) Make Enquiry
From
£187
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 4
52 photos Details
Reviews (1) Make Enquiry
From
£67
Per Night
Galena
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (1) Make Enquiry
From
£82
Per Night
Carbondale
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (1) Make Enquiry
From
£146
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
39 photos Details
Reviews (1) Make Enquiry
From
£1,559
Per Month
Chicago
Studio, 1 Bathroom, Sleeps 2
40 photos Details
Reviews (4) Make Enquiry
From
£75
Per Night
Chana
3 Bedrooms, 2 Bathrooms, Sleeps 8
62 photos Details
Reviews (1) Make Enquiry
From
£114
Per Night
Carbondale
3 Bedrooms, 2 Bathrooms, Sleeps 10
32 photos Details
Reviews (1) Make Enquiry
From
£204
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
19 photos Details
Reviews (1) Make Enquiry
From
£74
Per Night
Galena
2 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (3) Make Enquiry
Get the List
From
£306
Per Night
Galena
6 Bedrooms, 6 Bathrooms, Sleeps 12
28 photos Details
Reviews (1) Make Enquiry
From
£81
Per Night
Galena
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (4) Make Enquiry
From
£175
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 1
19 photos Details
Reviews (1) Make Enquiry
From
£175
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
26 photos Details
Reviews (1) Make Enquiry
From
£52
Per Night
Alton
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (1) Make Enquiry
From
£175
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (6) Make Enquiry
From
£175
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (9) Make Enquiry
From
£117
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
8 photos Details
Reviews (1) Make Enquiry
From
£146
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
Reviews (2) Make Enquiry
From
£61
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
£87
Per Night
Chicago
3 Bedrooms, 1 Bathroom, Sleeps 8
10 photos Details
Reviews (1) Make Enquiry
From
£88
Per Night
Chicago
4 Bedrooms, 1 Bathroom, Sleeps 9
17 photos Details
Reviews (5) Make Enquiry
From
£53
Per Night
Ottawa
1 Bedroom, 1 Bathroom, Sleeps 3
9 photos Details
Reviews (13) Make Enquiry
From
£82
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
19 photos Details
Reviews (1) Make Enquiry
From
£86
Per Night
Galena
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (3) Make Enquiry
From
£50
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
16 photos Details
Reviews (23) Make Enquiry
From
£87
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 4
56 photos Details
Reviews (1) Make Enquiry
From
£175
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (2) Make Enquiry
From
£50
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
£38
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (5) Make Enquiry
From
£64
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
£117
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (14) Make Enquiry
From
£111
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
48 photos Details
Reviews (13) Make Enquiry
From
£79
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 7
28 photos Details
Reviews (2) Make Enquiry
From
£175
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
34 photos Details
Reviews (6) Make Enquiry
From
£134
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 10
39 photos Details
Reviews (1) Make Enquiry
From
£70
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 2
26 photos Details
Reviews (2) Make Enquiry
From
£96
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
From
£73
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
£88
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
14 photos Details
Reviews (1) Make Enquiry
From
£204
Per Night
Chicago
3 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details
Reviews (14) Make Enquiry
From
£151
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
37 photos Details
Reviews (4) Make Enquiry
From
£178
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Enquiry
From
£117
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Enquiry
From
£190
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Reviews (12) Make Enquiry
From
£93
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
30 photos Details
Reviews (5) Make Enquiry
From
£88
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (1) Make Enquiry
From
£47
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
Reviews (2) Make Enquiry
From
£52
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
£146
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (11) Make Enquiry
Go to map view
Vacation Rentals by city
Illinois
View All    
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Illinois Vacation Rentals

Over half Illinois’ population is clustered in Chicago near Lake Michigan. Your money-saving Chicago vacation rental home, condo, or apartment can be in a high-rise with a doorman in the heart of the Loop with sweeping city and lake views. Be near State Street shopping, theaters, parks, lakeshore, and museums. Or choose a quieter area near train and bus lines. Golf, ride bicycles, fish, boat, ice skate, or walk along the lakeshore with the family. With the money saved from a vacation rental versus a downtown hotel, the whole family can even explore smaller cities west of Chicago, like Aurora and Rockford.

On the Outskirts of Chicago

Part of Metro Chicago, Aurora is a slower-paced city with its own theater companies, casino, and Schingoethe Center of Native American Cultures. About two hours from Chicago, Rockford is a forested city bisected by the Rock River. A Rockford vacation rental is a trip back in time at the 137-acre Midway Village Museum with its gardens, dollhouse miniatures, and water-powered machine shops. Take the family on a tour of knitting history and former American manufacturing prowess in this city where John Nelson invented the seamless sock machine that made Rockford socks famous.

Northern Illinois

A Galena vacation rental home is a golf, skiing, tennis, hiking, boating, and fishing escape about 3 hours northwest of Chicago, and about an hour from Rockford, Dubuque (IA), and Madison (WI). Visit the Ulysses S. Grant Home State Historic Site. Ski Chestnut Mountain. Be near nature and the limestone bluffs of Apple River Canyon State Park for family reunions. About 2 hours southwest of Chicago, a Utica vacation rental is the gateway to fishing and boating at Starved Rock State Park.

Central Illinois

The flat prairie and farmland of central Illinois has many wildlife refuges for aquatic birds and manmade lakes with boating and fishing. The Lincoln Home National Historic Site and the new Abraham Lincoln Presidential Museum are in the state capital of Springfield. Peoria has Ronald Reagan’s alma mater, Eureka College, plus stern-wheeler boat cruises and Wildlife Prairie State Park. Decatur has the courthouse where Abraham Lincoln practiced law early in his career. Bloomington is known for its golf courses and Beer Nuts factory.

Southern Illinois

Southern Illinois is mostly rural, with farmlands and forests. A Carbondale or Metropolis vacation rental cottage, cabin or loft in the Shawnee National Forest area is about five hours from Chicago, with Champaign-Urbana the midway stopping point. Metropolis has a Superman museum and a uranium processing plant, but no kryptonite. Carbondale has many public tennis courts and parks, and proximity to a dozen vineyards along the scenic Shawnee Hills Wine Trail.