A city skyline with a river, green spaces, and a baseball field.

Vacation Rentals in Illinois

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.
Vacation RentalsVacation Rentals

Chicago

Chicago

Our top choices for Illinois vacation rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,284 reviews)
"Nice stay"
United States
Heather
The price is ￥24,233
￥33,120 total
includes taxes & fees
Aug 30 - Aug 31
Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (20 reviews)
"Great location and super clean!"
United States
Erica
The price is ￥28,207
￥43,010 total
includes taxes & fees
Sep 7 - Sep 8
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is ￥38,433
￥49,045 total
includes taxes & fees
Aug 31 - Sep 1
Level Chicago – Old Town
A rustic cabin with a dining area, a bicycle, and a sign reading "Vangelis".

4. Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
2.0 star property
Ottawa
9.6 out of 10, Exceptional, (263 reviews)
"These cabins are cute and clean - nicely spaced for privacy and a quiet little getaway. Staff is really kind and responsive with plenty of communication about your stay. Would absolutely come back!"
United States
Kristin
The price is ￥25,324
￥35,176 total
includes taxes & fees
Aug 31 - Sep 1
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

5. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥23,413
￥31,418 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago Queen Superior Studio
A modern building with a glass facade, surrounded by a parking area and greenery.

6. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (31 reviews)
"An incredible experience and wonderful place to stay. A perfect location, quiet, and my twin boys loved having their own spaces. Thank you so much!"
United States
Miriam B.
The price is ￥19,749
￥68,199 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 4BR Central Apartment w/ Skyline Views
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

7. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (225 reviews)
"Great location and newly remodeled, clean rooms."
United States
Brian
The price is ￥25,802
￥29,538 total
includes taxes & fees
Aug 30 - Aug 31
The Gem Museum Suites
A neatly made bed with white linens, a bedside lamp, and a folded towel on the bed.

8. The Silo 3 - Lofi Vibes

The Silo 3 - Lofi Vibes
2.5 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Clean, large space, good quality, easy to find."
United States
Thomas
The price is ￥17,159
￥32,590 total
includes taxes & fees
Sep 17 - Sep 18
The Silo 3 - Lofi Vibes
A modern room with a sofa, a dining table, and a window with a view of buildings.

9. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (11 reviews)
"Great property"
United States
duane
The price is ￥30,102
￥39,862 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago 2 BR City View

10. The Silo 6 - Modern Abode

The Silo 6 - Modern Abode
2.0 star property
Morton
8.8 out of 10, Excellent, (3 reviews)
"Great place! Very clean and close to shooting, restaurants, coffee shops, etc. Very helpful host. Would definitely stay here again!!"
United States
Anne
The price is ￥8,902
￥21,913 total
includes taxes & fees
Aug 31 - Sep 1
The Silo 6 - Modern Abode
A cozy cabin interior with a wooden interior, a dining area with a table and chairs, a kitchen with a refrigerator and microwave, and a window with a view of greenery.

11. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
9.8 out of 10, Exceptional, (20 reviews)
"Excellent experience!"
United States
Evan B.
The price is ￥8,457
￥20,780 total
includes taxes & fees
Sep 1 - Sep 2
Shawnee Wine Trail Farm Stay
A modern bedroom with a bed, a sofa, and a hanging plant.

12. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (90 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is ￥10,751
￥23,094 total
includes taxes & fees
Sep 8 - Sep 9
Cozy studio in Andersonville Chicago
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

13. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (62 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is ￥16,166
￥33,429 total
includes taxes & fees
Sep 8 - Sep 9
Chic Urban Retreat Near Wrigley Field w/Parking
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

14. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (441 reviews)
"Staff were very helpful. Wonderful place. Qoiet and clean"
United States
Carrie
The price is ￥22,935
￥24,307 total
includes taxes & fees
Aug 29 - Aug 30
Nauvoo Vacation Villas & Condos
A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

15. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (75 reviews)
"Great stay !"
United States
chris H.
The price is ￥14,048
￥22,485 total
includes taxes & fees
Aug 30 - Aug 31
Vintage Charmer on Main Street
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

16. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is ￥32,013
￥43,285 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago King Studio
A lakeside property with a fire pit, trees, and a view of the lake.

17. Standard Suite - Bungalow overlooking the River

Standard Suite - Bungalow overlooking the River
Golconda
9.4 out of 10, Exceptional, (46 reviews)
"Great little getaway spot "
United States
Rodger M.
The price is ￥10,032
￥19,152 total
includes taxes & fees
Aug 31 - Sep 1
Standard Suite - Bungalow overlooking the River
A white door with a small window and the text "Mulholland Garden" on it.

18. Mulholland Garden Apartment

Mulholland Garden Apartment
Nauvoo
9.2 out of 10, Wonderful, (46 reviews)
"Very good location, sofa bed mattress was uncomfortable, there are stairs to the bathroom."
United States
Carol
The price is ￥11,324
￥20,442 total
includes taxes & fees
Sep 1 - Sep 2
Mulholland Garden Apartment
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

19. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (70 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is ￥15,194
￥37,632 total
includes taxes & fees
Sep 1 - Sep 2
Chic Suite/Mins to L Train /Laundry/Free Parking
A wooden cabin with a green door, a number '2' sign, a small porch with a wooden railing, and a wall-mounted lantern.

20. 3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Makanda
9.8 out of 10, Exceptional, (72 reviews)
"Very clean and comfortable stay"
United States
Alison K.
The price is ￥14,971
￥28,998 total
includes taxes & fees
Aug 31 - Sep 1
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Illinois Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"😁"
Rosaura 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Illinois

Vacation Apartments in Illinois

Search for Vacation rentals in Illinois on Expedia! You can easily find your home rentals, villas, Vacation apartments in Illinois using one of the methods below:

  • View our selection of featured Vacation rentals in Illinois
  • Use the map to find apartments and other Vacation homes in the Illinois neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Illinois while they last

Look no further and take a look at our great range of rental properties in Illinois!

Explore a world of travel with Expedia