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Illinois Holiday Rentals

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Top Cities in Illinois

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

Chicago

Chicago

Our top choices for Illinois holiday rentals

A rustic cabin with a dining area, a bicycle, and a sign reading "Vangelis".

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

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
2.0 star property
Ottawa
9.8 out of 10, Exceptional, (293 reviews)
"It was amazing"
United States
Jodi
The price is HK$1,193
HK$1,672 total
includes taxes & fees
16 Nov - 17 Nov
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,375 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is HK$1,124
HK$1,319 total
includes taxes & fees
9 Nov - 10 Nov
Sentral Michigan Avenue
Lake

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (71 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
The price is HK$1,405
HK$2,063 total
includes taxes & fees
1 Nov - 2 Nov
Kasa Lake Shore Chicago
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (289 reviews)
"Very charming hotel we really enjoyed having breakfast in the morning and ability to have a bottle of wine with dinner at Knight and our bag was very comfortable and nice having the ability to open the window and have some fresh air all in all very charming"
United States
Kathleen
The price is HK$1,570
HK$1,797 total
includes taxes & fees
3 Nov - 4 Nov
The Gem Museum Suites
A modern kitchen with a large island, bar stools, and a city view.

5. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (541 reviews)
"Great location, very clean, loved the gym and cafe!"
United States
Kerry
The price is HK$2,197
HK$2,773 total
includes taxes & fees
3 Nov - 4 Nov
Level Chicago – Old Town
A spacious lobby with a patterned floor, brick walls, and a central chandelier.

6. Yugo Guest Suites

Yugo Guest Suites
2.0 star property
Urbana
8.8 out of 10, Excellent, (195 reviews)
"Great room and great price. I’ll be sure to stay here whenever I’m in town"
United States
Trae
The price is HK$763
HK$863 total
includes taxes & fees
25 Oct - 26 Oct
Yugo Guest Suites
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

7. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (459 reviews)
"A great place to stay!"
United States
Renae
The price is HK$1,130
HK$1,198 total
includes taxes & fees
19 Oct - 20 Oct
Nauvoo Vacation Villas & Condos
Terrace/patio

8. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was clean and had everything we needed for a comfortable stay. Highly recommended!"
Italy
Marco
The price is HK$1,671
HK$2,785 total
includes taxes & fees
25 Oct - 26 Oct
At Home in Oak Park
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

9. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (71 reviews)
"The app isn’t letting me give 5 stars but I would give 5 stars for all categories. It was perfect for our needs. Two adults and two kids. Perfect location and easy to get in and out with our car off the street. Beds were comfy and the main rooms were spacious. They were super responsive for our last minute booking. Would definitely stay here again!"
United States
Bridget
The price is HK$805
HK$1,665 total
includes taxes & fees
2 Nov - 3 Nov
Chic Urban Retreat Near Wrigley Field w/Parking
A modern bedroom with a bed, a sofa, and a hanging plant.

10. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (104 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is HK$494
HK$1,094 total
includes taxes & fees
2 Nov - 3 Nov
Cozy studio in Andersonville Chicago
A waiting area with two white chairs, a white table, a television mounted on the wall, and an exit door.

11. Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
Downtown Chicago
10.0 out of 10, Exceptional, (13 reviews)
"Best location"
United States
Eric Dallas
The price is HK$1,397
HK$3,768 total
includes taxes & fees
9 Nov - 10 Nov
Downtown Chicago Stay with Free In & Out Parking 3
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

12. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (288 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is HK$533
HK$643 total
includes taxes & fees
19 Oct - 20 Oct
King Bed Non-Smoking
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.

13. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (26 reviews)
"Clean, comfortable, effortless check-in and checkout process, and in a very convenient location. Would stay again!"
United States
Tara H.
The price is HK$2,025
HK$2,726 total
includes taxes & fees
23 Oct - 24 Oct
LIVN West Loop Chicago Queen Superior Studio
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

14. 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, (73 reviews)
"Easy access to the Green Line."
United States
Michael
The price is HK$756
HK$1,854 total
includes taxes & fees
26 Oct - 27 Oct
Chic Suite/Mins to L Train /Laundry/Free Parking
A kitchen with a white stove, microwave, and refrigerator, wooden flooring, and light gray walls.

15. Quaint 2 bed in Champaign

Quaint 2 bed in Champaign
Champaign Northwest
9.6 out of 10, Exceptional, (53 reviews)
"It was perfect for our small family and had everything we needed - easy access from the highway and a quick ride to campus for the football game."
United States
Allison
The price is HK$883
HK$1,208 total
includes taxes & fees
19 Oct - 20 Oct
Quaint 2 bed in Champaign
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

16. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$3,226
HK$4,329 total
includes taxes & fees
23 Oct - 24 Oct
LIVN Millennium Park Downtown Chicago 2BR
A courtyard with a garden, stone building, and wooden house.

17. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (114 reviews)
"The host communicated well and the place was great. Fantastic location."
United States
azanayed
The price is HK$1,061
HK$2,607 total
includes taxes & fees
19 Oct - 20 Oct
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

18. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (88 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is HK$841
HK$1,631 total
includes taxes & fees
27 Oct - 28 Oct
Master qtr close to nature & easy urban facilities
A log cabin with a wooden deck, a door, and a small window.

19. Pet Friendly! Couples Retreat in Southern Illinois

Pet Friendly! Couples Retreat in Southern Illinois
3.0 star property
Murphysboro
The price is HK$942
HK$1,844 total
includes taxes & fees
21 Oct - 22 Oct
Pet Friendly! Couples Retreat in Southern Illinois
A modern kitchen with granite countertops, stainless steel appliances, and decorative wall shelves.

20. Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Mulberry Grove
9.8 out of 10, Exceptional, (37 reviews)
"Went to visit kids who live in the area. Normally we get a hotel but decided to try doing something different. This was so much better than hotels and plan to go back next time we are down."
United States
Julie
The price is HK$752
HK$1,512 total
includes taxes & fees
19 Oct - 20 Oct
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
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.
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Top Illinois Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"The hotel was great. The room was on the smaller side but did the job for a 24 hour trip. Check in was easy peasy. It’s also a bar inside the hotel that stays open late. It’s in a great area, in walking distance from all tourist attractions like the bean and Michigan ave. Definitely will be booking again!"
Brittany 1-night trip
Posted less than an hour ago
Club Quarters Hotel, Central Loop, Chicago