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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, (298 reviews)
"Everything was wonderful"
United States
Maria
The price is HK$1,247
HK$1,732 total
includes taxes & fees
3 Nov - 4 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, (1,387 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is HK$1,123
HK$1,318 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, (74 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
The price is HK$1,263
HK$1,893 total
includes taxes & fees
4 Nov - 5 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, (292 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is HK$1,569
HK$1,796 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, (548 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is HK$1,871
HK$2,390 total
includes taxes & fees
1 Nov - 2 Nov
Level Chicago – Old Town
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

6. 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$1,129
HK$1,197 total
includes taxes & fees
25 Oct - 26 Oct
Nauvoo Vacation Villas & Condos
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

7. 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)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is HK$796
HK$1,627 total
includes taxes & fees
25 Oct - 26 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

8. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (15 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$1,474
HK$1,963 total
includes taxes & fees
25 Oct - 26 Oct
LIVN Millennium Park Downtown Chicago 2BR
A modern bedroom with a bed, a sofa, and a hanging plant.

9. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (105 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$776
HK$1,442 total
includes taxes & fees
1 Nov - 2 Nov
Cozy studio in Andersonville Chicago
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.

10. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (27 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$1,208
HK$1,611 total
includes taxes & fees
25 Oct - 26 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.

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (74 reviews)
"Easy access to the Green Line."
United States
Michael
The price is HK$720
HK$1,821 total
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
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, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is HK$531
HK$640 total
includes taxes & fees
25 Oct - 26 Oct
King Bed Non-Smoking
A kitchen with a white stove, microwave, and refrigerator, wooden flooring, and light gray walls.

13. Quaint 2 bed in Champaign

Quaint 2 bed in Champaign
Champaign Northwest
9.6 out of 10, Exceptional, (55 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$882
HK$1,207 total
includes taxes & fees
1 Nov - 2 Nov
Quaint 2 bed in Champaign
Interior

14. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
9.6 out of 10, Exceptional, (10 reviews)
"Great location with large beds which made it amazing for our group. Easy access to public transport and a cute neighborhood"
United States
Kortnee
The price is HK$2,541
HK$5,565 total
includes taxes & fees
5 Nov - 6 Nov
Premium Urban 4BR - Perfect Mix of Comfort & Location
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

15. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is HK$847
HK$2,325 total
includes taxes & fees
26 Oct - 27 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!
A log cabin with a wooden deck, a door, and a small window.

16. Pet Friendly! Couples Retreat in Southern Illinois

Pet Friendly! Couples Retreat in Southern Illinois
3.0 star property
Murphysboro
The price is HK$941
HK$1,843 total
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly! Couples Retreat in Southern Illinois
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
9.8 out of 10, Exceptional, (116 reviews)
"The host communicated well and the place was great. Fantastic location."
United States
azanayed
The price is HK$1,123
HK$2,692 total
includes taxes & fees
26 Oct - 27 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, (89 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is HK$840
HK$1,630 total
includes taxes & fees
27 Oct - 28 Oct
Master qtr close to nature & easy urban facilities
A garden with a bench, various plants, and a house in the background.

19. Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (112 reviews)
"Great,quiet,lovely"
United States
Patti H.
The price is HK$627
HK$1,430 total
includes taxes & fees
8 Nov - 9 Nov
Home is on the original 1926-1930 Route 66 alignment
A living room with a sofa, armchair, and coffee table. There is a dining area with a table and chairs. A kitchen is visible in the background.

20. Lucy’s House Single Family Bungalow

Lucy’s House Single Family Bungalow
Moline
9.8 out of 10, Exceptional, (109 reviews)
"Easy check in, great price, and all the awesome snacks were a definite perk! Thanks for the great stay."
United States
Elijah
The price is HK$863
HK$1,081 total
includes taxes & fees
25 Oct - 26 Oct
Lucy’s House Single Family Bungalow
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

River Hotel

River Hotel

10/10 Excellent
"Great place !"
Maureen 2-night trip
Posted less than an hour ago
River Hotel