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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, (284 reviews)
"honestly was amazing everything was provided 10/10 recommend"
United States
Mary
The price is HK$1,193
HK$1,672 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, (1,350 reviews)
"Nice room, will stay again, highly recommend:)"
United States
Reina
The price is HK$1,249
HK$1,697 total
includes taxes & fees
26 Oct - 27 Oct
Sentral Michigan Avenue
A modern bedroom with a bed, a sofa, and a hanging plant.

3. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (100 reviews)
"The room was clean, comfortable, and well decorated. The location is walkable and safe. The hosts are very kind and accommodating. We would stay there again."
United States
Katie K.
The price is HK$530
HK$1,138 total
includes taxes & fees
26 Oct - 27 Oct
Cozy studio in Andersonville Chicago
Living area

4. 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 HK$458
HK$1,101 total
includes taxes & fees
1 Nov - 2 Nov
The Silo 6 - Modern Abode
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

5. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (454 reviews)
"A great place to stay!"
United States
Renae
The price is HK$1,130
HK$1,198 total
includes taxes & fees
5 Oct - 6 Oct
Nauvoo Vacation Villas & Condos
A neatly made bed with white linens, a bedside lamp, and a folded towel on the bed.

6. 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 HK$439
HK$1,150 total
includes taxes & fees
25 Oct - 26 Oct
The Silo 3 - Lofi Vibes
Lake

7. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (49 reviews)
"Location is perfect"
United States
Mary
The price is HK$1,475
HK$2,221 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.

8. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (277 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is HK$1,577
HK$1,806 total
includes taxes & fees
28 Oct - 29 Oct
The Gem Museum Suites
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, (68 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is HK$1,099
HK$2,004 total
includes taxes & fees
13 Oct - 14 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

10. 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
5 Oct - 6 Oct
King Bed Non-Smoking
A garden with a bench, various plants, and a house in the background.

11. 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, (110 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is HK$628
HK$1,422 total
includes taxes & fees
14 Oct - 15 Oct
Home is on the original 1926-1930 Route 66 alignment
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

12. Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (27 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is HK$777
HK$990 total
includes taxes & fees
5 Oct - 6 Oct
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A rustic wooden cabin with a porch, a small deck, and a metal roof.

13. Cabin in the middle of the ShawneeNational Forest. WiFi, ac, full kitchen.

Cabin in the middle of the ShawneeNational Forest. WiFi, ac, full kitchen.
Golconda
9.4 out of 10, Exceptional, (21 reviews)
"This was a perfect place for a nice little get away!"
United States
Jennifer A.
The price is HK$706
HK$1,081 total
includes taxes & fees
5 Oct - 6 Oct
Cabin in the middle of the ShawneeNational Forest. WiFi, ac, full kitchen.
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, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is HK$832
HK$1,941 total
includes taxes & fees
2 Nov - 3 Nov
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, (49 reviews)
"Scott is a great host. Excellent communication and flexible with our check in time which helped our trip go smoothly. Place was very clean and yard good for our dogs. We will be staying again."
United States
Jennifer
The price is HK$883
HK$1,208 total
includes taxes & fees
5 Oct - 6 Oct
Quaint 2 bed in Champaign
A modern kitchen with stainless steel appliances, a stone accent wall, and a bar area.

16. Aunt Lele's Cozy Cottage

Aunt Lele's Cozy Cottage
Quincy
9.8 out of 10, Exceptional, (46 reviews)
"Perfect place for our family of 5 to enjoy a weekend visiting my wife’s family."
United States
Matt B.
The price is HK$530
HK$1,230 total
includes taxes & fees
11 Oct - 12 Oct
Aunt Lele's Cozy Cottage
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, (109 reviews)
"We really enjoyed the space, and it was perfect for us."
United States
Nate T.
The price is HK$1,124
HK$2,694 total
includes taxes & fees
5 Oct - 6 Oct
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
A log cabin with a wooden deck, a door, and a small window.

18. 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
5 Oct - 6 Oct
Pet Friendly! Couples Retreat in Southern Illinois
A modern kitchen with a large island, bar stools, and a city view.

19. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (534 reviews)
"Location and facility was very nice"
United States
Brian
The price is HK$1,781
HK$2,285 total
includes taxes & fees
2 Nov - 3 Nov
Level Chicago – Old Town
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

20. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is HK$911
HK$1,714 total
includes taxes & fees
8 Oct - 9 Oct
Master qtr close to nature & easy urban facilities
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Room was clean, staff were friendly and the bar was relaxing."
Jessica 2-night trip
Posted 2 hours ago
Congress Plaza Hotel