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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, (285 reviews)
"Spent my 30th birthday here & loved every moment of it, we will be back . It’s so peaceful , I really got a peace of mind in this place ."
United States
Brittany
The price is HK$1,193
HK$1,672 total
includes taxes & fees
9 Nov - 10 Nov
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Living area

2. The Silo 2 - Stylish Comfort

The Silo 2 - Stylish Comfort
2.5 star property
Morton
The price is HK$439
HK$1,080 total
includes taxes & fees
28 Oct - 29 Oct
The Silo 2 - Stylish Comfort
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, (102 reviews)
"Great location and amazing space! Perfect for visiting the city to apartment search for an upcoming move."
United States
Audrey A.
The price is HK$494
HK$1,094 total
includes taxes & fees
2 Nov - 3 Nov
Cozy studio in Andersonville Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,363 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is HK$1,312
HK$1,540 total
includes taxes & fees
9 Nov - 10 Nov
Sentral Michigan Avenue
Living area

5. The Silo 6 - Modern Abode

The Silo 6 - Modern Abode
2.0 star property
Morton
8.8 out of 10, Excellent, (3 reviews)
The price is HK$439
HK$1,080 total
includes taxes & fees
1 Nov - 2 Nov
The Silo 6 - Modern Abode
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

6. 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$821
HK$1,672 total
includes taxes & fees
13 Oct - 14 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
Lake

7. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (59 reviews)
"Location is perfect"
United States
Mary
The price is HK$1,405
HK$2,137 total
includes taxes & fees
1 Nov - 2 Nov
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

8. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (538 reviews)
"Beautiful property, great amenities."
United States
Erik
The price is HK$2,197
HK$2,773 total
includes taxes & fees
4 Nov - 5 Nov
Level Chicago – Old Town
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

9. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (456 reviews)
"A great place to stay!"
United States
Renae
The price is HK$1,130
HK$1,198 total
includes taxes & fees
14 Oct - 15 Oct
Nauvoo Vacation Villas & Condos
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$531
HK$640 total
includes taxes & fees
12 Oct - 13 Oct
King Bed Non-Smoking
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
9.4 out of 10, Exceptional, (72 reviews)
The price is HK$800
HK$1,860 total
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A compact kitchen with stainless steel appliances, white cabinetry, and a built-in washer and dryer.

12. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (283 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is HK$2,025
HK$2,318 total
includes taxes & fees
9 Nov - 10 Nov
The Gem Museum Suites
A modern kitchen with stainless steel appliances, a stone accent wall, and a bar area.

13. Aunt Lele's Cozy Cottage

Aunt Lele's Cozy Cottage
Quincy
9.8 out of 10, Exceptional, (46 reviews)
The price is HK$530
HK$1,230 total
includes taxes & fees
18 Oct - 19 Oct
Aunt Lele's Cozy Cottage
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

14. 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, (28 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
12 Oct - 13 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.

15. 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, (22 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
20 Oct - 21 Oct
Cabin in the middle of the ShawneeNational Forest. WiFi, ac, full kitchen.
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

16. 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$841
HK$1,614 total
includes taxes & fees
19 Oct - 20 Oct
Master qtr close to nature & easy urban facilities
Living area

17. The Silo 4 - Cozy Retreat

The Silo 4 - Cozy Retreat
2.5 star property
Morton
10.0 out of 10, Exceptional, (2 reviews)
"Love this property! It is 100% my go to when I am in town for work which is weekly! The staff is super friendly and accommodating for all needs!"
United States
Troy
The price is HK$502
HK$1,151 total
includes taxes & fees
9 Nov - 10 Nov
The Silo 4 - Cozy Retreat
A modern kitchen with granite countertops, stainless steel appliances, and decorative wall shelves.

18. 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, (35 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$835
HK$1,609 total
includes taxes & fees
8 Nov - 9 Nov
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
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, (111 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is HK$628
HK$1,431 total
includes taxes & fees
14 Oct - 15 Oct
Home is on the original 1926-1930 Route 66 alignment
A kitchen with a white stove, microwave, and refrigerator, wooden flooring, and light gray walls.

20. 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
12 Oct - 13 Oct
Quaint 2 bed in Champaign
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Clean. Sweet staff. Didn’t try breakfast. But the rooftop bar 10/10"
Jhaiquashia 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile