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

Illinois Holiday Rentals

  • 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.
Holiday RentalsHoliday Rentals

Chicago

Chicago

Our top choices for Illinois holiday 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
9.0 out of 10, Wonderful, (1,322 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
The price is HK$1,460
HK$1,944 total
includes taxes & fees
20 Sept - 21 Sept
Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (31 reviews)
"Location is perfect to visit Chicago for the weekend. The unit is clean and size is perfect for the family."
United States
Xiaoyu
The price is HK$1,271
HK$1,977 total
includes taxes & fees
30 Sept - 1 Oct
Kasa Lake Shore Chicago
A rustic cabin with a dining area, a bicycle, and a sign reading "Vangelis".

3. 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, (274 reviews)
"It was such a lovely stay! The cabin was small, but perfect for tw"
United States
Jessica
The price is HK$1,247
HK$1,733 total
includes taxes & fees
17 Sept - 18 Sept
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
A modern kitchen with a large island, bar stools, and a city view.

4. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (524 reviews)
"Location and facility was very nice"
United States
Brian
The price is HK$2,376
HK$2,983 total
includes taxes & fees
27 Sept - 28 Sept
Level Chicago – Old Town
A modern room with a sofa, a dining table, and a window with a view of buildings.

5. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (12 reviews)
"Great property"
United States
duane
The price is HK$1,851
HK$2,493 total
includes taxes & fees
21 Sept - 22 Sept
LIVN West Loop Chicago 2 BR City View
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, (33 reviews)
"Property was comfortable and clean. Perfect for our night stay and we could all hang out together. Thank you!"
United States
Marceen N.
The price is HK$1,192
HK$3,582 total
includes taxes & fees
29 Sept - 30 Sept
Spacious 4BR Central Apartment w/ Skyline Views

7. 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, (8 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$2,746
HK$5,808 total
includes taxes & fees
27 Sept - 28 Sept
Premium Urban 4BR - Perfect Mix of Comfort & Location
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, (258 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is HK$1,500
HK$1,718 total
includes taxes & fees
28 Sept - 29 Sept
The Gem Museum Suites
A spacious lobby with a patterned floor, brick walls, and a central chandelier.

9. Yugo Guest Suites

Yugo Guest Suites
2.0 star property
Urbana
8.8 out of 10, Excellent, (181 reviews)
"Had everything we needed! Will be staying here when we visit our daughter at school from now on!"
United States
Bronz
The price is HK$673
HK$761 total
includes taxes & fees
23 Sept - 24 Sept
Yugo Guest Suites
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

10. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (446 reviews)
"A great place to stay!"
United States
Renae
The price is HK$1,129
HK$1,197 total
includes taxes & fees
22 Sept - 23 Sept
Nauvoo Vacation Villas & Condos
A neatly made bed with white linens, a bedside lamp, and a folded towel on the bed.

11. 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$470
HK$1,185 total
includes taxes & fees
8 Oct - 9 Oct
The Silo 3 - Lofi Vibes
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, (93 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$565
HK$1,181 total
includes taxes & fees
5 Oct - 6 Oct
Cozy studio in Andersonville Chicago
A living room with a sofa, armchair, dining table, and a TV.

13. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is HK$1,573
HK$2,672 total
includes taxes & fees
13 Oct - 14 Oct
At Home in Oak Park
A compact kitchen with wooden cabinets, a microwave, a trash bin, and a dining table with placemats.

14. 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
27 Sept - 28 Sept
Pet Friendly! Couples Retreat in Southern Illinois
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.

15. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (22 reviews)
"Incredible location, very clean and easy! Would book again!"
United States
Andrea K.
The price is HK$1,443
HK$1,927 total
includes taxes & fees
20 Sept - 21 Sept
LIVN West Loop Chicago Queen Superior Studio

16. 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$591
HK$1,250 total
includes taxes & fees
5 Oct - 6 Oct
The Silo 6 - Modern Abode
A modern kitchen with stainless steel appliances, a stone accent wall, and a bar area.

17. 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
20 Sept - 21 Sept
Aunt Lele's Cozy Cottage
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.

18. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
10.0 out of 10, Exceptional, (21 reviews)
"We enjoyed our stay! It was peaceful and tranquil and everything we needed was provided. The farm animals are a fun bonus and the guard dogs were so friendly"
United States
Abigail J.
The price is HK$417
HK$1,023 total
includes taxes & fees
22 Sept - 23 Sept
Shawnee Wine Trail Farm Stay
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and white chairs.

19. Peaceful, Country Cottage with Open Floor Plan

Peaceful, Country Cottage with Open Floor Plan
Quincy
9.8 out of 10, Exceptional, (223 reviews)
"Only there for a one night stay, but very beautiful and comfortable!"
United States
Vicki W.
The price is HK$1,020
HK$1,928 total
includes taxes & fees
29 Sept - 30 Sept
Peaceful, Country Cottage with Open Floor Plan
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

20. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (65 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
28 Sept - 29 Sept
Chic Urban Retreat Near Wrigley Field w/Parking
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The room was very nice . Aury and bright. Staff, especially the bell hop were friendly and helpful. Only drawback was the construction on the floor above us and the price of food at the resturant. But overall a good experience."
Gregory 3-night trip
Posted less than an hour ago
Congress Plaza Hotel