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

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, (1,392 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is S$203
includes taxes & fees
22 Nov - 23 Nov
Sentral Michigan Avenue
A rustic cabin with a dining area, a bicycle, and a sign reading "Vangelis".

2. 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, (301 reviews)
"Super clean place and very cozy and pet friendly."
United States
Alma
The price is S$283
includes taxes & fees
3 Nov - 4 Nov
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (76 reviews)
"Amazing property would stay here again. Looks exactly like pics!!"
United States
Felipe
The price is S$319
includes taxes & fees
5 Nov - 6 Nov
Kasa Lake Shore Chicago
A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (295 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is S$290
includes taxes & fees
29 Nov - 30 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, (551 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is S$319
includes taxes & fees
2 Nov - 3 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 S$170
includes taxes & fees
1 Nov - 2 Nov
Nauvoo Vacation Villas & Condos
A modern kitchen with a herringbone floor pattern, stainless steel appliances, and a built-in oven.

7. Yugo Guest Suites

Yugo Guest Suites
2.0 star property
Urbana
8.8 out of 10, Excellent, (203 reviews)
"Great location close to campus"
United States
Carla
The price is S$141
includes taxes & fees
4 Nov - 5 Nov
Yugo Guest Suites
A large outdoor area with a pond, several wooden cabins, and a road.

8. Pet Friendly! Couples Retreat in Southern Illinois

Pet Friendly! Couples Retreat in Southern Illinois
3.0 star property
Murphysboro
The price is S$301
includes taxes & fees
5 Nov - 6 Nov
Pet Friendly! Couples Retreat in Southern Illinois
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

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"Central location, great staff, great facilities."
Jonathan 6-night trip
Posted 2 hours ago
LondonHouse Chicago, Curio Collection by Hilton