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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 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, (1,391 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is HK$1,061
HK$1,245 total
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, (300 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 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 HK$1,263
HK$1,968 total
includes taxes & fees
4 Nov - 5 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 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, (551 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is HK$1,250
HK$1,661 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$1,130
HK$1,197 total
includes taxes & fees
30 Oct - 31 Oct
Nauvoo Vacation Villas & Condos
A modern bedroom with a bed, a sofa, and a hanging plant.

7. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (109 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$530
HK$1,137 total
includes taxes & fees
3 Nov - 4 Nov
Cozy studio in Andersonville Chicago
A modern kitchen with a herringbone floor pattern, stainless steel appliances, and a built-in oven.

8. 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 HK$763
HK$862 total
includes taxes & fees
8 Nov - 9 Nov
Yugo Guest 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, (72 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is HK$796
HK$1,627 total
includes taxes & fees
9 Nov - 10 Nov
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

10. 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$1,812 total
includes taxes & fees
3 Nov - 4 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.

11. Quaint 2 bed in Champaign

Quaint 2 bed in Champaign
Champaign Northwest
9.6 out of 10, Exceptional, (57 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$883
HK$1,208 total
includes taxes & fees
8 Nov - 9 Nov
Quaint 2 bed in Champaign
A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

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$514
HK$621 total
includes taxes & fees
3 Nov - 4 Nov
King Bed Non-Smoking
Exterior detail

13. 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$855
HK$1,073 total
includes taxes & fees
31 Oct - 1 Nov
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
An outdoor seating area with blue chairs and a fire pit, overlooking a calm lake.

14. River Beach Guest House. Relax with breathtaking views of the Illinois River!

River Beach Guest House. Relax with breathtaking views of the Illinois River!
Chillicothe
10.0 out of 10, Exceptional, (33 reviews)
"Really nice little place to stay. Hosts were really kind and helpful."
United States
Camron L.
The price is HK$537
HK$984 total
includes taxes & fees
4 Nov - 5 Nov
River Beach Guest House. Relax with breathtaking views of the Illinois River!
A large outdoor area with a pond, several wooden cabins, and a road.

15. 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$1,844 total
includes taxes & fees
29 Oct - 30 Oct
Pet Friendly! Couples Retreat in Southern Illinois
A two-story house with a covered porch and a well-maintained lawn.

16. 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, (113 reviews)
"Great,quiet,lovely"
United States
Patti H.
The price is HK$628
HK$1,430 total
includes taxes & fees
13 Nov - 14 Nov
Home is on the original 1926-1930 Route 66 alignment
A spacious lobby with high ceilings and a skylight, featuring marble columns and a central staircase.

17. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (29 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$1,436
HK$1,918 total
includes taxes & fees
29 Oct - 30 Oct
LIVN West Loop Chicago Queen Superior Studio
A fountain with animal sculptures, a red umbrella, and a building with arches and a tower.

18. Standard Suite - Bungalow overlooking the River

Standard Suite - Bungalow overlooking the River
Golconda
9.4 out of 10, Exceptional, (50 reviews)
"It is a very peaceful environment. Walking the property offers opportunities for quiet reflection , as does simply sitting on the porch overlooking the river."
United States
Rochel
The price is HK$741
HK$1,214 total
includes taxes & fees
29 Oct - 30 Oct
Standard Suite - Bungalow overlooking the River
A courtyard with a garden, stone building, and wooden house.

19. 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, (118 reviews)
"The host communicated well and the place was great. Fantastic location."
United States
azanayed
The price is HK$1,186
HK$2,780 total
includes taxes & fees
9 Nov - 10 Nov
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

20. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (79 reviews)
"Great stay !"
United States
chris H.
The price is HK$692
HK$1,107 total
includes taxes & fees
29 Oct - 30 Oct
Vintage Charmer on Main Street
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

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"Solid hotel in a great location. We were there as they were transferring to a full launch of the SI branded hotel. Good gym, rooms are well appointed. During our visit they had an all inclusive rooftop bar from 3-7pm every day which was a great touch but nobody actually told us about it, we kind of found it ourselves. Good option for a hotel in downtown Chicago though!"
Kris 3-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago