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Vacation Rentals in Illinois

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Top Cities in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.
Vacation RentalsVacation Rentals

Chicago

Chicago

Our top choices for Illinois vacation 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, (1,363 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is ￥24,696
￥28,990 total
includes taxes & fees
Nov 10 - Nov 11
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (61 reviews)
"Location is perfect"
United States
Mary
The price is ￥28,264
￥42,988 total
includes taxes & fees
Nov 8 - Nov 9
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

3. 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 ￥43,699
￥55,194 total
includes taxes & fees
Nov 1 - Nov 2
Level Chicago – Old Town
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

4. 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 ￥40,686
￥46,576 total
includes taxes & fees
Nov 9 - Nov 10
The Gem Museum Suites
A rustic cabin with a dining area, a bicycle, and a sign reading "Vangelis".

5. 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 ￥24,063
￥33,732 total
includes taxes & fees
Nov 9 - Nov 10
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Living area

6. 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 ￥10,130
￥23,216 total
includes taxes & fees
Nov 9 - Nov 10
The Silo 4 - Cozy Retreat
Terrace/patio

7. 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 ￥30,265
￥52,183 total
includes taxes & fees
Oct 27 - Oct 28
At Home in Oak Park
A row of single-family homes with a well-maintained lawn and a tree in the foreground.

8. 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 ￥22,738
￥24,098 total
includes taxes & fees
Oct 11 - Oct 12
Nauvoo Vacation Villas & Condos
Living area

9. 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 ￥8,848
￥21,781 total
includes taxes & fees
Nov 1 - Nov 2
The Silo 6 - Modern Abode
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

10. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is ￥61,424
￥82,269 total
includes taxes & fees
Oct 12 - Oct 13
LIVN Millennium Park Downtown Chicago 2BR
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

11. 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 ￥19,765
￥37,692 total
includes taxes & fees
Oct 13 - Oct 14
Chic Urban Retreat Near Wrigley Field w/Parking
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, (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 ￥9,948
￥22,018 total
includes taxes & fees
Nov 2 - Nov 3
Cozy studio in Andersonville Chicago
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

13. 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 traveler
The price is ￥10,694
￥12,898 total
includes taxes & fees
Oct 12 - Oct 13
King Bed Non-Smoking
A modern room with a sofa, a dining table, and a window with a view of buildings.

14. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (14 reviews)
"Great property"
United States
duane
The price is ￥66,318
￥88,768 total
includes taxes & fees
Oct 15 - Oct 16
LIVN West Loop Chicago 2 BR City View
A courtyard with a garden, stone building, and wooden house.

15. 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, (113 reviews)
"We really enjoyed the space, and it was perfect for us."
United States
Nate T.
The price is ￥22,611
￥54,204 total
includes taxes & fees
Oct 15 - Oct 16
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
A kitchen with a white stove, microwave, and refrigerator, wooden flooring, and light gray walls.

16. Quaint 2 bed in Champaign

Quaint 2 bed in Champaign
Champaign Northwest
9.6 out of 10, Exceptional, (50 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 ￥17,764
￥24,311 total
includes taxes & fees
Oct 12 - Oct 13
Quaint 2 bed in Champaign
Interior

17. 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, (10 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 ￥90,078
￥166,442 total
includes taxes & fees
Oct 23 - Oct 24
Premium Urban 4BR - Perfect Mix of Comfort & Location
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

18. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (88 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is ￥16,955
￥32,902 total
includes taxes & fees
Oct 19 - Oct 20
Master qtr close to nature & easy urban facilities
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

19. 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)
"Easy access to the Green Line."
United States
Michael
The price is ￥16,106
￥37,419 total
includes taxes & fees
Nov 2 - Nov 3
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

20. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.4 out of 10, Exceptional, (33 reviews)
"Super clean great location short drive to everything we wanted to see!"
United States
eric p.
The price is ￥49,868
￥109,594 total
includes taxes & fees
Oct 14 - Oct 15
ENVITAE Hotel, 4BR Luxury Modern Apartments
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
"It was a wonderful stay!"
Ashya 1-night trip
Posted less than an hour ago
Congress Plaza Hotel

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Vacation Apartments in Illinois

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