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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

Exterior

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,290 reviews)
"Nice stay"
United States
Heather
The price is ￥24,358
￥33,291 total
includes taxes & fees
Aug 31 - Sep 1
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (23 reviews)
"Great location and super clean!"
United States
Erica
The price is ￥26,699
￥41,257 total
includes taxes & fees
Sep 9 - Sep 10
Kasa Lake Shore Chicago
Full-size fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is ￥37,687
￥48,190 total
includes taxes & fees
Sep 1 - Sep 2
Level Chicago – Old Town
Exterior

4. 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, (264 reviews)
"This was a perfect little trip to relax. An amazing upscale glamping experience for those who want hotel service and want to avoid the cost of owning an RV—plenty of privacy and ideal for a romantic getaway."
United States
Tiffany
The price is ￥25,454
￥35,356 total
includes taxes & fees
Aug 31 - Sep 1
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
1 bedroom, iron/ironing board, travel crib, WiFi

5. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥20,492
￥28,008 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago Queen Superior Studio
Exterior

6. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (31 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥17,002
￥64,245 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 4BR Central Apartment w/ Skyline Views
Breakfast, lunch and dinner served

7. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (232 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is ￥34,003
￥38,926 total
includes taxes & fees
Aug 31 - Sep 1
The Gem Museum Suites
Apartment, Non Smoking | WiFi (free)

8. 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 ￥11,281
￥26,077 total
includes taxes & fees
Sep 8 - Sep 9
The Silo 3 - Lofi Vibes
TV, offices

9. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (11 reviews)
"Great property"
United States
duane
The price is ￥27,215
￥36,102 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago 2 BR City View
Apartment, Non Smoking | Living area

10. 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 ￥8,948
￥22,027 total
includes taxes & fees
Aug 31 - Sep 1
The Silo 6 - Modern Abode
Interior

11. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
9.8 out of 10, Exceptional, (20 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 ￥8,501
￥20,887 total
includes taxes & fees
Sep 1 - Sep 2
Shawnee Wine Trail Farm Stay
1 bedroom, iron/ironing board, WiFi (free), bed sheets

12. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (90 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 ￥10,086
￥22,323 total
includes taxes & fees
Sep 8 - Sep 9
Cozy studio in Andersonville Chicago
Smart TV, fireplace, offices

13. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (62 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is ￥16,412
￥33,772 total
includes taxes & fees
Sep 8 - Sep 9
Chic Urban Retreat Near Wrigley Field w/Parking
Front of property

14. Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (441 reviews)
"Staff were very helpful. Wonderful place. Qoiet and clean"
United States
Carrie
The price is ￥23,053
￥24,431 total
includes taxes & fees
Aug 31 - Sep 1
Nauvoo Vacation Villas & Condos
Interior

15. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (75 reviews)
"Great stay !"
United States
chris H.
The price is ￥14,120
￥22,600 total
includes taxes & fees
Aug 31 - Sep 1
Vintage Charmer on Main Street
1 bedroom, iron/ironing board, travel crib, WiFi

16. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is ￥28,496
￥37,800 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago King Studio
Property grounds

17. Standard Suite - Bungalow overlooking the River

Standard Suite - Bungalow overlooking the River
Golconda
9.4 out of 10, Exceptional, (46 reviews)
"Great little getaway spot "
United States
Rodger M.
The price is ￥10,084
￥19,251 total
includes taxes & fees
Aug 31 - Sep 1
Standard Suite - Bungalow overlooking the River
Exterior detail

18. Mulholland Garden Apartment

Mulholland Garden Apartment
Nauvoo
9.2 out of 10, Wonderful, (46 reviews)
"Very good location, sofa bed mattress was uncomfortable, there are stairs to the bathroom."
United States
Carol
The price is ￥10,950
￥20,088 total
includes taxes & fees
Sep 1 - Sep 2
Mulholland Garden Apartment
Smart TV, books

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, (70 reviews)
"Easy access to the Green Line."
United States
Michael
The price is ￥16,713
￥39,660 total
includes taxes & fees
Sep 1 - Sep 2
Chic Suite/Mins to L Train /Laundry/Free Parking
Exterior detail

20. 3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Makanda
9.8 out of 10, Exceptional, (73 reviews)
"Very clean and comfortable stay"
United States
Alison K.
The price is ￥15,048
￥29,147 total
includes taxes & fees
Aug 31 - Sep 1
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
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

8/10 Good
"Mattress was a little stiff if that bothers anybody but overall great experience!!"
Cadence 1-night trip
Posted 1 hour ago
Congress Plaza Hotel

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Vacation Apartments in Illinois

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