Chicago Ridge Vacation Rentals

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Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Chicago Ridge

Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

4.0 star property
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is ￥15,627
￥22,896 total
includes taxes & fees
Dec 7 - Dec 8
Sentral Michigan Avenue
Business center
Kasa River North Chicago

Aparthotel in Downtown Chicago

4.0 star property
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Front of property - evening/night
Level Chicago – Old Town

Aparthotel in Downtown Chicago

4.0 star property
9.0 out of 10, Wonderful, (393)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
Level Chicago – Old Town
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (14)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
United States
Tiffany N.
The price is ￥9,615
￥28,273 total
includes taxes & fees
Dec 7 - Dec 8
Twice as Nice: Chic 2BR Stay with Style & Space
Free WiFi, bed sheets
Chicago luxury home suites

Aparthotel in Downtown Chicago

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job."
Canada
pouya
The price is ￥20,414
￥23,962 total
includes taxes & fees
Dec 7 - Dec 8
Chicago luxury home suites
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (3)
"Pretty cool place to stay for a short trip ! Everything was close to where we were which made traveling a lot easier. Apartment is a pretty decent size I would recommend just 2-3 people. You can easily contact the host about anything and they’ll respond within a timely manner. The only down side of this place was the shower cleanliness itself. Overall, cool place not bad at all definitely a quick trip kind of thing!"
United States
Majanique M.
The price is ￥8,529
￥24,674 total
includes taxes & fees
Dec 7 - Dec 8
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ￥8,529
￥24,674 total
includes taxes & fees
Dec 7 - Dec 8
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is ￥9,770
￥26,128 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stylish 1BR in West Loop
Interior
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (4)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ￥10,701
￥25,668 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
The price is ￥9,770
￥26,128 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The One: A 1BR Stay That Feels Like Home
Interior
Your Chicago get Away

Apartment in Downtown Chicago

8.4 out of 10, Very Good, (8)
"Clean, fun space and responsive host! Loved the views from our room!"
United States
Tyler C.
The price is ￥32,095
￥66,093 total
includes taxes & fees
Dec 11 - Dec 12
Your Chicago get Away
4 bedrooms, iron/ironing board, travel crib, WiFi
Modern West Loop Gem-City Views & Prime Location 5

Apartment in Downtown Chicago

2.0 star property
The price is ￥14,422
￥20,557 total
includes taxes & fees
Dec 17 - Dec 18
Modern West Loop Gem-City Views & Prime Location 5
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ￥9,770
￥26,128 total
includes taxes & fees
Jan 1 - Jan 2, 2026
1BR Modern Luxe Apt with In-Unit Laundry
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is ￥21,029
￥55,256 total
includes taxes & fees
Dec 14 - Dec 15
River North Rooftop With In and Out Parking 1
Fridge, microwave, oven, stovetop
South Loop Rooftop With In and Out Parking 3

Apartment in Downtown Chicago

8.6 out of 10, Excellent, (4)
"Modern and stylish apartment in a great location. Lots of extra thoughtful touches made it a great stay. "
Australia
Angela M.
The price is ￥29,930
￥66,400 total
includes taxes & fees
Dec 19 - Dec 20
South Loop Rooftop With In and Out Parking 3
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥9,770
￥26,128 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleek 1BR Apt w/ Laundry
Private kitchen
Spacious 3-bedroom apartment near downtown, FREE PARKING

Apartment in Near West Side

9.4 out of 10, Exceptional, (8)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ￥8,995
￥51,473 total
includes taxes & fees
Dec 7 - Dec 8
Spacious 3-bedroom apartment near downtown, FREE PARKING
Iron/ironing board, travel crib, WiFi, bed sheets
Modern Studio Near UChicago

Apartment in Hyde Park

9.4 out of 10, Exceptional, (10)
"Clean room and convenient location! "
United States
Gabriela
The price is ￥9,305
￥24,031 total
includes taxes & fees
Dec 7 - Dec 8
Modern Studio Near UChicago
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished

Apartment in Lakeview

10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is ￥9,770
￥28,454 total
includes taxes & fees
Dec 15 - Dec 16
2BR Apt Beautifully Furnished
Studio | Exterior
Chicago Third Floor Studio by 747 Lofts

Aparthotel in West Town

2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is ￥9,188
￥33,908 total
includes taxes & fees
Dec 10 - Dec 11
Chicago Third Floor Studio by 747 Lofts
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 Chicago Ridge Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great"
Valentina 1-night trip
Posted 4 hours ago
Congress Plaza Hotel

Find out more about Chicago Ridge

Search for holiday rentals in Chicago Ridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Chicago Ridge using one of the methods below:

  • View our selection of featured holiday rentals in Chicago Ridge
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Look no further and take a look at our great range of rental properties in Chicago Ridge!

Frequently asked questions

Can I find vacation rentals in Chicago Ridge?

Yes, we give you a choice of vacation rentals near top attractions in Chicago Ridge, or you can go with a secluded option if you'd like a relaxing place to stay. Chicago Ridge is known for its festivals and live music. Make sure you have time to check out the theaters and restaurants during your trip.

What are some of the best vacation rentals in Chicago Ridge?

LakeHouse: This vacation home rental outside of Chicago Ridge is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Chicago Ridge?

Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit a family-friendly sight such as Childrens Museum of Oak Lawn. While in the area, you can also visit popular places like Michigan Avenue and United Center.

What are vacation rentals like in Chicago Ridge?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Chicago Ridge. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.