A nighttime cityscape with dense urban architecture and illuminated streets.

Chicago Ridge Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chicago Ridge holiday rentals

A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

1. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
The price is HK$882
HK$1,531 total
includes taxes & fees
29 Sept - 30 Sept
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,336 reviews)
"Great venue"
United States
Arthur Noel
The price is HK$1,193
HK$1,631 total
includes taxes & fees
27 Sept - 28 Sept
Sentral Michigan Avenue

3. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.2 out of 10, Wonderful, (21 reviews)
"Great little place not far from downtown. Clean apartment and a comfortable bed. Daughter slept on the couch and said it wasn't too bad. Everything worked as expected with no issues. Can hear people walking up the steps from time to time but overall pretty quiet. Took some time to find a parking spot but not the host's fault. Overall a great experience and would stay again."
United States
Garrett C.
The price is HK$531
HK$1,323 total
includes taxes & fees
30 Sept - 1 Oct
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
A modern kitchen with white cabinets, a stainless steel refrigerator, a black stove, and a dining table with chairs.

4. Experience Forest Park living near Top Places like downtown Chicago

Experience Forest Park living near Top Places like downtown Chicago
Forest Park
9.4 out of 10, Exceptional, (18 reviews)
"Good location for visiting family just outside Chicago."
United States
Josh H.
The price is HK$1,059
HK$2,702 total
includes taxes & fees
27 Sept - 28 Sept
Experience Forest Park living near Top Places like downtown Chicago

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (38 reviews)
"The property was in a very nice location."
United Kingdom
Nehal Manish
The price is HK$1,694
HK$2,406 total
includes taxes & fees
1 Oct - 2 Oct
Kasa Lake Shore Chicago
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

6. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is HK$1,672
HK$3,769 total
includes taxes & fees
29 Sept - 30 Sept
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

7. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (80 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is HK$882
HK$2,357 total
includes taxes & fees
28 Sept - 29 Sept
Cozy, Comfortable and Convenient apartment. Close to everything!
A building with a white exterior and a tree with white blossoms in front.

8. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is HK$1,886
HK$3,030 total
includes taxes & fees
21 Oct - 22 Oct
Historic Oak Park Residence
A modern kitchen with a large island, bar stools, and a city view.

9. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (528 reviews)
"Location and facility was very nice"
United States
Brian
The price is HK$2,376
HK$2,983 total
includes taxes & fees
27 Sept - 28 Sept
Level Chicago – Old Town
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

10. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is HK$1,898
HK$3,724 total
includes taxes & fees
27 Sept - 28 Sept
Classic Forest Park Foursquare < 1 Mi to Blue Line
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

11. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (32 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is HK$598
HK$1,479 total
includes taxes & fees
13 Oct - 14 Oct
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

12. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.4 out of 10, Exceptional, (40 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is HK$667
HK$1,595 total
includes taxes & fees
13 Oct - 14 Oct
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A glass elevator with a city view.

13. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (114 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is HK$1,066
HK$2,289 total
includes taxes & fees
29 Sept - 30 Sept
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A white two-story house with a porch, steps, and a small table with chairs.

14. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
The price is HK$1,838
HK$4,564 total
includes taxes & fees
29 Sept - 30 Sept
Oak Park Victorian by FLW Studio
A large, multi-story building with a prominent stone facade and a distinctive triangular roof.

15. A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Excellent home! The neighborhood is great and the home has everything you need for a great stay. And if you have any questions, Jay is very good for getting back to you."
United States
Fred D.
The price is HK$1,039
HK$2,258 total
includes taxes & fees
12 Oct - 13 Oct
A quiet stay while you are away
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

16. 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, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is HK$854
HK$1,966 total
includes taxes & fees
28 Sept - 29 Sept
Chic Suite/Mins to L Train /Laundry/Free Parking
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

17. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
The price is HK$1,165
HK$2,354 total
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

18. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is HK$1,393
HK$2,466 total
includes taxes & fees
13 Oct - 14 Oct
The Oak Park Loft
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

19. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is HK$1,765
HK$4,037 total
includes taxes & fees
4 Oct - 5 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A wooden deck with a railing, a staircase, and a window with a wreath.

20. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (35 reviews)
"I had a fun stay "
United States
Jusu K.
The price is HK$1,122
HK$1,635 total
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
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

River Hotel

River Hotel

8/10 Good
"Elevator was broken, took 15 minutes each time I needed it"
Scott 2-night trip
Posted less than an hour ago
River 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
  • Use the map to find apartments and other holiday homes in the Chicago Ridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chicago Ridge while they last

Look no further and take a look at our great range of rental properties in Chicago Ridge!

Frequently asked questions

Can I find holiday rentals in Chicago Ridge?

Yes, there are holiday rentals close to the most popular sights in Chicago Ridge, or you can select a more secluded option if you're looking for a relaxing stay. Chicago Ridge is known for its festivals and live music. Make sure you have time to check out the theatres and restaurants during your trip.

What are some of the best holiday rentals that Chicago Ridge has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Chicago Ridge is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Chicago Ridge?

Choose from 3 Expedia holiday rentals in Chicago Ridge for a memorable holiday.

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 one of the family-friendly sights such as Childrens Museum of Oak Lawn. While in the area, you can also visit popular places such as Soldier Field and Navy Pier.

What are holiday rentals like in Chicago Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chicago Ridge. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for families.