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Chicago Ridge Holiday Rentals

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Our top choices for Chicago Ridge holiday rentals

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 AU$305
includes taxes & fees
26 Sept - 27 Sept
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,310 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
The price is AU$290
includes taxes & fees
21 Sept - 22 Sept
Sentral Michigan Avenue

3. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
8.8 out of 10, Excellent, (12 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
The price is AU$366
includes taxes & fees
29 Sept - 30 Sept
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

4. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (27 reviews)
"Great location and super clean!"
United States
Erica
The price is AU$407
includes taxes & fees
20 Sept - 21 Sept
Kasa Lake Shore Chicago

5. Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Berwyn
9.4 out of 10, Exceptional, (24 reviews)
"A very comfy older building that has been upgraded in several areas. Convenient to transportation, restaurants and local events. "
United States
Carrie
The price is AU$255
includes taxes & fees
16 Sept - 17 Sept
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

6. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is AU$397
includes taxes & fees
29 Sept - 30 Sept
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

7. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is AU$1,568
includes taxes & fees
17 Sept - 18 Sept
Plymouth Collection: 3BD 2BA High Floor with Gym

8. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
South Loop Rooftop With In and Out Parking 2

9. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AU$990
includes taxes & fees
21 Sept - 22 Sept
4BR Retreat w/ Theater, Arcade, Gym and Firepit

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (79 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AU$446
includes taxes & fees
28 Sept - 29 Sept
Cozy, Comfortable and Convenient apartment. Close to everything!

11. 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 AU$363
includes taxes & fees
29 Sept - 30 Sept
Chic Suite/Mins to L Train /Laundry/Free Parking

12. Modern West Loop Gem-City Views & Prime Location 1

Modern West Loop Gem-City Views & Prime Location 1
Downtown Chicago
9.0 out of 10, Wonderful, (4 reviews)
"Great location, HUGE space, and great service at a great rate!"
United States
Ernest C.
The price is AU$853
includes taxes & fees
20 Sept - 21 Sept
Modern West Loop Gem-City Views & Prime Location 1

13. 2BR Traveler's Favorite • Modern and Clean

2BR Traveler's Favorite • Modern and Clean
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"GET THE GARAGE PARKING! On street parking is non-existant if you plan on driving, The basement 2BR unit we were in was extremely clean and comfortable. It suited our stay perfectly."
United States
Thomas F.
The price is AU$645
includes taxes & fees
24 Sept - 25 Sept
2BR Traveler's Favorite • Modern and Clean

14. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (7 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is AU$562
includes taxes & fees
29 Sept - 30 Sept
Stylish 2BR Near Hyde Park, UChicago & Lake

15. 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)
"Property was comfortable and clean. Perfect for our night stay and we could all hang out together. Thank you!"
United States
Marceen N.
The price is AU$924
includes taxes & fees
12 Oct - 13 Oct
Spacious 4BR Central Apartment w/ Skyline Views

16. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is AU$705
includes taxes & fees
17 Sept - 18 Sept
LIVN West Loop Chicago Classic Queen Studio

17. 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, (34 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AU$294
includes taxes & fees
14 Sept - 15 Sept
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

18. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, Exceptional, (5 reviews)
"Place was nice and as described. Only negative was the pre check in process. I had to upload my drivers license 6 times before it was finally accepted."
United States
Steve M.
The price is AU$419
includes taxes & fees
22 Sept - 23 Sept
Studio Near Wrigley • Sleeps 4 • Games + Fireplace

19. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
10.0 out of 10, Exceptional, (6 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is AU$448
includes taxes & fees
30 Sept - 1 Oct
Sleeps 7 • Huge Projector • Designated Workspace
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

Find out more about Chicago Ridge

Everything you need to know about Chicago Ridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chicago Ridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chicago Ridge holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chicago Ridge holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chicago Ridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chicago Ridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chicago Ridge holiday rentals we have selected for you start as low as AU$107 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chicago Ridge rentals

At Expedia, we put the best Chicago Ridge holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chicago Ridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chicago Ridge holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chicago Ridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.