A nighttime cityscape with dense urban architecture and illuminated streets.

Chicago Ridge Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Chicago Ridge vacation 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, 8, (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 ￥20,184
￥32,932 total
includes taxes & fees
Sep 28 - Sep 29
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, 1317, (1,317 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
The price is ￥23,372
￥31,943 total
includes taxes & fees
Sep 21 - Sep 22
Sentral Michigan Avenue

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, 30, (30 reviews)
"Location is perfect to visit Chicago for the weekend. The unit is clean and size is perfect for the family."
United States
Xiaoyu
The price is ￥29,654
￥44,386 total
includes taxes & fees
Sep 20 - Sep 21
Kasa Lake Shore Chicago
A modern kitchen with a stainless steel refrigerator, a wooden floor, and a beige chair with a cushion.

4. 2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
9.6 out of 10, 4, (4 reviews)
"Great host very accommodating."
United States
Kali P.
The price is ￥14,132
￥53,642 total
includes taxes & fees
Sep 27 - Sep 28
2MI to Obama Center - Pet-Friendly near UOC!

5. 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, 13, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is ￥13,518
￥44,540 total
includes taxes & fees
Sep 29 - Sep 30
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
A narrow hallway with a concrete wall, a wooden floor, a small table, and a large mirror on the right.

6. 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, 2, (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.
The price is ￥16,436
￥58,398 total
includes taxes & fees
Sep 21 - Sep 22
South Loop Rooftop With In and Out Parking 2
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

7. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, 8, (8 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is ￥26,575
￥35,371 total
includes taxes & fees
Sep 20 - Sep 21
LIVN West Loop Chicago Classic Queen Studio
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, 79, (79 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is ￥17,281
￥46,161 total
includes taxes & fees
Sep 28 - Sep 29
Cozy, Comfortable and Convenient apartment. Close to everything!
A wooden deck with a railing, a staircase, and a window with a wreath.

9. 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, 34, (34 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ￥24,424
￥34,409 total
includes taxes & fees
Sep 29 - Sep 30
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

10. 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, 71, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is ￥16,728
￥38,498 total
includes taxes & fees
Sep 28 - Sep 29
Chic Suite/Mins to L Train /Laundry/Free Parking

11. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.4 out of 10, 22, (22 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
The price is ￥65,438
￥129,655 total
includes taxes & fees
Sep 17 - Sep 18
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

12. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, 10, (10 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is ￥35,023
￥84,366 total
includes taxes & fees
Sep 20 - Sep 21
River North Rooftop With In and Out Parking 3
A modern kitchen with a large island, bar stools, and a city view.

13. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, 524, (524 reviews)
"Location and facility was very nice"
United States
Brian
The price is ￥46,530
￥58,413 total
includes taxes & fees
Sep 29 - Sep 30
Level Chicago – Old Town
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

14. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, 3, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is ￥35,484
￥47,344 total
includes taxes & fees
Sep 20 - Sep 21
LIVN Millennium Park Downtown Chicago Prem Studio
A modern living room with a sectional sofa, a TV on a stand, a small dining area, and a door leading to another room.

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

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, 7, (7 reviews)
"Property looks recently renovated and has everything you need for a comfortable stay."
United States
Anna P.
The price is ￥25,806
￥62,746 total
includes taxes & fees
Sep 29 - Sep 30
Stylish 2BR Near Hyde Park, UChicago & Lake
A glass elevator with a city view.

16. 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, 112, (112 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is ￥22,396
￥46,740 total
includes taxes & fees
Sep 21 - Sep 22
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
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, 33, (33 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is ￥22,811
￥46,095 total
includes taxes & fees
Sep 15 - Sep 16
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern kitchen with a central island, bar stools, and a dining table.

18. River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, 14, (14 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is ￥44,086
￥101,664 total
includes taxes & fees
Sep 29 - Sep 30
River North Private Deck With In and Out Parking
A living room with a sofa, armchair, dining table, and a TV.

19. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, 12, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is ￥30,799
￥52,317 total
includes taxes & fees
Oct 13 - Oct 14
At Home in Oak Park
A modern living room with a sofa, a round coffee table, a TV mounted on the wall, and a bed with a headboard.

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

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, 5, (5 reviews)
"We had a great time at this property! After our previous rental cancelled at the last minute, we found this gem and couldn’t have been happier. Communication was clear, check-in was easy, and the property was clean and comfortable. Thanks for a great stay!"
United States
Emily G.
The price is ￥8,356
￥46,033 total
includes taxes & fees
Sep 22 - Sep 23
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Absolutely fantastic stay. We loved Jordan's steakhouse, the beds were super comfy and the views were spectacular. Super kind staff."
steven 4-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG

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 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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Chicago Ridge is located in the city center and has a balcony, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals will I find in Chicago Ridge?

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

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 Soldier Field and Navy Pier.

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.