Chicago Ridge Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Chicago Ridge holiday rentals

TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is HK$563
HK$1,401 total
includes taxes & fees
19 Apr - 20 Apr
Modern Comfort: 1BR Unit w/ Laundry
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$1,252
HK$3,554 total
includes taxes & fees
29 Apr - 30 Apr
River North Rooftop With In and Out Parking 3
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$884
HK$1,825 total
includes taxes & fees
19 Apr - 20 Apr
West Loop Living – Bright 1BR
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$884
HK$1,825 total
includes taxes & fees
26 Apr - 27 Apr
Sunlit 1BR Apartment | Warm & Welcoming Space
Interior

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"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 HK$837
HK$1,643 total
includes taxes & fees
29 Apr - 30 Apr
Chic Studio in the Heart of the Gold Coast
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,131 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is HK$1,124
HK$1,549 total
includes taxes & fees
26 Apr - 27 Apr
Sentral Michigan Avenue
Exterior

Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
The price is HK$1,330
HK$3,834 total
includes taxes & fees
13 May - 14 May
Envitae Hotel, 4BR Modern Sleek Apartment
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Property grounds

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
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
United States
Jusu K.
The price is HK$979
HK$1,403 total
includes taxes & fees
20 Apr - 21 Apr
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Iron/ironing board, WiFi

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
United States
Leah W.
The price is HK$532
HK$1,286 total
includes taxes & fees
19 Apr - 20 Apr
Uptown Studio Gem Sum
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
Modern West Loop Gem-City Views & Prime Location 3
Interior

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.4 out of 10, Very good, (15 reviews)
"Great location! "
United States
Kourtney K.
The price is HK$665
HK$1,677 total
includes taxes & fees
19 Apr - 20 Apr
Your Perfect 2BR Home
Smart TV, books

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (61 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is HK$837
HK$1,935 total
includes taxes & fees
13 May - 14 May
Chic Suite/Mins to L Train /Laundry/Free Parking
Iron/ironing board, travel cot, WiFi, bed sheets

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (7 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
The price is HK$689
HK$1,469 total
includes taxes & fees
19 Apr - 20 Apr
Cozy Charm Studio Apt in Chicago
1 bedroom, iron/ironing board, travel cot, WiFi

Charming Sunlit 1BR Apartment

Charming Sunlit 1BR Apartment
Irving Park
9.0 out of 10, Wonderful, (14 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is HK$704
HK$1,566 total
includes taxes & fees
27 Apr - 28 Apr
Charming Sunlit 1BR Apartment
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is HK$1,072
HK$1,452 total
includes taxes & fees
19 Apr - 20 Apr
LIVN West Loop Chicago Queen Superior Studio
TV, offices

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.2 out of 10, Wonderful, (19 reviews)
"Very cozy, amenities in great condition."
United States
Kaitlin T.
The price is HK$736
HK$1,720 total
includes taxes & fees
19 Apr - 20 Apr
Cozy & Furnished 2BR Unit
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is HK$754
HK$1,857 total
includes taxes & fees
20 Apr - 21 Apr
A quiet stay while you are away
Interior

Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt
Lakeview
9.0 out of 10, Wonderful, (63 reviews)
"Second time staying here and both times perfect for what we needed"
United States
Bernard S.
The price is HK$563
HK$1,401 total
includes taxes & fees
19 Apr - 20 Apr
Clean & Equipped 1BR Apt
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

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good
"Great location close to Michigan Ave, Water Tower Mall, and Lake Michigan. The hotel is on a side street so pretty quiet for Chicago. The beds were a bit uncomfortable other than that it was a great stay."
Ryan 2-night trip
Posted 1 hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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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  • 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?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This holiday home rental outside of Chicago Ridge is located in the city centre, and has a balcony, an arcade/games room and a BBQ 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 that you can cook with friends or family.

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 Galloping Ghost. While in the area, you can also visit popular places such as Navy Pier and United Center.

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.