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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chicago Ridge vacation rentals

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

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

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 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 CA $101
CA $249 total
includes taxes & fees
Nov 16 - Nov 17
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is CA $153
CA $382 total
includes taxes & fees
Nov 10 - Nov 11
Cozy, Comfortable and Convenient apartment. Close to everything!
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

3. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is CA $92
CA $213 total
includes taxes & fees
Nov 12 - Nov 13
Hyde Park Trendy Studio Apartment in Good Spot
A modern living room with a blue sofa, a patterned rug, and a television.

4. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is CA $85
CA $261 total
includes taxes & fees
Nov 9 - Nov 10
Great Area Logan Square Apt Games Pets - Sleeps 5
A bathroom with a white sink, toilet, and a shower curtain with a cityscape design.

5. Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay

Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
Berwyn
The price is CA $113
CA $292 total
includes taxes & fees
Nov 10 - Nov 11
Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

6. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (85 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is CA $215
CA $339 total
includes taxes & fees
Nov 22 - Nov 23
Kasa Lake Shore Chicago
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

7. 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, (75 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is CA $122
CA $302 total
includes taxes & fees
Nov 17 - Nov 18
Chic Suite/Mins to L Train /Laundry/Free Parking
A dining area with a round wooden table, four upholstered chairs, a vase with white flowers, and two wall-mounted light fixtures.

8. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
The price is CA $67
CA $361 total
includes taxes & fees
Nov 9 - Nov 10
Studio Near Wrigley • Sleeps 4 • Games • Fireplace
A modern building with the name 'SENIORAL' prominently displayed on the facade.

9. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,406 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is CA $180
CA $211 total
includes taxes & fees
Dec 7 - Dec 8
Sentral Michigan Avenue
A modern living room with a sofa, a TV, and a dining area with stools.

10. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is CA $100
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

11. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is CA $240
CA $349 total
includes taxes & fees
Nov 9 - Nov 10
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

12. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (49 reviews)
"Clean room"
United States
Michael
The price is CA $210
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
Wrigleyville Suites
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

13. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is CA $105
CA $117 total
includes taxes & fees
Dec 7 - Dec 8
2 Full Beds | Non-Smoking, Kitchen
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

14. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (79 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is CA $145
CA $614 total
includes taxes & fees
Nov 11 - Nov 12
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

15. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is CA $331
CA $908 total
includes taxes & fees
Nov 9 - Nov 10
Vibrant House, Walk to Train, Game Room
A modern building with a brick facade, large windows, and a central entrance area.

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, Exceptional, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
The price is CA $130
CA $318 total
includes taxes & fees
Nov 17 - Nov 18
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A modern kitchen with a large island, bar stools, and a city view.

17. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (559 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is CA $242
CA $318 total
includes taxes & fees
Nov 23 - Nov 24
Level Chicago – Old Town
A modern living room with teal sofas, a coffee table, and a TV.

18. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (27 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is CA $212
CA $236 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A bunk bed with a ladder, a small table, a potted plant, and a window with blinds.

19. Vintage meets Modern 20 min from Chicago.

Vintage meets Modern 20 min from Chicago.
Calumet City
The price is CA $270
CA $560 total
includes taxes & fees
Nov 21 - Nov 22
Vintage meets Modern 20 min from Chicago.
A modern bedroom with a large bed, white bedding, and a view of a forest through the window.

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (7 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is CA $110
CA $584 total
includes taxes & fees
Nov 9 - Nov 10
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
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

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Our stay started off not the best but the staff went above and beyond to fix the mistakes. When we checked in the room was very tight and not the best kept. Expedia didnt give the best description of the room so it wasnt the fault of the hotel. The first night was awful though due to our ac being broken, the room was extremely hot and it was hard to sleep. We went down to complaint he next morning and the staff was extremely kind and helpful in getting us switched to a new room. The next room had the same issue, the ac was not working. so we got moved to another room. The next room we stayed in they had upgraded us due to the inconvenience. This room was much bigger and the ac finally worked! The staff being so kind and helpful made us want to stay again. The hotel is older so of course its not going to be perfect but i can handle the hotel not being perfect when the staff actually cares enough to try to make the stay as comfortable as possible. because of that i will be staying at this location again!"
Julia 3-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile

Find out more about Chicago Ridge

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chicago Ridge. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.