A nighttime cityscape with dense urban architecture and illuminated streets.

Search Vacation Homes in Chicago Ridge

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Chicago Ridge vacation homes

Smart TV

1. 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
8.0 out of 10, Very Good, (32 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
$284 nightly
The price is $303
Aug 17 - Aug 18
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
TV

2. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$521 nightly
The price is $634
Aug 19 - Aug 20
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Coffee/tea maker, fridge, microwave, oven

3. 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
9.6 out of 10, Exceptional, (21 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$468 nightly
The price is $500
Aug 16 - Aug 17
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Smart TV, video games, foosball, table tennis

4. Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
$670 nightly
The price is $744
Aug 17 - Aug 18
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Property grounds

5. 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, (31 reviews)
"I had a fun stay "
United States
Jusu K.
$180 nightly
The price is $202
Aug 20 - Aug 21
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Dining

6. Spacious 5-bed 2-bath house - Berwyn

Spacious 5-bed 2-bath house - Berwyn
Berwyn
$546 nightly
The price is $582
Aug 16 - Aug 17
Total with taxes and fees
Spacious 5-bed 2-bath house - Berwyn
TV

7. Spacious 5BR 2BA Berwyn Home

Spacious 5BR 2BA Berwyn Home
Berwyn
10.0 out of 10, Exceptional, (1 review)
"experience was good i loved it honestly "
United States
jamya w.
$546 nightly
The price is $582
Aug 16 - Aug 17
Total with taxes and fees
Spacious 5BR 2BA Berwyn Home
Dining

8. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (54 reviews)
"Hot tub was very nice!"
United States
Jeff
$349 nightly
The price is $373
Aug 17 - Aug 18
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
2 bedrooms, iron/ironing board, WiFi, bed sheets

9. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$322 nightly
The price is $341
Sep 15 - Sep 16
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Terrace/patio

10. Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
$777 nightly
The price is $961
Aug 24 - Aug 25
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater
Dining

11. A Dream Home in Chicagoland

A Dream Home in Chicagoland
Homewood
6.0 out of 10, (6 reviews)
"Beautiful neighborhood. Property was just as described. Host was very accommodating to our needs. Quickly responded to me. Would highly recommend. Thank you again "
United States
Jennifer C.
$432 nightly
The price is $462
Aug 16 - Aug 17
Total with taxes and fees
A Dream Home in Chicagoland
Coffee/tea maker, fridge, microwave, oven

12. Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house. Lots of room and the games in the basement were awesome. Our grandsons loved them. The back yard is very nice too. The neighborhood is very nice. Everyone is so friendly. We had a great time."
United States
kim r.
$410 nightly
The price is $485
Aug 16 - Aug 17
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
Exterior

13. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$289 nightly
The price is $331
Sep 1 - Sep 2
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Living area

14. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.0 out of 10, Very Good, (3 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
$204 nightly
The price is $234
Aug 19 - Aug 20
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
Coffee/tea maker, fridge, microwave, stovetop

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

Classic Forest Park Foursquare < 1 Mi to Blue Line
Forest Park
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great place to stay, host was friendly. Parking was great. Hoping to be able to stay again in the near future."
United States
LEM R.
$455 nightly
The price is $487
Aug 20 - Aug 21
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
Living area

16. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
9.0 out of 10, Wonderful, (4 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
$399 nightly
The price is $422
Sep 1 - Sep 2
Total with taxes and fees
Entire home in Lockport, Illinois
Exterior

17. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
$906 nightly
The price is $1,118
Aug 27 - Aug 28
Total with taxes and fees
Envitae Hotel, 4BR Modern Sleek Apartment
Coffee/tea maker, fridge, microwave, oven

18. Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
$630 nightly
The price is $668
Aug 23 - Aug 24
Total with taxes and fees
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Smart TV, offices

19. Spacious 3BR · Bronzeville/South Loop · Sleeps 8

Spacious 3BR · Bronzeville/South Loop · Sleeps 8
Near South Side
9.0 out of 10, Wonderful, (6 reviews)
"Excellent stay! The property was clean and an easy walk to McCormick Place convention center. The space was colossal and well appointed, with soap and towels provided for the shower. We were greeted by a wonderful gentleman who took the time to explain the Chicago area to us. Checkout was a breeze—just had to leave our keys—and the instructions were very clear. There was only minimal housekeeping required before leaving the apartment. I would definitely stay here again"
United States
Ilir T.
$357 nightly
The price is $441
Aug 16 - Aug 17
Total with taxes and fees
Spacious 3BR · Bronzeville/South Loop · Sleeps 8
Exterior detail

20. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (32 reviews)
"Would stay there again"
United States
Margaret L.
$514 nightly
The price is $588
Sep 1 - Sep 2
Total with taxes and fees
Oak Park Victorian by FLW Studio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chicago Ridge Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Location is perfect. Very convenient. Room was quiet and very spacious.They only clean the room ones in 3 days.Just for the information. Altogether hotel is great, stuff is helpful"
Milana 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
200
Accommodation
530 Vacation Homes
Lowest Price
$202
Highest Price
$1,118

Explore a world of travel with Expedia