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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chicago Ridge vacation homes

A bedroom with a stone wall, a TV mounted on it, a bed with a white comforter, and a view of the outdoors through a window.

1. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
10.0 out of 10, Exceptional, (1 review)
"Super great location, we had a concert at Tinley Park, then explored Chicago with a river cruise and Second City Everything was perfect and so eat to just chill, come and go as we pleased In a nice neighborhood and interior was furnished beautifully. Definitely worth the price !!"
United States
Nick L.
$367 nightly
The price is $393
Oct 1 - Oct 2
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

2. 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, (24 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$507 nightly
The price is $542
Oct 4 - Oct 5
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

3. 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, Good, (34 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
$281 nightly
The price is $300
Sep 30 - Oct 1
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$264 nightly
The price is $280
Sep 30 - Oct 1
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

5. 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
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
$204 nightly
The price is $216
Oct 26 - Oct 27
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

6. 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.
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
A white two-story house with a porch, steps, and a small table with chairs.

7. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
$446 nightly
The price is $510
Sep 30 - Oct 1
Total with taxes and fees
Oak Park Victorian by FLW Studio
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

8. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (63 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
$344 nightly
The price is $368
Sep 30 - Oct 1
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
Lounge by the fire pit

9. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (7 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$466 nightly
The price is $566
Oct 5 - Oct 6
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

10. 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.
$449 nightly
The price is $480
Sep 30 - Oct 1
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

11. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
9.8 out of 10, Exceptional, (7 reviews)
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A wooden deck with a railing, a staircase, and a window with a wreath.

12. 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, (35 reviews)
"I had a fun stay "
United States
Jusu K.
$184 nightly
The price is $206
Oct 4 - Oct 5
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern living room with a sofa, armchairs, a coffee table, a TV, and a large window with curtains.

13. 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.
$669 nightly
The price is $826
Oct 21 - Oct 22
Total with taxes and fees
Spacious 3BR · Bronzeville/South Loop · Sleeps 8
A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

14. 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.
$629 nightly
The price is $671
Oct 3 - Oct 4
Total with taxes and fees
Spacious 5BR 2BA Berwyn Home
A single-story house with a covered porch, a front door, and a small garden area.

15. 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, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$299 nightly
The price is $342
Oct 6 - Oct 7
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

16. Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (29 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
$426 nightly
The price is $455
Sep 30 - Oct 1
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
A modern living room with a sectional sofa, a coffee table, and a TV.

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

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.6 out of 10, Excellent, (4 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
$203 nightly
The price is $232
Oct 4 - Oct 5
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

18. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveler
$429 nightly
The price is $459
Sep 30 - Oct 1
Total with taxes and fees
Romantic Escape - Adult Playhouse with Exotic Dungeon
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

19. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
8.8 out of 10, Excellent, (5 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
$386 nightly
The price is $409
Sep 30 - Oct 1
Total with taxes and fees
Entire home in Lockport, Illinois
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

20. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
$490 nightly
The price is $506
Oct 28 - Oct 29
Total with taxes and fees
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
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 Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great"
justin 3-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
211
Accommodation
553 Vacation Homes
Lowest Price
$206
Highest Price
$826

Explore a world of travel with Expedia