A nighttime cityscape with dense urban architecture and illuminated streets.

Search Vacation Homes in Chicago Ridge

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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.
$348 nightly
The price is $372
Oct 1 - Oct 2
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

2. 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.
$201 nightly
The price is $213
Oct 26 - Oct 27
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

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
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$380 nightly
The price is $407
Sep 29 - Sep 30
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

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

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$420 nightly
The price is $510
Sep 28 - Sep 29
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

5. 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, (33 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
$269 nightly
The price is $287
Sep 28 - Sep 29
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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.
$682 nightly
The price is $759
Sep 29 - Sep 30
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$285 nightly
The price is $302
Sep 27 - Sep 28
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
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, (62 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
$326 nightly
The price is $349
Sep 28 - Sep 29
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
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, Exceptional, (35 reviews)
"I had a fun stay "
United States
Jusu K.
$183 nightly
The price is $205
Oct 4 - Oct 5
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

10. 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, (6 reviews)
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

11. 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.
$424 nightly
The price is $454
Sep 27 - Sep 28
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
A white two-story house with a porch, steps, and a small table with chairs.

12. 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.
$447 nightly
The price is $512
Sep 29 - Sep 30
Total with taxes and fees
Oak Park Victorian by FLW Studio
A modern living room with a sectional sofa, a coffee table, and a TV.

13. 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.
$200 nightly
The price is $229
Sep 29 - Sep 30
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
A single-story house with a covered porch, a front door, and a small garden area.

14. 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.
$284 nightly
The price is $325
Oct 6 - Oct 7
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A two-story house with a garage, solar panels, and a red car parked in front.

15. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
$343 nightly
The price is $364
Sep 27 - Sep 28
Total with taxes and fees
Lombard 1BR & 1BH Suite Close to freeway & Mall
A modern living room with a sofa, armchairs, a coffee table, a TV, and a large window with curtains.

16. 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.
$314 nightly
The price is $388
Sep 29 - Sep 30
Total with taxes and fees
Spacious 3BR · Bronzeville/South Loop · Sleeps 8
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

17. 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, (28 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
$404 nightly
The price is $433
Sep 27 - Sep 28
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

18. 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.
$364 nightly
The price is $386
Sep 30 - Oct 1
Total with taxes and fees
Entire home in Lockport, Illinois
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

19. 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
$427 nightly
The price is $457
Sep 28 - Sep 29
Total with taxes and fees
Romantic Escape - Adult Playhouse with Exotic Dungeon
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
$469 nightly
The price is $483
Sep 28 - Sep 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.
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Top Chicago Ridge Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"Room was tiny but fine, lobby a bit nicer. Understaffed front desk. They did their best but there weren't enough during busy periods."
Molly 1-night trip
Posted less than an hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
235
Accommodation
553 Vacation Homes
Lowest Price
$205
Highest Price
$759

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