A nighttime cityscape with dense urban architecture and illuminated streets.

Search Vacation Homes in Chicago Ridge

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$330 nightly
The price is $353
Oct 26 - Oct 27
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

2. 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, (16 reviews)
"Perfect spot for our group of 6! More than enough dishes/silverware etc. the house was clean and comfortable. Would definitely stay again if in the area."
United States
Kathy L.
$461 nightly
The price is $475
Oct 26 - Oct 27
Total with taxes and fees
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

3. 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, (4 reviews)
"This property fully met our needs for our weekend trip to the Chicagoland area to visit family in Westmont and explore the city. Finding an affordable, conveniently located, and pet friendly location was a major concern on this trip…finding this property relieved all of our concerns."
United States
Chad R.
$254 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

4. 5-minute walk to the largest old school arcade in America! Family friendly.

5-minute walk to the largest old school arcade in America! Family friendly.
Brookfield
8.6 out of 10, Excellent, (9 reviews)
"A nice house that easily slept 4 kids and 4 adults. There were ants in the house, then than that it was very nice, it was easy to get to the train into Chicago from here."
United States
Ryan S.
$492 nightly
The price is $527
Nov 3 - Nov 4
Total with taxes and fees
5-minute walk to the largest old school arcade in America! Family friendly.
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$268 nightly
The price is $284
Oct 26 - Oct 27
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A wooden deck with a railing, a staircase, and a window with a wreath.

6. 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, (36 reviews)
"I had a fun stay "
United States
Jusu K.
$186 nightly
The price is $208
Oct 26 - Oct 27
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

7. 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.
$640 nightly
The price is $711
Nov 9 - Nov 10
Total with taxes and fees
Vibrant House, Walk to Train, Game Room
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

8. 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.
$406 nightly
The price is $430
Oct 26 - Oct 27
Total with taxes and fees
Entire home in Lockport, Illinois
A single-story brick house with a front door, a garage door, and a small front yard with a hedge and a lawn.

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

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
$363 nightly
The price is $385
Oct 26 - Oct 27
Total with taxes and fees
Lombard 1BR & 1BH Suite Close to freeway & Mall
A dining area with a black table set for four, surrounded by chairs. A vase with dried flowers and a candle holder are on the table.

10. 3-bedroom house in lovely Matteson with cool AC breeze

3-bedroom house in lovely Matteson with cool AC breeze
Matteson
10.0 out of 10, Exceptional, (1 review)
"clean, comfortable, hosts very responsive to communications, neighborhood felt safe, perfect location for our stay to attend sectionals NTRP tennis tournament at HF Racquet and Fitness Club"
United States
Susan H.
$509 nightly
The price is $545
Oct 26 - Oct 27
Total with taxes and fees
3-bedroom house in lovely Matteson with cool AC breeze
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

11. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
$348 nightly
The price is $372
Oct 26 - Oct 27
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A two-story house with a stone facade, a large TV in the living room, a ping pong table, a bathtub, and a patio with outdoor seating.

12. 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, (25 reviews)
"Great place Great location "
United States
Josh W.
$377 nightly
The price is $403
Oct 27 - Oct 28
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

13. 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, (4 reviews)
"Clean, Family friendly yes"
United States
ronald M.
$557 nightly
The price is $591
Oct 26 - Oct 27
Total with taxes and fees
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A courtyard with a picnic table and benches, surrounded by brick buildings with multiple windows.

14. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking
Oak Park
$336 nightly
The price is $385
Oct 26 - Oct 27
Total with taxes and fees
Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

15. 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, (35 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
$284 nightly
The price is $303
Oct 26 - Oct 27
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

16. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful night, boys loved the arcade area."
United States
Anonymous traveler
$752 nightly
The price is $916
Oct 26 - Oct 27
Total with taxes and fees
Sleeps 18 • 8BR • Game Room • Gym • Theater
A modern living room with a white sofa, a white armchair, and a floor lamp.

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

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.6 out of 10, Exceptional, (4 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.
$616 nightly
The price is $729
Oct 30 - Oct 31
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
A white house with a garden featuring purple flowers and a birdbath.

18. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
$303 nightly
The price is $321
Nov 8 - Nov 9
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
A modern lounge area with a large window, a sofa, ottomans, and a coffee table.

19. Wabash 4BR - Pool, Free In & Out Parking 1

Wabash 4BR - Pool, Free In & Out Parking 1
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Property is new and really nice. Super clean and well put together. Would stay here again."
United States
Devin D.
$513 nightly
The price is $563
Oct 26 - Oct 27
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 1
A room with a sofa, armchair, and ottoman, a lamp, and large windows with a view of a garden.

20. Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
$500 nightly
The price is $530
Oct 26 - Oct 27
Total with taxes and fees
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
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

River Hotel

River Hotel

10/10 Excellent
"Best location possible. Loved the river and night skyline."
cynthia 4-night trip
Posted 4 hours ago
River Hotel

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
273
Accommodation
497 Vacation Homes
Lowest Price
$208
Highest Price
$916

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