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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Chicago Ridge vacation homes

Coffee/tea maker, fridge, microwave, oven

1. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
$399 nightly
The price is $426
Aug 30 - Aug 31
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
1 bedroom, WiFi, bed sheets

2. 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
$326 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
TV

3. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (4 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$450 nightly
The price is $547
Aug 30 - Aug 31
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Coffee/tea maker, fridge, microwave, oven

4. 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.
$383 nightly
The price is $410
Sep 1 - Sep 2
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Smart TV

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.
$186 nightly
The price is $197
Sep 29 - Sep 30
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Smart TV

6. 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)
"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 31 - Sep 1
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Smart TV, video games, foosball, table tennis

7. 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.
$674 nightly
The price is $749
Sep 1 - Sep 2
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Property grounds

8. 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, (34 reviews)
"I had a fun stay "
United States
Jusu K.
$185 nightly
The price is $207
Aug 31 - Sep 1
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Coffee/tea maker, fridge, microwave, oven

9. Charming & Cozy Getaway - A Heroic Stay Awaits!

Charming & Cozy Getaway - A Heroic Stay Awaits!
Homewood
10.0 out of 10, Exceptional, (20 reviews)
"We had such a lovely stay. It was cute, quaint, and the perfect place to spend Mother’s Day with my mother. The space was cozy, clean, and had such a peaceful charm to it. We truly enjoyed our time here and would absolutely stay again!"
United States
Nikki B.
$370 nightly
The price is $411
Sep 15 - Sep 16
Total with taxes and fees
Charming & Cozy Getaway - A Heroic Stay Awaits!
Dining

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

Spacious 5-bed 2-bath house - Berwyn
Berwyn
$550 nightly
The price is $587
Aug 30 - Aug 31
Total with taxes and fees
Spacious 5-bed 2-bath house - Berwyn
TV

11. 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.
$550 nightly
The price is $587
Aug 30 - Aug 31
Total with taxes and fees
Spacious 5BR 2BA Berwyn Home
Dining

12. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (55 reviews)
"Hot tub was very nice!"
United States
Jeff
$349 nightly
The price is $373
Sep 2 - Sep 3
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$275 nightly
The price is $291
Aug 31 - Sep 1
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Exterior

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, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$281 nightly
The price is $322
Sep 1 - Sep 2
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Exterior

15. 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
10.0 out of 10, Exceptional, (2 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
$142 nightly
The price is $150
Sep 15 - Sep 16
Total with taxes and fees
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Terrace/patio

16. 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.
$758 nightly
The price is $937
Sep 9 - Sep 10
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater
Property grounds

17. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful place and location! Had a great time with my family here"
United States
Pedro C.
$834 nightly
The price is $1,029
Sep 16 - Sep 17
Total with taxes and fees
ENVITAE Hotel, 4BR Luxury Modern Apartments
Coffee/tea maker, fridge, microwave, oven

18. 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.
$380 nightly
The price is $449
Aug 31 - Sep 1
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
Exterior detail

19. 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.
$440 nightly
The price is $504
Aug 31 - Sep 1
Total with taxes and fees
Oak Park Victorian by FLW Studio
Outdoor dining

20. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (34 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$279 nightly
The price is $296
Aug 30 - Aug 31
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
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 Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Room was stylish and clean, comfy bed and nice bathroom. Great location right in the middle of Theater District/River North!"
Sharon 2-night trip
Posted 1 hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
246
Accommodation
553 Vacation Homes
Lowest Price
$150
Highest Price
$1,029

Explore a world of travel with Expedia