A nighttime cityscape with dense urban architecture and illuminated streets.

Search Vacation Homes in Chicago Ridge

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chicago Ridge vacation homes

A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

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.
$554 nightly
The price is $579
Sep 8 - Sep 9
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
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.

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
$322 nightly
The price is $344
Sep 7 - Sep 8
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A living room with a sectional sofa, a coffee table, a TV mounted on the wall, and a door with a window.

3. Comfortable and cozy 4BA, 2BA Home in Worth

Comfortable and cozy 4BA, 2BA Home in Worth
Worth
$597 nightly
The price is $637
Sep 16 - Sep 17
Total with taxes and fees
Comfortable and cozy 4BA, 2BA Home in Worth

4. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.6 out of 10, Exceptional, (4 reviews)
$603 nightly
The price is $744
Sep 21 - Sep 22
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

5. 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.
$397 nightly
The price is $425
Sep 8 - Sep 9
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.

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
$282 nightly
The price is $301
Sep 7 - Sep 8
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 blue bench, and a white door leading to another room.

7. 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.
$189 nightly
The price is $201
Oct 4 - Oct 5
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

8. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.6 out of 10, Exceptional, (21 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
$633 nightly
The price is $781
Sep 13 - Sep 14
Total with taxes and fees
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$267 nightly
The price is $283
Sep 9 - Sep 10
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.

10. 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.
$184 nightly
The price is $206
Sep 10 - Sep 11
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a gas stove.

11. 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.
$359 nightly
The price is $399
Sep 29 - Sep 30
Total with taxes and fees
Charming & Cozy Getaway - A Heroic Stay Awaits!
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

12. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (57 reviews)
"Hot tub was very nice!"
United States
Jeff
$344 nightly
The price is $368
Sep 7 - Sep 8
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A living room with a sectional sofa, a round wooden coffee table, and three framed artworks on the wall.

13. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$425 nightly
The price is $516
Sep 8 - Sep 9
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
A billiards room with multiple tables, large windows, and a high ceiling with exposed ductwork.

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

Wabash 4BR - Pool, Free In & Out Parking 1
Downtown Chicago
$355 nightly
The price is $438
Sep 22 - Sep 23
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 1
A circular fire pit with chairs around it, string lights overhead, and a house in the background.

15. 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.
$972 nightly
The price is $1,202
Sep 16 - Sep 17
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

16. 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.
$530 nightly
The price is $562
Sep 9 - Sep 10
Total with taxes and fees
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

17. 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.
$451 nightly
The price is $482
Sep 7 - Sep 8
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

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.
$376 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

19. 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, (3 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.
$152 nightly
The price is $161
Sep 22 - Sep 23
Total with taxes and fees
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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.
$284 nightly
The price is $301
Sep 7 - Sep 8
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.
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Top Chicago Ridge Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Very fancy, clean and the best view to the river. Staff was excellent!"
Candy 1-night trip
Posted 5 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
31,566
Accommodation
553 Vacation Homes
Lowest Price
$98
Highest Price
$266

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