A nighttime cityscape with dense urban architecture and illuminated streets.

Search Vacation Homes in Chicago Ridge

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

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.
$428 nightly
The price is $458
Aug 30 - Aug 31
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

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
$349 nightly
The price is $373
Aug 31 - Sep 1
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A wooden deck with a railing, a staircase, and a window with a wreath.

3. 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.
$186 nightly
The price is $208
Aug 30 - Aug 31
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

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.
$420 nightly
The price is $449
Sep 1 - Sep 2
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 round wooden coffee table, and three framed artworks on the wall.

5. 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 31 - Sep 1
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
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
$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
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a gas stove.

7. 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.
$400 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Charming & Cozy Getaway - A Heroic Stay Awaits!
A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

8. 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.
$841 nightly
The price is $1,038
Sep 16 - Sep 17
Total with taxes and fees
ENVITAE Hotel, 4BR Luxury Modern Apartments
A modern dining area with a rectangular table, blue chairs, and a potted plant.

9. A Dream Home in Chicagoland

A Dream Home in Chicagoland
Homewood
6.0 out of 10, (6 reviews)
"Beautiful neighborhood. Property was just as described. Host was very accommodating to our needs. Quickly responded to me. Would highly recommend. Thank you again "
United States
Jennifer C.
$458 nightly
The price is $509
Sep 9 - Sep 10
Total with taxes and fees
A Dream Home in Chicagoland
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

10. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (54 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
A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

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
A dining area with a marble table, a potted plant, and a checkered coaster.

12. 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
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

13. 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.
$137 nightly
The price is $146
Sep 21 - Sep 22
Total with taxes and fees
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A circular fire pit with chairs around it, string lights overhead, and a house in the background.

14. 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.
$760 nightly
The price is $940
Aug 31 - Sep 1
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$295 nightly
The price is $312
Sep 22 - Sep 23
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A single-story house with a covered porch, a front door, and a small garden area.

16. 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.
$278 nightly
The price is $318
Sep 22 - Sep 23
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

17. 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.
$425 nightly
The price is $503
Sep 1 - Sep 2
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
A modern living room with a sectional sofa, a coffee table, and a TV.

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

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.0 out of 10, Very Good, (3 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
$205 nightly
The price is $235
Aug 30 - Aug 31
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
A white two-story house with a porch, steps, and a small table with chairs.

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.
$508 nightly
The price is $582
Sep 1 - Sep 2
Total with taxes and fees
Oak Park Victorian by FLW Studio
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.
$290 nightly
The price is $307
Aug 27 - Aug 28
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Very good location. Walking distance to many attractions. Clean no frills room. Smaller TV that wasn’t HD. Shower was older and water didn’t get very hot. Overall good experience. Liked old school classic feel of the hotel."
Andrew 1-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
300
Accommodation
553 Vacation Homes
Lowest Price
$146
Highest Price
$1,038

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