A nighttime cityscape with dense urban architecture and illuminated streets.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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
$367 nightly
The price is $393
Sep 22 - Sep 23
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.

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

Comfortable and cozy 4BA, 2BA Home in Worth
Worth
Comfortable and cozy 4BA, 2BA Home in Worth
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.
$183 nightly
The price is $205
Sep 29 - Sep 30
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

4. 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
$281 nightly
The price is $300
Sep 21 - Sep 22
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

5. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.4 out of 10, Exceptional, (25 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

6. 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.
$410 nightly
The price is $439
Sep 22 - Sep 23
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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.
$191 nightly
The price is $203
Sep 29 - Sep 30
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$299 nightly
The price is $317
Oct 5 - Oct 6
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D

9. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.8 out of 10, Exceptional, (6 reviews)
$759 nightly
The price is $937
Sep 18 - Sep 19
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops
A circular fire pit with chairs around it, string lights overhead, and a house in the background.

10. 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.
$767 nightly
The price is $949
Sep 21 - Sep 22
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater

11. 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
$458 nightly
The price is $557
Sep 21 - Sep 22
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home
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, (58 reviews)
"Hot tub was very nice!"
United States
Jeff
$347 nightly
The price is $371
Sep 21 - Sep 22
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$348 nightly
The price is $369
Sep 20 - Sep 21
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a sectional sofa, a coffee table, and a TV.

14. 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.
$203 nightly
The price is $232
Sep 22 - Sep 23
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

15. 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.
$449 nightly
The price is $480
Sep 22 - Sep 23
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.

16. 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.
$452 nightly
The price is $535
Sep 22 - Sep 23
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
A single-story house with a covered porch, a front door, and a small garden area.

17. 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.
$300 nightly
The price is $343
Oct 6 - Oct 7
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

18. 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.
$434 nightly
The price is $464
Sep 21 - Sep 22
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
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
$466 nightly
The price is $499
Sep 20 - Sep 21
Total with taxes and fees
Romantic Escape - Adult Playhouse with Exotic Dungeon
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

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"Hotel located in a great area that you can walk to many places or access public transportation easily. For an older building, it is well kept and clean and friendly staff. Only thing is the room was a bit basic with no refrigerator & microwave but those are accessible on the 12th floor."
Ryan 8-night trip
Posted 2 hours ago
Travelodge by Wyndham Downtown Chicago

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
238
Accommodation
553 Vacation Homes
Lowest Price
$203
Highest Price
$949

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