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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
$321 nightly
The price is $343
Oct 6 - Oct 7
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

2. 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.
$207 nightly
The price is $219
Oct 18 - Oct 19
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.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$274 nightly
The price is $290
Oct 6 - Oct 7
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

4. 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, (15 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.
$457 nightly
The price is $471
Oct 6 - Oct 7
Total with taxes and fees
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

5. 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, (34 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
$283 nightly
The price is $302
Oct 12 - Oct 13
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 sofa, coffee table, TV, and a staircase leading to an upper floor.

6. 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.
$679 nightly
The price is $724
Oct 17 - Oct 18
Total with taxes and fees
Spacious 5BR 2BA Berwyn Home
A wooden deck with a railing, a staircase, and a window with a wreath.

7. 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, (35 reviews)
"I had a fun stay "
United States
Jusu K.
$184 nightly
The price is $206
Oct 12 - Oct 13
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Thoughtful design touches — from soft textures to greenery and mirrored accents — make this space feel both serene and sophisticated.

8. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (7 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$450 nightly
The price is $547
Oct 6 - Oct 7
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

9. 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.
$560 nightly
The price is $594
Oct 7 - Oct 8
Total with taxes and fees
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

10. 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.
$413 nightly
The price is $438
Oct 7 - Oct 8
Total with taxes and fees
Entire home in Lockport, Illinois
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

11. 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.
$280 nightly
The price is $297
Oct 6 - Oct 7
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

12. 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.
$668 nightly
The price is $743
Nov 2 - Nov 3
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

13. 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
$344 nightly
The price is $368
Oct 6 - Oct 7
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

14. 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
$431 nightly
The price is $461
Oct 6 - Oct 7
Total with taxes and fees
Romantic Escape - Adult Playhouse with Exotic Dungeon
A single-story house with a covered porch, a front door, and a small garden area.

15. 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, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$321 nightly
The price is $367
Nov 3 - Nov 4
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.

16. 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, (29 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
$437 nightly
The price is $467
Oct 7 - Oct 8
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

17. 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, (24 reviews)
"Great place Great location "
United States
Josh W.
$523 nightly
The price is $560
Oct 7 - Oct 8
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Room

18. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
9.0 out of 10, Wonderful, (4 reviews)
"Good place for a large group or family."
United States
Daniel J.
$729 nightly
The price is $816
Oct 7 - Oct 8
Total with taxes and fees
Arcade • Theater • Gym • Office • Sleeps 15
A modern living room with a sectional sofa, a coffee table, and a TV.

19. 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
Oct 6 - Oct 7
Total with taxes and fees
Attractive Coach House Apartment for rent in Oak Park.
A two-story house with a garage, solar panels, and a red car parked in front.

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

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
$363 nightly
The price is $385
Oct 6 - Oct 7
Total with taxes and fees
Lombard 1BR & 1BH Suite Close to freeway & Mall
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really enjoyed my stay"
hermon 2-night trip
Posted less than an hour ago
Club Quarters Hotel, Central Loop, Chicago

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
278
Accommodation
553 Vacation Homes
Lowest Price
$206
Highest Price
$816

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