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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 637 Vacation Homes in Chicago Ridge with updated reviews, rates, and availability.

Charming Home in Portage Park
Private kitchen

Charming Home in Portage Park

10.0 out of 10, Exceptional, (1)
"My family and stayed 2 nights at Alex's place. For us it was a great location equidistant from family events in the city. The 4 bedrooms were all very cozy and comfortable with easy access to bathrooms. The kitchen likewise was super clean and had everything that we needed. As an added bonus the house was only about 200 yards from a great breakfast restaurant call Eggselent. I would not hesitate to book Alex's house again on any return trip to Chicago. "
Charming Home in Portage Park
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (118)
"Perfect for what we were looking for!"
Luxury Home Away From Your Home
Charming 3-bedroom house in marvelous Ukrainian village Chicago
Living area

Charming 3-bedroom house in marvelous Ukrainian village Chicago

Charming 3-bedroom house in marvelous Ukrainian village Chicago
Chic and Spacious Bi-level 3BD in Bucktown!
Microwave, toaster, cookware/dishes/utensils

Chic and Spacious Bi-level 3BD in Bucktown!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property for my group of friends. Walkable neighborhood and comfortable apt."
Chic and Spacious Bi-level 3BD in Bucktown!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (10)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (34)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (43)
"Just the cutest place!"
The price is AED 624
AED 1,069 total
includes taxes & fees
18 Jun - 19 Jun
✽ Charming Cottage ✽ close to College/Town/Station
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Living area

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Vital Urban: Spa Inspired Retreat
Terrace/patio

Vital Urban: Spa Inspired Retreat

10.0 out of 10, Exceptional, (4)
"All the comforts of home with the amenities of a resort! Communication with the host was stellar. We had an amazing stay and look forward to booking again!"
Vital Urban: Spa Inspired Retreat
Charming 3-bedroom in awesome Chicago with AC, WiFi
Private kitchen

Charming 3-bedroom in awesome Chicago with AC, WiFi

2.0 out of 10, (1)
Charming 3-bedroom in awesome Chicago with AC, WiFi
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Fridge, microwave, oven, stovetop

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

4.0 star property
9.4 out of 10, Exceptional, (40)
"Numerous problems that owner tried to fix-no wi-fi, no ac, broken upstairs dishwasher, basement flooded when we used downstairs washing machine. Place had not been cleaned prior to check in, trash sack in entry way, litter on floor, mop on back steps. Great location."
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Aerial view

Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

10.0 out of 10, Exceptional, (38)
"Nice place, good location."
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Full-size fridge, microwave, oven, stovetop

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.8 out of 10, Exceptional, (89)
"We had a wonderful visit in Chicago and this VRBO was a great place to stay for our group. There are plenty of bedrooms and bathrooms and it is close to all the restaurants, bars, and an El stop. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Comfy Cozy 2BR Home Away from Home
Property grounds

Comfy Cozy 2BR Home Away from Home

10.0 out of 10, Exceptional, (10)
"The place are amazing… "
Comfy Cozy 2BR Home Away from Home
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

9.8 out of 10, Exceptional, (13)
"We enjoyed our stay"
The price is AED 698
AED 1,592 total
includes taxes & fees
3 Jun - 4 Jun
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Relaxing Oak Park Home
Fridge, microwave, oven, stovetop

Relaxing Oak Park Home

9.8 out of 10, Exceptional, (77)
"Kitchen, dining room, living room, bathroom, and bedrooms were all spacious and well-appointed. Beds were comfortable. House was warm and cozy. "
Relaxing Oak Park Home
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover
TV

Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover

9.0 out of 10, Wonderful, (6)
"Very convenient to the Metra blue line, lots of bars and restaurants in the neighborhood. "
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover
3BR w/ Large Yard + Near Mall | LCP Collection
Fridge, microwave, oven, stovetop

3BR w/ Large Yard + Near Mall | LCP Collection

9.6 out of 10, Exceptional, (4)
"Everything was clean and in good shape and the beds were very comfortable "
The price is AED 907
AED 2,076 total
includes taxes & fees
3 Jun - 4 Jun
3BR w/ Large Yard + Near Mall | LCP Collection
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Private kitchen

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

7.0 out of 10, Good, (2)
"The space - number of rooms and bathrooms - was great for a big group. We were able to sleep multiple families comfortably with no issues getting ready with the number of bathrooms. There was plenty of free street parking close, so we also didn't have any problems finding parking for all our cars. Some more specific instructions on how to use the key pad (to enter and lock) would be helpful, but otherwise no complaints! I would recommend this Vrbo! "
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
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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