Search Vacation Homes in Western Suburbs

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Compare 422 Vacation Homes in Western Suburbs with updated reviews, rates, and availability.

Cozy Midway Home
Smart TV, fireplace

Cozy Midway Home

2.0 star property
10.0 out of 10, Exceptional, (12)
"This was a perfect little house to stay for our weekend trip! "
Cozy Midway Home
Fox River Retreat
Fridge, microwave, oven, stovetop

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"I loved this little house and the view of the Fox River. Since I grew up in the area, it's the perfect spot to stay when i come down from Wisconsin to visit family. "
Fox River Retreat
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (21)
"The property was perfect for me and my buddies for a football weekend!"
Great 3 bedroom rental unit near Logan Square
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!
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Fridge, microwave, oven, stovetop

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

7.4 out of 10, Good, (3)
"As good as advertised. Plenty of room for our group. Definitely recommend. "
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
The Main Event Game House on the Huntley Square!
Dining

The Main Event Game House on the Huntley Square!

9.6 out of 10, Exceptional, (10)
"We had an amazing time during our stay! The house had a lot of character with antique details, like an old record player, tv and radio. There were many modern updates as well. The kitchen seemed pretty new and all of the appliances worked great! The house was clean and there was a lot of attention to detail. The hot and cold water are flipped in the shower, so beware! It is an older house, so be prepared for occasional creaking and settling noises. The game room is detached from the house and in...
The price is ￥20,741
￥44,422 total
includes taxes & fees
Nov 25 - Nov 26
The Main Event Game House on the Huntley Square!
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare

2.0 star property
6.8 out of 10, (3)
"Perfect for our family weekend getaway! "
The price is ￥31,603
￥49,669 total
includes taxes & fees
Nov 25 - Nov 26
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Property grounds

⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐

9.8 out of 10, Exceptional, (6)
"This is a very nice property. The only thing I caution is that it’s a 3rd floor walk up (actually on the 4th floor because there is nothing on the ground floor). "
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Wicker Park Entire House, Private Yard and Parking!
Terrace/patio

Wicker Park Entire House, Private Yard and Parking!

10.0 out of 10, Exceptional, (7)
"Walking distance to the best pastries you will ever eat (Mindys) and the best Ramen you will ever eat (Oii Star). Walking distance to the best line (Blue Line). Place was great, location was great! "
Wicker Park Entire House, Private Yard and Parking!
Spacious 5 BR / King Size Beds + Private Parking!
Property grounds

Spacious 5 BR / King Size Beds + Private Parking!

9.6 out of 10, Exceptional, (8)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Fridge, microwave, oven, dishwasher

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Pet-Friendly Bartlett Farmhouse w/ Deck!
Interior

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!
Breathtaking home close to Schaumburg, Chicago
Exterior

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (43)
"Great house in a great locations. Beautiful backyard with ample room and swing set for the kids. The rooms are big with very comfortable beds. Love the house. "
Breathtaking home close to Schaumburg, Chicago
King Bed, DIsney+, Spacious, Family-Friendly House
Private kitchen

King Bed, DIsney+, Spacious, Family-Friendly House

10.0 out of 10, Exceptional, (20)
"I really enjoyed our stay at this location. It had good appliances and was very clean. Owners made it a point to communicate throughout! "
The price is ￥29,136
￥57,324 total
includes taxes & fees
Dec 9 - Dec 10
King Bed, DIsney+, Spacious, Family-Friendly House
Chicago-burb -Medinah -1 King and 1 Queen beds
Outdoor dining

Chicago-burb -Medinah -1 King and 1 Queen beds

9.4 out of 10, Exceptional, (15)
"Nice and quiet neighborhood. Host was great! Highly recommended!!"
Chicago-burb -Medinah -1 King and 1 Queen beds
Great location-King beds-Kids playroom
Smart TV, fireplace, books, offices

Great location-King beds-Kids playroom

10.0 out of 10, Exceptional, (17)
"We did enjoy our stay in this beautiful home. We had everything we needed to be comfortable. The location was perfect fou our needs."
Great location-King beds-Kids playroom
5 minutes from Midway Int'l Airport Single Family Home.
Fridge, microwave, oven, stovetop

5 minutes from Midway Int'l Airport Single Family Home.

9.2 out of 10, Wonderful, (5)
"Good area super easy process "
5 minutes from Midway Int'l Airport Single Family Home.
"Charming 3-Bedroom Home
Private kitchen

"Charming 3-Bedroom Home

10.0 out of 10, Exceptional, (2)
"Just beautiful!"
"Charming 3-Bedroom Home
4 Mi to Dtwn Chicago: Modern Home w/ Outdoor Space
3 bedrooms, desk, internet, bed sheets

4 Mi to Dtwn Chicago: Modern Home w/ Outdoor Space

2.0 star property
4.0 out of 10, (1)
"This place looks nice in photos but is not ready for renting. It does not have a stocked kitchen or other basic amenities. Owner had to send glasses, silverware, hangers, iron, ironing board via Target on the second day of our stay. The dishwasher doesn’t work. Many of the drawers are broken. The deadbolt front door doesn’t lock from outside. "
4 Mi to Dtwn Chicago: Modern Home w/ Outdoor Space
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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Other property types in Western Suburbs

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Living area

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests
Lovely 2-Bdrm unit with pool. Home away from home.
Fridge, microwave, oven, stovetop

Lovely 2-Bdrm unit with pool. Home away from home.

8.6 out of 10, Excellent, (20)
"The condo was clean but was needed to be updated. "
Lovely 2-Bdrm unit with pool. Home away from home.
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.