Search Vacation Homes in Western Suburbs

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Compare 421 Vacation Homes in Western Suburbs with updated reviews, rates, and availability.

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

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

Stunning / Spacious 6BD Home + garage - Bucktown!

9.4 out of 10, Exceptional, (28)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (72)
"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

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

Chicago Riverhouse with private fenced in oasis

9.8 out of 10, Exceptional, (18)
"Great location for needing to be around the north park area, my grandmother easily maneuvered (87 y/o), and our 4 y/o loved watching TV on the projector. Easy parking, easy access to downtown. If you need to be in the area I’d definitely recommend staying here!"
Chicago Riverhouse with private fenced in oasis

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

10.0 out of 10, Exceptional, (6)
"Stayed here with six others for a girls trip.The house was beautifully decorated, beds were comfy, and the backyard was such a nice spot to hang out in during our downtime. We loved how much space we had and the attention to the vibes. Adam was super helpful and responsive before and during our stay. We all wished our trip was longer!"
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (44)
"We had unexpected changes last minute for Thanksgiving and our Host was so great and accommodating. The space was roomy and beautiful with the rooms flowing into each other so little groups of people could talk and nosh and enjoy the food and company. The light coming in from the windows and the backyard is a little piece of nature to enjoy. At our request, our wonderful host even snuck in to start a fire for us in the firepit, making it even more homey. My husband, myself, my sister, and my...
Breathtaking home close to Schaumburg, Chicago

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

"St Geneva" Private With River View! 7 minutes to the QCenter

10.0 out of 10, Exceptional, (66)
"House was amazing and host was even more amazing "
"St Geneva" Private With River View! 7 minutes to the QCenter

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

9.2 out of 10, Wonderful, (7)
"We had a mini cousin reunion with family who drove in from different states. No one here has a house big enough to have all of us, so this was the perfect option. The house was lovely, neighborhood very nice, easy to get to, and the host was gracious making us feel like we were all at home. I’d give it 10/5 stars if I could!"
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (161)
"Well located. Large common areas. Plenty of bedrooms. Food and specialty stores including Whole Foods, Paulina’s Meat Market, Asian Markets) within driving distance. Mass transit nearby. A park across the street on which we played our 55 th Annual Turkey Bowl."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!

10.0 out of 10, Exceptional, (11)
"It was a great house with needed amenities and lots of space. Great location not far from downtown. Host was great to communicate with."
Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!

Fox River Retreat

9.8 out of 10, Exceptional, (26)
"The stay was set up nice. Really no complaints other than only one bed room had a tv so the other guest had to sit in the living room the majority of the night. Other than that no Complaints "
Fox River Retreat

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!

9.8 out of 10, Exceptional, (6)
"This was the perfect place for us to gather for the holidays. We definitely enjoyed our stay!"
Pet-Friendly Bartlett Farmhouse w/ Deck!

Comfy King bed, Free Wi-Fi, Home in Des Plaines

10.0 out of 10, Exceptional, (3)
"This home was tidy and beautiful. It fit all of us so perfectly and we were able to spend quality time together with our sailor!! We had no problems with this property and the manager was very responsive! Thank you so much!"
The price is AED 625
AED 1,817 total
includes taxes & fees
6 Jan - 7 January 2025
Comfy King bed, Free Wi-Fi, Home in Des Plaines

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (9)
"Larry's property.... I can't even call it a property. It's a HOME!!!! As soon as we walked in, it felt like we were coming to a loved one's house. It was so perfect!!!! We traveled FAR to get there, with our two little girls and our dogs. We were exhausted and overwhelmed after the drive and the Thanksgiving holiday chaos. But walking in, we were immediately so comfortable and cozy. He had towels and cloths set up on the dressers in every room (something I do for my own guests in our own home!)...
Discover Wheaton's charm.

Beautiful Spanish style home with in-ground pool

9.8 out of 10, Exceptional, (37)
"We really enjoyed the stay! The owner is super responsive and went above and beyond for anything we needed and didn’t have while there. If you will be there for a specific event such as hosting a holiday, make sure to confirm that appliances are available that you might need beforehand. They will make sure you have them! You may want to also bring extra paper towels and toilet paper and toiletries. The TVs are great, and there’s room to get work done. We had a great time here and would...
Beautiful Spanish style home with in-ground pool

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter 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 AED 621
AED 1,386 total
includes taxes & fees
7 Jan - 8 January 2025
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
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

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

9.4 out of 10, Exceptional, (72)
"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

Glen Ellyn Country Side Home

9.2 out of 10, Wonderful, (16)
"Clean property, comfortable furniture and beds. Great pool! Communication with host was excellent. Would recommend!!"
Glen Ellyn Country Side 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.