Search Vacation Homes in Western Suburbs

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Check prices for these dates

Compare 408 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!

Eddy House, Roscoe Village Hideaway

10.0 out of 10, Exceptional, (5)
"Great house . "
Eddy House, Roscoe Village Hideaway

Your Next Vacation Home

9.8 out of 10, Exceptional, (32)
"The house and the area of town worked out very well for my family. I would stay there again. "
The price is SAR 562
SAR 1,068 total
includes taxes & fees
2 Mar - 3 Mar
Your Next Vacation Home

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (48)
"Enjoyed our stay. Lots of common areas to work remotely and to socialize."
Breathtaking home close to Schaumburg, Chicago

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (48)
"Great trip "
The price is SAR 409
SAR 727 total
includes taxes & fees
27 Feb - 28 Feb
Master qtr close to nature & easy urban facilities

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (53)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE

10.0 out of 10, Exceptional, (75)
"Stayed here with 4 of my family members. House was exactly as it was listed. Had everything we needed and then some. Neighborhood felt safe. Lots of restaurants, grocery, etc. close by. Host was very responsive although I literally only had one question and I think that was user error! Would definitely stay again. "
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE

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

"The house was suitable for our team of 9 that was in Chicago for a training. The location was close to downtown, but parking in front of the house was impossible - the street was full for blocks. The alley spot was small and we had to do multiple moves to get one vehicle into the concrete pad. There was no option to park in the garage as garbage cans and piles of garbage were in front of the door. One of the upstairs bathrooms had a tub that would hardly drain and the other had a handle that...
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (17)
"In a quiet part of town, very spacious and clean"
The price is SAR 1,871
SAR 3,566 total
includes taxes & fees
27 Feb - 28 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Berwyn Beauty

10.0 out of 10, Exceptional, (13)
"Amazing... location, price, amenities, etc."
Berwyn Beauty

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

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

9.4 out of 10, Exceptional, (8)
"Excellent home, plenty of room, very clean."
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (30)
"Location is great, size of the house is great with queen beds in all room and even one with a King bed. Basement was very cold, ( it’s winter) so that bedroom was not used but wasn’t needed anyways. The house needs a really good cleaning especially the kitchen especially the cabinets. Also coffee maker is tiny, doesn’t make sense considering the size of the house. Ironing board had no cover just metal frame, kitchen was not stocked properly for the size of the house. Loved the fact there was...
Stunning / Spacious 6BD Home + garage - Bucktown!

The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

9.6 out of 10, Exceptional, (46)
"The home was updated and very clean. The kitchen was large and was well stocked. The owner provided everything you would need to cook. The fenced in yard was a bonus as we traveled with our dog. The neighborhood is older and safe. The neighboring homes are well maintained. The street in front of the house is busy during rush hour, but didn't create an issue pulling out into traffic. We did not experience noise from the traffic. We had one small glitch which was taken care of quickly. The...
The price is SAR 607
SAR 1,329 total
includes taxes & fees
18 Mar - 19 Mar
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

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

10.0 out of 10, Exceptional, (163)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (24)
"The property listing was exactly as described. Very clean and quite spacious. We arrived at 530 pm and found adequate street parking. The beds were comfortable, the kitchen was stocked with key necessities and the bathrooms provided plenty of towels and basic toiletries. Our host was responsive with any concerns too. I would definitely recommend this property!"
Great 3 bedroom rental unit near Logan Square

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is SAR 412
SAR 1,004 total
includes taxes & fees
27 Feb - 28 Feb
LUXE 3 BR, 2 BA + Hot Tub

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!
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

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (53)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (40)
"Just the cutest place!"
The price is SAR 637
SAR 1,080 total
includes taxes & fees
6 Mar - 7 Mar
✽ Charming Cottage ✽ close to College/Town/Station

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (17)
"In a quiet part of town, very spacious and clean"
The price is SAR 1,871
SAR 3,566 total
includes taxes & fees
27 Feb - 28 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet 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.