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Our top choices for Chicago vacation homes

Near Lake and Museum • Pool Table • Game Area

Near Lake and Museum • Pool Table • Game Area
2.0 star property
South Shore
The price is ¥6,655
¥72,619 total
includes taxes & fees
Jan 19 - Jan 20
Near Lake and Museum • Pool Table • Game Area

Gated Family Home w/ Chef’s Kitchen

Gated Family Home w/ Chef’s Kitchen
2.0 star property
Humboldt Park
The price is ¥19,648
¥75,169 total
includes taxes & fees
Jan 19 - Jan 20
Gated Family Home w/ Chef’s Kitchen

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
2.0 star property
Oak Park
The price is ¥22,183
¥38,093 total
includes taxes & fees
Jan 20 - Jan 21
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
2.0 star property
Gages Lake
10.0 out of 10, Exceptional, (1 review)
"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "
United States
Danielle S.
The price is ¥17,430
¥84,085 total
includes taxes & fees
Jan 18 - Jan 19
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
La Grange Highlands
10.0 out of 10, Exceptional, (3 reviews)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (68 reviews)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
Quaint Bungalow, near Great Lakes Naval Base

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is ¥16,970
¥44,517 total
includes taxes & fees
Jan 18 - Jan 19
Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Cozy 2-bedroom estate in charming Willow Springs

Cozy 2-bedroom estate in charming Willow Springs
2.0 star property
Willow Springs
10.0 out of 10, Exceptional, (1 review)
"Host was great at communicating throughout the process. House was perfect. Great yard for the dogs and looks to be recently updated and very clean. Wasn’t a fan of being forced into the insurance or they take a big deposit when you book but don’t know if that is this listing or a VRBO thing. Still besides that it was perfect. Would definitely stay again. "
United States
Raymond H.
The price is ¥23,435
¥50,284 total
includes taxes & fees
Jan 19 - Jan 20
Cozy 2-bedroom estate in charming Willow Springs

Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
2.0 star property
Portage Park
The price is ¥23,451
¥137,757 total
includes taxes & fees
Feb 2 - Feb 3
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
2.0 star property
Austin
The price is ¥22,288
¥142,537 total
includes taxes & fees
Jan 19 - Jan 20
Sleeps 18 • 7BR • Gym • Game Room • Theater

Walk to Wrigley Field! Townhouse w/ Pool Table

Walk to Wrigley Field! Townhouse w/ Pool Table
2.0 star property
Lakeview
The price is ¥19,489
¥96,439 total
includes taxes & fees
Jan 19 - Jan 20
Walk to Wrigley Field! Townhouse w/ Pool Table

North Chi retreatNavySaunaTiki BarGames

North Chi retreatNavySaunaTiki BarGames
North Chicago
9.8 out of 10, Exceptional, (18 reviews)
"Nice clean home, easy check in processes close to the base. Perfect for our stay with kids. "
United States
Thomas D.
The price is ¥19,806
¥82,300 total
includes taxes & fees
Jan 19 - Jan 20
North Chi retreatNavySaunaTiki BarGames

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (76 reviews)
"Amazing area, loved the feel of it all and very quiet neighborhood."
United States
Joshua K.
The price is ¥15,544
¥30,747 total
includes taxes & fees
Jan 20 - Jan 21
Master qtr close to nature & easy urban facilities

Enamored in Elmhurst

Enamored in Elmhurst
2.0 star property
Elmhurst
10.0 out of 10, Exceptional, (14 reviews)
"Clean rooms, very helpful and friendly host, the house had everything we needed"
United States
Kaitlyn M.
The price is ¥37,394
¥83,123 total
includes taxes & fees
Jan 19 - Jan 20
Enamored in Elmhurst

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is ¥28,616
¥71,133 total
includes taxes & fees
Jan 18 - Jan 19
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

Home -2 bedroom, 4k projector

Home -2 bedroom, 4k projector
2.0 star property
Waukegan
8.8 out of 10, Excellent, (3 reviews)
"The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! "
United States
You Tha Truth B.
The price is ¥19,806
¥42,653 total
includes taxes & fees
Jan 16 - Jan 17
Home -2 bedroom, 4k projector

Beautiful House in Carol Stream near Downtown Chicago

Beautiful House in Carol Stream near Downtown Chicago
Carol Stream
9.6 out of 10, Exceptional, (4 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is ¥17,290
¥77,434 total
includes taxes & fees
Jan 19 - Jan 20
Beautiful House in Carol Stream near Downtown Chicago

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
9.8 out of 10, Exceptional, (19 reviews)
"Great place Great location "
United States
Josh W.
The price is ¥26,453
¥67,457 total
includes taxes & fees
Jan 20 - Jan 21
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
2.0 star property
South Evanston
9.4 out of 10, Exceptional, (3 reviews)
"Good place to hang out with friends."
United States
Brendan W.
The price is ¥90,776
¥168,594 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Cozy house in the city

Cozy house in the city
2.0 star property
Burbank
9.6 out of 10, Exceptional, (10 reviews)
"The entire process was effortless. The property exceeded my expectations."
United States
Toneal
The price is ¥33,726
¥69,474 total
includes taxes & fees
Jan 27 - Jan 28
Cozy house in the city
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 Hotel Reviews

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Chicago Vacation Homes information

Number of reviews
213
Accommodation
822 Vacation Homes
Lowest Price
¥30,747
Highest Price
¥168,594