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Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Chicago vacation homes

Fridge, microwave, oven, stovetop

Vacation Home in Gages Lake

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
2.0 star property
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 ￥17,383
￥83,861 total
includes taxes & fees
Jan 18 - Jan 19
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
Dining

Vacation Home in Portage Park

Sleeps 18 • 8BR • Game Room • Gym • Theater
2.0 star property
The price is ￥10,588
￥120,267 total
includes taxes & fees
Jan 15 - Jan 16
Sleeps 18 • 8BR • Game Room • Gym • Theater
Interior

Vacation Home in South Shore

Near Lake and Museum • Pool Table • Game Area
2.0 star property
The price is ￥6,637
￥72,426 total
includes taxes & fees
Jan 19 - Jan 20
Near Lake and Museum • Pool Table • Game Area
2 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in Westmont

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
The price is ￥16,925
￥44,399 total
includes taxes & fees
Jan 18 - Jan 19
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Fridge, microwave, oven, stovetop

Vacation Home in Belmont Cragin

Game Room • Fire-pit • Playground • Gym • Billiard
2.0 star property
Game Room • Fire-pit • Playground • Gym • Billiard
Fridge, microwave, stovetop, dishwasher

Vacation Home in Forest Park

Classic Forest Park Foursquare < 1 Mi to Blue Line
2.0 star property
The price is ￥22,282
￥65,658 total
includes taxes & fees
Jan 15 - Jan 16
Classic Forest Park Foursquare < 1 Mi to Blue Line
Exterior detail

Vacation Home in Mundelein

Quaint Bungalow, near Great Lakes Naval Base
9.8 out of 10, Exceptional, (68 reviews)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
The price is ￥21,334
￥51,919 total
includes taxes & fees
Jan 18 - Jan 19
Quaint Bungalow, near Great Lakes Naval Base
2 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in La Grange Highlands

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
10.0 out of 10, Exceptional, (2 reviews)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is ￥13,440
￥40,413 total
includes taxes & fees
Jan 15 - Jan 16
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Outdoor dining

Vacation Home in Lisle

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
9.6 out of 10, Exceptional, (20 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
The price is ￥15,044
￥41,758 total
includes taxes & fees
Jan 19 - Jan 20
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Fridge, microwave, oven, stovetop

Vacation Home in Humboldt Park

Gated Family Home w/ Chef’s Kitchen
2.0 star property
The price is ￥19,280
￥74,458 total
includes taxes & fees
Jan 15 - Jan 16
Gated Family Home w/ Chef’s Kitchen
Fridge, microwave, oven, stovetop

Vacation Home in Westchester

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
9.8 out of 10, Exceptional, (19 reviews)
"Great place Great location "
United States
Josh W.
The price is ￥28,872
￥70,279 total
includes taxes & fees
Jan 20 - Jan 21
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Dining

Vacation Home in Oak Park

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
2.0 star property
The price is ￥22,124
￥37,992 total
includes taxes & fees
Jan 21 - Jan 22
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Paper towels, dining tables

Vacation Home in streamwood

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
10.0 out of 10, Exceptional, (2 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is ￥23,562
￥58,005 total
includes taxes & fees
Jan 15 - Jan 16
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Exterior detail

Vacation Home in Riverwoods

Master qtr close to nature & easy urban facilities
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 ￥15,503
￥30,666 total
includes taxes & fees
Jan 20 - Jan 21
Master qtr close to nature & easy urban facilities
Fridge, microwave, oven, stovetop

Vacation Home in Homewood

Modern Stylish Comfort Near Casino and Hwy
2.0 star property
The price is ￥27,382
￥68,987 total
includes taxes & fees
Feb 9 - Feb 10
Modern Stylish Comfort Near Casino and Hwy
Microwave, oven, stovetop, dishwasher

Vacation Home in Waukegan

Home -2 bedroom, 4k projector
2.0 star property
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 ￥19,754
￥42,540 total
includes taxes & fees
Jan 18 - Jan 19
Home -2 bedroom, 4k projector
Smart TV, offices

Vacation Home in North Chicago

North Chi retreatNavySaunaTiki BarGames
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 ￥19,754
￥82,083 total
includes taxes & fees
Jan 19 - Jan 20
North Chi retreatNavySaunaTiki BarGames
Interior

Vacation Home in Oak Park

Vintage Urban Retreat
10.0 out of 10, Exceptional, (14 reviews)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is ￥25,601
￥78,154 total
includes taxes & fees
Jan 20 - Jan 21
Vintage Urban Retreat
Interior

Vacation Home in Glen Ellyn

Luxury Suite in Glen Ellyn, IL USA
9.6 out of 10, Exceptional, (10 reviews)
"Was very comfortable. Had everything we needed except wash clothes. Walmart really close. "
United States
Debra B.
Luxury Suite in Glen Ellyn, IL USA
Terrace/patio

Vacation Home in Austin

Sleeps 18 • 7BR • Gym • Game Room • Theater
2.0 star property
The price is ￥22,124
￥141,489 total
includes taxes & fees
Jan 19 - Jan 20
Sleeps 18 • 7BR • Gym • Game Room • Theater
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"10/10"
Ivan 1-night trip
Posted 13 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Chicago

Chicago Vacation Homes information

Number of reviews
227
Accommodation
822 Vacation Homes
Lowest Price
￥30,666
Highest Price
￥141,489