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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Chicago vacation homes

Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (34 reviews)
"great stay"
United States
matt R.
The price is AED 280
AED 783 total
includes taxes & fees
3 Mar - 4 Mar
A quiet stay while you are away
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (77 reviews)
"Nice , private and peaceful definitely will be back "
United States
BRANDEN J.
The price is AED 360
AED 713 total
includes taxes & fees
18 Feb - 19 Feb
Master qtr close to nature & easy urban facilities
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is AED 118
AED 1,670 total
includes taxes & fees
18 Feb - 19 Feb
Near Lake and Museum • Modern • Game Area
Smart TV

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (21 reviews)
"Very nice place "
United States
Elliot H.
The price is AED 545
AED 1,102 total
includes taxes & fees
18 Feb - 19 Feb
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Dining

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

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (1 review)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 514
AED 1,022 total
includes taxes & fees
18 Feb - 19 Feb
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (69 reviews)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
The price is AED 496
AED 1,207 total
includes taxes & fees
2 Mar - 3 Mar
Quaint Bungalow, near Great Lakes Naval Base
Fridge, microwave, oven, stovetop

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very Good, (5 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is AED 562
AED 1,764 total
includes taxes & fees
18 Feb - 19 Feb
4BR Near Woodfield Mall & Metra | LCP Collection
Fridge, microwave, oven, stovetop

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (56 reviews)
"Very clean and comfortable! Great place for our short stay! So much space it was great!"
United States
David L.
The price is AED 588
AED 1,240 total
includes taxes & fees
18 Feb - 19 Feb
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Fridge, microwave, oven, stovetop

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, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is AED 482
AED 1,361 total
includes taxes & fees
18 Feb - 19 Feb
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Fridge, microwave, oven, stovetop

Newly remodeled Near Lake 4BR Hot Tub Navy Family home

Newly remodeled Near Lake 4BR Hot Tub Navy Family home
Gages Lake
10.0 out of 10, Exceptional, (3 reviews)
"Nice location for our family attending our daughter's graduation from Navy Basic at Great Lakes. "
United States
Judson S.
The price is AED 430
AED 2,677 total
includes taxes & fees
23 Feb - 24 Feb
Newly remodeled Near Lake 4BR Hot Tub Navy Family home
Interior

Luxury Suite in Glen Ellyn, IL USA

Luxury Suite in Glen Ellyn, IL USA
Glen Ellyn
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.
The price is AED 584
AED 1,250 total
includes taxes & fees
18 Feb - 19 Feb
Luxury Suite in Glen Ellyn, IL USA
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
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 AED 545
AED 1,760 total
includes taxes & fees
18 Feb - 19 Feb
Vintage Urban Retreat
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (57 reviews)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is AED 624
AED 1,133 total
includes taxes & fees
18 Feb - 19 Feb
✽ Charming Cottage ✽ close to College/Town/Station
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is AED 496
AED 1,041 total
includes taxes & fees
18 Feb - 19 Feb
Your Next Vacation Home
TV

Modern 4BR Retreat Near MDW | LCP Collection

Modern 4BR Retreat Near MDW | LCP Collection
Burbank
8.6 out of 10, Excellent, (7 reviews)
"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "
United States
Stephanie S.
The price is AED 676
AED 1,682 total
includes taxes & fees
18 Feb - 19 Feb
Modern 4BR Retreat Near MDW | LCP Collection
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (39 reviews)
"Great place to stay. Plenty of backyard space. "
United States
Terrence M.
The price is AED 661
AED 1,297 total
includes taxes & fees
18 Feb - 19 Feb
LUXE 3 BR, 2 BA + Hot Tub
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is AED 611
AED 1,843 total
includes taxes & fees
18 Feb - 19 Feb
Oak Park Victorian by FLW Studio
Smart TV, fireplace, books, video library

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is AED 1,008
AED 2,222 total
includes taxes & fees
18 Feb - 19 Feb
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Smart TV

Enamored in Elmhurst

Enamored in Elmhurst
Elmhurst
10.0 out of 10, Exceptional, (16 reviews)
"Clean rooms, very helpful and friendly host, the house had everything we needed"
United States
Kaitlyn M.
The price is AED 867
AED 1,927 total
includes taxes & fees
18 Feb - 19 Feb
Enamored in Elmhurst
Exterior

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
Schaumburg
9.6 out of 10, Exceptional, (33 reviews)
"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "
United States
Mary M.
The price is AED 690
AED 1,497 total
includes taxes & fees
18 Feb - 19 Feb
Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
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

Hilton Chicago

10/10 Excellent
"The room was great and had a view over Grant Park. All the staff was courteous and helpful. The location is perfect if you want to site see. All within walking distance of the museums, the bean and navy pier. "
Curt 2-night trip
Posted 11 hours ago
Hilton Chicago

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