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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 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 107
AED 1,657 total
includes taxes & fees
17 Feb - 18 Feb
Near Lake and Museum • Modern • Game Area
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 528
AED 1,434 total
includes taxes & fees
16 Feb - 17 Feb
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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 1,110 total
includes taxes & fees
16 Feb - 17 Feb
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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
16 Feb - 17 Feb
✽ Charming Cottage ✽ close to College/Town/Station
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

*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 1,193 total
includes taxes & fees
16 Feb - 17 Feb
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Interior

Home away from Home, Safe neighbors.

Home away from Home, Safe neighbors.
Carol Stream
9.6 out of 10, Exceptional, (4 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
Home away from Home, Safe neighbors.
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 1,026 total
includes taxes & fees
18 Feb - 19 Feb
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
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, (2 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 404
AED 2,647 total
includes taxes & fees
16 Feb - 17 Feb
Newly remodeled Near Lake 4BR Hot Tub Navy Family home
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 593
AED 1,822 total
includes taxes & fees
16 Feb - 17 Feb
Oak Park Victorian by FLW Studio
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 599
AED 1,807 total
includes taxes & fees
16 Feb - 17 Feb
4BR Near Woodfield Mall & Metra | LCP Collection
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
16 Feb - 17 Feb
Luxury Suite in Glen Ellyn, IL USA
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 1,352 total
includes taxes & fees
16 Feb - 17 Feb
LUXE 3 BR, 2 BA + Hot Tub
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
17 Feb - 18 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
16 Feb - 17 Feb
Modern 4BR Retreat Near MDW | LCP Collection
Interior

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard
9.6 out of 10, Exceptional, (17 reviews)
"This house was perfect for an intimate family and friends get together."
United States
Alyssa R.
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
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 2,324 total
includes taxes & fees
18 Feb - 19 Feb
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Microwave, oven, stovetop, dishwasher

Home -2 bedroom, 4k projector

Home -2 bedroom, 4k projector
Waukegan
9.0 out of 10, Wonderful, (4 reviews)
"Very nice stay, plenty of room with a garage and very quiet. Great location to the naval base recruit graduation. Owner was in constant contact and very helpful!!"
United States
Tim and kelsey J.
The price is AED 459
AED 989 total
includes taxes & fees
16 Feb - 17 Feb
Home -2 bedroom, 4k projector
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Very comfortable and great location "
sharris 2-night trip
Posted 3 hours ago
Eurostars Magnificent Mile

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