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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Chicago vacation homes

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, (78 reviews)
"Great stay. Even got to see deer on our last day. Thank you"
United States
Victoria D.
The price is AED 360
AED 721 total
includes taxes & fees
26 Mar - 27 Mar
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 514
AED 2,221 total
includes taxes & fees
26 Mar - 27 Mar
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
8.2 out of 10, Very Good, (22 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is AED 549
AED 1,110 total
includes taxes & fees
30 Mar - 31 Mar
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
The price is AED 496
AED 1,203 total
includes taxes & fees
28 Mar - 29 Mar
Quaint Bungalow, near Great Lakes Naval Base
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (40 reviews)
"Nice place, alot of space. Great host"
United States
Devonta J.
The price is AED 364
AED 994 total
includes taxes & fees
26 Mar - 27 Mar
LUXE 3 BR, 2 BA + Hot Tub
Fridge, microwave, oven, stovetop

Navy Family home -Near Lake 4BR Hot Tub

Navy Family home -Near Lake 4BR Hot Tub
Gages Lake
10.0 out of 10, Exceptional, (5 reviews)
"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 AED 566
AED 1,724 total
includes taxes & fees
29 Mar - 30 Mar
Navy Family home -Near Lake 4BR Hot Tub
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (60 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is AED 624
AED 1,137 total
includes taxes & fees
30 Mar - 31 Mar
✽ Charming Cottage ✽ close to College/Town/Station
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
The price is AED 628
AED 1,854 total
includes taxes & fees
26 Mar - 27 Mar
Vintage Urban Retreat
Outdoor dining

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (25 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
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, (57 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is AED 588
AED 1,221 total
includes taxes & fees
12 Apr - 13 Apr
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is AED 720
AED 1,972 total
includes taxes & fees
26 Mar - 27 Mar
Oak Park Victorian by FLW Studio
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
26 Mar - 27 Mar
Modern 4BR Retreat Near MDW | LCP Collection
Fridge, microwave, oven, stovetop

Luxury House minutes away from O'Hare and Downtown Chicago

Luxury House minutes away from O'Hare and Downtown Chicago
Bensenville
10.0 out of 10, Exceptional, (1 review)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is AED 519
AED 1,940 total
includes taxes & fees
22 Apr - 23 Apr
Luxury House minutes away from O'Hare and Downtown Chicago
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (67 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is AED 595
AED 1,167 total
includes taxes & fees
29 Mar - 30 Mar
Your Next Vacation Home
Interior

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
10.0 out of 10, Exceptional, (1 review)
"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "
United States
Linda U.
The price is AED 645
AED 1,434 total
includes taxes & fees
31 Mar - 1 Apr
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy 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 632
AED 1,846 total
includes taxes & fees
14 Apr - 15 Apr
4BR Near Woodfield Mall & Metra | LCP Collection
Smart TV, offices

Navy retreat near Naval Base-Tiki Bar,Sauna,Games

Navy retreat near Naval Base-Tiki Bar,Sauna,Games
North Chicago
10.0 out of 10, Exceptional, (22 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 AED 665
AED 1,716 total
includes taxes & fees
14 Apr - 15 Apr
Navy retreat near Naval Base-Tiki Bar,Sauna,Games
Exterior

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

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

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking
Westmont
The price is AED 441
AED 771 total
includes taxes & fees
29 Mar - 30 Mar
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking
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, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 837
AED 1,430 total
includes taxes & fees
14 Apr - 15 Apr
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
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

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"Everything was perfect "
Naundy 2-night trip
Posted 1 hour ago
Aloft Chicago Mag Mile