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Compare 230 Vacation Homes in Chicago with updated reviews, rates, and availability. Most hotels are fully refundable.

Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
The price is $145 per night from Feb 9 to Feb 10
$145
per night
Feb 9 - Feb 10
4.6/5 Wonderful! (7 reviews)
Short stay
"Four of us stayed here overnight. We were pleasantly surprised by how spacious this place is. Everything was clean and comfy. Loved the ease of accessing the home. Communication with the owner was prompt and very helpful. The neighborhood is quiet and seemed safe. Overall great stay for what we ..."

Reviewed on Oct 12, 2022

Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
Private room for 2 person only
The price is $60 per night from Feb 9 to Feb 10
$60
per night
Feb 9 - Feb 10
5/5 Exceptional! (1 review)
Better than a hotel
"First time booking and I had a great first experience. The place was very clean and neat. Answered questions quickly. Highly recommend."

Reviewed on Sep 13, 2022

Private room for 2 person only

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1821
3.5 out of 5
1821 North Hampton Drive, Highlands Rese, Berwyn, IL, 33897
1821
Lake view house
4 out of 5
6903 Sweetbriar ln, Darien, IL, 60561
Lake view house
Blue Oasis- cozy modern ranch near everything.
The price is $161 per night from Feb 13 to Feb 14
$161
per night
Feb 13 - Feb 14
4.7/5 Exceptional! (6 reviews)
Time in the burbs
"Weather was great. Location perfect. Manager very communicative. Would love to do it again"

Reviewed on Jan 19, 2023

Blue Oasis- cozy modern ranch near everything.
Urban Farmhouse near O’Hare Airport
4.5/5 Wonderful! (14 reviews)
Great Girls Weekend
"A spacious and comfortable house! Great location to the King Spa and downtown Chicago."

Reviewed on Jan 17, 2023

Urban Farmhouse near O’Hare Airport
Updated Forest Park 3 BR Bungalow
5/5 Exceptional! (54 reviews)
Exactly what we needed
"Needed a place for 10 days and this home offered a quiet but conveniently located place to stay. Everything was clean. It was however difficult to enter the home on. January evening when it's very dark, all exterior lights were off and we had to find out way in with phone flashlights. All that said, ..."

Reviewed on Jan 17, 2023

Updated Forest Park 3 BR Bungalow
✽ Charming Cottage ✽ close to College/Town/Station
The price is $170 per night from Feb 13 to Feb 14
$170
per night
Feb 13 - Feb 14
5/5 Exceptional! (3 reviews)
Cute cottage in Wheaton
"Enjoyed staying in this well appointed home. Had everything we needed. Short walk to metra train and breakfast place Hen House which we loved."

Reviewed on Aug 2, 2022

✽ Charming Cottage ✽ close to College/Town/Station
2nd floor unit w/ 2 bedrooms/ 1 bath/ kitchenette and a gym and a deck
The price is $165 per night from Feb 9 to Feb 10
$165
per night
Feb 9 - Feb 10
5/5 Exceptional! (1 review)
Nice, friendly and a comfortable stay
"Ricardo was very accommodating with our request...we came during the winter storm on Christmas 2022 and with all the mess he was able to accommodate our changing needs. We were very pleased with the accommodations."

Reviewed on Dec 28, 2022

2nd floor unit w/ 2 bedrooms/ 1 bath/ kitchenette and a gym and a deck
Your Home Away From Home! Private Kitchen, Free Parking and Breakfast!
The price is $103 per night from Feb 9 to Feb 10
$103
per night
Feb 9 - Feb 10
5/5 Exceptional! (1 review)
convenient
"Good location, quiet room, nice to have breakfast available"

Reviewed on Jan 15, 2023

Your Home Away From Home! Private Kitchen, Free Parking and Breakfast!
Quaint Bungalow, near Great Lakes Naval Base
4.9/5 Exceptional! (39 reviews)
Perfect house
"This house was perfect for our needs. Plenty of space to spread out. If you’re not used to radiators, they can freak you out but we now know it’s all normal sounds. It stayed nice and warm for our stay. One bathroom for all of us to share was tricky. There is a half bath in the basement with limited ..."

Reviewed on Jan 25, 2023

Quaint Bungalow, near Great Lakes Naval Base
Spacious Family Glenwood Estates Home w/ Hot Tub!
4.5/5 Wonderful! (8 reviews)
My experience 514 N. Arizona Avenue, Glenwood Illinois Rental
"The property was very clean and was the right size for me and my family. My husband checked in a day before me and his comment to me after he checked in was this place is very clean. Jimmie was great and replied me immediately I contacted him. He was quick to providing our request if we wanted extra ..."

Reviewed on Oct 25, 2022

Spacious Family Glenwood Estates Home w/ Hot Tub!
ED2 1-Bedroom Nice Apartment in Skokie
The price is $53 per night from Feb 14 to Feb 15
$53
per night
Feb 14 - Feb 15
4/5 Very Good! (1 review)
Skokie
"This apartment met my needs well enough. It was within walking distance to the friend I was visiting, I enjoyed the decor, vintage design, well equipped kitchen and multiple windows. I was unable to adjust the temperature, there were no extra blankets and evenings were uncomfortably chilly. I received ..."

Reviewed on Dec 19, 2022

ED2 1-Bedroom Nice Apartment in Skokie
Luxurious apartment in great central location!
The price is $67 per night from Feb 9 to Feb 10
$67
per night
Feb 9 - Feb 10
Luxurious apartment in great central location!
"The Estates" 2 PRIVATE BEDROOMS in our Home, Hot Tub/Office Space & More
5/5 Exceptional! (5 reviews)
Charming home
"Edgar and Jeffrey have a lovely, warm home with every amenity you could want. We were visiting friends in Palatine, but it was easy to go into Chicago proper to visit the museums and such. We had a wonderful time."

Reviewed on Sep 28, 2022

"The Estates" 2 PRIVATE BEDROOMS in our Home, Hot Tub/Office Space & More
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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.

Other property types in Chicago

Sentral Michigan Avenue
3.5 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL, 60605
4.5/5 Wonderful! (86 reviews)
"I loved the view and the apartment was amazing to the point I added another day . But the only thing I didn’t like was I got charged 150 twice for adding a day but other than that I love it"

Reviewed on Feb 7, 2023

Sentral Michigan Avenue
Level Chicago – Old Town
4 out of 5
1140 North Wells Street, Chicago, IL, 60610
4.3/5 Excellent! (104 reviews)
"I really enjoyed my stay this place was nice and clean."

Reviewed on Jan 29, 2023

Level Chicago – Old Town
The Chicago Hotel Collection - Millennium Park
2.5 out of 5
55 E Washington St., Chicago, IL, 60602
2.6/5 (106 reviews)
"The property was good location, but the scaffolding aroudn the building was little inconvenient. Overall, wonderful stay but got stuck in elevator first night."

Reviewed on Dec 29, 2022

The Chicago Hotel Collection - Millennium Park
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.

Chicago Vacation Homes information

Number of reviews
140
Accommodation
230 Vacation Homes
Lowest Price
$53
Highest Price
$186

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