30 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Homes
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

30 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Chicago Rentals(30)

30 Results
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 24
1 - 4 night minimum stay
(39)
$775 - $825
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
3 - 4 night minimum stay
(5)
$115 - $215
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(14)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(4)
$300 - $550
per night
1 - 4 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
1 - 4 night minimum stay
(30)
$150 - $450
per night
3 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night minimum stay
(12)
$600 - $850
per night
3 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 11
3 - 5 night minimum stay
(15)
$400 - $550
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(13)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(22)
$775 - $1,300
per night
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(15)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(25)
$999 - $1,499
per night
6 night minimum stay
  • 3 BR,
  • 5 BA,
  • Sleeps 6
6 night minimum stay
1 Review
$350 - $520
per night
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 3 night minimum stay
(3)
  • 5 BR,
  • 3 BA,
  • Sleeps 13
3 night minimum stay
(30)
$295 - $425
per night
1 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 14
1 - 5 night minimum stay
(4)
$1,250 - $2,000
per night
  • 5 BR,
  • 4 BA,
  • Sleeps 8
1 Review
$2,800 - $2,900
per month
60 - 90 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 3
60 - 90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
1 - 5 night minimum stay
2 Reviews
10 more choices from the HomeAway Network
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(7)
$150 - $295
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 - 3 night minimum stay
(31)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
(9)
$140
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 night minimum stay
(5)
$300
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
1 Review
$350 - $495
per night
3 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 7
3 - 5 night minimum stay
(5)
$325
per night
3 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 7
3 night minimum stay
(6)
$700 - $1,000
per week
7 - 31 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 - 31 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night minimum stay
(13)
Advertisement
 

Recent Chicago Reviews

nice neighborhood for a small home.

4 of 5
It was a nice home. We had 6 adults. It would comfortably sleep 6 with the basement if your group is not picky. 1 king. 1 queen and a bunkbed that could sleep three. Price was affordable with splitting the cost 6 ways. Only negatives we experienced were that the whole drive way wasn't shoveled/plowed so if we had more than two cars it would have been difficult to fit them. And one of the transition pieces of flooring from the entry way to the kitchen was loose. The public transportation into down town was very convenient and saved a bunch on parking costs. Overall I would stay here again if you can split the cost enough.
  • Submitted: Feb 11, 2015
  • Stayed: Feb 2015

Wonderful Stay in the Windy city

5 of 5
This property worked wonderfully for our group of eight adults who were in town for several college basketball games in the area. We had plenty of room, loved having the three bathrooms, and the kitchen area was large enough for us to enjoy making several meals there. The proximity of the property to the Blue Line was awesome as well..only two stops to get downtown. Enjoyed our stay and would recommend this property to others. The owner, Hans, answered all of our questions promptly which I appreciated as this was the first time I had used VRBO to rent a property. Look forward to using this site again. Thank you!
  • Submitted: Feb 9, 2015
  • Stayed: Jan 2015

Renter 01/30/2015

5 of 5
This house was great for my family and I. So great that we purchased an additional night to watch the super bowl! The entertainment room in the basement has an incredible projector screen that makes you feel like you're in a real theatre. The rooms were very spacious and comfortable. We can't wait to stay again in the summer to use the outdoor grill!
  • Submitted: Feb 5, 2015
  • Stayed: Jan 2015