56 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Chicago Short Term Condo Rentals(56)

56 Results
$260 - $450
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(199)
$415 - $875
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(105)
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night min stay
(134)
$625 - $1,235
per night
3 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night min stay
(13)
$625 - $1,253
per night
3 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night min stay
(116)
$550 - $1,110
per night
3 - 5 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night min stay
(51)
$260 - $450
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(13)
$550 - $1,110
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night min stay
(35)
$169 - $199
per night
2 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(23)
$625 - $1,235
per night
3 - 5 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night min stay
(53)
$199 - $269
per night
2 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(30)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • Sleeps 12
2 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
$99 - $179
per night
1 - 4 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 3
1 - 4 night min stay
1 Review
  • 1 BR,
  • 2 BA,
  • Sleeps 2
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night min stay
(4)
$250 - $305
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night min stay
$149 - $225
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(15)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
(5)
$2,500 - $3,750
per month
30 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
30 night min stay
(17)
$119 - $330
per night
2 - 3 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
$260 - $335
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
$1,995
per month
28 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
28 night min stay
 View map Map
Advertisement
 

Recent Chicago Reviews

Cutest condo I've stayed in!

5 of 5
Place was great and perfect for us! Very close to the El train and great eats in the area. Extremely clean! Also there's a CVS and friendly corner store for groceries and new stainless steel appliances to cook on! Ran into the landlord who was friendly and provided great customer service. Highly recommend staying here!
  • Submitted: Mar 30, 2015
  • Stayed: Mar 2015

Spectacular Chicago penthouse

5 of 5
We used this property to celebrate our parents 50th wedding anniversary. The accommodations were very comfortable, spacious and extremely well maintained. The property also had little extras (spices, cling wrap etc) which made cooking during our stay easier and more enjoyable. The information provided by our hosts and the interactions with them were excellent. The location is second to none for a downtown Chicago experience and is conveniently located by many restaurants, stores (shops and grocery) and was close to points of interest or close to public transportation options to go wherever we wanted. A car truly is not needed to take full advantage of the property. We travel to chicago annually and will consider this property for our next trip. We would Highly recommend this property to fily or friends.
  • Submitted: Mar 28, 2015
  • Stayed: Mar 2015

Convenient and reasonably priced

5 of 5
The property is ideal in every way for us, especially since we needed to have a rental car while in Chicago. Everything is tidy and in good working order. Brett is one of best hosts I've come across on VRBO. He made sure everything was working properly and great at communication. Highly recommended
  • Submitted: Mar 15, 2015
  • Stayed: Mar 2015