Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Chicago Vacation Rentals with Online Payment(54)

54 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(58)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(58)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(55)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(35)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(49)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(25)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(30)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(25)
$195 - $250
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(7)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(5)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
4 night minimum stay
(28)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(12)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 night minimum stay
(3)
$159 - $279
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
1 Review
$80 - $139
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
$155
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(3)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
1 Review
$295 - $1,295
per night
3 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 16
3 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night minimum stay
(4)
Advertisement
 

Recent Chicago Reviews

Week of Vacation in Chicago

5 of 5
After three of our kids got married this past summer my wife and I wanted to get away for a week and just relax! What a great week we had!! This specific Condo is even nicer than it shows online! Beautiful city views, great location for shopping and restaurants! The Condo was clean, well decorated and updated with appliances and furniture that match the beautiful location. I would recommend this unit for future stays in this wonderful city! Thank You Premier Suites for following through on everything you promised!
  • Submitted: Oct 21, 2014
  • Stayed: Oct 2014

Stayed here for last Home Stand!

5 of 5
Best place to stay for Cubs game!!
  • Submitted: Oct 15, 2014
  • Stayed: Sep 2014

Across from Wrigley

5 of 5
Nicer than our own house! Chicago is a great vacation place!
  • Submitted: Oct 15, 2014
  • Stayed: Sep 2014