225 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Illinois Vacation Rentals(225)

225 Results
$195 - $250
per night
2 - 4 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(64)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(65)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(62)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(42)
$550 - $1,110
per night
3 - 5 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night min stay
(51)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(31)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 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
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(3)
$140 - $220
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
2 Reviews
$500 - $1,200
per night
2 - 4 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
2 - 4 night min stay
(3)
$255 - $325
per night
3 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 4 night min stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 4 night min stay
1 Review
$279 - $349
per night
3 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night min stay
1 Review
$139 - $199
per night
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night min stay
$149 - $199
per night
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night min stay
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night min stay
(4)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(12)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 - 4 night min stay
(23)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(23)
$240 - $465
per night
2 - 4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night min stay
(12)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 4 night min stay
(45)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night min stay
(14)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 4 night min stay
(10)
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 4 night min stay
(16)
 

Recent Illinois Reviews

Gorgeous home in a beautiful setting!

5 of 5
We celebrated our 40th wedding anniversary with our children & grandchildren and loved this home! Everyone had their own bedroom & bath and the children loved the bonus room!! The hot tub was huge and had all the bells & whistles! The game room in the lower level was enjoyed by all as well. We cooked every meal in & loved the fully equipped kitchen. The heated outdoor pool at the Owners Club was open & just beautiful! We all enjoyed the lovely Galena area-so much to see & do!
  • Submitted: May 18, 2015
  • Stayed: May 2015

Perfect spot in the middle of the city!

5 of 5
My college daughter and I enjoyed our stay immensely! It was a lovely place to call home while in town for a few days. The apt was very clean and nicely furnished/decorated. Being from the suburbs of Dallas, it was fun to be surrounded by windows and the lovely city view. I had booked a hotel suite prior to finding this apartment, and I'm SO glad I chose this unit instead. Having the space to spread out yet the convenience of walking anywhere we wanted in the city was tremendous. The management company, Chicago Premier Suites was wonderful and responsive. Would definitely book again with them.
  • Submitted: May 12, 2015
  • Stayed: Mar 2015

Excellent stay in the heart of Chicago!

5 of 5
We were 5 girls in Chicago for a girls getaway for a week. This condo was absolutely fantastic! It is exactly as pictured and located in one of the best central areas in downtown Chicago. The condo was very clean, good layout and well appointed with all the comforts and amenities that you would have or need if you lived there. Cooking meals here was a breeze and we slept 5 incredibly comfortably, the beds in both rooms and aero bed were all wonderful. The app that they created for check in/checkout and condo procedures was great and amazingly detailed. We will definitely stay here again and will highly recommend it!
  • Submitted: May 11, 2015
  • Stayed: Apr 2015