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Browse Select Countryside Vacation Homes

Nice cozy home to experience on your vacation

The price is CA $990
CA $2,051 total
includes taxes & fees
Aug 16 - Aug 17
Nice cozy home to experience on your vacation

2 Connecting Suites at a 4⭐️ Hotel

The price is CA $749
CA $1,012 total
includes taxes & fees
Sep 2 - Sep 3
2 Connecting Suites at a 4⭐️ Hotel

Brand New Modern Bedroom with AC, TV & WiFi in Chicago Near Wind Creek Casino

The price is CA $177
CA $241 total
includes taxes & fees
Aug 18 - Aug 19
Brand New Modern Bedroom with AC, TV & WiFi in Chicago Near Wind Creek Casino

Brand New Modern Beautiful Room in Chicago, with WiFi, AC and TV.

The price is CA $184
CA $249 total
includes taxes & fees
Aug 21 - Aug 22
Brand New Modern Beautiful Room in Chicago, with WiFi, AC and TV.

2 Connecting Suites at a 5⭐️ Hotel

The price is CA $3,664
CA $4,918 total
includes taxes & fees
Sep 1 - Sep 2
2 Connecting Suites at a 5⭐️ Hotel

“The Marlowe” A Couples Getaway

10.0 out of 10, Exceptional, (1)
"Loved everything communication was good definitely a vibe will be booking again "
The price is CA $481
CA $642 total
includes taxes & fees
Aug 18 - Aug 19
“The Marlowe” A Couples Getaway

Cozy Room with Rooftop Lounge & City Views in River North

10.0 out of 10, Exceptional, (1)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
The price is CA $238
CA $350 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Room with Rooftop Lounge & City Views in River North

Luxury Unit with Rooftop Lounge & Spectacular City Views

The price is CA $201
CA $303 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Unit with Rooftop Lounge & Spectacular City Views

Spacious Room with Rooftop Lounge & Scenic Views of Chicago

The price is CA $250
CA $366 total
includes taxes & fees
Sep 1 - Sep 2
Spacious Room with Rooftop Lounge & Scenic Views of Chicago

Modern Suite with Rooftop Lounge & Views of Downtown Chicago

The price is CA $285
CA $413 total
includes taxes & fees
Sep 1 - Sep 2
Modern Suite with Rooftop Lounge & Views of Downtown Chicago

2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

The price is CA $403
CA $602 total
includes taxes & fees
Sep 1 - Sep 2
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline

The price is CA $498
CA $738 total
includes taxes & fees
Sep 1 - Sep 2
2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline

2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

The price is CA $570
CA $834 total
includes taxes & fees
Sep 1 - Sep 2
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago

The price is CA $475
CA $707 total
includes taxes & fees
Sep 1 - Sep 2
2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (3)
"Lakeia was very accommodating throughout our stay."
The price is CA $217
CA $473 total
includes taxes & fees
Aug 25 - Aug 26
Relax & Unwind in This Comfortable 3BR Unit

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is CA $150
CA $306 total
includes taxes & fees
Aug 18 - Aug 19
Stylish 1BR in West Loop

Sun-Drenched 1BR Apartment

The price is CA $162
CA $329 total
includes taxes & fees
Aug 25 - Aug 26
Sun-Drenched 1BR Apartment

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is CA $149
CA $304 total
includes taxes & fees
Aug 18 - Aug 19
The One: A 1BR Stay That Feels Like Home

Modern & Fully Furnished 1BR Apt

The price is CA $131
CA $287 total
includes taxes & fees
Aug 27 - Aug 28
Modern & Fully Furnished 1BR Apt

Elegant 2BR Apartment w/ In-Unit Laundry

10.0 out of 10, Exceptional, (1)
"Great place. Pictures don’t do it justice. Close to things. Overall great experience. I plan to stay again soon. "
The price is CA $156
CA $347 total
includes taxes & fees
Sep 3 - Sep 4
Elegant 2BR Apartment w/ In-Unit Laundry
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.
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Top Countryside Hotel Reviews