Location
Dates
Guests
Vacation rentals in Chicago
$38 – $2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$43 – $2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,000/ night(excl. fees & taxes)
$2,847.71 USD $2,450.16 USD total for 3 nights
Sep 22 – 25, 2026
$3,302.46 USD $2,836.70 USD total for 3 nights
Sep 22 – 25, 2026
$2,108.75 USD $1,822.03 USD total for 3 nights
Sep 22 – 25, 2026
$149 – $642/ night(excl. fees & taxes)
$187 – $2,000/ night(excl. fees & taxes)
$196 – $1,426/ night(excl. fees & taxes)
Chic 2-bedroom apartment in beautiful Chicago. 30+ Day Stays Only
2 bedrooms·2 baths
Chicago • Illinois
$134/ night(excl. fees & taxes)
$244 – $1,598/ night(excl. fees & taxes)
![[Bedroom #2] Queen bed, workspace & baby play pen](https://www.assets.houfy.com/assets/images/properties/128475/e9d4f0ae52e1627ae711efb76430b638.jpg?im_w=480)
![[Bedroom #1] King bed, stocked mini fridge & baby crib](https://www.assets.houfy.com/assets/images/properties/128475/17fab6f12ea8b6fc430f50b46a7c5c5e.jpg?im_w=480)
$231 – $1,595/ night(excl. fees & taxes)
2BD/1 BA with summer patio in quiet Roscoe Village
2 bedrooms·1 bath
Chicago • Illinois
4.97(98 reviews)
$622.12 USD total for 3 nights
Sep 22 – 25, 2026