Illinois Medical District Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Illinois Medical District, Chicago, Illinois, USA

New Flexhome West Town 2BR Apt T1
From US $180 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
From US $1,582 per night
|
10.0 (4 Reviews)
13 Bedrooms 32 Guests
New
3 Bedrooms 10 Guests
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
From US $239 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
From US $307 per night
|
9.0 (249 Reviews)
1 Bedroom 2 Guests
New Spacious 2BR - 10 mins from Downtown
From US $222 per night
New
2 Bedrooms 4 Guests
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
|
10.0 (1 Review)
5 Bedrooms 13 Guests
From US $590 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
5 Bedrooms 14 Guests
10.0 (401 Reviews)
1 Bedroom 4 Guests
10.0 (240 Reviews)
2 Bedrooms 6 Guests
10.0 (224 Reviews)
1 Bedroom 4 Guests
10.0 (207 Reviews)
2 Bedrooms 8 Guests
10.0 (195 Reviews)
2 Bedrooms 9 Guests
10.0 (187 Reviews)
2 Bedrooms 7 Guests
From US $347 per night
10.0 (4 Reviews)
2 Bedrooms 5 Guests
From US $139 per night
7.0 (91 Reviews)
1 Bedroom 2 Guests
From US $282 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
2 Bedrooms 3 Guests
10.0 (3 Reviews)
4 Bedrooms 10 Guests
From US $270 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
From US $1,516 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
From US $630 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
From US $1,237 per night
10.0 (1 Review)
3 Bedrooms 14 Guests
10.0 (3 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
3 Bedrooms 10 Guests
10.0 (3 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (3 Reviews)
2 Bedrooms 5 Guests
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
From US $178 per night
9.7 (15 Reviews)
2 Bedrooms 12 Guests
|
9.7 (14 Reviews)
6 Bedrooms 15 Guests
From US $265 per night
9.7 (10 Reviews)
1 Bedroom 4 Guests
10.0 (3 Reviews)
1 Bedroom 5 Guests

About Illinois Medical District Vacation Rentals

With more than 3243 Illinois Medical District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Illinois Medical District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Illinois Medical District, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Illinois Medical District. Places to stay near Illinois Medical District are 744.77 ft² on average, with prices averaging US $378 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Illinois Medical District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Illinois Medical District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Illinois Medical District?

How many Rentbyowner vacation rentals are available in Illinois Medical District?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3243 in the Illinois Medical District area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Illinois Medical District. 

Nearby Neighborhood (4)

Neighborhood Property Count
Near West Side Vacation Rentals in Chicago, Illinois 369
University Village / Little Italy Vacation Rentals in Chicago, Illinois 102
Tri-Taylor Vacation Rentals in Chicago, Illinois 32
North Lawndale Vacation Rentals in Chicago, Illinois 443