Illinois Medical District Vacation Rentals

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

New City Studio Escape Bright, Sleek & Modern
8.0 (1 Review)
1 Bedroom 4 Guests
From US $1,582 per night
|
10.0 (3 Reviews)
13 Bedrooms 32 Guests
New
3 Bedrooms 10 Guests
New Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
From US $239 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
New Blueground | West Town, pets allowed, nr Park
New
1 Bedroom 2 Guests
From US $307 per night
|
9.0 (249 Reviews)
1 Bedroom 2 Guests
New Blueground | West Town, washer, nr Chicago River
New
1 Bedroom 2 Guests
New Blueground | West Town, washer, nr Chicago River
New
1 Bedroom 2 Guests
New Spacious Pilsen 4 Bed 4 Bath Family Retreat
New
4 Bedrooms 8 Guests
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
New Chicago Citrus Charm 2BR WestTown
From US $249 per night
New
2 Bedrooms 6 Guests
New Cozy Garden Apartment in Chicago
From US $177 per night
New
2 Bedrooms 4 Guests
New Artsy Chicago - 1BR/1BATH
From US $163 per night
New
1 Bedroom 4 Guests
10.0 (398 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
5 Bedrooms 13 Guests
10.0 (236 Reviews)
2 Bedrooms 6 Guests
From US $590 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (224 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
5 Bedrooms 14 Guests
10.0 (203 Reviews)
2 Bedrooms 8 Guests
10.0 (189 Reviews)
2 Bedrooms 9 Guests
10.0 (187 Reviews)
2 Bedrooms 7 Guests
10.0 (180 Reviews)
1 Bedroom 5 Guests
10.0 (65 Reviews)
2 Bedrooms 5 Guests
10.0 (61 Reviews)
1 Bedroom 4 Guests
10.0 (54 Reviews)
1 Bedroom 3 Guests
10.0 (25 Reviews)
1 Bedroom 4 Guests
10.0 (25 Reviews)
2 Bedrooms 2 Guests
10.0 (24 Reviews)
1 Bedroom 2 Guests
10.0 (23 Reviews)
2 Bedrooms 6 Guests
From US $132 per night
7.0 (90 Reviews)
1 Bedroom 2 Guests
|
10.0 (1 Review)
2 Bedrooms 3 Guests
10.0 (3 Reviews)
4 Bedrooms 10 Guests
From US $187 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
From US $1,516 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
From US $1,240 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)
1 Bedroom 5 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
From US $590 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
3 Bedrooms 8 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
From US $178 per night
9.7 (15 Reviews)
2 Bedrooms 12 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
|
9.7 (14 Reviews)
6 Bedrooms 15 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
10.0 (2 Reviews)
1 Bedroom 4 Guests
|
9.6 (13 Reviews)
5 Bedrooms 16 Guests

About Illinois Medical District Vacation Rentals

With more than 3207 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 742.25 ft² on average, with prices averaging US $395 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.

Frequently Asked Questions About Illinois Medical District?

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 3207 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 63
University Village / Little Italy Vacation Rentals in Chicago, Illinois 743
Tri-Taylor Vacation Rentals in Chicago, Illinois 1078
North Lawndale Vacation Rentals in Chicago, Illinois 443