Illinois Medical District Vacation Rentals

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

New Top-Tier Stay: 49th Fl, Lakefront & City Views
10.0 (1 Review)
2 Bedrooms 5 Guests
From US $357 per night
|
10.0 (5 Reviews)
2 Bedrooms 6 Guests
New Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
New
3 Bedrooms 10 Guests
New Panoramic Lake Views: Premier Amenities for Groups
New
9 Bedrooms 22 Guests
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
New
1 Bedroom 2 Guests
New 43 Fl World-Class Escape w/Breathtaking Lake Views
New
3 Bedrooms 2 Guests
From US $103 per night
10.0 (3 Reviews)
2 Bedrooms 4 Guests
From US $189 per night
New
2 Bedrooms 2 Guests
New Bridgeport Bungalow Comfy Peaceful Sleeps 4
New
2 Bedrooms 4 Guests
|
10.0 (1 Review)
5 Bedrooms 13 Guests
New Charming Cozy 2BR Haven w/Crib Near Hip WickerPark
New
2 Bedrooms 6 Guests
From US $590 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (397 Reviews)
1 Bedroom 4 Guests
10.0 (236 Reviews)
2 Bedrooms 6 Guests
10.0 (224 Reviews)
1 Bedroom 4 Guests
10.0 (203 Reviews)
2 Bedrooms 8 Guests
10.0 (187 Reviews)
2 Bedrooms 7 Guests
10.0 (184 Reviews)
2 Bedrooms 9 Guests
10.0 (5 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
2 Bedrooms 3 Guests
From US $239 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
10.0 (4 Reviews)
1 Bedroom 4 Guests
From US $155 per night
|
10.0 (1 Review)
2 Bedrooms 5 Guests
From US $307 per night
|
9.0 (249 Reviews)
1 Bedroom 2 Guests
10.0 (4 Reviews)
1 Bedroom 4 Guests
From US $1,516 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
From US $136 per night
7.0 (80 Reviews)
1 Bedroom 2 Guests
10.0 (4 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (4 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
3 Bedrooms 8 Guests
10.0 (4 Reviews)
2 Bedrooms 5 Guests
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
10.0 (4 Reviews)
2 Bedrooms 5 Guests
10.0 (4 Reviews)
1 Bedroom 4 Guests
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
From US $347 per night
10.0 (4 Reviews)
2 Bedrooms 5 Guests
|
9.7 (12 Reviews)
6 Bedrooms 15 Guests
From US $178 per night
9.7 (12 Reviews)
5 Bedrooms 12 Guests
10.0 (4 Reviews)
1 Bedroom 2 Guests
From US $353 per night
|
9.7 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (4 Reviews)
1 Bedroom 2 Guests
|
9.6 (13 Reviews)
5 Bedrooms 16 Guests

About Illinois Medical District Vacation Rentals

With more than 3141 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 743.38 ft² on average, with prices averaging US $408 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 3141 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 334
University Village / Little Italy Vacation Rentals in Chicago, Illinois 91
Tri-Taylor Vacation Rentals in Chicago, Illinois 29
North Lawndale Vacation Rentals in Chicago, Illinois 443