Cottage Romance - Vacation Rentals in Illinois Medical District

HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12 From US $880
         

Beautiful 5br home for 14 guests with free parking From US $1,620
         

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9.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
▌360° City Skyline Chicago ▌ From US $558
         

New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Cabin 105 by 747 Lofts From US $244
         

5.8 (13 Reviews)
Hotel
  • Air Conditioner
  • Accessibility
  • Security/Safety
Lovely Two Bedroom Condo w/Pooln From US $202
         

Luxury Places to Stay in Illinois Medical District

Over 3835+ Luxury Places to Stay in or Near Illinois Medical District
: The Wolcott : Modern Elegance at Its Finest From US $3,490
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Unique Luxury Fulton Market Penthouse - Sleeps 32 From US $2,986
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown 9bd - Sleep 18 - (4 units, same floor) From US $2,891
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Top-Rated Vacation Rentals with a Pool in Illinois Medical District

Over 886+ Top-Rated Vacation Rentals with a Pool in or Near Illinois Medical District
Two-Story Penthouse, City Views, Pool, Gym From US $1,014
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Chic 1-bedroom condo in the heart of Chicago, next to Mag Mile From US $147
         

New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Illinois Medical District

Over 1626+ Pet-Friendly Vacation Rentals in or Near Illinois Medical District
NEW LUXURY PENTHOUSE CONDO From US $631
         

10.0 (215 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Sentral Michigan Avenue From US $234
         

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9.2 (1195 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW LUXURY CONDO WITH PATIO DECK From US $395
         

10.0 (199 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Ukrainian Village 3BR/3BA Private Patio, Parking From US $756
         

10.0 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 703 - Terrace - River North From US $1,378
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 02 - Terrace - River North From US $1,333
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Central Apartment w/Skyline Views From US $985
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Illinois Medical District

Over 478+ Large Vacation Homes & Villas in or Near Illinois Medical District
4BR Old Town Chicago Loft | Walk to Wells St From US $920
         

10.0 (122 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Homan Square From US $7
         

3.0 (193 Reviews)
House
  • Parking
  • Child Friendly
  • Internet
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Magic Factory Loft 2West From US $618
         

10.0 (200 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,217
         

Modern West Loop Gem-City Views & Prime Location 6 From US $1,014
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Bee's Knees - Ritzy, 1924 Chicago Bungalow From US $717
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Illinois Medical District

Over 2091+ Wheelchair Accessible Vacation Homes in or Near Illinois Medical District
Cozy Downtown MICH AVE #7 | gym+rooftop From US $624
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Modern River West 2BR with W&D by Zencity From US $77
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Penthouse at Grand Plaza From US $1,149
         

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9.8 (26 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Dtown Penthouse 11+Parking, Gym, Pvt Patio From US $778
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $668
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Luxury Loft Collection 903 - Terrace - River North From US $1,016
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern West Loop Gem-City Views & Prime Location 3 From US $813
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 4 From US $810
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Illinois Medical District Vacation Rentals and Airbnb Places to Stay Under $200

Over 1149+ Illinois Medical District Vacation Rentals and Airbnb Places to Stay Under $200
Chicago Cityview Chic - Gold Coast/River North From US $199
         

Modern River West 2BR with W&D by Zencity From US $76
         

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9.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Internet
Chicago Parthenon Hostel From US $170
         

8.2 (475 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
Pilsen Gem Near the Loop and Chinatown From US $199
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Serene Loop 1BR w/Gym, Roof & Lounge, same block as L, by Blueground From US $96
         

Instantly Bookable Vacation Homes in Illinois Medical District

Over 2357+ Instantly Bookable Vacation Homes in or Near Illinois Medical District
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $303
         

Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Entire Below Level Studio w/Private Sauna From US $310
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Private Historic Coach House Wicker Park From US $432
         

10.0 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Brilliant Downtown Chicago 3-Bedroom Condominium From US $804
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Illinois Medical District Vacation Rentals

With more than 6 Illinois Medical District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cottageromance 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 a rental 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 Cottageromance Illinois Medical District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Illinois Medical District. Places to stay near Illinois Medical District are 950.69 ft² on average, with prices averaging US $824 a night.

Cottageromance 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.

Top Rental Accommodation Types in Illinois Medical District

Type Count
Villas 4
Cabin Rentals 1
Hotels 1

Use these Quick Filters to Find a Vacation Rental in Illinois Medical District

Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Illinois Medical District.

Weather in Illinois Medical District

View the weather forecast for Illinois Medical District before booking your Illinois Medical District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Illinois Medical District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Illinois Medical District?

There are a lot of options in Illinois Medical District. If you plan on staying in the Illinois Medical District area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Illinois Medical District:

How many vacation rentals are available in Illinois Medical District?

Currently, the total number of properties listed in 2026 is over 6 in the Illinois Medical District area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Illinois Medical District.