Women In Travel - Vacation Rentals in Illinois Medical District

4BR Old Town Chicago Loft | Walk to Wells St From US $992
         

10.0 (121 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Homan Square From US $7
         

3.0 (193 Reviews)
House
  • Parking
  • Child Friendly
  • Internet
The Publishing House B&B From US $273
         

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9.8 (206 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $284
         

52nd Floor MagMile Penthouse Views Fireplace Pool From US $517
         

10.0 (411 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
51st Floor MagMile Penthouse Views Balcony Pool From US $497
         

10.0 (229 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Illinois Medical District

Over 3796+ Luxury Places to Stay in or Near Illinois Medical District
Luxury Loft Collection 1, 2, 3 From US $4,367
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Mich Ave - 6 Penthouses, Sleep 25 From US $3,563
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
: The Wolcott : Modern Elegance at Its Finest From US $3,507
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Unique Luxury Fulton Market Penthouse - Sleeps 32 From US $2,944
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Over 881+ Top-Rated Vacation Rentals with a Pool in or Near Illinois Medical District
53 Floor MagMile Penthouse Views, Balcony, Pool From US $639
         

10.0 (245 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse Views, Fireplace, Pool, Gym From US $1,243
         

10.0 (213 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse -Views, Fireplace, Pool, Gym From US $1,199
         

10.0 (201 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
52nd Floor Penthouse with Skyline Views and Pool From US $450
         

10.0 (66 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
50th Floor Mag Mile Views, Balcony, Pool, Gym From US $404
         

10.0 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Two-Story Penthouse, City Views, Pool, Gym From US $1,043
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
50th Floor Mag Mile Views, Balcony, Pool, Gym From US $378
         

Pet-Friendly Vacation Rentals in Illinois Medical District

Over 1606+ Pet-Friendly Vacation Rentals in or Near Illinois Medical District
NEW LUXURY PENTHOUSE CONDO From US $631
         

10.0 (214 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Kasa South Loop Chicago From US $186
         

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9.6 (442 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW LUXURY CONDO WITH PATIO DECK From US $395
         

10.0 (197 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Ukrainian Village 3BR/3BA Private Patio, Parking From US $790
         

10.0 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 703 - Terrace - River North From US $1,215
         

10.0 (27 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 02 - Terrace - River North From US $1,282
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Central Apartment w/Skyline Views From US $1,212
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Illinois Medical District

Over 473+ Large Vacation Homes & Villas in or Near Illinois Medical District
Magic Factory Loft 2West From US $647
         

10.0 (199 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups From US $1,152
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,236
         

City Center, River North Condo HUGE 3BR, Patio, Parking(2x) From US $858
         

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

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in Illinois Medical District

Over 2083+ Wheelchair Accessible Vacation Homes in or Near Illinois Medical District
Cozy Downtown MICH AVE #7 | gym+rooftop From US $604
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
HI Chicago Hostel From US $142
         

9.0 (1251 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba From US $618
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $960
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Dtown Penthouse 11+Parking, Gym, Pvt Patio From US $820
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cabin 104 by 747 Lofts From US $278
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Luxury Loft Collection 903 - Terrace - River North From US $1,257
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Over 1178+ Illinois Medical District Vacation Rentals and Airbnb Places to Stay Under $200
Chic 1-bedroom condo in the heart of Chicago, next to Mag Mile From US $147
         

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
Chicago Parthenon Hostel From US $163
         

8.2 (462 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
Chicago Cityview Chic - Gold Coast/River North From US $199
         

Smart West Loop Studio w/Pool, Gym, nr. Fulton Market, by Blueground From US $199
         

iKlektik House/Robin From US $197
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Pilsen Gem Near the Loop and Chinatown From US $175
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Illinois Medical District

Over 2354+ Instantly Bookable Vacation Homes in or Near Illinois Medical District
Entire Below Level Studio w/Private Sauna From US $291
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Private Historic Coach House Wicker Park From US $442
         

10.0 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field From US $548
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Brilliant Downtown Chicago 3-Bedroom Condominium From US $793
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Vibrant 3BR Pilsen Stay Free Parking Near Downtown From US $485
         

10.0 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Gorgeous 3BR River North Condo - Free Parking From US $1,253
         

10.0 (34 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety

About Illinois Medical District Vacation Rentals

With more than 3805 Illinois Medical District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Womenintravel 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 Womenintravel 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 770.46 ft² on average, with prices averaging US $446 a night.

Womenintravel 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
Holiday Apartments 2584
Hotels 596
Vacation Homes 379
B&B 8
Resorts 8
Hostels 5
Villas 4
Cabin Rentals 1
Others 1

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

Pro Tip: Womenintravel makes it easy to compare the best listings on Womenintravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Womenintravel 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?
How many vacation rentals are available in Illinois Medical District?

Currently, the total number of properties listed in 2026 is over 3805 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.