Hotel In Greenville - Vacation Rentals in Central Chicago

50th Floor Mag Mile Views, Balcony, Pool, Gym From US $263
         

Sophisticated 4BR Suite - Modern and Luxurious From US $373
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Accessibility
  • Security/Safety
ENVITAE Hotel From US $453
         

10.0 (3 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Premium 4 King Apartment w/City Views From US $1,449
         

10.0 (5 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sophisticated 4BR Suite - Walk to Shops, Dining & Transit From US $270
         

10.0 (5 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Central Chicago

Over 2864+ Luxury Places to Stay in or Near Central Chicago
Luxury Loft Collection 1, 2, 3 From US $3,699
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
LUX Dtown Penthouses 9bd/9ba Sleep 25+Parking+Pool From US $2,995
         

South Loop 2 Bedroom Apt From US $2,671
         

New
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Downtown Mich Ave - 6 Penthouses, Sleep 25 From US $2,166
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in Central Chicago

Over 923+ Top-Rated Vacation Rentals with a Pool in or Near Central Chicago
52nd Floor MagMile Penthouse Views Fireplace Pool From US $485
         

10.0 (408 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
55th Floor Penthouse with Award-Winning Views From US $1,118
         

10.0 (302 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
53 Floor MagMile Penthouse Views, Balcony, Pool From US $516
         

10.0 (244 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
51st Floor MagMile Penthouse Views Balcony Pool From US $397
         

10.0 (227 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse Views, Fireplace, Pool, Gym From US $865
         

10.0 (212 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
52nd Floor Penthouse with Skyline Views & Pool From US $376
         

10.0 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym From US $234
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Central Chicago

Over 1324+ Pet-Friendly Vacation Rentals in or Near Central Chicago
Kasa River North Chicago From US $311
         

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9.6 (183 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba From US $363
         

10.0 (26 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 703 - Terrace - River North From US $1,129
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 02 - Terrace - River North From US $942
         

10.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool From US $524
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Designer Penthouse 3804 | Pool | Gold Coast From US $840
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Central Chicago

Over 302+ Large Vacation Homes & Villas in or Near Central Chicago
Magic Factory Loft 2East 4 Bd/3 Ba Families Groups From US $913
         

10.0 (119 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Lux Apts with Lake Views and Top Amenities From US $1,582
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups From US $1,177
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
City Center, River North Condo HUGE 3BR, Patio, Parking(2x) From US $728
         

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow From US $368
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxury Designer Penthouse|Private Deck|Gold Coast From US $791
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Central Chicago

Over 2018+ Wheelchair Accessible Vacation Homes in or Near Central Chicago
Downtown Guild #3 | Mag Mile Gold Coast The Lake! From US $283
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
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 $73
         

9.0 (1112 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Two-Story Penthouse, City Views, Pool, Gym From US $658
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Spacious 4BR Central Apartment w/Skyline Views From US $260
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Luxury Loft Collection 903 - Terrace - River North From US $1,086
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area From US $830
         

Downtown 3bd #7 near Park+Museums From US $465
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Central Chicago Varoom and Airbnb Places to Stay Under $200

Over 1079+ Central Chicago Varoom and Airbnb Places to Stay Under $200
Chic Studio in the Heart of the Gold Coast From US $163
         

10.0 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
UrbanEden Loft Apartment From US $103
         

9.4 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Avenue Inn From US $116
         

7.0 (101 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Chic 1-bedroom condo in the heart of Chicago, next to Mag Mile From US $143
         

Chicago Cityview Chic - Gold Coast/River North From US $199
         

Cozy 1-Bedroom Apartment From US $171
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Central Chicago

Over 1865+ Instantly Bookable Vacation Homes in or Near Central Chicago
Brilliant Downtown Chicago 3-Bedroom Condominium From US $485
         

10.0 (51 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Gorgeous 3BR River North Condo - Free Parking From US $856
         

10.0 (30 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Luxury Loft Collection COMBO 01/02 | Terrace From US $1,998
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Penthouse Lake Views #1|Gym, Parking+Pool From US $545
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area From US $543
         

McCormick 3B/2Ba w optional parking/Up to 8 guests From US $513
         

About Central Chicago Vacation Rentals

With more than 616 Central Chicago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelingreenville 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 Central Chicago.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelingreenville Central Chicago, 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 Central Chicago. Places to stay near Central Chicago are 251.57 ft² on average, with prices averaging $324 a night.

Hotelingreenville makes it easy and safe to find and compare vacation rentals in Central Chicago 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 Central Chicago

Type Count
Hotels with Suites 616

Use these Quick Filters to Find a Vacation Rental in Central Chicago

Pro Tip: Hotelingreenville makes it easy to compare the best listings on Hotelingreenville homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelingreenville 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 Central Chicago.

Weather in Central Chicago

View the weather forecast for Central Chicago before booking your Central Chicago 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