Compare Villas, Resorts, & Rentals in Downtown Chicago, Chicago, Illinois, USA
About Downtown Chicago Vacation Rentals
There are more than 2381 incredible getaway rentals that are available in Downtown Chicago. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Downtown Chicago.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Downtown Chicago, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Downtown Chicago. Places to stay near Downtown Chicago are 716.94 ft² on average, with prices averaging GB £335 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Downtown Chicago. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Downtown Chicago, IL
Frequently Asked Questions About Downtown Chicago?
What are the top hotels or resorts in Downtown Chicago?
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- 55-56 Mag Mile Penthouse
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Magic Factory Loft 2West
- 51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Million Dollar Views! Luxury Downtown Skyhouse!
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
How many hotels, resorts, or rentals are available in Downtown Chicago?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 2381 in the Downtown Chicago area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Downtown Chicago.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Near North Side Rental Villas and Private Getaways in Chicago, Illinois | 781 |
| The Loop Rental Villas and Private Getaways in Chicago, Illinois | 775 |
| River North Rental Villas and Private Getaways in Chicago, Illinois | 447 |
| South Loop Rental Villas and Private Getaways in Chicago, Illinois | 355 |
| Near South Side Rental Villas and Private Getaways in Chicago, Illinois | 343 |
| Near West Side Rental Villas and Private Getaways in Chicago, Illinois | 334 |
| West Town Rental Villas and Private Getaways in Chicago, Illinois | 280 |
| Streeterville Rental Villas and Private Getaways in Chicago, Illinois | 203 |
| West Loop Rental Villas and Private Getaways in Chicago, Illinois | 197 |
| Lincoln Park Rental Villas and Private Getaways in Chicago, Illinois | 144 |
| University Village / Little Italy Rental Villas and Private Getaways in Chicago, Illinois | 91 |
| Old Town Rental Villas and Private Getaways in Chicago, Illinois | 51 |
| River West Rental Villas and Private Getaways in Chicago, Illinois | 51 |
| Gold Coast Rental Villas and Private Getaways in Chicago, Illinois | 39 |
| Magnificent Mile Rental Villas and Private Getaways in Chicago, Illinois | 4128 |
| Lakeshore East Rental Villas and Private Getaways in Chicago, Illinois | 735 |
