Top Rated Activities & Tours in Central Chicago
Central Chicago Vacation Rentals, Hotels, & Places to Stay
About Central Chicago Vacation Rentals
There are more than 3011 places to stay that are available in Central Chicago. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Central Chicago.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Central Chicago, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Central Chicago. Places to stay near Central Chicago are 755 ft² on average, with prices averaging US $461 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Central Chicago. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Central Chicago
| Type | Count |
|---|---|
| Holiday Apartments | 1905 |
| Vacation Homes | 331 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Central Chicago
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Central Chicago today.
Weather in Central Chicago, IL
View the weather forecast for Central Chicago before booking your Central Chicago Vacation Rentals to confirm your best time to go.
Top Attractions Around Central Chicago, IL
Varoom offers a large selection of top attractions around Central Chicago . Research things to do on your vacation before you visit Central Chicago.
Other Places to Stay in Central Chicago, IL
Complexes around Central Chicago, IL
Frequently Asked Questions About Central Chicago?
What are the top vacation rentals in Central Chicago?
We have scoured the web to find you options in Central Chicago. If you plan on staying near or in the Central Chicago area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Central Chicago:
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- 4BR Old Town Chicago Loft | Walk to Wells St
- 52nd Floor Penthouse with Skyline Views and Pool
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- 50th Floor Mag Mile Views, Balcony, Pool, Gym
- Gorgeous 3BR River North Condo - Free Parking
- City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
How many vacation rentals have private pools in Central Chicago?
We have found 68 places to stay that feature a private swimming pool in or near Central Chicago. Some of the best places to stay that feature or have access to a swimming pool are:
- Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
- Lux Apts with Lake Views and Top Amenities
- Stay One Chicago
- Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities
Which vacation homes in Central Chicago are best for families?
If you are looking for a place to stay that is family-friendly in Central Chicago, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Central Chicago:
- South Loop 3BD 2BA Condo with Balcony and Parking
- Boulevard Stays Just 5 Minutes from Magnificent Mile and River North 06
- The Peninsula Chicago
How many Varoom vacation rentals are available in Central Chicago?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 3011 in the Central Chicago area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Central Chicago.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1184 |
| The Loop Vacation Rentals in Chicago, Illinois | 547 |
| Near North Side Vacation Rentals in Chicago, Illinois | 481 |
| River North Vacation Rentals in Chicago, Illinois | 280 |
| West Town Vacation Rentals in Chicago, Illinois | 278 |
| Near West Side Vacation Rentals in Chicago, Illinois | 264 |
| South Loop Vacation Rentals in Chicago, Illinois | 186 |
| Near South Side Vacation Rentals in Chicago, Illinois | 175 |
| West Loop Vacation Rentals in Chicago, Illinois | 156 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 115 |
| Streeterville Vacation Rentals in Chicago, Illinois | 109 |
| Bronzeville Vacation Rentals in Chicago, Illinois | 64 |
| River West Vacation Rentals in Chicago, Illinois | 45 |
| Old Town Vacation Rentals in Chicago, Illinois | 43 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 28 |
| Chinatown Vacation Rentals in Chicago, Illinois | 3221 |