Central Chicago Monthly Stay
8 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $1,380/Night
For 7 Nights US $9,662
1851.39 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $1,136/Night
For 7 Nights US $7,951
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $256/Night
For 7 Nights US $1,791
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $1,106/Night
For 7 Nights US $7,745
796.53 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $253/Night
For 7 Nights US $1,771
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $830/Night
For 7 Nights US $5,808
1194.79 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $1,599/Night
For 7 Nights US $11,193
2110 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $808/Night
For 7 Nights US $5,659
602.78 ft²
4 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $394/Night
For 7 Nights US $2,760
937 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $604/Night
For 7 Nights US $4,227
2723.27 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $1,181/Night
For 7 Nights US $8,267
937 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $485/Night
For 7 Nights US $3,398
Why Choose Rent By Owner for your Central Chicago Monthly Stay?
What makes our Monthly Stay special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Central Chicago
How to Book Your Central Chicago Monthly Stay
What's our booking process?
Our platform allows you to browse a curated selection of monthly stay. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Central Chicago
Common Monthly Stay Amenities
What amenities can you expect?
Our Monthly Stay are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Central Chicago, IL
Chicago
Chicago
Downtown Chicago
The Loop
Near North Side
South Loop
South Side
Near South Side
River North
Prairie District
Streeterville
Rush and Division
Central Chicago Monthly Stay Frequently Asked Questions
1. What are the top Monthly Stays in Central Chicago?
There are a lot of options in Central Chicago. If you plan on staying in the Central Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Monthly Stays in Central Chicago:
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- Spacious 4BR Central Apartment w/Skyline Views
- Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
- Modern 2BR Retreat Near Old Town & Lincoln Park
- Downtown 3bd #7 near Park+Museums
- Sophisticated 4BR Suite - Walk to Shops, Dining & Transit
- Bright 3BR Stylish Apartment Near North Ave Shops
- Downtown Mich Ave - 6 Penthouses, Sleep 25
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- Downtown 2bd #4 - Near Grant Park, Museums, Lake
2. How many Monthly Stays are available in Central Chicago?
Currently, the total number of properties listed by RBO in 2026 is over 1307 in the Central Chicago area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in Central Chicago.
More Rentals You May Like Near Central Chicago
3767.37 ft²
8 Guests
3 Bedrooms
1 Bathroom
Group Friendly
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $979/Night
For 7 Nights US $6,853
926 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $366/Night
For 7 Nights US $2,565
883 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $360/Night
For 7 Nights US $2,520
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $352/Night
For 7 Nights US $2,467
937 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $331/Night
For 7 Nights US $2,320
937 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $305/Night
For 7 Nights US $2,135
1260 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $214/Night
For 7 Nights US $1,501
710 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $419/Night
For 7 Nights US $2,933
1109 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $541/Night
For 7 Nights US $3,787
1109 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $753/Night
For 7 Nights US $5,268
1098 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $691/Night
For 7 Nights US $4,837
703 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $613/Night
For 7 Nights US $4,293
