Chicago Villa
Villa
9.8(16 Reviews)
3 Bedrooms
2 Baths
12 Guests
1700 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $896/Night
7 Nights - US $6,274
Bed & Breakfast
9.2(36 Reviews)
8 Bedrooms
8 Baths
24 Guests
502.83 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
View
US $494/Night
7 Nights - US $3,461
Villa
9 Bedrooms
5 Baths
12 Guests
- Fireplace/Heating
Kitchen
Parking
Air Conditioner
US $1,367/Night
7 Nights - US $9,568
Apartment
9.1(16 Reviews)
4 Bedrooms
2 Baths
20 Guests
2497.23 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $1,040/Night
7 Nights - US $7,280
Villa
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $558/Night
7 Nights - US $3,906
Villa
9.0(2 Reviews)
5 Bedrooms
4 Baths
14 Guests
4004.17 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $1,620/Night
7 Nights - US $11,340
US $1,442/Night
7 Nights - US $10,094
Bed & Breakfast
7.8(183 Reviews)
8 Bedrooms
8 Baths
17 Guests
53.82 ft²
- Pet Friendly
- Parking
- Air Conditioner
Internet
US $145/Night
7 Nights - US $1,014
Villa
1 Bedroom
1 Bath
2 Guests
215 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $176/Night
7 Nights - US $1,235
Villa
7.6(10 Reviews)
3 Bedrooms
3 Baths
16 Guests
2195.84 ft²
Oceanfront
Ocean View- Balcony/Terrace
- View
US $405/Night
7 Nights - US $2,832
Villa
7.6(8 Reviews)
3 Bedrooms
1 Bath
6 Guests
15069.47 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $289/Night
7 Nights - US $2,024
Apartment
5 Bedrooms
2 Baths
12 Guests
23681 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,136/Night
7 Nights - US $7,953
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Why Choose Rent By Owner for your Chicago Villa?
What makes our Villa 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 Chicago
How to Book Your Chicago Villa
What's our booking process?
Our platform allows you to browse a curated selection of villa. 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 Chicago
Common Villa Amenities
What amenities can you expect?
Our Villa 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 Chicago, IL
Chicago
Central Chicago
Downtown Chicago
West Side
The Loop
Near North Side
North Side
River North
Far North Side
South Loop
South Side
Near South Side
Frequently Asked Questions About Chicago Rental Villas
1. What are the top Villas in Chicago?
There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Villas in Chicago:
- The Sono Chicago
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 55th Floor Penthouse with Award-Winning Views
- Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- NEW LUXURY PENTHOUSE CONDO
- Great Location-Beautiful Friendly Andersonville Neighborhood
2. How many Villas are available in Chicago?
Currently, the total number of properties listed by RBO in 2026 is over 11 in the Chicago area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Chicago.
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Apartment
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13 Bedrooms
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