Apartment
10.0(89 Reviews)
1 Bedroom
1 Bath
3 Guests
Hot Tub
Parking
Spa
Balcony/Terrace
US $249/Night
7 Nights - US $1,743
West Side Accommodations
10.0
Apartment
10.0(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
107.64 ft²
- Parking
- Balcony/Terrace
View
Air Conditioner
US $345/Night
7 Nights - US $2,417
Bed & Breakfast
9.8(217 Reviews)
1 Bedroom
1 Bath
Breakfast
Kitchen- Air Conditioner
Internet
US $294/Night
7 Nights - US $2,057
House
10.0(75 Reviews)
2 Bedrooms
1 Bath
5 Guests
880 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $488/Night
7 Nights - US $3,416
House
10.0(3 Reviews)
5 Bedrooms
4 Baths
16 Guests
4004.17 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $2,234/Night
7 Nights - US $15,637
Apartment
10.0(29 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $258/Night
7 Nights - US $1,805
Apartment
10.0(3 Reviews)
4 Bedrooms
4 Baths
10 Guests
1345.49 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $702/Night
7 Nights - US $4,912
Apartment
10.0(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $424/Night
7 Nights - US $2,966
Apartment
10.0(2 Reviews)
5 Bedrooms
3 Baths
14 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $553/Night
7 Nights - US $3,874
Apartment
10.0(17 Reviews)
2 Bedrooms
1 Bath
7 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $287/Night
7 Nights - US $2,008
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
505.9 ft²
- Air Conditioner
- Internet
- Child Friendly
Accessibility
US $509/Night
7 Nights - US $3,563
House
10.0(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $634/Night
7 Nights - US $4,440
Why Choose Rent By Owner for your West Side Accommodations?
What makes our Accommodations 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 West Side
How to Book Your West Side Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. 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.
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations 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 West Side, IL
Near West Side
West Town
West Loop
East Village
University Village / Little Italy
Lower West Side
River West
Heart of Chicago
West Loop Gate
Pulaski Park
Noble Square
Wicker Park
Frequently Asked Questions about West Side Accommodations
1. What are the top Accommodations in West Side?
There are a lot of options in West Side. If you plan on staying in the West Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in West Side:
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 1F Chicago's Little italy Graystone nearDowntown
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Vibrant 3BR Pilsen Stay Free Parking Near Downtown
- Luxury Modern home minutes from Downtown Chicago
- Modern West Loop Gem-City Views & Prime Location 6
- MODERN HOME: 4BD & 3 FULL BATHS, WFH Setup, Public Transit, 15 Mins to Downtown!
- Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
- NEW 4BD/4BTH - 2 UNITS - Wicker Park
- The Cornerstone - Designer 4BR Flat in Bucktown/WP
2. How many Accommodations are available in West Side?
Currently, the total number of properties listed by RBO in 2026 is over 1401 in the West Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in West Side.
More Rentals You May Like Near West Side
Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
1797.57 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $303/Night
7 Nights - US $2,121
Apartment
10.0(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $389/Night
7 Nights - US $2,720
Apartment
10.0(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
Pool- Balcony/Terrace
US $463/Night
7 Nights - US $3,241
Apartment
10.0(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $143/Night
7 Nights - US $1,003
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $347/Night
7 Nights - US $2,431
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $441/Night
7 Nights - US $3,084
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
6 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $430/Night
7 Nights - US $3,011
Apartment
10.0(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $248/Night
7 Nights - US $1,736
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $586/Night
7 Nights - US $4,104
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $383/Night
7 Nights - US $2,684
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $347/Night
7 Nights - US $2,432
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $334/Night
7 Nights - US $2,341
