West Side Short Term Stay
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $156/Night
For 7 Nights US $1,091
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $217/Night
For 7 Nights US $1,518
549 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $212/Night
For 7 Nights US $1,481
1143 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $404/Night
For 7 Nights US $2,826
969 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $625/Night
For 7 Nights US $4,374
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $406/Night
For 7 Nights US $2,845
822 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $332/Night
For 7 Nights US $2,322
1035 ft²
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,013/Night
For 7 Nights US $7,089
750 ft²
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $871/Night
For 7 Nights US $6,095
523 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $569/Night
For 7 Nights US $3,983
650 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $606/Night
For 7 Nights US $4,245
2 Bathrooms
Couples Retreat
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $470/Night
For 7 Nights US $3,287
Why Choose Rent By Owner for your West Side Short Term Stay?
What makes our Short Term 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 West Side
How to Book Your West Side Short Term Stay
What's our booking process?
Our platform allows you to browse a curated selection of short term 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 West Side
Common Short Term Stay Amenities
What amenities can you expect?
Our Short Term 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 West Side, IL
West Town
Near West Side
West Loop
East Village
University Village / Little Italy
Lower West Side
Wicker Park
Pulaski Park
Noble Square
River West
Heart of Chicago
West Loop Gate
West Side Short Term Stay Frequently Asked Questions
1. What are the top Short Term Stays 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 Short Term Stays in West Side:
- Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
- Hyatt House Chicago Medical/University District
- Hyatt Place Chicago Medical/University District
- 1 Garage Parking/Skyline Rooftop/PingPong/Balcony
- Private Balcony, 1 Garage Parking, Sleeps 8!
- 2-Car Parking, PingPong, Arcade, 3 Floors!
- Arcade, Free Parking, Sleeps 8!
- Family Fun Haven Summ
- Chic 3-bedroom apartment with WiFi and AC in delightful Chicago
- Long-Term Stays | 1 Garage Parking | Private Balcony
2. How many Short Term Stays are available in West Side?
Currently, the total number of properties listed by RBO in 2026 is over 57 in the West Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in West Side.
More Rentals You May Like Near West Side
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $273/Night
For 7 Nights US $1,910
1360 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $635/Night
For 7 Nights US $4,442
969 ft²
12 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $420/Night
For 7 Nights US $2,938
1183 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $765/Night
For 7 Nights US $5,355
1183 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $733/Night
For 7 Nights US $5,130
1360 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $590/Night
For 7 Nights US $4,127
1500 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $562/Night
For 7 Nights US $3,935
1250 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $344/Night
For 7 Nights US $2,406
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $893/Night
For 7 Nights US $6,250
1179 ft²
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,802/Night
For 7 Nights US $12,611
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $49/Night
For 7 Nights US $342
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $85/Night
For 7 Nights US $593
