West Side Monthly Stay
New
Apartment
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Air Conditioner
Internet
Laundry
US $124/Night
7 Nights - US $870
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
US $349/Night
7 Nights - US $2,443
US $301/Night
7 Nights - US $2,109
Apartment
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
Kitchen
US $93/Night
7 Nights - US $651
House
10.0(2 Reviews)
1 Bedroom
4 Baths
16 Guests
4004.17 ft²
- Fireplace/Heating
View
Parking- Air Conditioner
US $2,234/Night
7 Nights - US $15,637
Apartment
10.0(74 Reviews)
1 Bedroom
1 Bath
3 Guests
Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $280/Night
7 Nights - US $1,961
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
645.83 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $682/Night
7 Nights - US $4,776
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $533/Night
7 Nights - US $3,728
Apartment
10.0(2 Reviews)
1 Bedroom
2 Baths
10 Guests
1184.03 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $651/Night
7 Nights - US $4,555
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $170/Night
7 Nights - US $1,192
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
548.96 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $406/Night
7 Nights - US $2,843
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
975 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $705/Night
7 Nights - US $4,937
Why Choose Rent By Owner for your West Side 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 West Side
How to Book Your West Side 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 West Side
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 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 Monthly Stay Frequently Asked Questions
1. What are the top Monthly 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 Monthly Stays in West Side:
- Luxury Modern home minutes from Downtown Chicago
- Aloha 2.0 Tropical Oasis in the heart of Wicker Park that sleeps 23 + backyard patio
- Designer 3BR Penthouse l Private Patio l Rooftop l Gym l 5-Star Location
- Designer Apt, Billiards, Private Patio, 1 Parking
- 2-Car Parking, PingPong, Arcade, 3 Floors!
- Luxe Chicago Retreat Game Room, Deck Fire Pit
- Luxury Suites in Chicago's West Loop – Modern Comfort Meets Vibrant City Life
- Level - Fulton market Spacious 3 bedroom 2 baths with luxury kitchen and balcony
- Luxury West Loop Rentals: Modern Suites w/City Views & Resort Amenities
- 3 Bed 2 Bath Chicago Retreat w Balcony & Parking
2. How many Monthly Stays are available in West Side?
Currently, the total number of properties listed by RBO in 2026 is over 607 in the West Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in West Side.
More Rentals You May Like Near West Side
Apartment
10.0(2 Reviews)
1 Bedroom
2 Baths
4 Guests
904.17 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $314/Night
7 Nights - US $2,195
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
625 ft²
- Fireplace/Heating
Pool- Pet Friendly
- Kitchen
US $227/Night
7 Nights - US $1,589
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
499 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $225/Night
7 Nights - US $1,575
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
518 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $199/Night
7 Nights - US $1,393
Apartment
9.8(30 Reviews)
1 Bedroom
1 Bath
4 Guests
1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $207/Night
7 Nights - US $1,452
House
9.8(11 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $269/Night
7 Nights - US $1,883
Apartment
8.8(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
2250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $169/Night
7 Nights - US $1,183
Apartment
7.6(4 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Internet
US $319/Night
7 Nights - US $2,232
House
6.8(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $296/Night
7 Nights - US $2,072
Apartment
6.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1143 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $404/Night
7 Nights - US $2,826
Apartment
2 Bedrooms
2 Baths
6 Guests
969 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $625/Night
7 Nights - US $4,374
Apartment
1 Bedroom
1 Bath
8 Guests
23917 ft²
- Kitchen
- Laundry
Security/Safety
US $471/Night
7 Nights - US $3,294
