Monthly Rentals in Kathy Osterman Beach

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favourite
Flat in Chicago
5 out of 5 average rating, 29 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

ElizabethRating, 5 stars1 day ago
This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth
Guest favourite
Flat in Chicago
4.96 out of 5 average rating, 140 reviews

Edgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375

LaurenRating, 5 stars1 month ago
Great spot, sweet beautiful gardens and very comfortable bed! Thank you!
Guest favourite
Flat in Chicago
4.86 out of 5 average rating, 123 reviews

minimal lakefront apartment

MarcusRating, 5 stars1 month ago
I've stayed at many Airbnbs, and this is among the best. Kenan describes it as minimal, but it has everything you need. I've rarely stayed somewhere where I didn't at least have to provide my own of something, and I appreciate Kenan for his attention to the basic needs we all have when traveling. I used to live in this neighborhood, and it was great to be right back. If you're a tourist wondering if you should stay so far from downtown, you're better off experiencing real Chicago from a real (and awesome) neighborhood next to a beach and steps from the express bus to downtown.
Guest favourite
Flat in Chicago
4.89 out of 5 average rating, 92 reviews

Adorable Private Edgewater Suite

MatoRating, 5 stars9 months ago
The street that is in front of her BNB wasn't too busy and we could find the parking space easily. I know it may depend on, but it was really convenient to load and unload our stuff. It's the basement area, but very quiet most of the time; no noise from the ceiling. Again, it's a basement space, so it gives us a cosy feeling. They are easy to communicate with, and also they respect our privacy very well. Over all, it was a good stay. I recommend her place.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.