
Monthly Rentals in Oakwood Beach
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals

Apartment in Chicago
5 out of 5 average rating, 3 reviewsSunny Penthouse - Oakwood Beach
DeannaRating, 5 stars2 days ago
Manny and Veronica have a beautiful apartment and were amazing hosts! They helped with any issues and were more than accommodating of me and the 3 other guests I booked with! Communication was quick and if I needed anything, they were more than ready to assist. The apartment is really spacious, supurb natural lighting, great appliances, and is decorated in such a way that it feels very homey. It's a 5 minute drive from a great grocery store and restaurants are not that far in a very comfortable and safe feeling area. It was a great place to come back to after spending the day out and about, I highly recommended staying here if you want a super nice and comfortable Chicago stay!
Superhost

Apartment in Chicago
4.86 out of 5 average rating, 7 reviewsModern Condo 10 min from The Bean
VanessaRating, 5 stars8 months ago
This was an excellent stay on the south side of Chicago. A beautiful quiet neighborhood with plenty of parking on the street. In addition to the garage that is already available in the property. Wonderful was able to help me with any of my needs and he went above and beyond, even adding a desk to the property when I asked. I stayed for three months for school, and was sad to leave after. This Airbnb had everything I needed even things that I usually travel with or not necessary because he provided them such as an air fryer, cookware, and even a squatty potty! I was so happy at this Airbnb because of the host and also because of the location. The community there is wonderful, and I felt safe every day. I even walked around and met people in the neighborhood and spent a lot of time there. It was quiet on the weekends and accessible to the downtown area.

Guest suite in Chicago
4.64 out of 5 average rating, 22 reviewsCozy Uneek Space - Centrally Located Garden Unit
MeredithRating, 5 stars3 weeks ago
place was close enough to downtown that it was easy to drive into the city park at a garage and stay for the whole day grocery stores within walking distance gas stations and dollar stores all made for convenience stay
Superhost

Apartment in Chicago
5 out of 5 average rating, 8 reviewsVlP STUDIO -2
AngelRating, 5 stars18 months ago
I recently stayed at VIP Studio-2 , and the experience was great. The AirBnB host Inka was extremely helpful, and it made my experience so much better. He was always happy to answer any questions and was always just a quick text away. The Green Train is one block away and is a quick 20-minute train ride to downtown Chicago. The process was extremely smooth, and I would highly recommend choosing to stay here again when visiting Chicago.
The comforts of home and great monthly rates
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 vacation 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
Traveling 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.
Popular amenities for monthly rentals
Destinations to explore
- New York Monthly Rentals
- Barcelona Monthly Rentals
- Florence Monthly Rentals
- Athens Monthly Rentals
- Miami Monthly Rentals
- Montreal Monthly Rentals
- Seattle Monthly Rentals
- Berlin Monthly Rentals
- Paris Monthly Rentals
- Rio de Janeiro Monthly Rentals
- Amsterdam Monthly Rentals
- Istanbul Monthly Rentals
- Lisbon Monthly Rentals
- Rome Monthly Rentals
- Copenhagen Monthly Rentals
- Portland Monthly Rentals
- Buenos Aires Monthly Rentals
- Cape Town Monthly Rentals
- London Monthly Rentals
- Tokyo Monthly Rentals
- Sydney Monthly Rentals
- Austin Monthly Rentals
- Prague Monthly Rentals
- Vienna Monthly Rentals
- San Francisco Monthly Rentals
- Hamburg Monthly Rentals
- Washington DC Monthly Rentals
- Vancouver Monthly Rentals
- Brussels Monthly Rentals
- Los Angeles Monthly Rentals
- Munich Monthly Rentals
- Bangkok Monthly Rentals
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- South Haven Vacation rentals
- South Side Vacation rentals
- Saugatuck Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Chicago Vacation rentals
*Some exclusions may apply in certain geographies and for some properties.