Short Term Lease Apartments for Rent in the Oakland Neighborhood of Chicago, IL (10 Rentals)

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Short Term Rental Options.

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The Del Prado
Short Term Available
Lease terms options include:
12 Months, 14 Months, 15 Months, 24 Months
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The Del Prado

5307 S Hyde Park BlvdChicago, IL 60615
Affordability
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour

The Freedom of Short-Term Rentals: Exploring the Advantages for Renters

From flexibility to potential costs, explore the key benefits and drawbacks of short-term rental housing from a renter's perspective.

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Regents Park
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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Regents Park

5035 S East End AveChicago, IL 60615
Affordability
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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Vue53
Short Term Available
Lease terms options include:
3 Months, 12 Months
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Vue53

1324-1346 E 53rd StChicago, IL 60615
Student Housing
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  • Customer Reviewed
  • Matterport 3D Tour

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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The Sutherland
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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The Sutherland

4659 S Drexel BlvdChicago, IL 60653
Affordability
  • Verified
  • Customer Reviewed
  • Low Income
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4455 S. Greenwood Avenue
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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4455 S. Greenwood Avenue

4451-59-4459 S Greenwood AveChicago, IL 60653

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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925 East 46th Street
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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925 East 46th Street

925 E 46th StChicago, IL 60653
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Maple Court
Short Term Available
Lease terms options include:
1 Month, 3 Months, 4 Months, 5 Months, 6 Months, 7 Mon
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Maple Court

1120-1126 E 47th StChicago, IL 60653

Oakland, Chicago, IL Local Guide

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Pet Friendly Lifestyle
Oakland, Chicago, IL

Ranked #75

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Short-term Oakland Apartments

What is the Cheapest Short-term apartment in Oakland?

Currently the most affordable Short-term Apartment in Oakland is at 5445 Ingleside By 3L Living listed at $669.

How much is the average rent for a Short-term Oakland Apartment?

The average rent for a Short-term Apartment in Oakland is $3,232.

What is the largest Short-term Oakland Apartment for rent?

Today's Short-term apartment with the most square footage in Oakland is a 2,120 square feet unit starting from $1,725 at Regents Park.

What is the average size for Oakland Short-term Apartments for rent?

The average size for a Short-term rental in Oakland is currently at 395 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.