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Zumper

Short Term Rentals in Oakland, IL

25 rentals

20 S Seeley Ave #1 - Photo 1 of 1
3D tour

14h ago

Our team has verified this company

Verified

3 bedroom in Near West Side on a flexible lease #1897

20 S Seeley Ave #1, Chicago, IL 60612

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,100

Apartment for rent

Available Oct 29

Top amenities
Dishwasher
Furnished
Hardwood Floor
In-Unit Laundry
On-Site Laundry
TV
6455 S Eberhart Ave - Photo 1 of 1

18h ago

Our team has verified this company

Verified

6455 S Eberhart Ave, Chicago, IL 60637

Short term | Furnished | Air conditioning

2 beds

1 bath

$4,160

Apartment for rent

Top amenities
Air Conditioning
On-Site Laundry
Wi-Fi
5207 S May St - Photo 1 of 1

18h ago

Our team has verified this company

Verified

5207 S May St, Chicago, IL 60609

Short term | Furnished | Central heat

5 beds

1 bath

$2,824

Apartment for rent

Top amenities
Central Heat
Microwave
Oven
TV
Wi-Fi
5436 S Michigan Ave - Photo 1 of 1

18h ago

Our team has verified this company

Verified

5436 S Michigan Ave, Chicago, IL 60615

Short term | In-unit laundry | Furnished

3 beds

2 baths

$7,156

Apartment for rent

Top amenities
Central Heat
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
4241 S Langley Ave - Photo 1 of 1

18h ago

Our team has verified this company

Verified

4241 S Langley Ave, Chicago, IL 60653

Short term | In-unit laundry | Furnished

3 beds

1 bath

$5,417

Apartment for rent

Top amenities
Business Center
Dishwasher
Furnished
In-Unit Laundry
TV
Wi-Fi
2031 W Coulter St - Photo 1 of 1

18h ago

Our team has verified this company

Verified

2031 W Coulter St, Chicago, IL 60608

Short term | In-unit laundry | Furnished

5 beds

3 baths

$14,488

$6,829

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Oven
Swimming Pool
Wi-Fi

Nearby rental good for eco-living

$1,830

Loop

Nearby rental good for pet owners

19 South LaSalle Street - Photo 1 of 1

18h ago

9.9

Excellent

Our team has verified this company

Verified

19 South LaSalle Street

19 S La Salle St, Chicago, IL 60603

Short term | In-unit laundry | Furnished

2–8 beds

2–8 baths

$7,199–$28,832

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Fitness Center
Furnished
In-Unit Laundry
Wi-Fi
801 S Western Ave - Photo 1 of 1

18h ago

Our team has verified this company

Verified

801 S Western Ave, Chicago, IL 60612

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,047

$3,581

Price drop

Apartment for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Oven
TV
Wi-Fi
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1900 W 17th St - Photo 1 of 1

18h ago

Our team has verified this company

Verified

1900 W 17th St, Chicago, IL 60608

Short term | In-unit laundry | Furnished

2 beds

3 baths

$2,675

Apartment for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Microwave
Oven
Wi-Fi
3975 S Ellis Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

3975 S Ellis Ave, Chicago, IL 60653

Short term | In-unit laundry | Furnished

2 beds

1 bath

$3,289

Apartment for rent

Top amenities
Furnished
Garage Parking
In-Unit Laundry
Microwave
TV
Wi-Fi
Advertisement

Find sweet deals near Oakland

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,950

Near West Side

$2,877

Near West Side

$2,180

Near West Side

$1,730–$1,820

South Loop

3247 S Oakley Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

3247 S Oakley Ave, Chicago, IL 60608

Short term | In-unit laundry | Furnished

1 bed

1 bath

$5,013

House for rent

Top amenities
Business Center
Dishwasher
Fireplace
Furnished
In-Unit Laundry
Wi-Fi
109 S Paulina St - Photo 1 of 1

1d ago

Our team has verified this company

Verified

109 S Paulina St, Chicago, IL 60612

Short term | In-unit laundry | Furnished

2 beds

1 bath

$3,490

$2,877

Price drop

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
In-Unit Laundry
TV
Wi-Fi
812 W Adams St #1252 - Photo 1 of 1
3D tour

1d ago

Our team has verified this company

Verified

812 W Adams St #1252, Chicago, IL 60607

Short term | In-unit laundry | Furnished

1 bed

1 bath

$2,430

$2,180

Price drop

Apartment for rent

Top amenities
Air Conditioning
Elevator
In-Unit Laundry
On-Site Management
TV
Wi-Fi
1220 W Jackson Blvd #1206 - Photo 1 of 1
3D tour

4d ago

Our team has verified this company

Verified

1220 W Jackson Blvd #1206, Chicago, IL 60607

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,800

Apartment for rent

Top amenities
Air Conditioning
Business Center
Central Heat
Dishwasher
In-Unit Laundry
Wi-Fi
330 S Wells St #670 - Photo 1 of 1
3D tour

4d ago

Our team has verified this company

Verified

330 S Wells St #670, Chicago, IL 60606

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,830

Apartment for rent

Top amenities
Central Heat
Dishwasher
Elevator
Furnished
TV
Wi-Fi
5252 South Cornell Avenue - Photo 1 of 1
3D tour

5d+ ago

9

Excellent

Our team has verified this company

Verified

5252 South Cornell Avenue

5252 S Cornell Ave #1158, Chicago, IL 60615

Short term | In-unit laundry | Furnished

1–2 beds

1–2 baths

$2,450–$2,800

Apartment for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
Oven
TV
Straits Row - Photo 1 of 1
Student housing
Rent special

5d+ ago

8.7

Very good

Our team has verified this company

Verified

Straits Row

633 S La Salle St, Chicago, IL 60605

Short term | In-unit laundry | Furnished

Studio

1 bath

$2,189–$2,289

Apartment for rent

Available Jan 5

Top amenities
Fitness Center
In-Unit Laundry

Call

4152 S Prairie Ave ##1 - Photo 1 of 1

5d+ ago

Short Term Grand Boulevard apartment for rent in Chicago

4152 S Prairie Ave ##1, Chicago, IL 60653

Short term | In-unit laundry | Central heat

3 beds

2 baths

$2,395

Apartment for rent

Top amenities
In-Unit Laundry
Advertisement
903 S Ashland Ave #1338 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

903 S Ashland Ave #1338, Chicago, IL 60607

Short term | Furnished | Air conditioning

1 bed

1 bath

$1,950

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Oven
Storage
Swimming Pool
Wi-Fi
834 W Monroe St #772 - Photo 1 of 1
3D tour

5d+ ago

Our team has verified this company

Verified

834 W Monroe St #772, Chicago, IL 60607

Short term | In-unit laundry | Furnished

Studio

1 bath

$2,020

Apartment for rent

Top amenities
Central Heat
Dishwasher
Elevator
Microwave
Roof Deck
TV
730 S Clark St #1280 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

730 S Clark St #1280, Chicago, IL 60605

Short term | In-unit laundry | Furnished

1 bed

1 bath

$2,640

Apartment for rent

Top amenities
Central Heat
Concierge Service
Furnished
In-Unit Laundry
Microwave
Wi-Fi
711 W 31st St ##1 - Photo 1 of 1

5d+ ago

Short Term Bridgeport condo for rent in Chicago

711 W 31st St ##1, Chicago, IL 60616

Short term | In-unit laundry | Balcony

3 beds

3 baths

$2,100

Condo for rent

Top amenities
Hardwood Floor
In-Unit Laundry
50 E 26th St - Photo 1 of 1

5d+ ago

Short Term South Loop house for rent in Chicago

50 E 26th St, Chicago, IL 60616

Short term | On-site laundry | Balcony

2 beds

2 baths

$3,250

House for rent

Top amenities
On-Site Laundry
2821 S Emerald Ave ##1r - Photo 1 of 1

5d+ ago

Short Term Bridgeport apartment for rent in Chicago

2821 S Emerald Ave ##1r, Chicago, IL 60616

Short term | Garage parking | Assigned parking

2 beds

1 bath

$2,000

Apartment for rent

633 E Bowen Ave ##2e - Photo 1 of 1

5d+ ago

Short Term Grand Boulevard condo for rent in Chicago

633 E Bowen Ave ##2e, Chicago, IL 60653

Short term | In-unit laundry | Balcony

3 beds

2 baths

$2,500

Condo for rent

Top amenities
Assigned Parking
Hardwood Floor
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Chicago > Oakland > Oakland Short term rentals
Updated: October 29, 2025

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Looking for short term apartments in Oakland, Chicago, IL near you?

🔑Available apartment rentals25
💰Best rent deal1220 W Jackson Blvd #1206
✨Popular amenities, ,

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