Vacation apartments in Chicago, IL

Search among 942 available apartments in Chicago from 50+ providers

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5430 Happy HomeHomestay
8.4
Great22 reviews
The largest option:
2 adults
1 bedroom
1 bed
Map
5.6 mi from City Center400 yd from
Offering a sunny patio, the homestay is located within 2.3 miles of Museum of Science and Industry.
FromUS$ 42 /nightSelect
8.4
Great49 reviews
The largest option:
4 adults
Map
1300 yd from City Center300 yd from Chicago Riverwalk
Featuring an indoor swimming pool together with a steam room and an indoor pool, the Oakwood 200 Squared is located within 0.4 miles of The Chicago Theatre and 0.6 miles from The Rookery Building.
FromUS$ 205 /nightSelect
8.8
Great14 reviews
7 adults
5 bedrooms
5 beds
Map
4.8 mi from City Center700 yd from Wrigley Field
The Wrigleyville Friends Unit - 5Bdrm is set approximately 11 minutes' stroll from Gallagher Way and a 15-minute walk from Sheil Park Playground.
FromUS$ 650 /nightSelect
8.4
Great3 reviews
8 adults
2 bedrooms
2 beds
Map
4.6 mi from City Center700 yd from
This apartment, offering 2 bedrooms and 1 bathrooms with a tub, a separate toilet and a shower, is located in Bronzeville district.
FromUS$ 149 /nightSelect
9.0
Perfect1 review
Map
1.7 mi from City Center600 yd from McCormick Place
Nestled in South Loop district of the city, the venue is about 10 miles from Midway International airport.
FromUS$ 175 /nightSelect
8.6
Great18 reviews
5 adults
3 bedrooms
3 beds
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4.8 mi from City Center700 yd from Wrigley Field
FromUS$ 135 /nightSelect
8.6
Great16 reviews
4 adults
1 bedroom
2 beds
Map
2.4 mi from City Center400 yd from
Set 2.2 miles from 360 Chicago Observation Deck, this apartment has a kitchen and 1 bathrooms.
FromUS$ 119 /nightSelect
8.8
Great19 reviews
4 adults
2 bedrooms
3 beds
Map
4.8 mi from City Center700 yd from Wrigley Field
While staying at the Penthouse Level, Stunning Wrigley Stay you are invited to discover Lincoln Park Conservatory, set 25 minutes' walk away, or Lincoln Park Zoo, which is about 1.6 miles away.
FromUS$ 170 /nightSelect
9.0
Perfect1 review
The largest option:
4 adults
1 bedroom
2 beds
Map
3.8 mi from City Center200 yd from
While staying at the Perfect Place To Enjoy The City Or Just Relax you are invited to discover United Center, set around 2.3 miles away, or Pete's Fresh Market, which is 1.9 miles away.
FromUS$ 107 /nightSelect
4 adults
3 bedrooms
3 beds
Map
4.9 mi from City Center500 yd from Wrigley Field
While staying at the Wrigley Oasis! Steps From The Field! - 3Bd 1Ba you are invited to discover The Magnificent Mile, set a 15-minute drive away, or Whole Foods Market, which is 0.7 miles away.
FromUS$ 556 /nightSelect
7.0
Very good1 review
4 adults
2 bedrooms
3 beds
Map
3.5 mi from City Center900 yd from
This 70 m² apartment with 2 bedrooms has a fully furnished kitchen, while being set 3.5 miles from the city center.
FromUS$ 133 /nightSelect
9.0
Perfect1 review
Map
6.9 mi from City Center600 yd from
FromUS$ 59 /nightSelect
7.8
Very good1 review
The largest option:
10 adults
1 bedroom
3 beds
Map
5.0 mi from City Center900 yd from
Situated in the Roscoe Village district, the Roscoe Village Guesthouse Chicago offers quick access to Midway International airport within 23 minutes' drive.
FromUS$ 325 /nightSelect
8.0
Great1 review
7 adults
2 bedrooms
4 beds
Map
4.8 mi from City Center700 yd from Wrigley Field
FromUS$ 725 /nightSelect
Map
8.4 mi from City Center500 yd from Hoyne Avenue Fields
The Studio With Jacuzzi Close To Loyola Free Parking is located 16 miles from Chicago O'Hare International airport and within 0.6 miles of Western & Granville bus stop.
FromUS$ 128 /nightSelect
Lincoln Park GemApartment
8.0
Great1 review
Map
3.8 mi from City Center400 yd from
FromUS$ 202 /nightSelect
Map
3.8 mi from City Center200 yd from
FromUS$ 263 /nightSelect
8.0
Great1 review
Map
8.3 mi from City Center1100 yd from
Henry A. Proesel Park Pavilion is 2.6 miles from the Blue Golden Luxury Modern 3- Bedroom Apartment In Chicago and Andersonville is approximately 3.7 miles away.
FromUS$ 282 /nightSelect
9.0
Perfect1 review
2 adults
1 bedroom
1 bed
Map
5.7 mi from City Center1600 yd from Wrigley Field
Chi Che Wang Playlot Park is 1.7 miles from the apartment, which offers accommodation for 2 guests in air-conditioned bedrooms.
FromUS$ 58 /nightSelect
7.0
Very good1 review
2 adults
1 bedroom
1 bed
Map
5.1 mi from City Center400 yd from Sutherland Community Arts
This 1-bedroom apartment can accommodate up to 2 people, within a 20-minute walk from Dorchester Commons Shopping Center.
FromUS$ 80 /nightSelect
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FAQs about accommodation in Chicago

Learn these 11 answers to FAQs and find your perfect short term stay in Chicago.

What are some of the best cheap apartments to stay in Chicago?

You might stay at Pilsen Roadhouse from 122US$ per night. Check other budget properties Here.

What are the finest Chicago apartments to stay with pets?

Penthouse Level, Stunning Wrigley Stay, and Webster House are the coolest pet-friendly places to stay with your favored ones in Chicago. Other suitable overnight accommodations you can check here.

Which Chicago apartments for a short-term stay are favored amongst business travelers?

If you travel on business in Chicago, consider staying at Historic Hp 2Br With Fast Transit To Uchicago & Dt By Zencity or Debonair Hp 1Br With Fast Transit To Uchicago & Dt By Zencity that feature concierge service and aerobics classes.

What are the top-ranked apartments with pools in Chicago?

To enjoy an onsite pool, rent Oakwood 200 Squared, Global Luxury Suites In Downtown, or 3Br Premium Executive Penthouse W/ Pool & Parking. Find other popular apartments Here.

What are the most favored Chicago apartments for couples?

For a romantic stay in Chicago, consider booking Refreshed Hp 1Br With Fast Transit To Uchicago & Dt By Zencity in Hyde Park district.

How much does it cost to rent 1-bedroom, 2-bedroom, 3-bedroom apartments in Chicago?

A 1-bedroom apartment for rent costs 29US$ per night for instance, check Low Cost Housing In. A 2-bedroom apartment for rent is 48US$ per night try this popular option — Vintage Uki Village Charmer - Quiet + Cozy 2 Bdr based on Booked.net prices. A 3-bedroom house for rent costs 116US$ per night for instance, check Updated Wicker Park 3Br With W&D By Zencity.

How much would an apartment in Chicago cost for tonight?

The average nightly prices for Chicago apartments start from:
185US$ Webster House; and 289US$ Penthouse Level, Stunning Wrigley Stay.

What are the best apartments near Skydeck Chicago?

If you want to rent rooms near Skydeck Chicago, you may like Suite Home - Eugenie Terrace Two-Bedroom Apartment and Oakwood 200 Squared.

What apartments close to Washington/Wabash subway station would you recommend?

The best options to stay near Washington/Wabash subway station are Pittsfield Apartments And Suites and Cool 2Br In The Loop By Sonder, located within about 5 minutes’ walk away.

What are the best Chicago apartments providing free parking?

If you want to park your car on site, consider staying at ✪ Cozy 1 Bedroom Close To Downtown ✪, which price starts from 139US$.

What are the best apartments providing free wifi?

To enjoy fast and free wireless, stay at Skyline Luxury Apartments By C9, which price starts from 439US$.

Apartments in Chicago essential information

🏨 Apartments in Chicago 942
👛 Lowest price 42 USD
✍️ Apartments Reviews 216
Guest reviews of hotels in Chicago