Chicago, IL Short term rentals

9542 available short term rental offers

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Chicago, IL short term rentals
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Best Short term and Weekly rentals in Chicago, IL

Best Chicago, IL luxury short term rentals

Kasa Magnificent Mile Chicago - Chicago, IL
9.2 1381 reviews
Chicago, IL
25/06 – 28/06
878 €/nighttotal: 2634 € (3 )

Kasa Magnificent Mile Chicago

2 4
aparthotel , Chicago
Kasa Magnificent Mile Chicago is situated on the Magnificent Mile, a short walk from the Shops at Northbridge and just over a mile from North Avenue Beach, making it ideal for exploring Chicago's attractions and enjoying the lakefront. This aparthotel consistently receives excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers spacious rooms with desks, comfortable furnishings, and private bathrooms. Amenities include a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace or balcony, a garden, a concierge, a restaurant, a fitness centre, and parking.
Kasa South Loop Chicago - Chicago, IL
9.4 3083 reviews
Chicago, IL
09/09 – 14/09
277 €/nighttotal: 1385 € (5 )

Kasa South Loop Chicago

1 3
aparthotel , Chicago
Kasa South Loop Chicago is situated in the South Loop, a short walk from DePaul University and within a mile of the CIBC Theatre, offering easy access to the city's vibrant attractions. This aparthotel has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features modern, comfortable apartments with fully equipped kitchens, including a dishwasher, and a separate living area with a flat-screen TV. Guests can enjoy a range of amenities, such as a swimming pool, a fitness centre, a garden, and a terrace, as well as a business centre and a restaurant.
The Neighborhood Hotel-little Italy - Chicago, IL
9.6 265 reviews
Chicago, IL
03/08 – 12/08
280 €/nighttotal: 2520 € (9 )

The Neighborhood Hotel-little Italy

1 2
aparthotel , Chicago
This Near West Side serviced apartment is situated less than 1.6km from Rush University Medical Centre and within 4.8km of both the United Centre and Millennium Park.
The self-catering apartments feature kitchenettes with fridges, microwaves, and dishwashers, smart TVs with satellite channels, and free Wi-Fi in public areas; guests also benefit from proximity to public transport links, including Polk and Racine train stations.
Kasa River North Chicago - Chicago, IL
9.5 439 reviews
Chicago, IL
01/07 – 05/07
746 €/nighttotal: 2984 € (4 )

Kasa River North Chicago

3 5
aparthotel , Chicago
Kasa River North Chicago is situated in the River North district, a short walk from Oak Street Beach and the Shops at Northbridge, offering easy access to Chicago's attractions and vibrant nightlife. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The hotel offers a range of modern apartments with amenities such as air conditioning, a fridge, a dishwasher, and a coffee machine. Guests can enjoy the seasonal outdoor swimming pool, terrace, and fitness centre, or simply relax in the garden and take advantage of the concierge service.

Best Chicago, IL Short term rentals with a jacuzzi

Among the 9542 accommodations in Chicago, IL, here are the 4 best rentals with a jacuzzi

Luxury 3bd Penthouse – Private Patio+skyline Views - Chicago, IL
9.8 27 reviews
Chicago, IL
28/07 – 01/08
1148 €/nighttotal: 4592 € (4 )

Luxury 3bd Penthouse – Private Patio+skyline Views

1 4
apartment , Chicago
This luxurious three-bedroom penthouse apartment is situated in a prime Chicago neighbourhood, offering excellent walkability and proximity to the Fulton Market District (approx. 8km drive) and the city centre (approx. 14km drive).
The stylish, open-plan dwelling, spanning two floors, comfortably accommodates six guests and boasts a private terrace with stunning downtown views, a fully equipped kitchen, two bathrooms (one with a jacuzzi), and access to building amenities including a gym, rooftop deck, and secure parking.
Spacious 2bdm Unit 15min To Dwtn - Chicago, IL
8.6 40 reviews
Chicago, IL
17/07 – 19/07
208 €/nighttotal: 416 € (2 )

Spacious 2bdm Unit 15min To Dwtn

1 4
apartment , Chicago
This Chicago apartment, registration number R20000054504, is unfortunately lacking precise location details, preventing a description of its proximity to specific landmarks.
The two-bedroom, one-bathroom flat sleeps four, offering a kitchen with fridge and microwave, air conditioning, a jacuzzi, garden, parking, and excellent guest and location ratings; further details on interior design and nearby activities are unavailable.
Chic Private Room In Girlie Condo| G2 | Wifi & Tv! - Chicago, IL
10 4 reviews
Chicago, IL
16/07 – 13/12
62 €/nighttotal: 9300 € (150 )

Chic Private Room In Girlie Condo| G2 | Wifi & Tv!

1 1
apartment , Chicago
This Albany Park guesthouse is conveniently located near the Brown Line, providing easy access to Chicago's city centre, Wrigleyville, and O'Hare International Airport.
The self-catering property offers one bedroom, two bathrooms, and sleeps two guests, boasting a fully equipped kitchen, jacuzzi, private deck with grill, in-unit laundry, and fast Wi-Fi; pets are welcome.
Designer Oasis - Sauna, Hot Tub, Patios, Game Room - Chicago, IL
9.8 79 reviews
Chicago, IL
01/08 – 08/08
1316 €/nighttotal: 9212 € (7 )

Designer Oasis - Sauna, Hot Tub, Patios, Game Room

1 10
apartment , Chicago
This Wicker Park house, in a central location within the neighbourhood, offers easy access to Chicago's shops, restaurants, and nightlife.
Sleeping sixteen guests, the five-bedroom, three-and-a-half-bathroom property boasts three patios, an entertainment basement with air hockey and foosball, a two-car garage, keyless entry, and a fully equipped kitchen including a dishwasher.

Frequently asked questions about short term rentals in Chicago, IL

  • Which top landmarks you shouldn't miss in Chicago, IL?

    You've got to see the iconic Willis Tower (formerly Sears Tower) for amazing views of the city. The Art Institute of Chicago is a must-visit for art lovers, and Millennium Park is perfect for a stroll with its famous Cloud Gate sculpture, nicknamed 'The Bean'.
  • What are the best short term rentals in Chicago, IL?

  • What kind of weather can travelers expect in Chicago, IL?

    Chicago has four distinct seasons. Summers are hot and humid, with temperatures often reaching over 30°C. Winters are cold and snowy, with average temperatures around -5°C. Spring and autumn are beautiful, with mild temperatures and vibrant colours.
  • What are the best short term rentals with a pool in Chicago, IL?

  • What are the most popular festivals and events in Chicago, IL?

    Chicago's got a festival for everyone! The Lollapalooza music festival is a big draw in the summer, and the Chicago Air & Water Show is a spectacular event in August. The Chicago Blues Festival in June is a fantastic celebration of music.
  • What are the best short term rentals with a jacuzzi in Chicago, IL?

  • Are there any famous stadiums or sports arenas in Chicago, IL?

    Chicago is a sports city! Wrigley Field, home to the Chicago Cubs baseball team, is a historic landmark. Soldier Field is home to the Chicago Bears, and the United Center is where you'll find the Chicago Bulls basketball team and the Chicago Blackhawks hockey team.
  • What are the best short term rentals for families and kids in Chicago, IL?

  • What notable natural landmarks are near Chicago, IL?

    Just a short drive from the city, you'll find Indiana Dunes National Park. It has beautiful beaches, sand dunes, and forests, perfect for hiking, biking, and exploring nature.
  • What part of Chicago, IL is ideal for finding lodging?

    The Magnificent Mile, along Michigan Avenue, is a popular area with plenty of hotels. River North is another great option, with trendy restaurants and nightlife. For a quieter stay, consider the Gold Coast or Lincoln Park.

Destinations nearby

Best family friendly Chicago, IL Short term rentals

Among the 9542 accommodations in Chicago, IL, here are the 4 best family friendly rentals

Beautiful & Inspiring Three Bedroom Home In Roscoe Village - Chicago, IL
9.8 464 reviews
Chicago, IL
24/08 – 26/08
177 €/nighttotal: 354 € (2 )

Beautiful & Inspiring Three Bedroom Home In Roscoe Village

1 3
apartment , Chicago
This three-bedroom Chicago apartment, ideal for families, is situated in Roscoe Village, a 1.4 km walk from the Paulina–Lincoln/Roscoe Brown Line station, 1.6 km from Wrigley Field, and 8 km from Chicago's city centre.
The 3-bathroom property sleeps five, boasts a full kitchen with dishwasher, high-speed internet, and a flexible office space convertible to a child's room; nearby attractions include Wrigley Field and easy access to downtown Chicago via public transport.
Spacious & New Modern-chic Condo Close To Downtown - Chicago, IL
9.8 282 reviews
Chicago, IL
28/07 – 01/08
666 €/nighttotal: 2664 € (4 )

Spacious & New Modern-chic Condo Close To Downtown

1 4
apartment , Chicago
This West Town/Noble Square flat is centrally located in Chicago, a short distance from the city centre and close to Grand Avenue, offering easy access to local amenities.
Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, garden access, and excellent guest reviews; modern amenities ensure a comfortable stay.
Mccormick 3br/2ba Luxury Suite For Up To 8 Guests With Optional Parking And Gym Access - Chicago, IL
Chicago, IL
10/07 – 12/07
640 €/nighttotal: 1280 € (2 )

Mccormick 3br/2ba Luxury Suite For Up To 8 Guests With Optional Parking And Gym Access

3 5
apartment , Chicago
This luxurious Chicago apartment, near the Museum Campus, is 2.3km from the Field Museum and within 3.2km of Grant Park and the Art Institute of Chicago.
The 167 square metre property boasts three bedrooms, two bathrooms, sleeps eight, and includes a fully equipped kitchen, fitness centre access, and a patio with city views.
The Urban Oasis | Outdoor Lounge • Sleeps 10+ - Chicago, IL
9.9 164 reviews
Chicago, IL
08/07 – 10/07
632 €/nighttotal: 1264 € (2 )

The Urban Oasis | Outdoor Lounge • Sleeps 10+

1 8
apartment , Chicago
This modern four-bedroom apartment in Pilsen is a 5-minute drive from downtown Chicago, close to attractions like Millennium Park and the United Center, and within easy walking distance of Chinatown and Little Italy. The apartment has received excellent ratings for location, cleanliness and overall experience.
The spacious home is ideal for large groups of up to 12 guests, with two bathrooms and a fully equipped kitchen. The apartment has a garden, free on-street parking, and amenities such as air conditioning, laundry facilities, and high-speed internet.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL short term rentals with parking

Spacious 3br Rogers Park Town House Budget-friendly - Chicago, IL
8.0 3 reviews
Chicago, IL
26/06 – 28/06
437 €/nighttotal: 874 € (2 )

Spacious 3br Rogers Park Town House Budget-friendly

3 6
apartment , Chicago
This West Ridge townhouse in Chicago offers convenient access to attractions such as the Chicago Theatre and Art Institute of Chicago, though precise distances aren't specified.
The three-bedroom property, sleeping up to five guests, includes a queen bed, two twin beds, air conditioning, Wi-Fi, and a bathroom with a bathtub; nearby amenities include Michigan Avenue and Navy Pier.
Modern West Loop Gem-city Views & Prime Location 5 - Chicago, IL
9.4 3 reviews
Chicago, IL
28/06 – 29/06
739 €/nightfor 1 night

Modern West Loop Gem-city Views & Prime Location 5

4 4
apartment , Chicago
This centrally located flat in Downtown Chicago offers excellent access to Michigan Avenue and Navy Pier, with Millennium Park, the Willis Tower Skydeck, and Museum Campus all within a 1.2 kilometre walk or short drive.
This 125 square metre, four-bedroom, four-bathroom property accommodates up to ten guests and features a fully equipped kitchen with a grill, in/out parking, and access to the building's fitness centre, providing entertainment options like Netflix and a dedicated workspace.
Group-friendly 6br Luxury Suite In Prime South Loop Location With Optional Parking And Gym Access Near Mccormick Place, Soldier Field And Grant Park - Chicago, IL
10 1 review
Chicago, IL
07/08 – 09/08
1248 €/nighttotal: 2496 € (2 )

Group-friendly 6br Luxury Suite In Prime South Loop Location With Optional Parking And Gym Access Near Mccormick Place, Soldier Field And Grant Park

6 12
apartment , Chicago
This luxurious Chicago apartment, near the Museum Campus, is situated 2.4 kilometres from the Field Museum and under 3.2 kilometres from the Art Institute of Chicago.
The 253-square-metre property boasts six bedrooms, three bathrooms, sleeps up to twelve guests, and includes a fully equipped kitchen, fitness centre, garden, parking, and free Wi-Fi.
River North | Private Balcony With In&out Parking - Chicago, IL
9.7 111 reviews
Chicago, IL
09/09 – 14/09
376 €/nighttotal: 1880 € (5 )

River North | Private Balcony With In&out Parking

1 3
apartment , Chicago
This two-bedroom Chicago apartment, located in downtown Chicago, offers easy access to city attractions, with a parking garage a 0.8km walk away.
The 93-square-metre flat sleeps five, featuring two queen beds, an inflatable airbed, and a cot; amenities include a fully equipped kitchen, a private balcony with city views, access to a rooftop patio with BBQ facilities, a fitness centre, and streaming services (Netflix, Hulu, Disney+, Prime).
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