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

The Neighborhood Hotel-little Italy - Chicago, IL
9.6 265 reviews
Chicago, IL
11/09 – 17/09
A$611/nighttotal: A$3666 (6 )

The Neighborhood Hotel-little Italy

1 1
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
9.4 351 reviews
Chicago, IL
09/07 – 13/07
A$671/nighttotal: A$2684 (4 )

Kasa River North Chicago

1 2
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.
Kasa Magnificent Mile Chicago - Chicago, IL
9.2 1379 reviews
Chicago, IL
25/06 – 29/06
A$532/nighttotal: A$2128 (4 )

Kasa Magnificent Mile Chicago

1 2
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 3084 reviews
Chicago, IL
24/08 – 26/08
A$566/nighttotal: A$1132 (2 )

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.

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

Best Spot In Chicago - Chicago, IL
Chicago, IL
22/06 – 22/08
A$243/nighttotal: A$14823 (61 )

Best Spot In Chicago

1 1
apartment , Chicago
This Chicago apartment rental offers a peaceful one-bedroom flat sleeping three, ideally located for families seeking a relaxing city break, although its precise neighbourhood and proximity to specific landmarks remains unspecified.
The self-catering property features a kitchen, air conditioning, swimming pool, jacuzzi, and fitness centre; further details regarding its size, layout, and specific amenities are unavailable.
Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw - Chicago, IL
9.6 17 reviews
Chicago, IL
30/07 – 02/08
A$915/nighttotal: A$2745 (3 )

Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw

1 2
apartment , Berwyn
This one-bedroom flat is conveniently situated in Berwyn, just a short drive from Oak Park, Little Village, and the Chicago Zoo, offering easy access to a range of attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The flat features a fully equipped kitchen with a microwave, fridge, coffee maker, and tea, allowing guests to prepare their own meals. Guests can enjoy the convenience of on-site laundry facilities, free parking, and a comfortable living space with a 50-inch TV, offering access to streaming services such as YouTube TV, Netflix, and Hulu.
Charming 420friendly 3br South Loop Near Mccormick 2001 South State St - 4f - Chicago, IL
Chicago, IL
21/08 – 23/08
A$783/nighttotal: A$1566 (2 )

Charming 420friendly 3br South Loop Near Mccormick 2001 South State St - 4f

3 7
apartment , Chicago
This three-bedroom flat is situated in Chicago's South Loop, offering convenient access to McCormick Place, with DePaul University located 2.57 kilometres away and Grant Park 2.74 kilometres away.
This accommodation provides air conditioning, a fully equipped kitchen with a dishwasher, two bathrooms (one with a hot tub), and free WiFi, accommodating up to thirteen guests for a comfortable stay.
Unique Luxury Fulton Market Penthouse - Sleeps 32 - Chicago, IL
9.8 48 reviews
Chicago, IL
03/08 – 05/08
A$1614/nighttotal: A$3228 (2 )

Unique Luxury Fulton Market Penthouse - Sleeps 32

4 2
apartment , Chicago
This penthouse loft is located in the Fulton Market district of Chicago, just a short walk from the city's bustling nightlife, restaurants, and cultural scene. The apartment has received excellent ratings for its cleanliness, location and user experience.
The apartment is spacious and unique, with two side-by-side lofts offering over 7,000 square feet of space. Guests can enjoy a chef's kitchen, a dedicated elevator entrance, nine bedrooms, 7.5 bathrooms, modern design and free onsite garage parking.

Frequently asked questions about short term rentals in Chicago, IL

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

    You definitely want to check out the iconic Willis Tower, formerly known as the Sears Tower, for stunning views of the city. The Art Institute of Chicago is a must-visit for art lovers, with masterpieces like Grant Wood's 'American Gothic'. And no trip to Chicago is complete without a stroll along Navy Pier, with its Ferris wheel, shops, and restaurants.
  • 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 degrees Celsius. Winters are cold and snowy, with average temperatures around -5 degrees Celsius. Spring and autumn are mild and pleasant, with temperatures ranging from 10 to 20 degrees Celsius.
  • 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 is a city that loves its festivals! The Chicago Blues Festival in June is a huge celebration of blues music, while the Taste of Chicago in July offers a chance to sample food from all over the city. The Chicago Air and Water Show in August is a spectacular display of aerial acrobatics.
  • 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 big sports city! Wrigley Field, home to the Chicago Cubs baseball team, is a must-see for any baseball fan. Soldier Field, home of the Chicago Bears football team, is another popular destination. And if you're a hockey fan, you can catch a game at the United Center, home to both the Chicago Blackhawks and Chicago Bulls.
  • What are the best short term rentals for families and kids in Chicago, IL?

    The best short term rentals for families and kids in Chicago, IL are Mag Mile Mega Entire Floor 4bd\/4ba+parking&rooftop, Kasa South Loop Chicago and Sonder South Wabash.

  • What notable natural landmarks are near Chicago, IL?

    Just a short drive from Chicago, you'll find the Indiana Dunes National Park, with its beautiful beaches and towering sand dunes. For a different kind of natural beauty, head to the Morton Arboretum, a sprawling arboretum with over 17,000 trees and plants.
  • What part of Chicago, IL is ideal for finding lodging?

    The Magnificent Mile, along Michigan Avenue, is a popular spot for luxury hotels and high-end shops. For something more budget-friendly, consider staying in the River North or Wicker Park neighbourhoods. If you're looking for a more authentic Chicago experience, try the Lincoln Park or Lakeview neighbourhoods.

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

Stunning Gold Coast Studio - Chicago, IL
9.6 35 reviews
Chicago, IL
07/08 – 10/08
A$374/nighttotal: A$1122 (3 )

Stunning Gold Coast Studio

1 2
apartment , Chicago
This Gold Coast apartment, registered as R23000102342, is ideally situated within a few hundred metres of Oak Street Beach and the Magnificent Mile, offering easy access to the Clark/Division Red Line station.
The apartment sleeps four guests and boasts a fully equipped kitchen including fridge, freezer, microwave, and dishwasher, plus air conditioning, a fitness centre, parking, and is within walking distance of many Chicago attractions.
Desert Mirage Free Parking & Private Patio - Chicago, IL
10 2 reviews
Chicago, IL
14/07 – 18/07
A$671/nighttotal: A$2684 (4 )

Desert Mirage Free Parking & Private Patio

2 4
apartment , Chicago
This Chicago flat is situated 3.9 kilometres from the United Centre, providing easy access to downtown attractions within a 6.4 kilometre radius, including Union Station and Water Tower Chicago.
This 74 square metre flat accommodates up to nine guests, offering a fully equipped kitchen with a dishwasher and oven, free WiFi, air conditioning, on-site laundry, complimentary parking, and a private patio, all within a non-smoking environment.
Modern 2br Unit W Patio & Gym Near Mccormick Place - Chicago, IL
10 7 reviews
Chicago, IL
02/07 – 06/07
A$457/nighttotal: A$1828 (4 )

Modern 2br Unit W Patio & Gym Near Mccormick Place

1 5
apartment , Chicago
This 2-bedroom flat is situated in Chicago's South Loop, offering convenient access with McCormick Place just a 9-minute walk away and a tube station only 500 metres distant, placing you within easy reach of the Museum Campus and Grant Park.
This modern apartment, accommodating up to six guests, features a fully equipped kitchen, high-speed internet ideal for remote work, 4K Roku HDTVs with Netflix, and building amenities including a fitness room and rooftop access, with optional daily parking available.
Sleeps 12! - Huge 3br/2ba Rogers Park Oasis - Chicago, IL
8.6 21 reviews
Chicago, IL
12/09 – 18/09
A$379/nighttotal: A$2274 (6 )

Sleeps 12! - Huge 3br/2ba Rogers Park Oasis

3 7
apartment , Chicago
This three-bedroom Chicago apartment, sleeping eight, offers a serene atmosphere and is conveniently located in an unspecified area of the city; further details regarding proximity to specific landmarks are needed to determine precise distances.
The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and benefits from excellent user ratings; additional information on the apartment's size and interior design features is required for a complete description.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL short term rentals with parking

Sleeps 12 - Games - 10 Min To Downtown - Arcades - Walking Distance To Train - Chicago, IL
Chicago, IL
21/07 – 23/07
A$418/nighttotal: A$836 (2 )

Sleeps 12 - Games - 10 Min To Downtown - Arcades - Walking Distance To Train

1 7
apartment , Chicago
This three-bedroom flat in Chicago's Little Village district is situated approximately 5.6 kilometres from Downtown Chicago, offering convenient access to attractions such as Millennium Park and Soldier Field, with public transport within easy walking distance.
This 102-square-metre residence accommodates up to 12 guests and features four smart televisions, complimentary high-speed Wi-Fi, in-unit laundry, and entertainment options including Pac-Man, darts, and Connect 4, with a cot available for families with infants.
3br Spacious Home Away From Home. Coziest Neighborhood In Chicago. - Chicago, IL
9.9 144 reviews
Chicago, IL
05/10 – 08/10
A$444/nighttotal: A$1332 (3 )

3br Spacious Home Away From Home. Coziest Neighborhood In Chicago.

3 2
apartment , Chicago
This three-bedroom flat is situated in a neighbourhood close to the lakefront, offering easy access to the lake and nearby parks. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property spans 111 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, a private back porch, and a range of extras such as coffee, toiletries, and plenty of towels and crockery.
The Neighborhood Hotel - Little Italy Two Bedroom - Chicago, IL
10 9 reviews
Chicago, IL
29/06 – 03/07
A$542/nighttotal: A$2168 (4 )

The Neighborhood Hotel - Little Italy Two Bedroom

2 6
apartment , Chicago
This stylish flat is located in Chicago's Near West Side, a short walk from Navy Pier, Michigan Avenue and Grant Park. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has two bedrooms, one bathroom, and can accommodate up to six guests. It comes with a well-equipped kitchen, a washer/dryer, and a jacuzzi, making it a comfortable and convenient base for exploring the city.
Skyline 2br In South Loop Near Museums & Mccormick - Chicago, IL
9.7 163 reviews
Chicago, IL
10/08 – 13/08
A$417/nighttotal: A$1251 (3 )

Skyline 2br In South Loop Near Museums & Mccormick

1 3
apartment , Chicago
This Michigan Avenue apartment offers luxurious accommodation a short walk (0.6 km) from McCormick Place, providing easy access to Chicago's lakefront and public transport.
The 88-square-metre, two-bedroom, two-bathroom flat sleeps eight guests comfortably, boasting a fully equipped kitchen, on-site gym, and parking (optional, £24/day), alongside stunning city views.
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