Find short term rentals in Chicago, IL at the best prices

13281 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
9.6 288 reviews

The Neighborhood Hotel-little Italy

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 Lake Shore Chicago - Chicago, IL
9.4 3 reviews

Kasa Lake Shore Chicago

aparthotel, Chicago
This 4-star aparthotel in Downtown Chicago offers a prime location, situated a short walk from Ohio Street Beach, Michigan Avenue, and Lake Michigan, with Grant Park and Navy Pier within 1.5 kilometres.
Each apartment provides a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside an in-room washer/dryer, and the property features a rooftop terrace with city views.
Kasa South Loop Chicago - Chicago, IL
9.4 3246 reviews

Kasa South Loop Chicago

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.
Kasa Magnificent Mile Chicago - Chicago, IL
9.2 1521 reviews

Kasa Magnificent Mile Chicago

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.

Best Chicago, IL Short term rentals with a jacuzzi

Among the 13281 accommodations in Chicago, IL, here are the 4 best rentals with a jacuzzi

Wrigleyville Condo, Sleeps 10, 1/2 Block From Wrigley Field - Chicago, IL
10 125 reviews

Wrigleyville Condo, Sleeps 10, 1/2 Block From Wrigley Field

apartment, Chicago
This Wrigleyville apartment is located just half a kilometre from Wrigley Field and Clark Street, in the heart of Lakeview, a lively neighbourhood known for its vibrant atmosphere and proximity to public transport. It has received excellent user ratings, making it a popular choice for travellers.
The three-bedroom apartment spans 102 square metres and comfortably sleeps six guests. It boasts a range of modern amenities, including a fully equipped kitchen, a jacuzzi, a garden, and parking, as well as multiple living spaces for families or groups.
Designer Oasis - Sauna, Hot Tub, Patios, Game Room - Chicago, IL
9.8 86 reviews

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

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.
West Loop 2br With Skyline Views + Prime Location - Chicago, IL
10 5 reviews

West Loop 2br With Skyline Views + Prime Location

apartment, Chicago
This three-bedroom, two-bathroom Chicago apartment offers excellent guest accommodation in Downtown Chicago, within 1.6km of Milwaukee Avenue and the Merchandise Mart, and under 3.2km from the Chicago Riverwalk and Michigan Avenue.
The 6-guest property includes a fully equipped kitchen, in-unit laundry, a garden, and access to a fitness centre, all within a smoke-free building conveniently located near Grand and Clinton public transport stations.
Designer 3br With Resort Amenities And Balcony - Chicago, IL
No reviews

Designer 3br With Resort Amenities And Balcony

apartment, Chicago
This downtown Chicago flat offers a prime waterfront position, placing you within 500 meters of the Chicago Theatre and the Art Institute of Chicago, and a short distance from landmarks such as the Merchandise Mart and Cloud Gate.
This 149 square meter property accommodates up to eight guests with three bedrooms and two bathrooms, featuring a private balcony, a well-equipped kitchen including a fridge, microwave oven, and dishwasher, and access to a communal swimming pool.

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. It's the tallest building in Chicago, and the views from the top are incredible. You should also visit Millennium Park, where you can see the famous Cloud Gate sculpture, nicknamed 'The Bean', and the Crown Fountain. And no trip to Chicago is complete without a stroll along the Magnificent Mile, a stretch of North Michigan Avenue known for its high-end shopping and dining.
  • 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 warm and humid, with temperatures averaging around 25 degrees Celsius. Winters are cold and snowy, with temperatures often dropping below freezing. Spring and autumn are mild, with pleasant temperatures and beautiful foliage in the fall. You'll want to pack layers for all seasons, as the weather can change quickly.
  • 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 has a vibrant festival scene. The Chicago Blues Festival is a must-see for music lovers, and the Taste of Chicago is a great way to sample the city's diverse culinary offerings. If you're visiting in the summer, you can catch the Chicago Air and Water Show, a spectacular display of aviation and watercraft. And for the holidays, the Christkindlmarket in Daley Plaza is a festive tradition.
  • 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 city of sports fans. Wrigley Field, home to the Chicago Cubs baseball team, is a historic landmark and a must-visit for any baseball enthusiast. The United Center is home to the Chicago Bulls basketball team and the Chicago Blackhawks hockey team. And Soldier Field is the home of the Chicago Bears football team.
  • 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 2bd/2ba Mag Mile Masterpiece (+Rooftop), Kasa South Loop Chicago and Sonder South Wabash.

  • What notable natural landmarks are near Chicago, IL?

    Just a short drive from Chicago, you can find the Indiana Dunes National Park. It's a beautiful area with rolling sand dunes, beaches, and forests. It's a great place to hike, bike, or simply relax and enjoy the scenery.
  • What part of Chicago, IL is ideal for finding lodging?

    The best area for lodging really depends on your preferences and budget. For easy access to the city's main attractions, the Magnificent Mile is a good choice. For a more affordable option, consider staying in the River North or West Loop neighborhoods. If you're looking for a quieter experience, the Lincoln Park or Lakeview neighborhoods are good options.

Popular destinations

Best family friendly Chicago, IL Short term rentals

Among the 13281 accommodations in Chicago, IL, here are the 4 best family friendly rentals

Designer Loft In Fulton Market With Parking - Chicago, IL
10 8 reviews

Designer Loft In Fulton Market With Parking

apartment, Chicago
This three-bedroom, two-bathroom Chicago apartment, situated on Restaurant Row, is a two-minute drive from the city centre and within easy reach of attractions such as the Chicago Theatre and the Art Institute of Chicago.
The luxury dwelling boasts a renovated kitchen and bathrooms, a large terrace, a patio with a fire pit, and accommodates up to eight guests, with one parking space included.
Envitae Hotel, 4br Luxury Modern Apartments - Chicago, IL
9.6 17 reviews

Envitae Hotel, 4br Luxury Modern Apartments

apartment, Chicago
This spacious four-bedroom flat is situated in Chicago's Near North Side, offering immediate access to New City shopping, the Second City Theatre, and a variety of eateries, with the Magnificent Mile, River North, and Lake Michigan all within easy reach via nearby bus routes and the Red Line train for direct access to the Loop.
This accommodation provides 112 square metres of living space, featuring two master suites with king-sized beds and en-suite bathrooms, two further guest suites with king beds, a fully equipped kitchen with stainless steel appliances, in-unit laundry, and high-speed internet, all designed to accommodate up to ten guests with spectacular city views.
Vibrant 3br Pilsen Stayfree Parkingnear Downtown - Chicago, IL
10 39 reviews

Vibrant 3br Pilsen Stayfree Parkingnear Downtown

apartment, Chicago
This flat is in Chicago's Lower West Side, a short walk from 18th Street and approximately 5 kilometres from Downtown Chicago's Grant Park and Millennium Park.
This 79 square metre residence offers three bedrooms accommodating up to five guests, featuring a full kitchen, air conditioning, complimentary garage parking for one vehicle, and is equipped with 24/7 security cameras.
10 Min To Ohare, 30 Min To City - Chicago, IL
9.3 3 reviews

10 Min To Ohare, 30 Min To City

apartment, Chicago
This two-bedroom, one-bathroom apartment in Rosemont, Illinois, is situated approximately 11 kilometres from the Rosemont Convention Centre, Allstate Arena, and Rosemont Theatre, and 48 kilometres from McCormick Place.
The self-catering flat sleeps four guests and boasts excellent amenities including air conditioning, parking, and Wi-Fi; its proximity to numerous entertainment venues makes it ideal for concert-goers and those attending events at the nearby convention centre.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL lodging with parking

Welcoming 2br In Chicago's Best Neighborhood! - Chicago, IL
9.7 348 reviews

Welcoming 2br In Chicago's Best Neighborhood!

apartment, Chicago
This Ukrainian Village flat, near excellent restaurants and shops, is a short distance (approximately 1.6km) from the United Centre and Wrigley Field.
The two-bedroom, one-bathroom property sleeps four, offering a full kitchen with dishwasher, laundry facilities, Wi-Fi, a private patio, and family-friendly amenities including a highchair and travel cot.
Heart Of Chicago 2bd + Parking - Chicago, IL
9.6 296 reviews

Heart Of Chicago 2bd + Parking

apartment, Chicago
This Chicago garden flat, conveniently located near public transport with a roughly 3km Uber ride to the city centre, offers easy access to many attractions.
Sleeping up to five guests, this two-bedroom, one-bathroom apartment features a modern kitchen with stainless steel appliances, air conditioning, parking, and excellent guest ratings; a daybed in the living area adds extra sleeping space.
Modern 1-bedroom W/ Off-street Parking Space - Chicago, IL
9.9 130 reviews

Modern 1-bedroom W/ Off-street Parking Space

apartment, Chicago
This one-bedroom flat is located in the Logan Square neighbourhood, just 1.1 kilometres from both the Belmont and Logan Square Blue line stations, making it easy to explore the city. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for a group of three and comes with a fully-equipped kitchen including a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy modern amenities such as in-unit laundry, high-speed internet, and air conditioning, as well as a peaceful garden.
Entire Place 2 Bedrooms, Free Parking Train Access - Chicago, IL
9.7 135 reviews

Entire Place 2 Bedrooms, Free Parking Train Access

apartment, Chicago
This two-bedroom flat is located in Jefferson Park, a neighbourhood in Northwest Chicago, just 10 kilometres from O'Hare Airport and 15 kilometres from Downtown Chicago. It has received excellent ratings for location, cleanliness, and user experience.
The flat offers 880 square feet of living space, comfortably accommodating up to six guests. It comes equipped with a fully fitted kitchen, including a fridge, freezer, microwave oven, and dishwasher, as well as flat-screen TVs with local channels and DVD players, a bathroom with a bathtub, and laundry facilities within the building.
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