Chicago, IL Short term rentals

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

See Top-Rated Luxury Lodgings in Chicago, IL, United States

Check into a high-end city pad with premium concierge services and elite finishes at luxury lodgings in Chicago, IL, United States.

Kasa Lake Shore Chicago - Chicago, IL
8.2 30 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 3184 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 1582 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.
The Neighborhood Hotel-little Italy - Chicago, IL
9.6 327 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.

Top-Rated Lodgings with a Hot Tub in Chicago, IL, United States

Sip champagne above the city lights in a private hot tub at city lodgings in Chicago, IL, United States.

Luxury Ph: Panoramic Views + Prime Location - Chicago, IL
No reviews

Luxury Ph: Panoramic Views + Prime Location

apartment, Chicago
This spacious four-bedroom flat is situated in downtown Chicago's waterfront district, a short walk from Michigan Avenue and Millennium Park, and within 500 metres of the Randolph-Wabash and Lake L train stations.
The 246 square metre residence offers a garden, balcony, air conditioning, Wi-Fi, and on-site parking, with a communal swimming pool and hot tub available for guests.
Sweet Home Chicago - Chicago, IL
10 3 reviews

Sweet Home Chicago

apartment, Chicago
This Chicago B&B offers a central downtown location, providing convenient access to Millennium Park and potentially within walking distance of the Magnificent Mile.
The guesthouse features one bedroom, one bathroom, sleeping up to four guests, and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus a swimming pool, jacuzzi, and fitness centre.
Modern 2br In The Loop + Panoramic City Views - Chicago, IL
10 3 reviews

Modern 2br In The Loop + Panoramic City Views

apartment, Chicago
This two-bedroom, two-bathroom Chicago apartment offers prime Downtown accommodation, a short walk (less than 1.6km) from the Merchandise Mart and State Street, and within 1.6km of the Chicago Theatre and Willis Tower, providing easy access to major attractions and two 'L' train stations.
The self-catering flat sleeps four guests and includes a fully equipped kitchen with appliances, in-unit laundry, and access to an on-site indoor pool and fitness centre; nearby activities include exploring the city's iconic architecture and vibrant cultural scene.
Seniors Apartment - Chicago, IL
No reviews

Seniors Apartment

apartment, Lyons
This centrally located flat in Lyon offers immediate access to key city landmarks and attractions, placing you within a 500-metre walk of the historic Old Town and the Basilica of Notre-Dame de Fourvière.
This apartment for four guests features air conditioning, Wi-Fi, a kitchen, and a shared fitness centre, with a jacuzzi available for relaxation.

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.

Popular destinations

Elite Family Lodgings in Chicago, IL, United States

Keep everyone comfortable and stress-free with spacious living areas and child-friendly features at family-friendly lodgings in Chicago, IL, United States.

Level Two Bedroom Suite | Fulton Market - Chicago, IL
9.7 42 reviews

Level Two Bedroom Suite | Fulton Market

apartment, Chicago
This two-bedroom, two-bathroom apartment in Chicago's West Loop neighbourhood is conveniently located within walking distance of the Chicago Riverwalk, Willis Tower, and Soho House Chicago.
Offering resort-style amenities including a swimming pool, jacuzzi, and fitness centre, this luxury flat sleeps four guests and boasts bi-weekly housekeeping.
Home In Chicago's South Shore - Chicago, IL
9.6 41 reviews

Home In Chicago's South Shore

apartment, Chicago
This spacious four-bedroom, two-and-a-half-bathroom apartment is located near Hyde Park, a short 11.3km drive from Chicago's Magnificent Mile and minutes from Lake Michigan, offering easy access to the Museum of Science and Industry and the future Barack Obama Presidential Centre.
The family-friendly dwelling boasts a garden, parking, and all modern conveniences including internet access, a dishwasher, and air conditioning; accommodating up to nine guests and situated close to two golf courses.
1 Bed 1 Bath In Lincoln Park - Chicago, IL
9.8 26 reviews

1 Bed 1 Bath In Lincoln Park

apartment, Chicago
This Lincoln Park flat offers superb access to Chicago's attractions; it's directly on Lincoln Park, within 0.8km of Lincoln Park Zoo and the South Lagoon, and 1.6km from the lakefront beaches.
The one-bedroom, one-bathroom apartment sleeps four, includes baby/kid amenities on request, and benefits from free parking a short distance away, making it ideal for families visiting the city.
Luxury Lincoln Park Greystone 4br Gourmet Kitchen - Chicago, IL
9.6 56 reviews

Luxury Lincoln Park Greystone 4br Gourmet Kitchen

apartment, Chicago
This spacious four-bedroom, two-bathroom apartment in Chicago's Lincoln Park neighbourhood is located close to Lake Michigan's Lakefront Trail and Wrigley Field, approximately 0.8 km from the latter.
The 213-square-metre ground-floor flat, situated in a renovated 1888 Greystone building, sleeps up to eleven guests and offers a modern kitchen with dishwasher, air conditioning, a garden, parking, and is near public transport links to the city centre.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL short term rentals with parking

Modern Soul Retreat: 3br In Bronzeville/hydepark - Chicago, IL
10 27 reviews

Modern Soul Retreat: 3br In Bronzeville/hydepark

apartment, Chicago
This 3-bedroom flat is located in Chicago's historic Bronzeville district, just 400 metres from Hyde Park and Lake Michigan.
Boasting 116 square metres of living space, this property accommodates up to seven guests with its open-plan living and dining area, fully equipped kitchen, private patio, and amenities including high-speed Wi-Fi and air conditioning.
The Wrigleyville Vip-200 Steps From Wrigley Field - Chicago, IL
9.9 242 reviews

The Wrigleyville Vip-200 Steps From Wrigley Field

apartment, Chicago
This apartment is located in Wrigleyville, Chicago, just a short walk from Wrigley Field and within easy reach of Lincoln Park Zoo, the Chicago Museum of Contemporary Art, and Loyola University Chicago. It has received excellent ratings for location, cleanliness and overall user experience.
The self-catering property has five bedrooms, comfortably sleeping ten guests. It offers a range of amenities including a fully equipped kitchen, a washing machine, a satellite flat-screen TV, free Wi-Fi and a garden.
Chic Chinatown Apt With Free Parking Spot! - Chicago, IL
9.9 29 reviews

Chic Chinatown Apt With Free Parking Spot!

apartment, Chicago
This three-bedroom Chicago Chinatown condo is conveniently located in the South Loop/McCormick Place neighbourhood, offering easy access to major highways (I-90/94, I-290, I-55, Lake Shore Drive) and public transport.
The self-catering apartment sleeps six, features a fully equipped kitchen, in-unit laundry, designated parking, and 24-hour keyless entry, placing guests close to the attractions of Chinatown and McCormick Place.
2/2c5ih2 Comfy Room Close Dwntwn Chicago & Loyola - Chicago, IL
8.8 277 reviews

2/2c5ih2 Comfy Room Close Dwntwn Chicago & Loyola

apartment, Forest Park
This charming bed and breakfast is situated in Forest Park, a short 12km drive from downtown Chicago, offering a peaceful escape from the city bustle. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features a spacious master bedroom suite with a private entrance, ideal for those seeking extra privacy. Guests can enjoy a fully equipped kitchen, laundry facilities, and a range of amenities catering to both business travellers and leisure seekers.

Top-Rated Short-Term Rentals in the CBD of Chicago, IL, United States

Walk to the best local museums, shopping strips, and transit links from centrally located lodgings in Chicago, IL, United States.

Modern / Close To Downtown - 2n - Chicago, IL
9.0 21 reviews

Modern / Close To Downtown - 2n

apartment, Chicago
1f Cozy Home In Little Italy Near Downtown West Loop United Center - Chicago, IL
9.5 99 reviews

1f Cozy Home In Little Italy Near Downtown West Loop United Center

apartment, Chicago
The Landing @ South Loop - Chicago, IL
9.3 128 reviews

The Landing @ South Loop

apartment, Chicago
Livn Millennium Park Downtown Chicago 2br - Chicago, IL
8.8 35 reviews

Livn Millennium Park Downtown Chicago 2br

apartment, Chicago
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