This Lakeview apartment is situated in Chicago's Belmont Theatre District, less than 1 kilometre from Lake Michigan and Wrigley Field. The two-bedroom flat, sleeping four, boasts a king-size and queen-size bed, in-unit laundry, and a fully equipped kitchen including a dishwasher, microwave and fridge; nearby amenities include parking (via SpotHero), numerous theatres and restaurants such as Starbucks and Potbelly.
Chicago, IL
01/07 – 01/07
491 ﺩ.ﺇ/nighttotal: 179215 ﺩ.ﺇ (365 )
The Albany Loft
1 2
apartment , Chicago
This one-bedroom flat in Chicago's Irving Park district is situated a 3-minute drive from Milwaukee Avenue and a 5-minute drive from the Copernicus Center, with Irving Park and Addison CTA stations a 15-minute walk away. This accommodation offers parking, free Wi-Fi, a fully equipped kitchen including a fridge and microwave, air conditioning, and an in-unit washer and dryer, accommodating up to three guests.
9.8 143 reviews
Chicago, IL
08/07 – 12/07
726 ﺩ.ﺇ/nighttotal: 2904 ﺩ.ﺇ (4 )
Cozy 1br + Futon • Deck • Laundry • Private Entry
1 2
B&B , Chicago
This Chicago apartment, a lower-ground floor flat with a private entrance, is situated approximately 1.6km from the 35th Street Orange Line station and 0.4km from the Archer bus route, providing easy access to the city centre. The self-contained unit sleeps four, featuring a queen bed and a double futon, a fully equipped kitchen with in-unit laundry facilities, and a private backyard with deck, grill, and picnic bench; free on-street parking is also available.
9.8 486 reviews
Chicago, IL
26/08 – 27/08
1169 ﺩ.ﺇ/nightfor 1 night
Restful Retreat Perfectly Located By Train+shops
1 1
apartment , Oak Park
This charming apartment is located in Oak Park, just a short walk from the Green Line train station and within easy reach of the village's best restaurants and shops. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The property is a spacious three-bedroom, two-bathroom home with ample space for up to seven guests. The apartment offers a range of amenities, including a well-equipped kitchen, air conditioning, parking, and internet access, making it an ideal choice for families or groups of friends.
9.9 86 reviews
Chicago, IL
29/07 – 03/08
1476 ﺩ.ﺇ/nighttotal: 7380 ﺩ.ﺇ (5 )
An Andersonville Gem!
1 1
apartment , Chicago
This Andersonville apartment, near Lake Michigan and the train, offers easy access to downtown Andersonville and is approximately 0.6 miles from the lake. The spacious two-bedroom, one-bathroom flat, sleeping four guests, features a beautifully updated kitchen, original hardwood floors, and a garden in a classic 1897 Chicago Greystone building, with amenities including air conditioning, parking, and internet access.
9.0 22 reviews
Chicago, IL
20/06 – 23/06
620 ﺩ.ﺇ/nighttotal: 1860 ﺩ.ﺇ (3 )
T9- Room 15 Min Far To Red Line
1 5
apartment , Chicago
This Chicago guesthouse is situated in Englewood, approximately 24km from the city centre and a 15-minute walk from the 69th Red Line station, providing easy access to attractions such as the Chicago White Sox Stadium, McCormick Place, and Soldier Field. Offering one bedroom, one bathroom, and sleeping up to six guests, this affordable lodging includes a shared kitchen with a microwave, free street parking, and linens; guests can socialise in a hostel-like atmosphere.
9.7 61 reviews
Chicago, IL
26/08 – 30/08
1067 ﺩ.ﺇ/nighttotal: 4268 ﺩ.ﺇ (4 )
North Center Apartment, Walker's Paradise
2 2
apartment , Chicago
This North Center flat is situated above The Globe Pub, within walking distance (approximately 0.8 km) of the Brown Line and Metra, offering easy access to Southport Corridor, Wrigleyville, and Lakeview. The two-bedroom, one-bathroom apartment sleeps four guests and boasts a fully equipped kitchen with Nespresso machine and French press, high-speed internet (500 Mbps), in-unit laundry, and extensive entertainment options including Roku TV, Direct TV, Netflix, Disney+, HBO Max, and Apple TV+.
9.3 137 reviews
Chicago, IL
15/09 – 19/09
2112 ﺩ.ﺇ/nighttotal: 8448 ﺩ.ﺇ (4 )
Wrigleyville Friends Unit - 5bdrm
5 3
apartment , Chicago
This five-bedroom flat is situated in Wrigleyville, a lively neighbourhood just a short walk from Wrigley Field and close to Fullerton Beach, making it a great choice for families or groups visiting Chicago. The property boasts excellent user, location and cleanliness ratings. The 60 square metre apartment offers a comfortable living space with a flat-screen TV and a fully equipped kitchen with a fridge, freezer and microwave. Guests can enjoy the Chicago weather on the terrace and benefit from the free Wi-Fi, air conditioning, parking and a garden.
9.6 70 reviews
Chicago, IL
26/06 – 30/06
663 ﺩ.ﺇ/nighttotal: 2652 ﺩ.ﺇ (4 )
A2-next To The Train & Downtown
1 3
apartment , Chicago
This Chicago guesthouse is situated in the Pilsen neighbourhood, approximately 24km from the city centre, offering easy access to the Damen Pink Line station. The one-bedroom guesthouse sleeps four guests, features a shared kitchen and living area, and includes amenities such as Wi-Fi, linens, and a private bathroom.
9.7 12 reviews
Chicago, IL
10/07 – 13/07
2249 ﺩ.ﺇ/nighttotal: 6747 ﺩ.ﺇ (3 )
Modern Wicker Park Loft | Free On-site Parking
1 6
apartment , Chicago
This Wicker Park flat is located in Chicago, a short walk from numerous restaurants, bars, and cafes, and offers straightforward access to the city centre. This spacious 3-bedroom, 2-bathroom loft accommodates up to six guests and features a fully equipped kitchen, air conditioning, on-site parking, and a washer/dryer, situated on the second floor accessible by approximately 16 stairs.
9.9 132 reviews
Chicago, IL
25/06 – 26/07
1020 ﺩ.ﺇ/nighttotal: 31620 ﺩ.ﺇ (31 )
Beautiful (No Chores No Cleaning Fees)
1 3
apartment , Chicago
This stylish two-bedroom Chicago apartment, near Humboldt Park, offers easy access to the park's amenities. The 50-inch TV, Netflix, Prime Video, in-unit laundry, and private patio with grill, accommodate four guests comfortably in this well-equipped flat.
9.9 89 reviews
Chicago, IL
10/07 – 13/07
1706 ﺩ.ﺇ/nighttotal: 5118 ﺩ.ﺇ (3 )
Renovated Loft On Milwaukee Ave
1 5
apartment , Chicago
This three-bedroom, two-bathroom apartment in Chicago's Logan Square is situated 0.64km from the Logan Square Blue Line station, offering easy access to O'Hare International Airport and the city centre. The modern loft-style flat, sleeping up to seven guests, features a fully equipped kitchen, private entrance, garden, parking, and is located above Mother's Ruin bar, with thick floors for sound insulation.
Best Chicago, IL luxury short term rentals
9.4 351 reviews
Chicago, IL
08/07 – 12/07
1382 ﺩ.ﺇ/nighttotal: 5528 ﺩ.ﺇ (4 )
Kasa River North Chicago
1 2
hotel , 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.
9.2 1379 reviews
Chicago, IL
27/06 – 06/07
1040 ﺩ.ﺇ/nighttotal: 9360 ﺩ.ﺇ (9 )
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.
9.4 3084 reviews
Chicago, IL
03/07 – 06/07
3125 ﺩ.ﺇ/nighttotal: 9375 ﺩ.ﺇ (3 )
Kasa South Loop Chicago
2 8
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.
9.6 265 reviews
Chicago, IL
20/06 – 27/06
1531 ﺩ.ﺇ/nighttotal: 10717 ﺩ.ﺇ (7 )
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.
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
9.9 86 reviews
Chicago, IL
24/06 – 31/07
1089 ﺩ.ﺇ/nighttotal: 40293 ﺩ.ﺇ (37 )
Spacious! 3 Bedroom Apartment In Edgewater!
1 2
apartment , Chicago
This three-bedroom Chicago apartment rental is situated in the desirable Edgewater neighbourhood, conveniently located within a short distance of the Granville Red Line station, Loyola University, Hollywood Beach, and Andersonville's diverse dining and recreational options. The property boasts a newly renovated bathroom, in-unit laundry, central heating and air conditioning, a private balcony, and family-friendly amenities such as a travel cot, baby bath, and high chair, comfortably accommodating up to eight guests.
Chicago, IL
30/06 – 31/07
14130 ﺩ.ﺇ/nighttotal: 438030 ﺩ.ﺇ (31 )
Vintage Chicago Gem: The Rockwell Retreat\n
3 1
apartment , Chicago
This Chicago apartment is located in the West Ridge neighbourhood, just 3 kilometres from Lake Michigan and 4 kilometres from Lincoln Park, offering a peaceful residential setting close to the city's attractions. The apartment is ideal for a solo traveller, featuring three bedrooms and two bathrooms. The apartment offers a fully equipped kitchen, a jacuzzi, internet access, and a washing machine and dryer, perfect for a comfortable and convenient stay.
10 3 reviews
Chicago, IL
14/11 – 05/12
2310 ﺩ.ﺇ/nighttotal: 48510 ﺩ.ﺇ (21 )
Last-minute Chicago Home With Rooftop Views +Private Hot Tub -Garage-sleeps 12
3 3
apartment , Chicago
This West Town apartment, situated in Chicago, is conveniently located within a 5-8km radius of attractions such as Fulton Market, the United Centre, Grant Park, Michigan Avenue, and Lake Michigan. Sleeping up to 12 guests, this three-bedroom, three-bathroom dwelling boasts a king suite with fireplace and steam shower, a queen suite with private roof deck access, a fully equipped kitchen with balcony, a private garage, and a stunning roof deck with Willis Tower views.
9.7 520 reviews
Chicago, IL
13/08 – 16/08
839 ﺩ.ﺇ/nighttotal: 2517 ﺩ.ﺇ (3 )
Checkerboard Studio, Private Outdoor Hot Tub, Yard
1 2
apartment , Chicago
This studio apartment is situated in a residential neighbourhood in Chicago, just a short distance from local landmarks and with easy access to street parking. The studio features a king-size bed, a spacious couch, and a well-equipped kitchen, making it ideal for a couple seeking a comfortable and convenient base for exploring the city.
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-see for art lovers, with works by Monet, Picasso, and Van Gogh. And no trip to Chicago is complete without a visit to Millennium Park, home to the famous Cloud Gate sculpture, affectionately 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 a humid continental climate, so you'll experience all four seasons. Summers are hot and humid, with average temperatures around 25°C. Winters are cold and snowy, with average temperatures around -5°C. Spring and autumn are generally mild, but can be unpredictable.
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 a good festival! You'll find something for everyone, from the massive Lollapalooza music festival in the summer to the Taste of Chicago food festival in July. The Chicago Air and Water Show in August is always a crowd-pleaser, and the Chicago Marathon in October is a major sporting event.
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 town! 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 home to both 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 can find Indiana Dunes National Park, with its beautiful beaches and towering sand dunes. The Morton Arboretum is a great place to escape the city and enjoy a peaceful walk among the trees. And if you're looking for some outdoor adventure, the Chain O'Lakes State Park offers boating, fishing, and hiking.
What part of Chicago, IL is ideal for finding lodging?
It depends on what you're looking for! If you want to be in the heart of the action, the Magnificent Mile is a great option, with plenty of hotels and restaurants. For a more relaxed experience, consider staying in the Lincoln Park neighbourhood, with its beautiful park and museums. And if you're on a budget, the River North neighbourhood is a good choice.
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
10 3 reviews
Chicago, IL
28/06 – 05/07
1476 ﺩ.ﺇ/nighttotal: 10332 ﺩ.ﺇ (7 )
Spacious 3br · Bronzeville/south Loop · Sleeps 8
1 5
apartment , Chicago
This 3-bedroom flat is located in Bronzeville, Chicago's historic Black Metropolis, offering immediate proximity to acclaimed soul food restaurants, live jazz venues, the Bronzeville Walk of Fame, and the Wabash Arts Corridor. This spacious accommodation for up to 8 guests boasts 2 bathrooms, a fully-equipped kitchen with stainless steel appliances, in-unit laundry, and access to building amenities including a state-of-the-art fitness centre and a shared rooftop deck with spectacular city views.
9.8 158 reviews
Chicago, IL
25/11 – 29/11
629 ﺩ.ﺇ/nighttotal: 2516 ﺩ.ﺇ (4 )
Beautiful Space In Historic House Near Lakefront.
1 2
apartment , Chicago
This Chicago guesthouse is ideally located in a prime neighbourhood, just 0.32 kilometres from Lincoln Park and the lakefront, a 15-minute walk from Wrigleyville, and a 20-minute drive from the city centre. Offering a private bathroom, comfortable bed, small fridge, and large couch, this renovated 19th-century row house sleeps four and includes fast Wi-Fi, a smart TV with Hulu, and parking on request.
9.0 2 reviews
Chicago, IL
06/08 – 10/08
1409 ﺩ.ﺇ/nighttotal: 5636 ﺩ.ﺇ (4 )
Chic Cozy 2br Apartment Near Mccormick, Place Museum Campus And Soldier Field
2 3
apartment , Chicago
This family-friendly Chicago apartment, situated approximately 2.4 kilometres from the Field Museum and within 3.2 kilometres of the Art Institute of Chicago and the Chicago Symphony Orchestra, offers easy access to major cultural attractions. The 74-square-metre, two-bedroom, two-bathroom flat sleeps up to eight guests and includes a fully equipped kitchen, free Wi-Fi, a fitness centre, parking, and a patio with city views.
9.4 61 reviews
Chicago, IL
10/07 – 12/07
882 ﺩ.ﺇ/nighttotal: 1764 ﺩ.ﺇ (2 )
Taste The Luxury ! On The Boulevard
1 3
apartment , Chicago
This three-bedroom Chicago apartment, sleeping up to 10 guests, offers convenient access to public transport and nearby boulevard parking; precise location within the city is unspecified. The family-friendly flat features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, a garden, fitness centre, and excellent cleanliness and user ratings.
Best Chicago, IL lodging with parking
9.8 61 reviews
Chicago, IL
27/07 – 30/07
1752 ﺩ.ﺇ/nighttotal: 5256 ﺩ.ﺇ (3 )
River North | Private Deck With In&out Parking
1 3
apartment , Chicago
This upscale three-bedroom apartment in downtown Chicago is centrally located, less than 0.8km from the Chicago Riverwalk and under 1.6km from Millennium Park. The 3-bedroom, 2-bathroom flat sleeps nine guests and boasts a fully equipped kitchen, private deck with city views, access to a rooftop terrace with barbecue facilities, on-site fitness centre, and free parking within a short walk, plus streaming services included.
Chicago, IL
11/09 – 13/09
5199 ﺩ.ﺇ/nighttotal: 10398 ﺩ.ﺇ (2 )
Luxurious 5br Suite Perfect For Group Of 12 Guests With Pool Table, Optional Parking And Gym Access Near Mccormick Place And Soldier Field
5 11
apartment , Chicago
This McCormick Place luxury apartment is situated near Chicago's Museum Campus, approximately 2.4 kilometres from the Field Museum and within 3.2 kilometres of both the Art Institute of Chicago and the Chicago Symphony Orchestra. This spacious 224 square metre five-bedroom, three-bathroom dwelling sleeps up to twelve guests, offering a fitness centre, patio with city views, and free Wi-Fi; parking is available.
10 3 reviews
Chicago, IL
24/07 – 27/07
2467 ﺩ.ﺇ/nighttotal: 7401 ﺩ.ﺇ (3 )
Mccormick Place City View 2br/2ba With Optional Parking For Up To 8 Guests
2 6
apartment , Chicago
This Near South Side Chicago flat is situated a short walk from State Street and McCormick Place, and within 3.2km of Soldier Field and Lake Michigan. The 88 square metre property offers two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, patio, free Wi-Fi, and access to a fitness centre; housekeeping is available on request.
Chicago, IL
25/08 – 31/10
721 ﺩ.ﺇ/nighttotal: 48307 ﺩ.ﺇ (67 )
Top Floor In The Heart Of West Town! Perfect For Any Group And Pet Friendly! Apts
2 1
apartment , Chicago
This West Town flat is ideally located in Chicago, approximately 3.2km from the United Centre and within 4km of the Willis Tower, the Water Tower, and Union Station. The two-bedroom, two-bathroom apartment sleeps seven, features a fully equipped kitchen with dishwasher, in-unit laundry, private entrance, balcony, garden, parking, and free Wi-Fi.