This guest house offers signature chambers and suites within Chicago's Art Deco and modern skyscraper skyline, providing a prime city location. Guests can enjoy rooms measuring 26-33 square metres with a king bed, coffee maker, mini refrigerator, and walk-in shower, alongside an on-site fitness room, a coffee shop, and 24/7 parking.
9.8 26 reviews
Chicago, IL
23/07 – 27/07
740 ﺩ.ﺇ/nighttotal: 2960 ﺩ.ﺇ (4 )
La Casita Norte
1 2
apartment , Chicago
This Bronzeville flat offers convenient access to McCormick Place, Wintrust Arena, and Guaranteed Rate Field, all within a few kilometres. The one-bedroom apartment sleeps four, features a well-equipped fitness centre, in-unit laundry, and a dedicated workspace with Wi-Fi; nearby attractions include the Illinois Institute of Technology campus and 31st Street Beach.
9.8 32 reviews
Chicago, IL
26/06 – 30/06
930 ﺩ.ﺇ/nighttotal: 3720 ﺩ.ﺇ (4 )
Complete 1br Fully Furnished Home
1 2
apartment , Chicago
This 1-bedroom flat in Chicago offers excellent access to the city's notable landmarks. This fully furnished apartment accommodates two guests and includes a queen-size bed, a well-equipped kitchen with a fridge, microwave, and dishwasher, plus in-unit laundry and Wi-Fi.
9.9 49 reviews
Chicago, IL
29/06 – 02/07
629 ﺩ.ﺇ/nighttotal: 1887 ﺩ.ﺇ (3 )
Chicago Row House Garden Apartmt
1 2
apartment , Chicago
This Chicago garden flat is conveniently located near the United Centre, a short distance (1.6km) from the West Loop and Fulton Market districts, and within a 4.8km radius of Millennium Park, the Art Institute of Chicago, and Willis Tower. The self-contained apartment features a king-size Tempur-Pedic bed, a small kitchenette, a full bathroom, and accommodates two guests, offering easy access to local attractions and amenities including a fitness centre and parking.
9.5 22 reviews
Chicago, IL
07/08 – 09/08
20316 ﺩ.ﺇ/nighttotal: 40632 ﺩ.ﺇ (2 )
Livn Millennium Park Downtown Chicago 1 Br
6 12
apartment , Chicago
This central Chicago flat offers a prime downtown location, a mere 6-minute walk to Millennium Station and the city centre, placing you within easy reach of the Chicago Symphony Orchestra, CIBC Theatre, Cloud Gate (The Bean), and DePaul University (600 metres away). This 37 square metre studio apartment accommodates up to three guests and features air conditioning, free WiFi, a kitchen equipped with a fridge, microwave, and dishwasher, and a washing machine, with Ohio Street Beach located 2.2 kilometres away.
9.9 154 reviews
Chicago, IL
03/10 – 09/10
998 ﺩ.ﺇ/nighttotal: 5988 ﺩ.ﺇ (6 )
Modern Loft Ukrainian Village 2nd Floor
1 2
apartment , Chicago
This Wicker Park flat, one block from Division Street in Chicago, offers easy access to the area's shops, restaurants, and nightlife. The self-contained apartment sleeps two, features a queen-size bed, modern kitchenette with fridge, freezer and microwave, washer/dryer, and access to a shared front garden with Adirondack chairs; a second similar unit is available nearby.
10 28 reviews
Chicago, IL
04/08 – 10/08
1238 ﺩ.ﺇ/nighttotal: 7428 ﺩ.ﺇ (6 )
Amazing Andersonville! 1 King 1 Queen 2br Apt.
1 3
apartment , Chicago
This two-bedroom apartment is situated in Andersonville, Chicago, a 2-minute walk from the neighbourhood's shopping and dining centre, offering easy access to Chicago's public transport network. The self-check-in flat features a fully equipped kitchen, one bathroom, sleeps four guests, and includes amenities such as air conditioning, parking, and internet access; note that a German Shepherd dog resides in the building.
9.8 403 reviews
Chicago, IL
12/10 – 15/10
692 ﺩ.ﺇ/nighttotal: 2076 ﺩ.ﺇ (3 )
Private 3rd Floor Apartment
2 2
apartment , Chicago
This charming flat is situated in East Lakeview, a lively neighbourhood just a short walk from Montrose Beach, tennis courts, a golf course, and a variety of restaurants and theatres. It has received excellent ratings for location, cleanliness, and overall guest experience. The apartment is located on the third floor of a historic home with a separate entrance, and can accommodate up to four guests. It includes a kitchen with a fridge and microwave, air conditioning, a garden, parking, and internet access, as well as shared laundry facilities.
9.9 151 reviews
Chicago, IL
03/07 – 05/07
1102 ﺩ.ﺇ/nighttotal: 2204 ﺩ.ﺇ (2 )
Spacious Garden Unit • Private Entry + Parking
1 4
B&B , Chicago
This Chicago apartment, located below street level in a central area, is a 3.2km walk or a short drive from the United Center and within a 8km radius of the city centre, Rush University Medical Centre, and the Illinois Medical District, offering easy access to the CTA Blue Line. The self-contained flat features two bedrooms, one bathroom, sleeping up to four guests, and includes a fully equipped kitchen with fridge, freezer, and microwave, in-unit laundry, complimentary parking, keyless entry, and streaming TV options.
9.0 4 reviews
Chicago, IL
17/09 – 19/09
1066 ﺩ.ﺇ/nighttotal: 2132 ﺩ.ﺇ (2 )
Charming 1bdr - Great Location
1 2
apartment , Chicago
This Rogers Park flat offers convenient access to Lake Michigan and Millennium Park, with public transport links to Chicago's city centre. The one-bedroom apartment sleeps four guests, features a fully equipped kitchen including a microwave and dishwasher, dedicated parking, and fast Wi-Fi; amenities include shampoo, conditioner and body wash.
9.9 77 reviews
Chicago, IL
26/06 – 30/06
1322 ﺩ.ﺇ/nighttotal: 5288 ﺩ.ﺇ (4 )
The Greenhouse - Chic 2br Flat Near Fulton Market
1 4
apartment , Chicago
This West Loop flat is ideally situated in Chicago's West Loop neighbourhood, offering easy access to the city's attractions. The 2-bedroom, 1-bathroom apartment sleeps 4 guests and boasts a newly renovated kitchen, in-unit laundry, a private balcony, and access to a large garden; free street parking is available but not guaranteed.
9.7 75 reviews
Chicago, IL
17/07 – 19/07
2196 ﺩ.ﺇ/nighttotal: 4392 ﺩ.ﺇ (2 )
Relaxing Two-bedroom Haven
1 4
apartment , Chicago
This two-bedroom Chicago apartment is situated on the North Side, offering easy access to public transport and proximity to local cafes and boutiques. The 2-bedroom flat sleeps four guests and features a fully equipped kitchen with microwave, air conditioning, free street parking, high-speed Wi-Fi, and a smart TV.
Best Chicago, IL luxury short term rentals
9.4 351 reviews
Chicago, IL
01/01 – 31/01
1485 ﺩ.ﺇ/nighttotal: 44550 ﺩ.ﺇ (30 )
Kasa River North Chicago
3 6
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.
9.6 265 reviews
Chicago, IL
11/09 – 17/09
1577 ﺩ.ﺇ/nighttotal: 9462 ﺩ.ﺇ (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.
9.4 3084 reviews
Chicago, IL
27/06 – 04/07
1063 ﺩ.ﺇ/nighttotal: 7441 ﺩ.ﺇ (7 )
Kasa South Loop Chicago
1 2
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.
9.2 1379 reviews
Chicago, IL
18/07 – 15/08
1174 ﺩ.ﺇ/nighttotal: 32872 ﺩ.ﺇ (28 )
Kasa Magnificent Mile Chicago
1 1
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 9542 accommodations in Chicago, IL, here are the 4 best rentals with a jacuzzi
10 35 reviews
Chicago, IL
14/07 – 18/07
9477 ﺩ.ﺇ/nighttotal: 37908 ﺩ.ﺇ (4 )
Front Row To The Lake & Skyline: Epic 60th Flr 3br
3 5
apartment , Chicago
This luxurious three-bedroom apartment, sleeping up to seven guests, is situated in Chicago's downtown cultural district, offering spectacular Lake Michigan and Grant Park views, close to South Michigan Avenue. The 60th-floor flat boasts a private balcony with NASCAR race views, a fully equipped kitchen including a dishwasher, access to a swimming pool, Jacuzzi, fitness centre, and parking, plus complimentary Nespresso coffee and tea.
9.9 273 reviews
Chicago, IL
24/06 – 26/06
1317 ﺩ.ﺇ/nighttotal: 2634 ﺩ.ﺇ (2 )
Private Hot Tub - King Bed Suite - Free Parking
1 2
apartment , Chicago
This Little Italy apartment is conveniently located near Chicago's downtown Loop and West Loop, offering easy access to city attractions. The 1885 Italian-style row house boasts a king-size bed, full kitchen with dishwasher, private patios, a hot tub, and parking – accommodating up to four guests with a queen-size air mattress available.
9.8 48 reviews
Chicago, IL
25/11 – 30/11
6246 ﺩ.ﺇ/nighttotal: 31230 ﺩ.ﺇ (5 )
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.
9.8 113 reviews
Chicago, IL
07/08 – 10/08
1117 ﺩ.ﺇ/nighttotal: 3351 ﺩ.ﺇ (3 )
Modern 2bdrm Westchester Home With Brand-new Out Door Hot Tub
2 2
apartment , Westchester
This apartment in Westchester, Illinois is located just 12 kilometres from downtown Chicago, 6 kilometres from Oak Brook Mall, and 12 kilometres from Rosemont shopping centre, making it a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and user experience. This two-bedroom flat can comfortably accommodate up to five guests. It features a fully equipped kitchen, a private garden, a Jacuzzi, and a bonus room with games and TVs, ensuring a relaxing and enjoyable stay for the whole family.
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
9.9 304 reviews
Chicago, IL
11/11 – 15/11
898 ﺩ.ﺇ/nighttotal: 3592 ﺩ.ﺇ (4 )
North Center - Modern, Safe, Family-friendly, Solar-powered Apartment
2 2
apartment , Chicago
This two-bedroom flat is situated in a quiet neighbourhood just a short distance from Wrigleyville, a lively area with restaurants, bars, and Wrigley Field. The property has received excellent ratings for location, cleanliness, and overall user experience. The 93 square metre flat comfortably accommodates up to six guests and features a modern kitchen, a bathroom, and a terrace. Amenities include a fridge, freezer, microwave oven, dishwasher, air conditioning, internet access, and a garden.
9.9 16 reviews
Chicago, IL
09/09 – 14/09
1040 ﺩ.ﺇ/nighttotal: 5200 ﺩ.ﺇ (5 )
Welcome To Chicago West Loop!
1 3
apartment , Chicago
This Chicago garden flat is located in the city's Historic District, within easy walking distance of Madison Street, Greektown, Little Italy, and Fulton Market. The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen, fast Wi-Fi, and private parking, offering comfortable self-catering accommodation near UIC, Rush Medical Centre, and the United Centre.
9.7 55 reviews
Chicago, IL
24/07 – 26/07
1781 ﺩ.ﺇ/nighttotal: 3562 ﺩ.ﺇ (2 )
Huge Hyde Park Modern Duplex
3 5
apartment , Chicago
This Hyde Park-Bronzeville duplex is conveniently located in Chicago, within easy reach of attractions such as White Sox Park, the Museum of Science and Industry, and McCormick Place. The spacious three-bedroom, three-bathroom property sleeps six guests and offers amenities including a fully equipped kitchen, air conditioning, parking, and access to a fitness centre; nearby, you'll find numerous shops, restaurants, and excellent public transport links.
9.9 7 reviews
Chicago, IL
27/08 – 30/08
942 ﺩ.ﺇ/nighttotal: 2826 ﺩ.ﺇ (3 )
Prime Avondale
1 1
B&B , Chicago
Prime Avondale, a guesthouse in Chicago's Avondale neighbourhood, is situated under 5km from Wrigley Field, Lincoln Park Zoo, and the United Centre. This Chicago B&B offers one bedroom, one bathroom, sleeps seven guests, and includes free Wi-Fi, parking, and air conditioning.
Best Chicago, IL lodging with parking
10 7 reviews
Chicago, IL
25/06 – 26/06
3676 ﺩ.ﺇ/nightfor 1 night
Premier 3br Art Deco Retreat With Garage.
3 2
apartment , Chicago
This Wrigleyville flat is situated a mere 100 metres from Wrigley Field and Gallagher Way, offering direct access to Cubs bars and a 3-minute walk to the CTA Red Line for straightforward travel to downtown Chicago. This 102 square metre apartment accommodates up to six guests with three bedrooms, a lounge featuring a Smart TV and poker table, a fully equipped kitchen with dining for eight, and a private patio with a firepit, complemented by onsite garage parking and keyless entry.
8.5 2 reviews
Chicago, IL
14/07 – 18/07
1699 ﺩ.ﺇ/nighttotal: 6796 ﺩ.ﺇ (4 )
Brand New 3br Chicago Retreat Near Fulton Market And United Center
3 4
apartment , Chicago
This newly constructed three-bedroom flat in Chicago is situated near Fulton Market and the United Centre, offering a 2.9 kilometre walk to the United Centre and proximity to Union Station. This family-friendly apartment provides complimentary high-speed WiFi, free private parking, and a fully equipped kitchen, with a check-out time of 11:00 AM.
10 1 review
Chicago, IL
31/07 – 03/08
3463 ﺩ.ﺇ/nighttotal: 10389 ﺩ.ﺇ (3 )
Mccormick Place 2b/2b Family Unit With Optional Parking For Up To 8 Guests
2 8
apartment , Chicago
This Near South Side Chicago flat is conveniently located a short walk from State Street and Wintrust Arena, and within 1.6km of McCormick Place and Soldier Field. The 88 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio, free Wi-Fi, and access to a fitness centre and parking.
9.0 11 reviews
Chicago, IL
14/08 – 19/08
757 ﺩ.ﺇ/nighttotal: 3785 ﺩ.ﺇ (5 )
Cozy Tiny House - 1br1bt - 15 Mins From Chicago Downtown
1 1
apartment , Chicago
This cosy cabin is situated in Chicago's Lower West Side, just 8 kilometres from the United Center and State Street. The cabin offers a comfortable living space with one bedroom, one bathroom, and a fully equipped kitchen, suitable for a couple looking to explore the city.