A list by Anna Pinto & Christian Lund. Updated January 2024.
We have created a list with the best vacation apartments in Chicago, USA. For rental periods up to 30 days. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Apartment. Located in the centre of Chicago, less than 1 km from Oak Street Beach and a 17-minute walk from Ohio Street Beach, Stylish Studio with Full Kitchen & Modern Bathroom - Chestnut 15C offers free WiFi and air conditioning. It is set 300 metres from Water Tower Chicago and provides a lift. The spacious apartment features 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a shower. Towels and bed linen are provided in the apartment. The property is non-smoking and is situated 2.1 km from North Avenue Beach. Popular points of interest near the apartment include Chicago Museum of Contemporary Art, 360 Chicago and Shops at Northbridge. The nearest airport is Midway International Airport, 19 km from Stylish Studio with Full Kitchen & Modern Bathroom - Chestnut 15C.Show full description
Apartment. In the West Loop district of Chicago, close to Union Station, Designer Apt near Union Park - Cloud9-1125 has a fitness centre and a washing machine. Free WiFi is featured throughout the property and private parking is available on site. The units include air conditioning, and certain units at the apartment complex have a balcony. At the apartment complex, the units are fitted with bed linen and towels. Featuring family rooms, this property also provides guests with a sun terrace. The accommodation comes with a flat-screen TV and a private bathroom with bath, shower and a hair dryer, while the kitchen features a microwave, a fridge and kitchenware. Barbecue facilities are included and guests can also relax in the garden or in the shared lounge area. Willis Tower is 1.9 km from the apartment, while United Center is 2.1 km away. The nearest airport is Midway International Airport, 15 km from Designer Apt near Union Park - Cloud9-1125.Show full description
Apartment. Offering city views, 1F Cozy Home in Little Italy near Downtown West Loop United Center is an accommodation set in Chicago, 4 km from Willis Tower and 4.1 km from DePaul University. The air-conditioned accommodation is 1.8 km from United Center, and guests can benefit from complimentary WiFi and private parking available on site. The spacious apartment has 3 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a shower. Towels and bed linen are available in the apartment. The property is non-smoking and is situated 2.8 km from Union Station. For added privacy, the accommodation has a private entrance and soundproofing. CIBC Theatre is 4.3 km from the apartment, while Art Institute of Chicago is 4.5 km from the property. The nearest airport is Midway International Airport, 14 km from 1F Cozy Home in Little Italy near Downtown West Loop United Center.Show full description
Apartment.Newly opened, December 2023. Situated in Chicago, 2.7 km from Lee Street Beach and 1.7 km from Loyola University Chicago, Roomy & Stylish 2BR Apt in Rogers Park - Sheridan N2 provides accommodation with amenities such as free WiFi and a flat-screen TV. The property is around 12 km from Lincoln Park Zoo, 14 km from 360 Chicago and 14 km from Water Tower Chicago. The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are offered in the apartment. The property is non-smoking and is located 9.2 km from Wrigley Field. Chicago Museum of Contemporary Art is 15 km from the apartment, while Shops at Northbridge is 15 km from the property. The nearest airport is Chicago O'Hare International Airport, 23 km from Roomy & Stylish 2BR Apt in Rogers Park - Sheridan N2.Show full description
Apartment. Located in Chicago in the Illinois region, Trendy West Town Flat - 2 bed / 1.5 bath w parking has a patio. The air-conditioned accommodation is 1.9 km from United Center, and guests can benefit from complimentary WiFi and private parking available on site. The spacious apartment features 2 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a shower. A private entrance leads guests into the apartment, where they can enjoy some chocolates or cookies. The property is non-smoking and is set 4.1 km from Water Tower Chicago. The apartment offers bed linen, towels and laundry service. Union Station is 4.3 km from the apartment, while Chicago Museum of Contemporary Art is 4.4 km away. The nearest airport is Midway International Airport, 16 km from Trendy West Town Flat - 2 bed / 1.5 bath w parking.Show full description
Apartment. Fully Furnished Apt Near Millenium Park- 29 features accommodation within less than 1 km of the centre of Chicago, with free WiFi, and a kitchen with a dishwasher, an oven and a microwave. 2.7 km from Ohio Street Beach and 400 metres from CIBC Theatre, the property offers a seasonal outdoor swimming pool and a garden. At the apartment complex, each unit includes a wardrobe, a flat-screen TV, a private bathroom, bed linen and towels. Popular points of interest near the apartment include Willis Tower, DePaul University and Chicago Symphony Orchestra. Private parking can be arranged at an extra charge. All units are air conditioned and include a seating and/or dining area. All units will provide guests with a fridge. The nearest airport is Midway International Airport, 17 km from Fully Furnished Apt Near Millenium Park- 29.Show full description
Apartment. Located in Chicago, 1.4 km from Union Station and 1.9 km from United Center, 3BR Elegant Glass Penthouse Pool With Deck & Gym offers air conditioning. Featuring a lift, this property also provides guests with an outdoor pool. Providing free WiFi throughout the property, the non-smoking apartment has a fitness centre. The spacious apartment features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are provided in the apartment. Willis Tower is 1.7 km from the apartment, while CIBC Theatre is 2.2 km away. The nearest airport is Midway International Airport, 17 km from 3BR Elegant Glass Penthouse Pool With Deck & Gym.Show full description
Apartment. Upscale 1BR Haven in Perfect Location - Chestnut 02H in Chicago features accommodation with free WiFi, 1.5 km from Ohio Street Beach, 2.1 km from North Avenue Beach and 300 metres from Water Tower Chicago. The property is around 1.8 km from Millennium Station, 2.1 km from CIBC Theatre and 2.4 km from Cloud Gate - The Bean. The spacious apartment has 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with an a bath or shower. Towels and bed linen are available in the apartment. The property is less than 1 km from Oak Street Beach, and within 1.1 km of the city centre. The accommodation is non-smoking. Popular points of interest near the apartment include Chicago Museum of Contemporary Art, 360 Chicago and Shops at Northbridge. The nearest airport is Midway International Airport, 19 km from Upscale 1BR Haven in Perfect Location - Chestnut 02H.Show full description
Apartment. In the heart of Chicago, set within a short distance of Oak Street Beach and Ohio Street Beach, Chic & Roomy Studio in the Near North Side - Chestnut 16D offers free WiFi, air conditioning and household amenities such as a toaster and kettle. The property is around less than 1 km from Shops at Northbridge, 1.8 km from Millennium Station and 2.1 km from CIBC Theatre. This apartment is fitted with 1 bedroom, a kitchen with an oven and a microwave, a flat-screen TV, a seating area and 1 bathroom. Towels and bed linen are offered in the apartment. The property is non-smoking and is situated 2.1 km from North Avenue Beach. Popular points of interest near the apartment include Water Tower Chicago, Chicago Museum of Contemporary Art and 360 Chicago. The nearest airport is Midway International Airport, 19 km from Chic & Roomy Studio in the Near North Side - Chestnut 16D.Show full description
Apartment. Located in the centre of Chicago, less than 1 km from Oak Street Beach and a 17-minute walk from Ohio Street Beach, Charming 1BR Unit Great Location - Chestnut 19H offers free WiFi and air conditioning. The property is around less than 1 km from Shops at Northbridge, 1.8 km from Millennium Station and 2.1 km from CIBC Theatre. The spacious apartment features 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a shower. Towels and bed linen are featured in the apartment. The property is non-smoking and is situated 2.1 km from North Avenue Beach. At the apartment, there is a dressing room for guests to change in. Popular points of interest near Charming 1BR Unit Great Location - Chestnut 19H include Water Tower Chicago, Chicago Museum of Contemporary Art and 360 Chicago. The nearest airport is Midway International Airport, 19 km from the accommodation.Show full description
Apartment. In the heart of Chicago, set within a short distance of Oak Street Beach and Ohio Street Beach, Comfortable & Convenient Studio Apartment- Chestnut 23D offers free WiFi, air conditioning and household amenities such as a microwave and kettle. It is situated 300 metres from Water Tower Chicago and offers a lift. The apartment features 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a bath. Towels and bed linen are featured in the apartment. The property is non-smoking and is located 2.1 km from North Avenue Beach. Popular points of interest near the apartment include Chicago Museum of Contemporary Art, 360 Chicago and Shops at Northbridge. The nearest airport is Midway International Airport, 19 km from Comfortable & Convenient Studio Apartment- Chestnut 23D.Show full description
Apartment.Newly opened, March 2024. Located 1.4 km from United Center, CoWorking Gym Pool Golfsim Steps from FultonMarket by Cloud9-160 offers accommodation with a balcony, as well as a garden. Free WiFi is provided throughout the property and private parking is available on site. Union Station is 2.5 km from the apartment and Millennium Station is 3.2 km away. At the apartment complex, each unit is equipped with air conditioning and a safety deposit box. Each unit is equipped with a terrace, a fully equipped kitchen with a dishwasher, a seating area, a flat-screen TV, a washing machine, and a private bathroom with bath and a hair dryer. Every unit includes a dressing room. CIBC Theatre is 3.2 km from the apartment, while DePaul University is 3.5 km away. The nearest airport is Midway International Airport, 15 km from CoWorking Gym Pool Golfsim Steps from FultonMarket by Cloud9-160.Show full description
Apartment. Set in Chicago, 1.2 km from Field Museum of Natural History and 1.9 km from Art Institute of Chicago, 3BR Luxury Glass Apartment With Views Pool & Gym offers air conditioning. Featuring a lift, this property also provides guests with an outdoor pool. Offering free WiFi throughout the property, the non-smoking apartment features a fitness centre. The 3-bedroom apartment is fitted with a living room with a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the apartment. The accommodation offers a fireplace. Popular points of interest near the apartment include Chicago Symphony Orchestra, DePaul University and Buckingham Memorial Fountain. The nearest airport is Midway International Airport, 16 km from 3BR Luxury Glass Apartment With Views Pool & Gym.Show full description
Apartment. Set within the South Loop district in Chicago, McCormick Place 2br-2ba with Optional Parking, Patio,Gym for 6 guests has air conditioning, a patio, and quiet street views. Complimentary WiFi is offered throughout the property and private parking is available on site. The spacious apartment with a terrace and city views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and a microwave, and 2 bathrooms with a bath. Towels and bed linen are provided in the apartment. The accommodation offers a lift, full-day security and luggage storage for guests. This apartment is allergy-free and non-smoking. Field Museum of Natural History is 2.4 km from the apartment, while Art Institute of Chicago is 2.9 km from the property. The nearest airport is Midway International Airport, 14 km from McCormick Place 2br-2ba with Optional Parking, Patio,Gym for 6 guests.Show full description
Apartment. Located in Chicago, 2.2 km from Oak Street Beach and 1.9 km from Water Tower Chicago, Minimalist 1BR Apartment with In-Unit Laundry - Crosby 204 offers air conditioning. The property is around 1.9 km from 360 Chicago, 2.9 km from Shops at Northbridge and 3 km from Lincoln Park Zoo. With free WiFi, this 1-bedroom apartment provides a flat-screen TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the apartment. The property is non-smoking and is set 2.3 km from Chicago Museum of Contemporary Art. Willis Tower is 3.2 km from the apartment, while CIBC Theatre is 3.3 km away. The nearest airport is Midway International Airport, 19 km from Minimalist 1BR Apartment with In-Unit Laundry - Crosby 204.Show full description
Apartment. Located in Chicago, 2.3 km from United Center and 2.6 km from Union Station, Urban Chic 1BR Apt in West Loop with in-unit Laundry - Aberdeen G offers free WiFi and air conditioning. The property is set 3.1 km from Water Tower Chicago, 3.2 km from Willis Tower and 3.3 km from CIBC Theatre. The spacious apartment features 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a shower. Towels and bed linen are provided in the apartment. The property is non-smoking and is situated 2.8 km from Shops at Northbridge. Millennium Station is 3.3 km from the apartment, while Chicago Museum of Contemporary Art is 3.4 km away. The nearest airport is Midway International Airport, 15 km from Urban Chic 1BR Apt in West Loop with in-unit Laundry - Aberdeen G.Show full description
Apartment. Situated within 2.5 km of Union Station and 2.7 km of Water Tower Chicago in Chicago, Presidential Penthouses w the best View- Cloud9 - 730 features accommodation with seating area. 2.7 km from United Center and 2.9 km from Chicago Museum of Contemporary Art, the property provides a garden and a terrace. Featuring a private bathroom with a shower and a hair dryer, units at the apartment complex also feature free WiFi, while selected rooms also boast a balcony. All units at the apartment complex have air conditioning and a wardrobe. Private parking can be arranged at an extra charge. Shops at Northbridge is 3 km from the apartment, while 360 Chicago is 3.1 km from the property. The nearest airport is Midway International Airport, 18 km from Presidential Penthouses w the best View- Cloud9 - 730.Show full description
Apartment.Newly opened, February 2024. Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.6 km from DePaul University, McCormick Place 420 friendly 2br/2ba with optional parking for up to 6 guests offers air conditioning. Complimentary WiFi is available throughout the property and private parking is available on site. The spacious apartment has 2 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are offered in the apartment. The property is allergy-free and is located 3 km from Art Institute of Chicago. For added privacy, the accommodation features a private entrance. Chicago Symphony Orchestra is 3.1 km from the apartment, while CIBC Theatre is 3.1 km from the property. The nearest airport is Midway International Airport, 14 km from McCormick Place 420 friendly 2br/2ba with optional parking for up to 6 guests.Show full description
Apartment.Newly opened, February 2024. Set in Chicago, 2.3 km from Field Museum of Natural History and 2.7 km from DePaul University, McCormick HUGE 3Br with Pool table, Optional Parking for up to 8 guests offers air conditioning. Free WiFi is offered throughout the property and private parking is available on site. The spacious apartment has 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a bath. Towels and bed linen are provided in the apartment. The accommodation offers luggage storage space and private check-in and check-out for guests. This apartment is allergy-free and non-smoking. You can play billiards at the apartment. Art Institute of Chicago is 2.9 km from McCormick HUGE 3Br with Pool table, Optional Parking for up to 8 guests, while Chicago Symphony Orchestra is 3 km from the property. The nearest airport is Midway International Airport, 14 km from the accommodation.Show full description
Apartment.Newly opened, March 2024. Located in Chicago, 3.8 km from Wrigley Field and 6.2 km from Loyola University Chicago, Elegant 1BR Stylishly Furnished Apartment - Lincoln 205 offers air conditioning. The property is around 10 km from United Center, 11 km from 360 Chicago and 11 km from Water Tower Chicago. The spacious apartment features 1 bedroom, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a shower. Towels and bed linen are provided in the apartment. The property is non-smoking and is situated 6.9 km from Lincoln Park Zoo. Union Station is 11 km from the apartment, while Chicago Museum of Contemporary Art is 12 km away. The nearest airport is Chicago O'Hare International Airport, 19 km from Elegant 1BR Stylishly Furnished Apartment - Lincoln 205.Show full description
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