Apartment rentals in Chicago

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Chicago apartments
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Apartments in Chicago

Best family-friendly Chicago holiday apartments

Among the 13595 accommodations in Chicago, here are the 4 best family friendly apartments

Two 2brs Near Millennium Park, Ideal For Groups - Chicago
No reviews

Two 2brs Near Millennium Park, Ideal For Groups

apartment, Chicago
The Winfrey offers two luxury apartments situated in Chicago's Loop district, just 13 minutes' walk from Millennium Park and the Art Institute, and 10 minutes' walk from the Chicago Theatre.
These apartments accommodate up to 10 guests with four Queen bedrooms and two rollaway beds, featuring fully equipped chef's kitchens, complimentary Nespresso and tea, Sonos sound systems, Smart TVs, and access to building amenities including a sundeck, outdoor pool, rooftop lounge, game room, and movie theatre.
The Roscoe Village Guesthouse - Chicago
9.8 133 reviews

The Roscoe Village Guesthouse

apartment, Chicago
This Roscoe Village apartment, near the CTA Brown Line and less than 1.6km from Wrigley Field, offers easy access to Chicago's city centre via a 30-minute train journey.
The three-bedroom, one-bathroom flat sleeps six guests and includes a fully equipped kitchen, free in-unit laundry, 600 Mbps Wi-Fi, and free street parking; nearby amenities include numerous restaurants, boutiques, and a Starbucks.
Designer Loft 2w | Heart Of Gold Coast/river North - Chicago
9.1 17 reviews

Designer Loft 2w | Heart Of Gold Coast/river North

apartment, Chicago
This three-bedroom Chicago apartment, situated in the prestigious River North/Gold Coast district, is a short distance (approximately 0.8 km) from Michigan Avenue and 0.6 km from Lake Michigan, offering easy access to key attractions such as Oak Street Beach and Navy Pier.
The 3-bathroom dwelling boasts a spacious layout sleeping up to 10 guests, featuring a fully equipped chef's kitchen, a 65-inch smart TV, secure parking, and is pet-friendly.
Hot Tub |Movie Theater|games|arcade|gym|5 Bedrooms - Chicago
9.5 32 reviews

Hot Tub |Movie Theater|games|arcade|gym|5 Bedrooms

apartment, Chicago
This spacious five-bedroom, three-bathroom flat is situated in Chicago's Portage Park district, offering a residential setting approximately 13-16 kilometres from downtown landmarks such as Millennium Park and Navy Pier, with local amenities and parks like Cragin Park (2.4 kilometres) and Riis Park (3.5 kilometres) nearby.
This well-appointed residence accommodates up to sixteen guests and boasts a fully remodelled interior across two levels, featuring an exceptional entertainment basement with a private home theatre and arcade, plus a generous garden with a jacuzzi and outdoor games, ensuring ample recreation and comfort for large groups and families.

Best Chicago holiday apartments with a balcony

Grand 5,500 Sq Ft Pilsen Home, 5br, Sleeps 11, Near Downtown - Chicago
10 1 review

Grand 5,500 Sq Ft Pilsen Home, 5br, Sleeps 11, Near Downtown

apartment, Chicago
This five-bedroom, four-bathroom flat is situated in Chicago's Lower West Side, a 3-minute drive from Douglass Park and 4 minutes from Union Park, with the United Center and Wintrust Arena a mere 4 and 5 minutes away respectively, and Damen underground station within an 8-minute walk.
This pet-friendly accommodation offers internet, air conditioning, and laundry facilities, comfortably accommodating up to eleven guests for a stay in Chicago.
Cubbies Dream! Half A Block To Wrigley! You Can Feel The Excitement In The Air On Game Days! Condo - Chicago
9.6 283 reviews

Cubbies Dream! Half A Block To Wrigley! You Can Feel The Excitement In The Air On Game Days! Condo

apartment, Chicago
This Wrigleyville apartment is situated a mere 0.8 kilometres from Wrigley Field and a short walk from the 'L' train, offering easy access to Chicago's iconic baseball stadium and excellent transport links.
The two-bedroom, two-bathroom flat sleeps up to six guests comfortably, features a private deck with pre-game views of Wrigley Field, and includes amenities such as a fully equipped kitchen, Wi-Fi, and pet-friendly options (one pet allowed, additional fee applies).
Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking - Chicago
9.9 62 reviews

Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

apartment, Chicago
This two-bedroom apartment is located in West Town, Chicago, just 4.2 km from Water Tower Chicago and 4.3 km from Union Station, offering easy access to both downtown attractions and the lively West Loop neighbourhood. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment offers a patio for relaxing and enjoying the Chicago weather. Modern amenities include a well-equipped kitchen with a dishwasher, oven, and microwave, as well as complimentary Wi-Fi, bed linen, towels, and laundry service. On-site parking is also available for guests arriving by car.
Fulbrix Bright Designer Apartments With West Loop Views - Chicago
9.3 56 reviews

Fulbrix Bright Designer Apartments With West Loop Views

apartment, Chicago
This two-bedroom flat is situated in Chicago's West Loop district, a 2.7km walk from the United Center and 2.6km from Union Station, offering easy access to public transport and the lively Fulton Market area. The apartment consistently receives excellent reviews for its location, cleanliness, and overall user experience.
The 125 square metre flat features a fully equipped kitchen with a dishwasher, a dining area, and a seating area with a flat-screen TV. Guests can enjoy a private balcony, a swimming pool, a garden, and free parking, all within the apartment complex.

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Best Chicago holiday apartments with parking

Spacious 2br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions - Chicago
9.4 21 reviews

Spacious 2br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions

apartment, Chicago
This apartment is located in McCormick Place, a short distance from the Field Museum of Natural History (2.4 km), the Art Institute of Chicago (2.9 km), and the Chicago Symphony Orchestra (3 km). It has excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms, two bathrooms, and a living room, with a floor area of 88 square metres. It can comfortably accommodate six guests and includes a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking.
Bridgeport Place -Free Parking, Mccormick-sox Park - Chicago
9.8 107 reviews

Bridgeport Place -Free Parking, Mccormick-sox Park

apartment, Chicago
This one-bedroom Chicago apartment is peacefully located in the Bridgeport neighbourhood, approximately 5km from the city centre, offering easy access to Chinatown, Guaranteed Rate Field (Sox Park), and McCormick Place.
The self-catering flat, sleeping up to four guests, features a private patio with a Weber gas barbecue, a fully equipped kitchen including a dishwasher, and benefits from free on-street parking and a smart lock for convenient access; kayaking on the river is just two blocks away.
Designer Avondale 2br W/easy Parking - Chicago
10 157 reviews

Designer Avondale 2br W/easy Parking

apartment, Chicago
This Avondale apartment in Chicago is ideally situated, offering easy access to downtown and numerous restaurants, cafes, and music venues within the neighbourhood.
The two-bedroom, one-bathroom flat sleeps four guests and boasts a professionally designed interior, a private garden, and amenities including Wi-Fi, a Smart TV, a fully equipped kitchen with quartz countertops and stainless steel appliances, and comfortable beds with high-quality linens.
3br Vintage Apt  Patio  Walk To Mckinley Park - Chicago
9.6 7 reviews

3br Vintage Apt Patio Walk To Mckinley Park

apartment, Chicago
This McKinley Park flat is a 4-minute drive from Guaranteed Rate Field and State Street.
This 102 square metre, 3-bedroom flat accommodates up to 6 guests and offers a private garden, terrace, air conditioning, free Wi-Fi, and on-site parking, with easy access to outdoor activities.

Best Chicago holiday apartments with air conditioning

Midway Area Spacious Home. - Chicago
9.7 29 reviews

Midway Area Spacious Home.

apartment, Chicago
This Chicago apartment, sleeping four in two ensuite bedrooms, is situated in a safe neighbourhood with convenient access to shopping, dining, and a mall, although precise distances are unspecified.
The 4-bedroom, 2-bathroom dwelling offers ample space for families or groups, boasting a fully equipped kitchen, air conditioning, parking and internet access; a non-smoking, non-party policy ensures a peaceful stay.
Mccormick Place Modern 2br Loft In Downtown Chicago Michigan Avenue With Optional Parking Near Soldier Field - Chicago
10 2 reviews

Mccormick Place Modern 2br Loft In Downtown Chicago Michigan Avenue With Optional Parking Near Soldier Field

apartment, Chicago
This apartment is situated on Michigan Avenue in Downtown Chicago, just 1.6 kilometres from the Field Museum of Natural History and 2.9 kilometres from the Art Institute of Chicago. It enjoys an excellent location rating, with very good user reviews for cleanliness and overall experience.
The two-bedroom flat comfortably sleeps up to six guests and offers a fully equipped kitchen with a dishwasher and oven, along with a fitness centre, a terrace, and on-site parking. You can also enjoy stunning city views from the apartment and benefit from free Wi-Fi access.
Paradise On The Boulevard! - Chicago
10 103 reviews

Paradise On The Boulevard!

apartment, Chicago
This Logan Square flat, situated on historic Logan Boulevard, is steps from the CTA Blue Line and opposite numerous restaurants and coffee shops.
The two-bedroom, one-bathroom garden apartment sleeps four, boasting heated floors, a spa-style bathroom, shared backyard access, a reservable treehouse deck with gas grill, and includes fridge, freezer, microwave, dishwasher, air conditioning, parking, and internet access.
Irving Park Updated Vintage Top Unit 2-flat - Chicago
9.6 60 reviews

Irving Park Updated Vintage Top Unit 2-flat

apartment, Chicago
This Chicago apartment rental is situated in the Irving Park/Avondale neighbourhood, approximately 5.5 km from Wrigley Field and 8.5 km from Lincoln Park Zoo.
The 93-square-metre one-bedroom, one-bathroom flat sleeps up to 10 guests and offers free Wi-Fi, air conditioning, parking, and is pet-friendly.
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