Chicago offers an array of vacation house rentals suited for various needs, providing guests with ample space and amenities. Rentals are conveniently located near popular attractions like Navy Pier and Oak Street Beach, enabling easy exploration of the city's highlights.
9.5
Good
(129 Reviews)
+ 37 photos
The Avondale Guesthouse
2973 North Elston Avenue
Wi-Fi
Off-site parking lot
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Paid shuttle service
Flat-screen TV
Laundry
VIP check-in/ -out
Cycling
Outdoor dining area
Picnic area/ Tables
Board games
Baggage storage
No pets allowed
No smoking on site
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The Avondale Guesthouse in Chicago features three bedrooms and a living room. This holiday home includes a terrace, free WiFi, and a fully equipped kitchen. Located 3 miles from Wrigley Field, the property is also near attractions such as the United Center and Water Tower Chicago. Midway International Airport is 12 miles away, providing convenient access for travelers. Guests appreciate the quiet surroundings and attentive host, perfect for a relaxing city getaway.
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Price comparison
Average Price
340 US$
9.8
Good
(19 Reviews)
+ 43 photos
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
329 West Schiller Street Back
Wi-Fi
Free parking
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Laundry
Business center
Express check-in/ -out
VIP check-in/ -out
Hiking
Golf course
Picnic area/ Tables
Beach access
Cribs
Board games
Baggage storage
Pets allowed
No smoking on site
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Offering four bedrooms and three bathrooms, this rental is ideal for larger groups visiting Chicago. It features a garden, terrace, and modern amenities including air-conditioning and streaming services. The property is located just 1 mile from the iconic 360 Chicago and 19 minutes from Oak Street Beach. Guests can enjoy local attractions such as Water Tower Chicago and Millennium Park, both easily accessible. This home seamlessly combines comfort with a prime location for your stay.
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Price comparison
Average Price
529 US$
9.8
Good
(14 Reviews)
+ 15 photos
Historic Luxury Townhouse In Downtown Chicago
71 East Bellevue Place The Townhouse
Free Wi-Fi in public areas
Free parking
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Cribs
Pets allowed
No smoking on site
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Located in downtown Chicago, this historic luxury townhouse features five bedrooms and three bathrooms, perfect for accommodating larger groups. It is just a six-minute walk from Oak Street Beach and near the Chicago Museum of Contemporary Art and Millennium Park. Guests can also enjoy a fully equipped kitchen and free WiFi. The property's proximity to public transport ensures easy access to various city attractions. Guests consistently rate their experience highly.
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Price comparison
Average Price
1472 US$
9.2
Good
(5 Reviews)
+ 30 photos
Victorian Mansion In Garfield Park
3461 W Adams St
Wi-Fi
On-site parking lot
Dryer
Cookware/ Kitchen utensils
Flat-screen TV
Express check-in/ -out
Outdoor dining area
Board games
No pets allowed
No smoking on site
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The Victorian Mansion in Garfield Park offers a unique staying experience with three bedrooms and a beautiful garden. Located a short walk from Garfield Park Conservatory, this property boasts spacious living areas and free WiFi. Additional attractions nearby include the United Center and Wicker Park. Guests can also enjoy modern amenities like air-conditioning and a fully equipped kitchen, promising comfort during their stay. A welcoming atmosphere makes this mansion a popular choice for families.
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Price comparison
Average Price
162 US$
9.9
Good
(14 Reviews)
+ 26 photos
Chicago Condo W/ Balcony: Walk To Cta Stations!
813 S Bell Ave #3
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Flat-screen TV
Express check-in/ -out
Outdoor dining area
Board games
Pets allowed
No smoking on site
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This Chicago condo features two bedrooms and two bathrooms. Located just a short walk from CTA stations, it provides easy access to downtown Chicago's attractions. Guests can enjoy modern amenities like a fully equipped kitchen and a balcony offering city views. The property is also conveniently placed near the United Center and the Illinois Medical District, enhancing its appeal. Free WiFi and parking options further add to the comfort for guests during their stay.
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Price comparison
Average Price
138 US$
8.3
Good
(3 Reviews)
+ 47 photos
5 Bedroom Huge House In Best Location Parking Fireplace Back Yard
1426 North North Park Avenue
Wi-Fi
Free parking
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Laundry
Business center
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Fishing
Golf course
Tennis court
Outdoor dining area
Beach access
Children's play area
Cribs
Board games
Baggage storage
Pets allowed
No smoking on site
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This impressive five-bedroom house boasts ample space and modern facilities, perfect for family gatherings in Chicago. It features outdoor amenities including a sun terrace and garden, as well as convenient on-site parking. The property is ideally located just a short 18-minute walk from North Avenue Beach. With nearby attractions like Lincoln Park Zoo and Water Tower Chicago, guests have plenty to explore. The family-friendly environment ensures a memorable stay for all ages.
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Price comparison
Average Price
736 US$
8.3
Good
(18 Reviews)
+ 26 photos
Spacious 5-Br House Near Transit W Parking
1868 South Millard Avenue
Wi-Fi
Free parking
Dryer
Electric kettle
Air conditioning
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Outdoor dining area
Picnic area/ Tables
Baggage storage
Pets allowed
No smoking on site
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The Spacious 5-BR House near Transit in Chicago offers five bedrooms and three bathrooms. With close proximity to public transit, guests can easily navigate the city, with the United Center just 4 miles away. The property includes family rooms and a sun terrace. Modern amenities like free WiFi and an equipped kitchen add to the convenience of this accommodation. It is highly rated by guests.
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Price comparison
Average Price
262 US$
9.8
Good
(36 Reviews)
+ 48 photos
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
2713 West Balmoral Avenue
Wi-Fi
Free parking
Dryer
Electric kettle
Air conditioning
Paid airport shuttle
Flat-screen TV
Laundry
Express check-in/ -out
VIP check-in/ -out
Badminton
Darts
Cycling
Tennis court
Outdoor dining area
Picnic area/ Tables
Beach access
Game room
Children's play area
Cribs
Board games
Pets allowed
No smoking on site
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This spacious Northside Famlynest offers four bedrooms and two bathrooms. The rental features a tennis court and private garden, allowing for leisure activities on-site. Located 4 miles from Wrigley Field and close to Lincoln Park Zoo, guests can easily access popular attractions. Amenities include air-conditioning, a fully equipped kitchen, and family-friendly features. This property stands out for its convenient location and ample space.
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Price comparison
Average Price
270 US$
8.2
Good
(18 Reviews)
+ 23 photos
Spacious Row Home Next Transit Near Downtown W Parking
3133 West Fulton Street
Wi-Fi
Free parking
Dryer
Electric kettle
Air conditioning
Flat-screen TV
Outdoor dining area
Picnic area/ Tables
Baggage storage
Pets allowed
No smoking on site
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This spacious row home, housed in a historic building, features four bedrooms and three bathrooms, providing ample space for families. Located just 2 miles from the United Center and 4 miles from Union Station, guests have easy access to downtown attractions. Modern amenities like free WiFi and a fully equipped kitchen are available for convenience. Guests also appreciate the outdoor seating area and family room. With high ratings from guests, it's a preferred choice for many.
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Price comparison
Average Price
452 US$
9.0
Good
(21 Reviews)
+ 87 photos
The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*
1919 North Wolcott Avenue
Wi-Fi
Off-site parking lot
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Laundry
Express check-in/ -out
VIP check-in/ -out
Darts
Bar/ Lounge area
Outdoor dining area
Welcome drink
Picnic area/ Tables
Board games
Baggage storage
Locker room
Pets allowed
No smoking on site
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The Twin Lions features eight bedrooms and four bathrooms, perfect for larger groups looking for an exquisite experience. This bespoke travel lodge includes a stylish speakeasy bar on-site, along with a sun terrace and garden for relaxation. Located just 3 miles from United Center, guests can also easily visit attractions like Wrigley Field and Navy Pier. With modern comforts including air-conditioning and streaming services, this rental ensures a luxurious stay. Its unique features and excellent location make it a standout option.
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Price comparison
Average Price
237 US$
Chicago, renowned for its striking skyline and vibrant cultural scene, has captivated visitors for over 200 years. Landmarks such as Willis Tower, Millennium Park, and the Art Institute of Chicago exemplify the city's rich architectural and artistic history, while local favorites like deep-dish pizza and jazz clubs contribute to its distinct culinary and musical identity.
A plethora of options in accommodations makes Chicago an ideal base for travelers. With over 100 vacation house rentals close to key attractions like Wrigley Field and Lincoln Park Zoo, families will appreciate the spacious living environments, pet-friendly options, and modern amenities.
