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Best Chicago Vacation House Rentals
Chicago vacation house rentals provide spacious accommodations ideal for families and groups. Guests can enjoy modern amenities while being just a short distance from top attractions like the United Center and Lincoln Park.
+ 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 provides a spacious holiday home featuring three bedrooms, a comfortable living room, and outdoor seating. Located 3 miles from Wrigley Field and 4 miles from Lincoln Park Zoo, it makes family visits easy with its close proximity to major attractions. Guests benefit from air-conditioning, a fully equipped kitchen with modern amenities, and an inviting terrace for relaxation. Midway International Airport is a short drive away at 12 miles. Ideal for families, it offers a cozy atmosphere along with bicycle parking for outdoor enthusiasts.
Price comparison
Average Price 340 US$
+ 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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This creatively designed four-bedroom house features a beautiful patio and fireplace, enhancing the comfort of your stay. Located just 1 mile from 360 Chicago and a quick drive to Oak Street Beach, guests can take advantage of the nearby entertainment options. The home is well-appointed with a fully equipped kitchen, free WiFi, and a laundry area. Surrounding areas offer cultural landmarks like the Art Institute of Chicago and Millennium Park, allowing for easy exploration. Ideal for both relaxation and urban adventures.
Price comparison
Average Price 529 US$
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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The Historic Luxury Townhouse in Downtown Chicago features five bedrooms and three bathrooms. This property is within walking distance to Oak Street Beach and attractions such as the Chicago Museum of Contemporary Art and Millennium Park. Guests can enjoy a fully equipped kitchen, essential modern amenities, and a dining area that make family gatherings effortless. The location offers easy access to public transport, and Midway International Airport is just 12 miles away, ideal for visitors. Highly rated by past guests for its charm and central location.
Price comparison
Average Price 1472 US$
+ 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 lovely holiday home with three bedrooms, perfect for family stays. It features a picturesque garden and terrace, just a 13-minute walk from the Garfield Park Conservatory. Other attractions like the United Center and Willis Tower are easily accessible. The property is equipped with free WiFi and a full kitchen. Midway International Airport is approximately 8 miles away.
Price comparison
Average Price 162 US$
+ 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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Chicago Condo w/ Balcony provides a comfortable two-bedroom space that is perfect for small groups or families. Guests can enjoy a private balcony and simple access to the United Center. The condo features modern amenities, a fully equipped kitchen, and nearby attractions including Douglas Park and the Illinois Medical District. Ensuring travel ease, Midway International Airport is 8 miles from the property providing convenience for guests. Enjoy a relaxing stay hidden amidst the hustle of the city.
Price comparison
Average Price 138 US$
+ 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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The 5 Bedroom Huge House in Best Location provides ample space for larger families or groups, featuring five bedrooms and four bathrooms. Guests can relish in a spacious yard, sun terrace, and easy access to attractions such as the Lincoln Park Zoo, Water Tower Chicago, and Millennium Park. The property provides conveniences like on-site private parking and full kitchen facilities. Located 12 miles from Midway International Airport, the home is also fitted with laundry services and bicycle parking for guest convenience. Renowned for its favorable location and facilities, it is an ideal choice for accommodating groups.
Price comparison
Average Price 736 US$
+ 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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Spacious 5-Br House near Transit offers guests five bedrooms and three bathrooms. Located only 4 miles from the United Center, visitors can easily access major attractions in the city via public transit. The home provides free WiFi, a fully equipped kitchen, and outdoor amenities such as a terrace and picnic area. Families will appreciate the close access to an ice-skating rink for recreational activities. Midway International Airport is just 6 miles away.
Price comparison
Average Price 262 US$
+ 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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Northside Famlynest Lincoln Sq features four bedrooms and two bathrooms. With outdoor facilities including a private garden and nearby tennis courts, guests find easy access to local parks and attractions like Lincoln Park Zoo and Wrigley Field. The holiday home comes equipped with all essential amenities, including free WiFi and cooking facilities, allowing for a convenient stay. It is situated only 12 miles from Chicago O'Hare International Airport. Enjoy a serene stay close to the vibrant city.
Price comparison
Average Price 270 US$
+ 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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Located in a historic setting, Spacious Row Home Next Transit near Downtown features four bedrooms and three bathrooms. Close to attractions like Cloud Gate and the Willis Tower, the home boasts free WiFi, family rooms, and a fully equipped kitchen. The outdoor picnic area provides a fresh space for relaxation, with easy access to public transit making exploration of the downtown area effortless. Midway International Airport is only 8 miles away, providing convenience for travelers. Guest reviews commend the spaciousness and excellent facilities offered.
Price comparison
Average Price 452 US$
+ 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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Located in the trendy Bucktown district, The Twin Lions is a spacious lodge offering eight bedrooms and four bathrooms perfect for group stays. An extraordinary speakeasy-style bar enhances social occasions, with outdoor spaces for relaxation. Guests enjoy modern amenities throughout including free WiFi and a well-furnished kitchen. The property is conveniently situated within proximity to local attractions such as the Lincoln Park Zoo, Navy Pier, and Buckingham Fountain. Midway International Airport is 11 mile away, allowing for convenient access for those traveling into the city.
Price comparison
Average Price 237 US$
Founded in 1837, Chicago is renowned for its stunning architecture, vibrant arts scene, and eclectic culinary offerings. The city boasts over 20000 restaurants and is home to famous landmarks including the Art Institute of Chicago and the historic Willis Tower. With a rich history that includes iconic events such as the 1893 World's Fair, Chicago presents a blend of urban excitement and cultural diversity. Offering over 30000 lodging options, from luxury vacation rentals to budget-friendly family accommodations, Chicago serves as an ideal base for exploring nearby attractions like Millennium Park and the thriving Loop business district.
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