Family-Friendly Vacation Rentals in Chicago Arts District, IL: Compare 10+ Sites & Save

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741 Best Family Vacation Rentals in Chicago Arts District (Starting from $117)

Spacious 1 BDR Apartment
Spacious 1 BDR Apartment
Apartment
Chicago Arts District, Chicago, Illinois, USA
1.3k from Chicago Arts District center

Internet, Air Conditioner, Wheelchair Accessible, Parking, Child Friendly

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$138
Average price / night
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The Suite Spot • Eclectic • Modern • Central • Sleeps 6
The Suite Spot • Eclectic • Modern • Central • Sleeps 6
Condo
Chicago, IL, 60616, United States
0.1k from Chicago Arts District center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

26 reviews

$561
Average price / night
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Location! Location! 2bd 1bth spacious apartment!
Location! Location! 2bd 1bth spacious apartment!
Apartment
Chicago, IL, USA
1.4k from Chicago Arts District center

Parking, Guest Services, Internet, Security/Safety, Pet Friendly, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
New to Booking
$117
Average price / night
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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Apartment
Chicago, IL, 60608, United States
1.1k from Chicago Arts District center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms10 Guests
New to Booking
$282
Average price / night
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Mccomick Place/China town getaway
Mccomick Place/China town getaway
Apartment
Chicago Arts District, Chicago, Illinois, USA
1.5k from Chicago Arts District center

Pet Friendly, Internet, Parking, Child Friendly

3 Bedrooms7 Guests
New to Booking
$338
Average price / night
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5 Mins to Downtown CHI Sleeps 10 - Parking + Games
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
Apartment
Chicago, IL, 60608, United States
1.1k from Chicago Arts District center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$354
Average price / night
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Cozy 420-Friendly 3BR City Retreat Near McCormick Place, Grant Park and Soldier Field
Cozy 420-Friendly 3BR City Retreat Near McCormick Place, Grant Park and Soldier Field
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
3.0

Review score

1 reviews

$228
Average price / night
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Luxury Modern home minutes from Downtown Chicago
Luxury Modern home minutes from Downtown Chicago
House
Chicago, IL, 60608, United States
1.2k from Chicago Arts District center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms5 Guests
10.0

Exceptional

20 reviews

$524
Average price / night
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Spacious 420-Friendly 2BR Retreat Near McCormick Place, Grant Park and Soldier Field
Spacious 420-Friendly 2BR Retreat Near McCormick Place, Grant Park and Soldier Field
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
8.4

Very Good

6 reviews

$363
Average price / night
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Modern 2BR Chicago Corner Suite Near McCormick Place & Soldier Field
Modern 2BR Chicago Corner Suite Near McCormick Place & Soldier Field
Apartment
Chicago, IL, 60616, United States
1.4k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$551
Average price / night
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McCormick Place Charming 420 Friendly 3BR Suite with Optional Parking Sleeps 8 Guests Near Soldier Field and Lakefront Trail
McCormick Place Charming 420 Friendly 3BR Suite with Optional Parking Sleeps 8 Guests Near Soldier Field and Lakefront Trail
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$452
Average price / night
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Great Location. 5min to McCormick place. Downtown. Chinatown
Great Location. 5min to McCormick place. Downtown. Chinatown
Apartment
Chicago, IL, 60616, United States
1.5k from Chicago Arts District center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
8.8

Fabulous

5 reviews

$294
Average price / night
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Stylish 420 Friendly 3BR Chicago Getaway with Optional Parking Near McCormick Place, Grant Park & Soldier Field
Stylish 420 Friendly 3BR Chicago Getaway with Optional Parking Near McCormick Place, Grant Park & Soldier Field
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms8 Guests
8.8

Fabulous

5 reviews

$444
Average price / night
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Spacious 3BR Condo with Skyline Views near McCormick Place & Soldier Field
Spacious 3BR Condo with Skyline Views near McCormick Place & Soldier Field
Apartment
Chicago, IL, 60616, United States
1.5k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$618
Average price / night
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Spacious 420- Friendly 3BR Chicago Apartment with Optional Parking Near McCormick Place, Soldier Field & UIC Campus
Spacious 420- Friendly 3BR Chicago Apartment with Optional Parking Near McCormick Place, Soldier Field & UIC Campus
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
6.0

Review score

1 reviews

$447
Average price / night
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Spacious 3BR Corner Skyline Unit Near McCormick Place & Museum Campus
Spacious 3BR Corner Skyline Unit Near McCormick Place & Museum Campus
Apartment
Chicago, IL, 60616, United States
1.5k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
New to Booking
$757
Average price / night
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Modern 420 friendly 3BR Apartment in State Street Near McCormick Place, Chinatown and Soldier Field
Modern 420 friendly 3BR Apartment in State Street Near McCormick Place, Chinatown and Soldier Field
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms8 Guests
7.0

Good

1 reviews

$453
Average price / night
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McCormick Place 2b/2b family unit with optional parking for up to 8 guests
McCormick Place 2b/2b family unit with optional parking for up to 8 guests
Apartment
Chicago, IL, 60616, United States
1.5k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$554
Average price / night
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Cozy Chicago 420 Friendly 3BR Suite Near McCormick Place and Soldier Field
Cozy Chicago 420 Friendly 3BR Suite Near McCormick Place and Soldier Field
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
1.0

Review score

1 reviews

$453
Average price / night
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McCormick 5B/3Ba Luxury Suite for groups for up to 12 guests w/ optional parking
McCormick 5B/3Ba Luxury Suite for groups for up to 12 guests w/ optional parking
Apartment
Chicago, IL, 60616, United States
1.5k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
8.8

Fabulous

5 reviews

$1215
Average price / night
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Stylish 420 friendly 3BR Suite Near Soldier Field and McCormick Place
Stylish 420 friendly 3BR Suite Near Soldier Field and McCormick Place
Apartment
Chicago, IL, USA
1.6k from Chicago Arts District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$228
Average price / night
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South Loop Chicago 2BR Apartment Near Soldier Field & McCormick Place
South Loop Chicago 2BR Apartment Near Soldier Field & McCormick Place
Apartment
Chicago, IL, 60616, United States
1.6k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$467
Average price / night
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Chicago Spacious 3Br Smoke Ok Near McCormick Place
Chicago Spacious 3Br Smoke Ok Near McCormick Place
Apartment
Chicago, IL, 60616, United States
1.6k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, No Smoking

New to Booking
$361
Average price / night
Check Availability
Stylish friendly 3BR Suite near McCormick
Stylish friendly 3BR Suite near McCormick
Apartment
Chicago, IL, 60616, United States
1.6k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$451
Average price / night
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Spacious 3BR Smoke Ok | McCormick & UIC Campus
Spacious 3BR Smoke Ok | McCormick & UIC Campus
Apartment
Chicago, IL, 60616, United States
1.6k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, TV

3 Bedrooms6 Guests
New to Booking
$349
Average price / night
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Smoke Ok 3Br Oasis Near UIC, McCormick Place
Smoke Ok 3Br Oasis Near UIC, McCormick Place
Apartment
Chicago, IL, 60616, United States
1.6k from Chicago Arts District center

AC, Crib, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, TV

3 Bedrooms6 Guests
New to Booking
$392
Average price / night
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South Loop Chicago 3BR Corner Suite Near Museum Campus & Millennium Park
South Loop Chicago 3BR Corner Suite Near Museum Campus & Millennium Park
Apartment
Chicago, IL, 60616, United States
1.7k from Chicago Arts District center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$700
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Chicago Arts District.

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Chicago Arts District Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 741 verified family-friendly vacation rentals in Chicago Arts District. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Chicago Arts District vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $117 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Chicago Arts District offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Chicago Arts District are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Chicago Arts District often include amenities such as Child Friendly, Fireplace/Heating, and Accessibility. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.