Family-Friendly Vacation Rentals in Union Station, IL: Compare 10+ Sites & Save

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771 Best Family Vacation Rentals in Union Station (Starting from $125)

Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Apartment
Chicago, IL, USA
0.2k from Union Station center

Apartments, Cheap, Accommodations, Serviced apartments, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering

51 Bedrooms12 Guests
8.1

Very Good

322 reviews

$181
Average price / night
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LIVN West Loop Chicago 1 BR
LIVN West Loop Chicago 1 BR
Apartment
Chicago, IL, 60661, United States
0.2k from Union Station center

AC, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave

1 Bedroom2 Guests
New to Booking
$171
Average price / night
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Jeffjack Heated Pool Penthouse in Chicago's West Loop
Jeffjack Heated Pool Penthouse in Chicago's West Loop
Apartment
Chicago, IL, USA
0.2k from Union Station center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
7.0

Good

4 reviews

$323
Average price / night
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LIVN West Loop Chicago 2 BR City View
LIVN West Loop Chicago 2 BR City View
Apartment
Chicago, IL, 60661, United States
0.2k from Union Station center

AC, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$228
Average price / night
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W Loop Studio w Gym Pool in heart of Greektown CHI-532
W Loop Studio w Gym Pool in heart of Greektown CHI-532
Apartment
Chicago, IL, USA
0.6k from Union Station center

Wellness Facilities, Guest Services, Internet, Security/Safety, Pet Friendly, Fireplace/Heating, Tv

1 Bedroom2 Guests
New to Booking
$125
Average price / night
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LIVN West Loop Chicago King Studio
LIVN West Loop Chicago King Studio
Apartment
Chicago, IL, 60661, United States
0.2k from Union Station center

AC, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave

1 Bedroom2 Guests
New to Booking
$145
Average price / night
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Sonder by Marriott Bonvoy Greektown Apartments
Sonder by Marriott Bonvoy Greektown Apartments
Apartment
Chicago, IL, USA
0.6k from Union Station center

Apartments, Accommodations, Serviced apartments, 4-star, Lodgings, Vacation rentals, Places to stay

9 Bedrooms12 Guests
7.8

Good

146 reviews

$380
Average price / night
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LIVN West Loop Chicago Queen Superior Studio
LIVN West Loop Chicago Queen Superior Studio
Apartment
Chicago, IL, 60661, United States
0.2k from Union Station center

AC, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$184
Average price / night
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Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Apartment
Chicago, IL, USA
0.8k from Union Station center

Apartments, Luxury, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms25 Guests
8.7

Fabulous

42 reviews

$854
Average price / night
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LIVN West Loop Chicago Classic Queen Studio
LIVN West Loop Chicago Classic Queen Studio
Apartment
Chicago, IL, 60661, United States
0.2k from Union Station center

AC, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave

1 Bedroom2 Guests
New to Booking
$145
Average price / night
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1BR Adorable Apt with In-unit Laundry - Lake 206 rep
1BR Adorable Apt with In-unit Laundry - Lake 206 rep
Apartment
Chicago, IL, USA
0.9k from Union Station center

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

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$658
Average price / night
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LIVN Millennium Park Downtown Chicago Superior 1BR
LIVN Millennium Park Downtown Chicago Superior 1BR
Apartment
Chicago, IL, 60603, United States
1.2k from Union Station center

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

1 Bedroom2 Guests
New to Booking
$171
Average price / night
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Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop
Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop
Apartment
IL, USA
0.9k from Union Station center

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

13 Bedrooms27 Guests
8.3

Very Good

30 reviews

$319
Average price / night
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LIVN Millennium Park Downtown Chicago Superior 2 BR
LIVN Millennium Park Downtown Chicago Superior 2 BR
Apartment
Chicago, IL, 60603, United States
1.2k from Union Station center

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

2 Bedrooms4 Guests
New to Booking
$235
Average price / night
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South Loop Rooftop With In & Out Parking 1
South Loop Rooftop With In & Out Parking 1
Apartment
Chicago, IL, USA
0.9k from Union Station center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$326
Average price / night
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LIVN Millennium Park Downtown Chicago Studio
LIVN Millennium Park Downtown Chicago Studio
Apartment
Chicago, IL, 60603, United States
1.2k from Union Station center

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

1 Bedroom2 Guests
New to Booking
$145
Average price / night
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South Loop Rooftop With In and Out Parking 2
South Loop Rooftop With In and Out Parking 2
Apartment
Chicago, IL, USA
0.9k from Union Station center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$307
Average price / night
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LIVN Millennium Park Downtown Chicago Prem Studio
LIVN Millennium Park Downtown Chicago Prem Studio
Apartment
Chicago, IL, 60603, United States
1.2k from Union Station center

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

1 Bedroom2 Guests
New to Booking
$145
Average price / night
Check Availability
South Loop Rooftop With In and Out Parking 3
South Loop Rooftop With In and Out Parking 3
Apartment
Chicago, IL, USA
0.9k from Union Station center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
9.7

Exceptional

3 reviews

$311
Average price / night
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LIVN Millennium Park Downtown Chicago 1 BR
LIVN Millennium Park Downtown Chicago 1 BR
Apartment
Chicago, IL, 60603, United States
1.2k from Union Station center

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

1 Bedroom2 Guests
New to Booking
$171
Average price / night
Check Availability
Unique Luxury Fulton Market Penthouse - Sleeps 32
Unique Luxury Fulton Market Penthouse - Sleeps 32
Apartment
Chicago, IL, 60642, United States
1.5k from Union Station center

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

9 Bedrooms32 Guests
10.0

Exceptional

1 reviews

$3663
Average price / night
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Spacious 4-Level/4-Bedroom Townhouse in West Loop
Spacious 4-Level/4-Bedroom Townhouse in West Loop
House
Chicago, IL, 60642, United States
1.6k from Union Station center

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

4 Bedrooms15 Guests
10.0

Exceptional

63 reviews

$1381
Average price / night
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Luxury Penthouse Loft -  Heart of Fulton Market
Luxury Penthouse Loft - Heart of Fulton Market
Apartment
Chicago, IL, 60642, United States
1.6k from Union Station center

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

5 Bedrooms16 Guests
9.8

Exceptional

22 reviews

$1449
Average price / night
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Luxury Fulton Market Penthouse Amazing City Views
Luxury Fulton Market Penthouse Amazing City Views
Apartment
Chicago, IL, 60642, United States
1.6k from Union Station center

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

4 Bedrooms16 Guests
9.6

Exceptional

27 reviews

$1408
Average price / night
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Luxury Loft Collection 01 - Terrace - River North
Luxury Loft Collection 01 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.8k from Union Station center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
9.8

Exceptional

18 reviews

$1493
Average price / night
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Luxury Loft Collection 03 - Terrace - River North
Luxury Loft Collection 03 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.8k from Union Station center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
9.0

Fabulous

9 reviews

$1457
Average price / night
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Luxury Loft Collection 02 - Terrace - River North
Luxury Loft Collection 02 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.8k from Union Station center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Internet

3 Bedrooms12 Guests
10.0

Exceptional

22 reviews

$1347
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 Union Station.

Where to stay in Union Station? Best neighborhoods & areas

Union Station Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 771 verified family-friendly vacation rentals in Union Station. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Union Station vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $125 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Union Station 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 Union Station 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 Union Station often include amenities such as Child Friendly, Wellness Facilities, 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.