Family-Friendly Vacation Rentals in Daley Plaza, IL: Compare 10+ Sites & Save

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764 Best Family Vacation Rentals in Daley Plaza (Starting from $111)

Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Apartment
Chicago, IL, USA
0.3k from Daley Plaza 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 Millennium Park Downtown Chicago Superior 1BR
LIVN Millennium Park Downtown Chicago Superior 1BR
Apartment
Chicago, IL, 60603, United States
0.4k from Daley Plaza 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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Loop 1BR w Gym Pool WD nr Financial District CHI-238
Loop 1BR w Gym Pool WD nr Financial District CHI-238
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

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

1 Bedroom2 Guests
New to Booking
$274
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
0.4k from Daley Plaza 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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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
0.4k from Daley Plaza 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 Studio
LIVN Millennium Park Downtown Chicago Studio
Apartment
Chicago, IL, 60603, United States
0.4k from Daley Plaza 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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Premier Penthouses and Apartment with Captivating Views of Millennium Park
Premier Penthouses and Apartment with Captivating Views of Millennium Park
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Self-catering

9 Bedrooms21 Guests
9.0

Fabulous

3 reviews

$2015
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
0.4k from Daley Plaza 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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Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

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

38 Bedrooms14 Guests
7.5

Good

461 reviews

$773
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
0.4k from Daley Plaza 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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Loop 1BR w Gym Pool Lounge 1 block from L CHI-599
Loop 1BR w Gym Pool Lounge 1 block from L CHI-599
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

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

1 Bedroom2 Guests
New to Booking
$111
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
1.2k from Daley Plaza 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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Loop 1BR w gym pool lounge 1 block from L CHI-671
Loop 1BR w gym pool lounge 1 block from L CHI-671
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

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

1 Bedroom2 Guests
New to Booking
$218
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
1.2k from Daley Plaza 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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Loop 1BR w Gym Roof nr Millennium Park CHI-387
Loop 1BR w Gym Roof nr Millennium Park CHI-387
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$148
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
1.2k from Daley Plaza center

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

3 Bedrooms12 Guests
10.0

Exceptional

22 reviews

$1347
Average price / night
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Loop 1BR w Pool Gym nr the L Riverwalk CHI-242
Loop 1BR w Pool Gym nr the L Riverwalk CHI-242
Apartment
Chicago, IL, USA
0.4k from Daley Plaza center

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

1 Bedroom2 Guests
New to Booking
$258
Average price / night
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Luxury Loft Collection COMBO 01/03 | Terrace
Luxury Loft Collection COMBO 01/03 | Terrace
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

6 Bedrooms22 Guests
9.4

Superb

3 reviews

$2481
Average price / night
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Loop 1BR w Gym Pool WD nr Millennium Park CHI-226
Loop 1BR w Gym Pool WD nr Millennium Park CHI-226
Apartment
Chicago, IL, USA
0.5k from Daley Plaza center

Barbecue/Outdoor Cooking, Accessibility, Guest Services, Sports/Activities, Internet, Tv, Air Conditioner

1 Bedroom2 Guests
New to Booking
$170
Average price / night
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Luxury Loft Collection COMBO 01/02 | Terrace
Luxury Loft Collection COMBO 01/02 | Terrace
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

6 Bedrooms22 Guests
10.0

Exceptional

4 reviews

$2293
Average price / night
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Luxury Loft Collection COMBO 02/03 | Terrace
Luxury Loft Collection COMBO 02/03 | Terrace
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

6 Bedrooms22 Guests
10.0

Exceptional

2 reviews

$2479
Average price / night
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Luxury Loft Collection 1, 2, 3
Luxury Loft Collection 1, 2, 3
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

9 Bedrooms42 Guests
New to Booking
$4313
Average price / night
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Luxury Loft Collection 903 - Terrace - River North
Luxury Loft Collection 903 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

3 Bedrooms12 Guests
10.0

Exceptional

7 reviews

$1548
Average price / night
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Luxury Loft Collection 902 - Terrace - River North
Luxury Loft Collection 902 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

3 Bedrooms12 Guests
9.4

Superb

9 reviews

$1463
Average price / night
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Luxury Loft Collection COMBO 902/903 Terrace
Luxury Loft Collection COMBO 902/903 Terrace
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

6 Bedrooms24 Guests
10.0

Exceptional

3 reviews

$2417
Average price / night
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Luxury Loft Collection 703 - Terrace - River North
Luxury Loft Collection 703 - Terrace - River North
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

3 Bedrooms10 Guests
10.0

Exceptional

25 reviews

$1581
Average price / night
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Luxury Penthouse Loft w/Terrace  507 | River North
Luxury Penthouse Loft w/Terrace 507 | River North
Apartment
Chicago, IL, 60654, United States
1.2k from Daley Plaza center

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

2 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$854
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 Daley Plaza.

Where to stay in Daley Plaza? Best neighborhoods & areas

Daley Plaza Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 764 verified family-friendly vacation rentals in Daley Plaza. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Daley Plaza vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $111 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Daley Plaza 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 Daley Plaza 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 Daley Plaza often include amenities such as Child Friendly, Accessibility, and Wellness Facilities. 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.