Vacation Rentals in Pontiac Building, IL: Compare 10+ Sites & Save

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  6.  Pontiac Building

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2165 Best Vacation Rentals in Pontiac Building (Starting from $115)

South Loop Rooftop With In & Out Parking 1
South Loop Rooftop With In & Out Parking 1
Apartment
Chicago, IL, USA
0.2k from Pontiac Building center

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

2 Bedrooms6 Guests
New to Booking
$326
Average price / night
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Cozy 1-bedroom apartment .luxury building
Cozy 1-bedroom apartment .luxury building
Apartment
Chicago, IL, 60605, United States
0.1k from Pontiac Building center

AC, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$226
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
0.2k from Pontiac Building 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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Urban 3BD Retreat in Printer's Row with Amenities!
Urban 3BD Retreat in Printer's Row with Amenities!
Apartment
Chicago, IL, 60605, United States
0.2k from Pontiac Building center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$896
Average price / night
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South Loop Rooftop With In and Out Parking 3
South Loop Rooftop With In and Out Parking 3
Apartment
Chicago, IL, USA
0.2k from Pontiac Building 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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Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Apartment
Chicago, IL, USA
0.2k from Pontiac Building center

Apartments, Accommodations, Serviced apartments, 3-star, Lodgings, Vacation rentals, Places to stay, Self-catering

30 Bedrooms31 Guests
7.7

Good

365 reviews

$211
Average price / night
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Loop 2BR w Gym Doorman nr L Parks CHI-319
Loop 2BR w Gym Doorman nr L Parks CHI-319
Apartment
Chicago, IL, USA
0.3k from Pontiac Building center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$115
Average price / night
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Kasa South Loop Chicago
Kasa South Loop Chicago
Apartment
Chicago, IL, USA
0.5k from Pontiac Building center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Pet-friendly, 4-star, Lodgings, Vacation rentals

41 Bedrooms24 Guests
8.6

Fabulous

323 reviews

$148
Average price / night
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Downtown 3BD 3BA Condo|Parking, Pool, Gym, Rooftop
Downtown 3BD 3BA Condo|Parking, Pool, Gym, Rooftop
Apartment
Chicago, IL, 60605, United States
0.2k from Pontiac Building center

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

3 Bedrooms6 Guests
New to Booking
$879
Average price / night
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Sentral Michigan Avenue
Sentral Michigan Avenue
Apartment
Chicago, IL, USA
0.5k from Pontiac Building center

Apartments, Cheap, Accommodations, Pools, Serviced apartments, Pet-friendly, 3-star, Lodgings, Vacation rentals

92 Bedrooms16 Guests
8.8

Fabulous

2026 reviews

$245
Average price / night
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Printer's Row 3BD Apt w/ Pool, Roof, Deck, Parking
Printer's Row 3BD Apt w/ Pool, Roof, Deck, Parking
Apartment
Chicago, IL, 60605, United States
0.2k from Pontiac Building center

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

3 Bedrooms6 Guests
New to Booking
$1031
Average price / night
Check Availability
South Loop 1br w gym game room nr top schools CHI-988
South Loop 1br w gym game room nr top schools CHI-988
Apartment
Chicago, IL, USA
0.6k from Pontiac Building center

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

1 Bedroom2 Guests
New to Booking
$211
Average price / night
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Plymouth Collection: 2BD with Lobby, Gym, Rooftop
Plymouth Collection: 2BD with Lobby, Gym, Rooftop
Apartment
Chicago, IL, 60605, United States
0.2k from Pontiac Building center

2 Bedrooms4 Guests
New to Booking
$511
Average price / night
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Luxury on the Lake - Chicago High Rise
Luxury on the Lake - Chicago High Rise
Apartment
Chicago, IL, USA
0.6k from Pontiac Building center

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

1 Bedroom5 Guests
New to Booking
$258
Average price / night
Check Availability
Plymouth Collection: 3BD 2BA with Gym & Rooftop
Plymouth Collection: 3BD 2BA with Gym & Rooftop
Apartment
Chicago, IL, 60605, United States
0.2k from Pontiac Building center

3 Bedrooms6 Guests
New to Booking
$799
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
0.7k from Pontiac Building 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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Lux Apts with Lake Views and Top Amenities
Lux Apts with Lake Views and Top Amenities
Apartment
Chicago, IL, USA
0.7k from Pontiac Building center

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

13 Bedrooms32 Guests
New to Booking
$1582
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
0.8k from Pontiac Building 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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Splendid Corner 3BR in the Loop | City Views
Splendid Corner 3BR in the Loop | City Views
Apartment
Chicago, IL, 60604, United States
0.3k from Pontiac Building center

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

3 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$732
Average price / night
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Blueground South Loop pool golf sim nr museum CHI-1047
Blueground South Loop pool golf sim nr museum CHI-1047
Apartment
Chicago, IL, USA
1.0k from Pontiac Building center

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

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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Huge Downtown Penthouse #4 | Park, Museums +gym
Huge Downtown Penthouse #4 | Park, Museums +gym
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

1 Bedroom7 Guests
9.4

Superb

13 reviews

$456
Average price / night
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Downtown Penthouse #5 | Vintage +gym & balcony
Downtown Penthouse #5 | Vintage +gym & balcony
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

1 Bedroom7 Guests
9.6

Exceptional

17 reviews

$453
Average price / night
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Vintage Downtown Penthouse, Safe #6 +gym&balcony
Vintage Downtown Penthouse, Safe #6 +gym&balcony
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

2 Bedrooms8 Guests
9.4

Superb

11 reviews

$452
Average price / night
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Spacious Downtown Penthouse | vintage, balcony&gym
Spacious Downtown Penthouse | vintage, balcony&gym
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

1 Bedroom7 Guests
9.6

Exceptional

15 reviews

$418
Average price / night
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Downtown Penthouse #1 | Vintage 2bd (+Gym)
Downtown Penthouse #1 | Vintage 2bd (+Gym)
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

2 Bedrooms6 Guests
9.2

Superb

24 reviews

$485
Average price / night
Check Availability
Spacious Downtwn Penthouse|Vintage 3bd-GYM+Balcony
Spacious Downtwn Penthouse|Vintage 3bd-GYM+Balcony
Apartment
Chicago, IL, 60605, United States
0.3k from Pontiac Building center

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

3 Bedrooms9 Guests
9.6

Exceptional

18 reviews

$656
Average price / night
Check Availability
Spectacular Corner 3BR in the Loop | City Views
Spectacular Corner 3BR in the Loop | City Views
Apartment
Chicago, IL, 60604, United States
0.3k from Pontiac Building center

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

3 Bedrooms6 Guests
9.2

Superb

35 reviews

$743
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 Vacation Rentals in Pontiac Building.

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Frequently Asked Questions

You can explore 2165 verified vacation rentals in Pontiac Building. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Pontiac Building vary depending on the season, property size, and location. Rates typically start from around $115 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Pontiac Building include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Pontiac Building welcome pets. Currently, 52 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Pontiac Building often include amenities such as Wellness Facilities, Fireplace/Heating, and Accessibility. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.