Vacation Rentals in University Village / Little Italy, IL: Compare 10+ Sites & Save

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  6.  University Village / Little Italy

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2219 Best Vacation Rentals in University Village / Little Italy (Starting from $54)

Spacious 1 BDR Apartment
Spacious 1 BDR Apartment
Apartment
University Village / Little Italy, Chicago, Illinois, USA
0.2k from University Village / Little Italy 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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4BR Near downtown w/Rooftop lounge
4BR Near downtown w/Rooftop lounge
Apartment
Chicago, IL, 60608, United States
0.6k from University Village / Little Italy center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$294
Average price / night
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1F Cozy Home in Little Italy near Downtown West Loop United Center
1F Cozy Home in Little Italy near Downtown West Loop United Center
Apartment
Chicago, IL, USA
0.9k from University Village / Little Italy center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms6 Guests
9.9

Exceptional

74 reviews

$172
Average price / night
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The Neighborhood Hotel - Little Italy Two Bedroom
The Neighborhood Hotel - Little Italy Two Bedroom
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

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

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$426
Average price / night
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Medical District 1BR w WD Gym nr Hospitals CHI-719
Medical District 1BR w WD Gym nr Hospitals CHI-719
Apartment
University Village / Little Italy, Chicago, Illinois, USA
0.9k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$101
Average price / night
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The Neighborhood Hotel - Little Italy One Bedroom - ADA
The Neighborhood Hotel - Little Italy One Bedroom - ADA
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$346
Average price / night
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Sage Modern Apartments Near Union Park in West Loop
Sage Modern Apartments Near Union Park in West Loop
Apartment
Chicago, IL, USA
1.0k from University Village / Little Italy center

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

6 Bedrooms15 Guests
9.7

Exceptional

14 reviews

$336
Average price / night
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The Neighborhood Hotel - Little Italy One Bedroom w/ Patio
The Neighborhood Hotel - Little Italy One Bedroom w/ Patio
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

AC, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
8.0

Good

1 reviews

$376
Average price / night
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Avra Stylish Apartments Prime West Loop Location Near Union Park
Avra Stylish Apartments Prime West Loop Location Near Union Park
Apartment
Chicago, IL, USA
1.0k from University Village / Little Italy center

Entertainment, Air Conditioner, Wellness Facilities, Business Services, Parking, View, Security/Safety

13 Bedrooms32 Guests
7.8

Good

10 reviews

$679
Average price / night
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The Neighborhood Hotel - Little Italy One Bedroom w/ Balcony
The Neighborhood Hotel - Little Italy One Bedroom w/ Balcony
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

AC, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$380
Average price / night
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W Loop Studio w Gym Pool Coworking nr UIC CHI-397
W Loop Studio w Gym Pool Coworking nr UIC CHI-397
Apartment
University Village / Little Italy, Chicago, Illinois, USA
1.0k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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The Neighborhood Hotel - Little Italy Studio
The Neighborhood Hotel - Little Italy Studio
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

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

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$308
Average price / night
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W Loop Studio w Gym Pool Coworking nr UIC CHI-439
W Loop Studio w Gym Pool Coworking nr UIC CHI-439
Apartment
Chicago, IL, USA
1.0k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$129
Average price / night
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The Neighborhood Hotel - Little Italy Two Bedroom - ADA
The Neighborhood Hotel - Little Italy Two Bedroom - ADA
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

AC, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$446
Average price / night
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Spacious 3-Bed West Loop Townhouse, 1 Car Garage
Spacious 3-Bed West Loop Townhouse, 1 Car Garage
House
Chicago, IL, USA
1.1k from University Village / Little Italy center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$513
Average price / night
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The Neighborhood Hotel - Little Italy Two Bedroom w/ Balcony
The Neighborhood Hotel - Little Italy Two Bedroom w/ Balcony
Apartment
Chicago, IL, 60607-4625, United States
0.6k from University Village / Little Italy center

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

2 Bedrooms6 Guests
New to Booking
$499
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
1.2k from University Village / Little Italy 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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Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Apartment
Chicago, IL, 60607, United States
0.7k from University Village / Little Italy center

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

3 Bedrooms6 Guests
10.0

Exceptional

338 reviews

$277
Average price / night
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Sonder by Marriott Bonvoy Greektown Apartments
Sonder by Marriott Bonvoy Greektown Apartments
Apartment
Chicago, IL, USA
1.3k from University Village / Little Italy 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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Blueground | Little Italy, pool, nr National Museum of Mexican Art
Blueground | Little Italy, pool, nr National Museum of Mexican Art
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$160
Average price / night
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FRONTDESK Updated 2 BR Apt Near South Side
FRONTDESK Updated 2 BR Apt Near South Side
Apartment
Chicago, IL, USA
1.5k from University Village / Little Italy center

Air Conditioner, Internet

2 Bedrooms4 Guests
5.9

Review score

7 reviews

$54
Average price / night
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Blueground | Little Italy, pool, nr Union Park
Blueground | Little Italy, pool, nr Union Park
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$185
Average price / night
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FRONTDESK Bright 3 BR Apt near Soldier Field
FRONTDESK Bright 3 BR Apt near Soldier Field
Apartment
Chicago, IL, USA
1.5k from University Village / Little Italy center

Air Conditioner, Internet

3 Bedrooms6 Guests
4.3

Review score

4 reviews

$59
Average price / night
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Blueground | Little Italy, pool, nr UIC
Blueground | Little Italy, pool, nr UIC
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom2 Guests
New to Booking
$133
Average price / night
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1F Chicago's Little italy Graystone nearDowntown
1F Chicago's Little italy Graystone nearDowntown
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

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

3 Bedrooms6 Guests
10.0

Exceptional

175 reviews

$349
Average price / night
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3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

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

4 Bedrooms8 Guests
10.0

Exceptional

286 reviews

$340
Average price / night
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Mod Medical District 1BR w/ W/D, Roof & Gym, nr Hospitals, by Blueground
Mod Medical District 1BR w/ W/D, Roof & Gym, nr Hospitals, by Blueground
Apartment
Chicago, IL, 60607, United States
0.9k from University Village / Little Italy center

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

1 Bedroom2 Guests
New to Booking
$167
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 University Village / Little Italy.

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Frequently Asked Questions

You can explore 2219 verified vacation rentals in University Village / Little Italy. 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 University Village / Little Italy vary depending on the season, property size, and location. Rates typically start from around $54 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 University Village / Little Italy 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 University Village / Little Italy welcome pets. Currently, 54 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 University Village / Little Italy often include amenities such as Wellness Facilities, Fireplace/Heating, and Internet. 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.