University Village / Little Italy Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in University Village / Little Italy, Chicago, Illinois, USA

New City Studio Escape Bright, Sleek & Modern
House
City Studio Escape Bright, Sleek & Modern
From US $251 per night
8.0 (1 Review)
1 Bedroom 4 Guests
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Lux Apts with Lake Views and Top Amenities
Apartment
Lux Apts with Lake Views and Top Amenities
From US $1,582 per night
|
10.0 (3 Reviews)
13 Bedrooms 32 Guests
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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Apartment
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
From US $309 per night
New
3 Bedrooms 10 Guests
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New Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
Apartment
Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
From US $347 per night
New
2 Bedrooms 4 Guests
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Stylish 2BR stunner in unbeatable location
Apartment
Stylish 2BR stunner in unbeatable location
From US $194 per night
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
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The Sono Chicago
Bed & Breakfast
The Sono Chicago
From US $266 per night
|
10.0 (465 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, pets allowed, nr Park
Apartment
Blueground | West Town, pets allowed, nr Park
From US $156 per night
New
1 Bedroom 2 Guests
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The Publishing House B&B
Bed & Breakfast
The Publishing House B&B
From US $239 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From US $144 per night
New
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From US $106 per night
New
1 Bedroom 2 Guests
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New Spacious Pilsen 4 Bed 4 Bath Family Retreat
Apartment
Spacious Pilsen 4 Bed 4 Bath Family Retreat
From US $392 per night
New
4 Bedrooms 8 Guests
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Freshly Minted 2BR - Elegance & Comfort in Central Chicago
Apartment
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
From US $349 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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New Chicago Citrus Charm 2BR WestTown
Apartment
Chicago Citrus Charm 2BR WestTown
From US $249 per night
New
2 Bedrooms 6 Guests
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Gold coast villa with free parking garage sleeps 10
Villa
Gold coast villa with free parking garage sleeps 10
From US $1,676 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
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New Cozy Garden Apartment in Chicago
Apartment
Cozy Garden Apartment in Chicago
From US $177 per night
New
2 Bedrooms 4 Guests
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52nd Floor MagMile Penthouse VIEWS Fireplace Pool
Apartment
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
From US $354 per night
10.0 (398 Reviews)
1 Bedroom 4 Guests
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53 Floor MagMile Penthouse Views, Balcony, Pool
Apartment
53 Floor MagMile Penthouse Views, Balcony, Pool
From US $420 per night
10.0 (236 Reviews)
2 Bedrooms 6 Guests
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Luxury 2BD-2BA View-Gym-Rooftop
Apartment
Luxury 2BD-2BA View-Gym-Rooftop
From US $590 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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51st Floor MagMile Penthouse Views Balcony Pool
Apartment
51st Floor MagMile Penthouse Views Balcony Pool
From US $375 per night
10.0 (224 Reviews)
1 Bedroom 4 Guests
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NEW! Spacious Art Deco Modern 5 BD/3BA Condo
Apartment
NEW! Spacious Art Deco Modern 5 BD/3BA Condo
From US $580 per night
|
10.0 (1 Review)
5 Bedrooms 14 Guests
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53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
Apartment
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
From US $901 per night
10.0 (203 Reviews)
2 Bedrooms 8 Guests
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NEW LUXURY PENTHOUSE CONDO
Condo
NEW LUXURY PENTHOUSE CONDO
From US $385 per night
10.0 (189 Reviews)
2 Bedrooms 9 Guests
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51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
Apartment
51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
From US $837 per night
10.0 (187 Reviews)
2 Bedrooms 7 Guests
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NEW LUXURY CONDO WITH PATIO DECK
Condo
NEW LUXURY CONDO WITH PATIO DECK
From US $304 per night
10.0 (180 Reviews)
1 Bedroom 5 Guests
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Private Historic Coach House Wicker Park
House
Private Historic Coach House Wicker Park
From US $411 per night
10.0 (65 Reviews)
2 Bedrooms 5 Guests
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52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
Apartment
52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
From US $375 per night
10.0 (61 Reviews)
1 Bedroom 4 Guests
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Cozy Vintage Chicago Apartment near Downtown
Apartment
Cozy Vintage Chicago Apartment near Downtown
From US $202 per night
10.0 (25 Reviews)
1 Bedroom 4 Guests
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Spacious & private! Free parking! Great location!
Apartment
Spacious & private! Free parking! Great location!
From US $169 per night
10.0 (25 Reviews)
2 Bedrooms 2 Guests
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50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Apartment
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
From US $296 per night
10.0 (24 Reviews)
1 Bedroom 2 Guests
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MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
From US $354 per night
10.0 (23 Reviews)
2 Bedrooms 6 Guests
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Wicker Park Inn
Bed & Breakfast
Wicker Park Inn
From US $307 per night
|
9.0 (249 Reviews)
1 Bedroom 2 Guests
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Modern River West 2BR with W&D by Zencity
Apartment
Modern River West 2BR with W&D by Zencity
From US $77 per night
|
10.0 (1 Review)
2 Bedrooms 3 Guests
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4BR Corporate Suite Central and Modern
Hotel
4BR Corporate Suite Central and Modern
From US $486 per night
10.0 (3 Reviews)
4 Bedrooms 10 Guests
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River North | Private Balcony With In&Out Parking
Apartment
River North | Private Balcony With In&Out Parking
From US $320 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
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New Luxury 3 Bdr Apt in Chicago C9
Apartment
New Luxury 3 Bdr Apt in Chicago C9
From US $1,516 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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Art Villa
Apartment
Art Villa
From US $1,240 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Amazing Penthouse Skyline Views!
House
Amazing Penthouse Skyline Views!
From US $1,237 per night
10.0 (1 Review)
3 Bedrooms 14 Guests
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Flexhome Ukrainian Village 2BR D2
Apartment
Flexhome Ukrainian Village 2BR D2
From US $187 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
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2 Bedroom Home near West Loop with Parking
Apartment
2 Bedroom Home near West Loop with Parking
From US $352 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Spacious and Modern 3BD 2BA Home- Garage Parking!
Apartment
Spacious and Modern 3BD 2BA Home- Garage Parking!
From US $299 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
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Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Apartment
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
From US $168 per night
10.0 (3 Reviews)
1 Bedroom 5 Guests
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1F Cozy Home in Little Italy near Downtown West Loop United Center
Apartment
1F Cozy Home in Little Italy near Downtown West Loop United Center
From US $172 per night
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
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Designer 2BR in Walkable Fulton Market
Apartment
Designer 2BR in Walkable Fulton Market
From US $590 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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Historic luxury Townhouse in Downtown Chicago
House
Historic luxury Townhouse in Downtown Chicago
From US $1,961 per night
|
9.8 (7 Reviews)
5 Bedrooms 10 Guests
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Lincoln Park Haven: Balcony, Walk to Whole Foods
Apartment
Lincoln Park Haven: Balcony, Walk to Whole Foods
From US $583 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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Avenir West Loop Penthouses with Iconic City Views
Apartment
Avenir West Loop Penthouses with Iconic City Views
From US $1,192 per night
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
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Lincoln Park Oasis: Safe Stay, Balcony Views
Apartment
Lincoln Park Oasis: Safe Stay, Balcony Views
From US $520 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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First Floor Condo In Chicago
Apartment
First Floor Condo In Chicago
From US $178 per night
9.7 (15 Reviews)
2 Bedrooms 12 Guests
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Urban Retreat: 2BR, City Views, Near Shops
Apartment
Urban Retreat: 2BR, City Views, Near Shops
From US $519 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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Sage Modern Apartments Near Union Park in West Loop
Apartment
Sage Modern Apartments Near Union Park in West Loop
From US $336 per night
|
9.7 (14 Reviews)
6 Bedrooms 15 Guests
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Downtown 2bd #6 +Gym near Park, Lake, Museums
Condo
Downtown 2bd #6 +Gym near Park, Lake, Museums
From US $365 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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About University Village / Little Italy Vacation Rentals

Explore over 3759 vacation rentals in University Village / Little Italy with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in University Village / Little Italy for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in University Village / Little Italy. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in University Village / Little Italy tailored to your preferences. On average, these rentals offer 750.27 ft² of space, and are priced at an average of US $425 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in University Village / Little Italy at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in University Village / Little Italy, IL


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Robert Brooks Homes 3,923 Properties
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Near West Side 63 Properties

Frequently Asked Questions About University Village / Little Italy?

What are the top vacation rentals in University Village / Little Italy?

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Discover the ideal vacation rental in University Village / Little Italy with SunSki Resorts™. We provide an extensive selection of over 3759 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to University Village / Little Italy.

Nearby Neighborhood (8)

Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 411
Near West Side Vacation Rentals in Chicago, Illinois 63
West Loop Vacation Rentals in Chicago, Illinois 36
Illinois Medical District Vacation Rentals in Chicago, Illinois 3502
Lower West Side Vacation Rentals in Chicago, Illinois 909
Heart of Chicago Vacation Rentals in Chicago, Illinois 691
Greektown Vacation Rentals in Chicago, Illinois 4320
Pilsen Vacation Rentals in Chicago, Illinois 3300

There are 3759 University Village / Little Italy, IL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in University Village / Little Italy