55+ Vacation Home Rentals in Heart of Chicago |
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Heart of Chicago Vacation Rentals & Ski-in/Ski-out Homes

About Heart of Chicago Vacation Rentals

Explore over 55 vacation rentals in Heart of Chicago 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 Heart of Chicago 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 Heart of Chicago. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Heart of Chicago tailored to your preferences. On average, these rentals offer 869.57 ft² of space, and are priced at an average of US $274 per night.

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

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Top Types of Ski Accommodations in Heart of Chicago

Type Count
Holiday Apartments 40
Vacation Homes 7

Use these Quick Filters to Find a Vacation Rental in Heart of Chicago

★ Pro Tip: Discover Your Ideal Vacation Rental in Heart of Chicago with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Heart of Chicago, IL

View the weather forecast for Heart of Chicago before booking your Heart of Chicago Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Heart of Chicago, IL


St Adalbert Church 2,708 Properties
Cooper Dual Language Academy 2,523 Properties
Mexican Fine Arts Center Museum 2,220 Properties
National Museum of Mexican Art 2,217 Properties
Canalport Riverwalk Park 1,643 Properties
Lower West Side 52 Properties

Frequently Asked Questions About Heart of Chicago?

What are the top vacation rentals in Heart of Chicago?

When organizing your trip to Heart of Chicago, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Heart of Chicago. Peruse our collection of highly-rated properties and secure your reservation today.

Which vacation homes or resorts in Heart of Chicago are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Heart of Chicago. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Heart of Chicago?

Discover the ideal vacation rental in Heart of Chicago with SunSki Resorts™. We provide an extensive selection of over 55 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Heart of Chicago.

Nearby Neighborhood (5) 
Neighborhood Property Count
Near West Side Vacation Rentals in Chicago, Illinois 372
University Village / Little Italy Vacation Rentals in Chicago, Illinois 103
Lower West Side Vacation Rentals in Chicago, Illinois 52
Pilsen Vacation Rentals in Chicago, Illinois 3300
McKinley Park Vacation Rentals in Chicago, Illinois 739

People Also Ask

There are 55 Heart of Chicago, IL Vacation Rentals

Recently Booked Vacation Rentals in Heart of Chicago