Discover Your Perfect Union Station Vacation Homes

Best Vacation Homes in Union Station

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10.0 (5 Reviews)
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Speakeasy Serenity Retreat
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West Loop Oasis
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Why Choose Rent By Owner for your Union Station Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Union Station Vacation Rentals

Where are the best neighborhoods to stay in Union Station?

When choosing where to stay in Chicago, Illinois, especially around Union Station, exploring the neighborhood options can enhance your travel experience. This area offers a convenient base for exploring the city's vibrant culture and historic architecture, making it ideal for travelers seeking easy access to transportation links. By selecting vacation rentals in this central location, you'll enjoy seamless connectivity to other popular districts and attractions. Whether you're visiting for business or leisure, staying in Union Station's surrounding neighborhoods provides a trustworthy foundation for your Chicago adventure, ensuring a comfortable and accessible stay throughout your trip.

Downtown Chicago

Centered in the heart of the city, Downtown Chicago offers easy access to iconic attractions and vibrant city life, making it an ideal area to stay for exploring this bustling region.

View 1791+ Rentals in Downtown Chicago

Magnificent Mile

Known for its premier shopping and scenic views, the Magnificent Mile provides a luxurious base where you can enjoy high-end amenities and convenient transportation within the city.

View 4128+ Rentals in Magnificent Mile

The Loop

As the city's central business district, The Loop is perfect for visitors seeking modern accommodations close to cultural institutions and entertainment hubs in the region.

View 775+ Rentals in The Loop

River North

This trendy neighborhood is renowned for its art galleries, vibrant nightlife, and proximity to downtown attractions, offering a dynamic environment for your stay in this part of the city.

View 484+ Rentals in River North

Hyde Park

Located further south, Hyde Park combines historic charm with academic and cultural landmarks, providing a peaceful yet engaging setting for your visit.

View 84+ Rentals in Hyde Park

Lincoln Park

Surrounded by lush green spaces and picturesque lakeside views, Lincoln Park offers a serene retreat while remaining close to the city's major attractions.

View 143+ Rentals in Lincoln Park

O'Hare

Conveniently situated near the airport, this neighborhood is ideal for travelers seeking quick access to flights while still being connected to the city's vibrant downtown scene.

View 66+ Rentals in O'Hare

Lakeview

Known for its lively atmosphere and diverse entertainment options, Lakeview provides a fun-filled environment close to both the lakefront and downtown attractions.

View 236+ Rentals in Lakeview

Best Times to Visit Union Station

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, as seasonal variations in this destination influence everything from local events to weather conditions, allowing you to select the perfect period for your stay within the region.

Peak Season Highlights

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Late Spring to Early Summer (May to June)

During this period, you can enjoy the region's most pleasant weather, making it ideal for exploring and relaxing in nearby attractions. The area tends to be lively with visitors, so booking your vacation rentals early ensures you secure the best options.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
autumn
Fall (September to October)

This season offers mild temperatures and vibrant autumn colors, creating a charming backdrop for your stay here. It's a popular time for travelers seeking comfortable weather and scenic views, so advance reservations are recommended.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

Although colder, this time of year often features fewer visitors, providing a more tranquil experience. If you're seeking budget-friendly vacation rentals, visiting during these months allows for better availability and deals.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Early Spring (March to April)

As the season transitions, the area begins to awaken from winter, but crowds remain manageable. It's an excellent opportunity to find cozy vacation rentals at lower rates before the peak springtime travel kicks in.

Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F

Weekly Weather Forecast for Union Station

How to Book Your Union Station Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Union Station

More Top-Rated Vacation Rentals in Union Station Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to beautifully maintained outdoor communal spaces where you can relax and enjoy the fresh air.
  • Convenient on-site parking options for easy arrival and departure within the region.
  • Scenic courtyards or green areas perfect for casual strolls during your stay here.
  • Outdoor seating areas ideal for dining al fresco or simply unwinding after a day exploring the area.
  • Nearby walking or biking paths that allow you to explore the cityscape effortlessly.
  • Patio or balcony spaces with comfortable furniture, offering a private outdoor retreat within your rental.
  • Easy access to local parks and open-air attractions, enhancing your outdoor experience in the city’s vibrant region.

Top Attractions Around Union Station

What attractions are nearby?

While staying nearby, you can explore a variety of activities in the area, from cultural attractions to vibrant dining options, all within easy reach of this destination in Chicago's bustling transportation hub.

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Family Activities

  • Chicago Transit Authority Museum & Tour: Explore the region’s transit history with interactive exhibits that are both educational and entertaining for families staying nearby.
  • Grand Concourse Shopping & Dining: Enjoy a family-friendly shopping experience paired with diverse dining options within the historic station, making it easy to satisfy everyone’s tastes.
  • Historic Architecture Tours: Discover the stunning architecture of this landmark through guided or self-guided tours, offering a fascinating glimpse into the area's rich history.
  • Pennsylvania Plaza Park: Relax and unwind in this open green space where children can play, providing a perfect spot for a family picnic during your visit here.
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Adult Activities

  • Explore the Chicago Cultural Center: Immerse yourself in world-class art, architecture, and free cultural exhibitions right within the vicinity of Union Station.
  • Experience Riverwalk Tours: Take a scenic walk along the Chicago River to enjoy stunning city views and learn about the area's vibrant history.
  • Visit Millennium Park: Relax and unwind in this iconic outdoor space featuring public art, gardens, and the famous Cloud Gate sculpture, all easily accessible from the station area.
  • Attend live performances at Goodman Theatre: Enjoy a memorable night of theatrical productions and cultural events just moments away from your stay in this lively part of the city.

Union Station Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Entertainment: Take advantage of the vibrant food scene and entertainment options surrounding the station to enrich your stay in this dynamic area.
  • Plan Your Transit Ahead: Utilize the region's excellent public transportation links from here to effortlessly access nearby attractions and other parts of the city.
  • Book Your Accommodation Early: Secure your ideal vacation rentals in this convenient location well in advance to ensure availability during peak travel times.
  • Familiarize Yourself with Nearby Landmarks: Learning about key landmarks and points of interest close to this destination can help you make the most of your visit in the region.

Transportation Options

  • Metra Train Services: You can conveniently access suburban and regional destinations via the Metra trains that depart from here, making it easy to explore the surrounding area and beyond.
  • Chicago Transit Authority (CTA) Buses and 'L' Trains: The extensive bus routes and elevated train system connect you directly to downtown Chicago and key neighborhoods, simplifying your commute within the city.
  • Taxi and Rideshare Services: Reliable taxi stands and rideshare options like Uber and Lyft are readily available, providing flexible transportation for exploring the region at your own pace.
  • Airport Shuttles and Transfers: Convenient shuttle services operate to O'Hare and Midway airports, ensuring smooth transfers between your vacation rental and the area's major travel hubs.

Local Customs Options

  • Respect for Historic Architecture: Locals and visitors alike honor the historic significance of Union Station by preserving its architectural beauty and engaging in guided tours that offer insights into its storied past.
  • Cheering for Local Sports Teams: Supporting Chicago’s beloved sports teams is a common custom, especially during game days, fostering a sense of community among those here to explore the region.
  • Enjoying Regional Cuisine: Sampling Chicago-style dishes such as deep-dish pizza and Polish sausages is a popular tradition, giving you a taste of the local culinary scene near the transportation hub.
  • Participating in Neighborhood Events: Attending community festivals and events often held close to the station allows you to immerse yourself in the area’s vibrant cultural customs and local hospitality.

Frequently Asked Questions About Union Station?

1. What are the top vacation rentals in Union Station?

There are a lot of options in Union Station. If you plan on staying in the Union Station area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Union Station:

2. How many Rentbyowner vacation rentals are available in Union Station?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3760 in the Union Station area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Union Station. 

3. What is the cancellation policy for vacation rentals near Union Station in Chicago?

Cancellation policies vary depending on the property listing. It's important to review the specific terms provided in your booking details or contact the host directly to understand the cancellation timeframes and potential fees.

4. How do I know if a vacation rental in this area has amenities like Wi-Fi or a fully equipped kitchen?

Details about amenities are listed in the property description. Be sure to read through the full listing to confirm available amenities or reach out to the property owner for clarification before completing your reservation.

5. Are there any house rules or requirements I should be aware of when staying in a vacation rental nearby?

Yes, each property may have its own house rules, such as limits on noise or guest numbers. Check the listing details or contact the host directly to ensure you understand and agree with all the guidelines before booking.

6. What is the process for check-in and check-out at these vacation rentals?

Check-in and check-out procedures are specified in each property listing. Many rentals offer flexible check-in options, but it's best to confirm the specifics with the host to ensure a smooth arrival and departure.

7. How do I find the best vacation rental deals close to the transportation hubs in the city?

To secure the best deals, filter your search based on price, reviews, and amenities, and consider booking well in advance. Review the property descriptions thoroughly and communicate with hosts for any special offers or questions about proximity to transit options.

Best Vacation Homes in Union Station