Vacation rentals near Willis Tower

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Discover a selection of private vacation rentals within easy reach of Willis Tower that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, including WiFi and parking. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Willis Tower

Showing deals for:Aug 22 - Aug 29
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Find out more about Willis Tower

Find out more about Willis Tower

Why visit Willis Tower

  1. Stunning views: Experience breathtaking panoramic views of Chicago from the Skydeck, located on the 103rd floor.
  2. Cultural experiences: Explore nearby museums and theaters that showcase Chicago's vibrant arts scene.
  3. Urban parks: Enjoy scenic walks in nearby parks, perfect for relaxation and outdoor activities.
  4. Diverse neighborhoods: Discover the charm of the South Loop and the bustling Magnificent Mile, full of shopping and dining options.
  5. Comfortable accommodations: Choose from stylish apartments and hotels that offer luxurious amenities for a perfect stay.

Popular types of accommodation around Willis Tower

Discover the perfect vacation rental in Willis Tower with Vrbo! Whether you prefer the comfort of apart hotels, the convenience of apartments, or the spaciousness of houses, we have something for everyone. Enjoy outstanding amenities like tenant lounges, refreshing pools, and doorman services, along with luxurious Chicago studio apartments that cater to your needs. Explore your options and find the ideal spot for your stay in the Windy City!

  • Apartments: The top choice for vacation rentals near Willis Tower, offering spacious living and convenient amenities for all types of travelers.
  • Houses: These homes provide a unique and personalized experience, perfect for families or groups wanting more privacy.
  • Condos: A popular option that combines luxury and location, ideal for those seeking modern comforts during their stay.
  • Cottages: Cozy and inviting, these options offer a charming retreat for those looking for a quaint getaway.
  • Caravan Parks: A budget-friendly alternative, these parks provide a unique camping experience close to the city.**

Top attractions around Willis Tower

When visiting Willis Tower in Chicago, you'll find a variety of attractions that cater to culture, family experiences, and urban exploration. Popular points of interest include nearby urban parks, modern colleges and universities, and even local beaches. Whether you're traveling solo, with family, or as a couple, there's something for everyone to enjoy in this vibrant area.

  1. Michigan Avenue: Known as the Magnificent Mile, this vibrant street is lined with upscale shops, restaurants, and iconic landmarks, offering a true taste of city life.
  2. McCormick Place: As the largest convention center in North America, McCormick Place hosts numerous trade shows and events, making it a hub for business and innovation.
  3. Navy Pier: A picturesque waterfront destination featuring beautiful views, cultural attractions, and a lively atmosphere with art installations and friendly locals.

Things to do recommended for couples

For a romantic getaway near Willis Tower, enjoy a lively concert at the House of Blues Chicago, only 0.7 miles away. Savor a delightful meal at the Historic Michael Jordan Restaurant, 1 mile away, or catch a show at the Aragon Ballroom, located 6 miles from your stay.

Things to do recommended for families

Your family will love visiting Soldier Field, just 2 miles from Willis Tower, for an exciting sports experience. For a more relaxing day, explore the Northerly Island Natural Area or unwind at The East Bank Club, both within 2 miles, offering serene vibes and wellness activities.

Things to do recommended for groups

Experience the vibrant culture at the Chicago Theatre, just 0.7 miles from Willis Tower. For laughs, check out Second City, 2 miles away. Don't miss shopping at the 900 North Michigan Shops, also 2 miles away, perfect for family and entertainment vibes.

What do I need to keep in mind when booking a vacation around Willis Tower

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Willis Tower with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Willis Tower with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with ensuring that amenities are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Willis Tower: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Willis Tower: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay around Willis Tower

Exploring the area around Willis Tower offers a vibrant blend of urban excitement and scenic beauty. Experience the friendly atmosphere of Chicago, from the bustling Magnificent Mile to the charming South Loop. Enjoy waterfront views along the Chicago River while discovering the city's rich art scene. Whether you're seeking a family-friendly adventure or a romantic getaway, the diverse neighborhoods near Willis Tower promise unforgettable experiences for every traveler.

  • The Loop: Located a mere 0.5 miles from Willis Tower, The Loop is the bustling heart of Chicago, offering an urban experience rich with culture and activity. This vibrant neighborhood is perfect for families and outdoor enthusiasts alike, featuring a variety of parks, including Millennium Park, where you can enjoy art installations and concerts. The Loop is also home to a variety of theaters, perfect for catching a live show, as well as numerous shopping opportunities along State Street. With its mix of modern skyscrapers and historical buildings, The Loop is an essential stop for anyone wanting to experience the city's energy.
  • Magnificent Mile: Just 1 mile from Willis Tower, Magnificent Mile is Chicago's premier shopping district, renowned for its upscale boutiques and flagship stores. Visitors flock here for a family-friendly atmosphere filled with outdoor activities and entertainment options. Highlights include the historic Water Tower, one of the few structures to survive the Great Chicago Fire, and various educational attractions such as museums and galleries. The area is also home to stunning architecture and the iconic Tribune Tower, making it a perfect spot for sightseeing while enjoying the vibrant urban landscape.
  • River North: Situated 0.9 miles from Willis Tower, River North is a trendy neighborhood known for its art scene, nightlife, and dining options. This area is a favorite for families and outdoor lovers, featuring a mix of theaters and shopping venues. Don’t miss the impressive collection of art galleries that line the streets, showcasing both local and international talent. The vibrant atmosphere is complemented by the nearby esplanade along the Chicago River, perfect for leisurely strolls or enjoying a meal with a view. River North offers a dynamic blend of culture and entertainment that is sure to delight any visitor.

Best time to go to Willis Tower

If you're planning a trip to Willis Tower, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageSlightly High
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your travels!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the organizer certainly comes with its perks! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on qualifying stays. Sign up today and begin earning rewards!

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a convenient way to plan new trips, pick up where you left off, and manage your travel arrangements. You can easily find properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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