We found 3,608 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Willis Tower that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Willis Tower
Showing deals for:3 July - 10 July
Image gallery for Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
9.89.8 out of 10, Exceptional, (184 reviews)
Exceptional
(184 reviews)
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Super neat, clean, easy check in and out, wonderful hosts, amazing location! I would definitely recommend! Oh and the sauna is a fantastic plus! Thank you for having us!
The property is a fully equipped home, has everything you need and makes life simple while you are there. The owner is also right next door and very responsive, friendly and helpful. Taylor street is a very short walk away, the pink line is a short walk away, great location, very quiet.
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Frequently asked questions
What are the best holiday rentals near Willis Tower?
The best holiday rentals near Willis Tower are predominantly found in Downtown Chicago. You will find a wide array of options here, including stylish apartments superb for city living and comfortable condos offering urban conveniences. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, although the best holiday rentals near Willis Tower are often closest to the action.
Many desirable homes feature amenities so you can have a comfortable stay, such as shared pool access, fitness facilities, and in-unit laundry, which is great for longer stays. These properties are ideal for solo guests or couples looking to explore the city.
Are there any cheap holiday rentals near Willis Tower?
There are several affordable holiday rentals near Willis Tower, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$230 per night. Some stays even drop below this price in February and March, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, so you can have a comfortable stay.
To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a great value stay near Willis Tower while keeping costs down.
*Pricing data are based on past 12 months data.
What are the top holiday rentals with pools near Willis Tower?
There are approximately 595 holiday rentals near Willis Tower that offer access to swimming pools, primarily in the form of shared indoor pools within apartment or condo buildings. These properties are concentrated in the Downtown Chicago area, providing convenient access to the city's attractions. Many of these homes are well-appointed with amenities such as full kitchens, Wi-Fi, and comfortable living areas, making them suitable for families or groups seeking a city stay with added relaxation.
When selecting your ideal property, consider that most pools near Willis Tower are shared indoor options, which are superb for year-round enjoyment regardless of the Chicago weather. For those staying during cooler months, many of these indoor pools are heated, ensuring a comfortable swim.
What are the best family holiday rentals near Willis Tower?
There are over 530 family-friendly holiday rentals available near Willis Tower, primarily apartments and private homes in the Downtown Chicago area. These properties are designed to accommodate families, offering ample space with multiple bedrooms and bathrooms. Many come equipped with full kitchens, washer/dryers, and outdoor play areas like yards or patios. Entertainment options such as video games and other child-specific amenities like books and toys are also frequently provided.
When selecting a holiday rental for your family, consider properties that offer distinct living areas, allowing both adults and children to relax comfortably. Prioritise homes with practical features like a well-equipped kitchen for meal preparation and laundry facilities, which can significantly ease your stay.
Are there any luxury holiday rentals near Willis Tower?
There are several luxury holiday rentals near Willis Tower that combine city views with modern comfort. These properties often feature amenities such as private heated pools, designer toiletries, premium bedding, and gourmet kitchens with high-end appliances. Guests can find properties with excellent city or lake views, and some even include fireplaces for a cosy stay.
These homes are ideal for families or larger groups, offering conveniences like air conditioning and entertainment spaces. Many of these exceptional properties are hosted by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Willis Tower?
Holiday rentals near Willis Tower offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$230 per night, providing an affordable option with essential comforts. Mid-range rentals, including private homes, are generally around AU$590 per night, offering more space and amenities. Upscale options can cost AU$935 or more per night, especially for properties with premium features or prime locations.
Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
*Pricing data are based on past 12 months data.
Where should I stay when visiting Willis Tower?
When visiting Willis Tower, several excellent areas offer convenient access and distinct experiences. The Loop, the central business district of Chicago, places guests right in the heart of the city's architectural marvels, with numerous holiday rentals providing quick walks to Willis Tower and other major attractions.
West Loop offers a dynamic stay, known for its acclaimed dining scene and proximity to the financial district. Properties here are a short walk or a convenient public transport ride from Willis Tower, superb for those who enjoy urban exploration and culinary delights.
River North, located just north of the Chicago River, is another popular choice. This area boasts a lively arts and entertainment scene, with many galleries and entertainment options. Rentals in River North are well-connected to Willis Tower via public transport, making it easy to reach the iconic skyscraper.
What is the cheapest month to stay near Willis Tower?
The cheapest time to find holiday rentals near Willis Tower is typically during the late Winter (February to early March). February is frequently the single cheapest month, often providing the best deals on properties and homes. Guests can often find lower rates during these months, with various savings compared to peak season prices.
Are there any lakefront holiday rentals near Willis Tower
Lakefront holiday rentals near Willis Tower are predominantly found along the shores of Lake Michigan. These properties are a short drive from Willis Tower, offering convenient access to water activities such as kayaking, fishing, or relaxing by the shore.
These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.
Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.