Magnificent Mile holiday rentals
We found 1,020 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Magnificent Mile to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find properties near top attractions in Magnificent Mile
Find the best place to stay - Magnificent Mile

Kasa Lake Shore Chicago
Sleeps 2 · 1 bedroom · 1 bathroom

Kasa Magnificent Mile Chicago
Sleeps 2 · 1 bedroom · 1 bathroom

Sentral Michigan Avenue
Sleeps 2 · 1 bedroom

Kasa South Loop Chicago
Sleeps 3 · 1 bedroom · 1 bathroom

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Sleeps 10 · 4 bedrooms · 3 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Magnificent Mile for a holiday rental?
The best time to book a holiday rental along the Magnificent Mile is during the peak season from June to August. This bustling period attracts a number of visitors eager to experience Chicago's vibrant setting, with warm temperatures averaging around 24 to 30 degrees Celsius. The streets come alive with shoppers, food enthusiasts, and those keen to explore the city's iconic architecture. Outdoor dining, street festivals, and cultural events abound, creating an energetic environment that enhances your stay.July is particularly popular, as it boasts a host of events, including the Chicago Air and Water Show, drawing crowds for spectacular views and entertainment along the waterfront. The lively vibe makes this month an ideal choice for travellers looking to immerse themselves in the city's summer spirit.For those seeking a more cost-effective option, consider visiting in January. While this month is part of the low season, it provides a unique opportunity to experience the Magnificent Mile in a quieter, more relaxed setting. Enjoy the festive decorations and a less crowded atmosphere, superb for leisurely strolls and discovering charming cafes and shops.
What are the top attractions in Magnificent Mile, Illinois, United States of America?
In the Magnificent Mile area, visitors can experience a variety of attractions that showcase the vibrancy of Chicago. The iconic Michigan Avenue is lined with upscale shops, making it a premier shopping destination. Just a short stroll away, the historic Water Tower and the Chicago Avenue Pumping Station offer a glimpse into the city's architectural heritage.Cultural enthusiasts can visit the Art Institute of Chicago, located nearby, which houses an impressive collection of artworks, including pieces by renowned artists. For those interested in stunning views, the John Hancock Centre features an observation deck that provides breathtaking panoramas of the city skyline and Lake Michigan.Furthermore, the Magnificent Mile is conveniently close to Millennium Park, where visitors can see the famous Cloud Gate sculpture, known as "The Bean," and enjoy the lush green spaces.
Are all fees included in the Magnificent Mile holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Magnificent Mile holiday homes with parking?
Stayz offers a wide selection of holiday homes in Magnificent Mile with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Magnificent Mile holiday homes?
You can find great discounts on holiday homes in Magnificent Mile on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Magnificent Mile holiday home booking on Stayz?
To find Magnificent Mile holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Magnificent Mile?
A long-stay holiday home in Magnificent Mile is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Magnificent Mile holiday home?
Book your Magnificent Mile holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Magnificent Mile?
Prices for holiday homes in Magnificent Mile vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Magnificent Mile to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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.
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