West Loop vacation rentals

We found 1,223 vacation rentals — enter your dates for availability
Discover a selection of 190 apartments and other vacation rentals in West Loop that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

Find out more about West Loop

Why visit West Loop

  • Vibrant dining scene: West Loop is renowned for its exceptional culinary offerings, featuring a variety of restaurants and eateries for every palate.
  • Urban parks: Enjoy leisurely strolls through beautifully designed parks, perfect for family outings and relaxation.
  • Iconic architecture: Explore the stunning blend of historic buildings and modern skyscrapers that define the West Loop skyline.
  • Family-friendly atmosphere: This neighbourhood is ideal for visitors of all ages, with activities and attractions suitable for everyone.
  • Dynamic nightlife: Experience the energetic nightlife with vibrant bars and entertainment options that cater to diverse tastes.

Popular types of accommodation around West Loop

Planning a getaway to West Loop? You're in for a treat. This vibrant Chicago neighbourhood offers a variety of vacation rentals tailored to your needs, including stylish apartments, cozy houses, and modern condo rentals. Whether you're searching for a chic studio apartment or a spacious retreat, West Loop has the perfect accommodation for you. Enjoy your stay in this dynamic area filled with fantastic dining and entertainment options.

  • Apartments: The top choice for visitors to West Loop, offering modern amenities and a vibrant atmosphere for a comfortable stay.
  • Houses: A popular option providing spacious living and a home-like experience, ideal for families or groups.
  • Condos: A stylish option that combines luxury and convenience, perfect for those wanting a taste of urban living.
  • Cottages: Quaint and cozy, these rentals provide a charming escape with a touch of homey warmth.
  • Villas: The ultimate indulgence, featuring expansive spaces and upscale amenities for a lavish getaway.**

Top attractions near West Loop

West Loop is perfect for family-friendly and outdoor-themed vacations, offering a blend of culture and urban experiences. Visitors can explore iconic skyscrapers, stroll through urban parks, and admire historic buildings. With plenty of outdoor seating options, this vibrant area caters to those seeking a taste of city life while enjoying quality time with loved ones. Discover the charm and excitement that West Loop has in store for every traveller.

  • Michigan Avenue: Known as the Magnificent Mile, this vibrant street is filled with high-end shopping, dining, and iconic architecture, showcasing the city's urban energy.
  • Millennium Park: A stunning urban park featuring the famous Cloud Gate sculpture, lush gardens, and outdoor performances, making it a perfect spot for families and city lovers alike.
  • Chicago Riverwalk: A scenic waterfront promenade offering beautiful views, dining options, and recreational activities, ideal for families wanting to explore the outdoors.

Things to do recommended for couples

For a romantic getaway in West Loop, enjoy live music at the House of Blues, just 1.6km away. Savor a delightful meal at the historic Michael Jordan Restaurant, two miles away, and feel the vibrant atmosphere. Don’t miss a concert at Aragon Ballroom, six miles from your stay.

Things to do recommended for families

In West Loop, families can catch a game at Wrigley Field, explore Northerly Island for some wellness, or navigate the Amazing Chicago's Funhouse Maze for an adventurous day out. Each location offers unique experiences, perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting West Loop can enjoy a show at the Chicago Theatre, shop at 900 North Michigan Shops, or have fun at Dave & Buster's for entertainment. Each venue offers a unique vibe, perfect for creating lasting memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around West Loop

If you're planning a trip with friends, family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences in the search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to West Loop with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to West Loop with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to attractions that are fun for the whole family.
  • Taking your pets with you to West Loop: For many families, a trip just wouldn’t be the same without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting West Loop: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near West Loop

West Loop, Chicago, offers a delightful blend of urban charm and family-friendly vibes. Known for its vibrant nightlife and renowned dining scene, this coveted neighbourhood invites you to explore its lively streets filled with friendly locals. Nearby regions showcase stunning scenery and a welcoming atmosphere, making it perfect for a city-themed vacation. Whether you're indulging in culinary delights or soaking up the urban landscape, West Loop promises an unforgettable travel experience.

  • Chicago: As one of the largest cities in the United States, Chicago is a vibrant urban centre that offers an abundance of family-friendly attractions and outdoor spaces. Located in the heart of the Midwest, Chicago is renowned for its world-class shopping and entertainment. Popular activities include visiting the iconic Millennium Park and exploring the bustling Magnificent Mile. Don't miss the chance to catch a game at Wrigley Field or enjoy a show at one of the many theaters. With its rich cultural scene and stunning architecture, Chicago promises a dynamic travel experience.
  • Downtown Chicago: Situated just 3.2km from West Loop, Downtown Chicago is a bustling neighbourhood that embodies the city's energy. Here, families can enjoy various outdoor spaces and cultural attractions. The area is home to a variety of shopping options, from high-end boutiques to department stores. You can also experience thrilling events at the United Center or enjoy live performances at the Chicago Theatre. With its blend of modern skyscrapers and historic landmarks, Downtown Chicago is a must-visit for any traveller.
  • The Loop: Located only 1.6km from West Loop, The Loop is Chicago's central business district and offers a unique mix of attractions. This lively neighbourhood is perfect for families seeking outdoor activities and cultural experiences. Discover the beauty of Grant Park or visit the Art Institute of Chicago for an artistic inspiration. The Loop is also known for its vibrant shopping scene and entertainment venues, making it an ideal spot for those looking to immerse themselves in the city's atmosphere.

Best time to go to West Loop

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that meets your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides an excellent platform for planning your next adventure, managing your travel arrangements, and keeping everything organized. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips, making it easier for you to navigate your travel plans. To check out the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation home in West Loop?
Prices for vacation rentals in West Loop 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. Vrbo offers something for every taste and budget, from affordable rentals in West Loop to more spacious homes.
Are there any discounts for West Loop vacation house rentals?
You can find great discounts on house rentals in West Loop on Vrbo, 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.
Are there any West Loop vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in West Loop 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 on Vrbo 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.
Can I find long-stay vacation rentals in West Loop?
A long-stay vacation rental in West Loop 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit West Loop for a vacation rental?
July is the most popular month to visit the West Loop, Illinois, known for its vibrant setting and culinary delights. During the peak season from July to September, the area buzzes with activity as tourists flock to enjoy the bustling restaurants, trendy shops, and lively street festivals that define this urban neighbourhood.

With average temperatures ranging from 20 to 30 degrees Celsius, July offers warm and pleasant weather, great for exploring outdoor spaces and enjoying al fresco dining. Visitors can stroll through the historic streets, take in the art installations, and immerse themselves in the local culture.

For those seeking a more budget-friendly option, consider visiting in December. This month, while quieter, provides a unique charm with vacation decorations and festive events that showcase the city's winter spirit. You may also find more attractive rental prices during this time.

Ultimately, the best time to book a vacation rental in the West Loop depends on your interests. If you thrive in lively environments filled with events and social gatherings, then the summer months will suit you perfectly. However, if you prefer a more relaxed experience with a touch of seasonal magic, December could be your ideal choice.
How early should I book a West Loop vacation rental?
Book your West Loop vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in West Loop, Illinois, United States of America?
In the West Loop neighbourhood of Chicago, visitors will find a vibrant mix of attractions that cater to diverse interests. One of the standout features is the Fulton Market District, known for its trendy restaurants, art galleries, and boutique shops, all housed in former industrial buildings. This area is superb for food lovers, with many acclaimed eateries and food halls offering a variety of culinary experiences.

Nearby, the iconic Chicago Union Station provides a glimpse into the city's rich architectural history, while the nearby Chicago Riverwalk offers picturesque views and a lovely spot for a leisurely stroll. For those interested in culture, the West Loop is close to the historic Greektown, where visitors can enjoy Greek cuisine and explore its unique shops.

The neighbourhood is also home to several art installations and galleries, making it a great place for art enthusiasts.
Can I change or cancel my West Loop home rental booking on Vrbo?
To find West Loop vacation rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the West Loop vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.

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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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 Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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