West Loop holiday homes

We found 1,222 holiday rentals — enter your dates for availability
Discover a selection of 187 apartments and other holiday rentals in West Loop that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit West Loop

  • Vibrant urban charm: Experience the lively atmosphere of West Loop, filled with bustling streets and friendly locals.
  • Cultural insights: Discover historic buildings that showcase Chicago's rich history and architectural beauty.
  • Family-friendly attractions: Enjoy a variety of activities perfect for families, ensuring fun for all ages.
  • Scenic urban parks: Unwind in green spaces that provide a refreshing escape amid the skyscrapers.
  • Diverse dining scene: Savor an eclectic mix of culinary delights from renowned eateries and trendy restaurants.

Top attractions near West Loop

West Loop, Chicago, is a vibrant neighbourhood perfect for families and outdoor enthusiasts. Explore stunning skyscrapers, unwind in urban parks, and discover historic buildings that reflect the city's rich culture. This area offers a variety of attractions and experiences that cater to those seeking a city-themed holiday filled with family-friendly activities and cultural insights. Enjoy the bustling atmosphere and unique charm that West Loop has to offer during your visit.

  • Grant Park: This expansive urban park offers a vibrant green space ideal for family outings and outdoor activities. With its stunning gardens and walking paths, it provides a refreshing retreat from the city's hustle and bustle.
  • 875 North Michigan Avenue: A striking skyscraper that showcases the impressive skyline of Chicago. Visitors can enjoy breathtaking city views from its observation deck, making it a must-see landmark.
  • Buckingham Fountain: A historic fountain that exemplifies Chicago's rich culture, featuring stunning water displays. It's a beautiful spot for photographs and to learn about the city's history.

Things to do recommended for couples

Searching for a romantic getaway in West Loop? Indulge in a candlelit dinner at a trendy restaurant, stroll through the vibrant art scene, or enjoy a couple's spa day. Don’t forget to explore the local breweries for a unique taste of Chicago together.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Chicago Children's Museum, visiting the animals at the Lincoln Park Zoo, and enjoying a fun-filled day at Maggie Daley Park's playground and ice skating ribbon, all within a short distance from West Loop.

Things to do recommended for groups

Groups visiting West Loop can savour delicious food at the renowned restaurant district, explore the vibrant street art scene, and join a guided brewery tour to taste local craft beers. Don't miss the lively atmosphere at the local markets for a true Chicago experience.

*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

When planning your trip, whether you’re travelling with a group, family, or pets, or seeking extended stays, it’s important to apply the right filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to West Loop with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to West Loop with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities 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 West Loop: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, 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 in search of holiday rentals offering 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 rentals. 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 near West Loop

Discover the vibrant urban charm of West Loop, Chicago, a neighbourhood full of family-friendly attractions and scenic urban vistas. Wander through its bustling streets, admire iconic landmarks, and experience the friendly local atmosphere. Enjoy a blend of business energy and relaxed city vibes in this dynamic part of Chicago, perfect for those seeking an engaging and diverse holiday experience.

  • Chicago: As one of the largest cities in the United States, Chicago is a vibrant urban hub offering a rich tapestry of experiences. Located in the heart of the Midwest, the city is renowned for its stunning skyline and diverse cultural attractions. Visitors can enjoy a dynamic blend of family-friendly activities, outdoor spaces, and a thriving arts scene. Key highlights include shopping districts, bustling entertainment venues, and renowned theatres. Don't miss the chance to explore iconic landmarks such as sports stadiums and urban parks that are perfect for a leisurely stroll or a picnic.
  • Downtown Chicago: Just 3km from West Loop, Downtown Chicago is the city's energetic core. This bustling neighbourhood is a magnet for families and tourists alike, offering a plethora of outdoor and city-themed experiences. With an array of shopping options, lively arena entertainment, and captivating theatres, there’s something for everyone. The area is home to major attractions, including vibrant tourist precincts and green urban parks, providing a refreshing contrast to the city's urban landscape.
  • The Loop: Located a mere mile from West Loop, The Loop is Chicago's historic downtown area and is known for its impressive architecture and cultural institutions. It offers a fantastic mix of family-oriented activities, outdoor recreation, and an urban atmosphere. Visitors can explore shopping areas, catch a show in one of its renowned theatres, or enjoy sports events at nearby stadiums. The Loop's proximity to urban parks and tourist precincts makes it an ideal spot for both relaxation and exploration.

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.

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

Booking with Vrbo is simple

Looking to save on your next adventure? Being flexible with your travel dates can work in your favour, as prices often fluctuate. You might also find considerable savings by opting for a longer stay. To discover a Vrbo property that suits both your budget and preferences, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your next adventures. Here, you can start new trips, continue from where you last stopped, or neatly arrange your travel plans. You’ll discover your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in West Loop?
Apartments are the most popular type of holiday home in West Loop, according to our data. Even if you have a different idea about what you want, Bookabach has holiday homes in all shapes and sizes. Look through our options to find your perfect match.
How much does it cost to rent a holiday home in West Loop?
Different factors can affect how much you'll pay for a holiday home in West Loop, such as the type of property, length of stay and season. However, all of our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in West Loop?
The average price for a holiday home near the beach in West Loop depends on when you're going and the type and size of property you're searching for. You can quickly and easily find prices on Bookabach by entering your preferred travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in West Loop?
There certainly are. You'll find 99 holiday homes that allow pets in West Loop on Bookabach. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a perfect property where Fido can join in the fun.
Can I rent a house with a pool in West Loop?
Grab your swimwear and inflatable unicorn, because there are 46 houses with a private pool in West Loop. Base yourself at one of these superb holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in West Loop?
When it comes to home amenities that people prefer in West Loop, a fireplace, a nearby river and a firepit rank the highest. With Bookabach holiday homes, you'll find options to suit your style and taste, whether you're going away with your partner, family members or even pets.
Are there large group holiday homes in West Loop?
West Loop has nine holiday homes that can host 10 or more guests. These stays come with the space you need to share good times with your nearest and dearest.
Are there holiday homes in West Loop that welcome kids?
With 99 family-friendly holiday homes to choose from in West Loop, now is a superb time to introduce the kids to the thrills of travel. Click on our "Properties good for families" filter to find stays loaded with amenities ideal for travelling families, such as full kitchens, backyards, entertainment areas and hot tubs.
What are the top attractions for families in West Loop?
Keep the kids occupied at these fantastic family-friendly attractions in West Loop:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom holiday homes in West Loop?
Take your pick from 46 one-bedroom homes in West Loop. Whether you want a cosy cottage or a fancy condo, our one-bedroom properties are great if you don't require huge amounts of space. One of the major perks of having your own digs? You won't need to share your holiday with strangers.
Can I find two-bedroom holiday homes in West Loop?
West Loop has 14 two-bedroom holiday properties to select from. Find a holiday home with all the privacy and space you need at a price that won't break the bank on Bookabach.
Are there holiday homes with WiFi in West Loop?
West Loop has 10 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in West Loop?
Pick your dates and then make use of the filters to look for holiday homes with ac in West Loop on Bookabach. With 99 air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in West Loop?
The minimum age allowed can differ between properties on Bookabach, so be sure to check the rules of the holiday home in West Loop you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in West Loop for?
The amount of time you can stay in a West Loop holiday home for differs depending on the property. Simply enter your dates of travel to see options that offer extended stays. They feature the things you need to make your extended break more enjoyable and convenient, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.