Photo by Laura Scherb

West Loop Gate vacation rentals

We found 484 vacation rentals — enter your dates for availability

Discover a selection of 19 apartments and other vacation rentals in West Loop Gate that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include parking and a fireplace. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - West Loop Gate

Showing deals for:Nov 7 - Nov 14

Image gallery for Unbeatable Top Floor: Views, Central, Modern

Living area
10 out of 10 rating
Exceptional
(6 reviews)

Unbeatable Top Floor: Views, Central, Modern

Chicago, IL

10% off
Price is CA $588
CA $5,938 total
includes taxes & fees
Unbeatable Top Floor: Views, Central, Modern

Find spaces that suit your style

  • 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, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about West Loop Gate

Find out more about West Loop Gate

Why visit West Loop Gate

  1. Family-Friendly Atmosphere: West Loop Gate offers numerous attractions suitable for families, ensuring a memorable vacation.
  2. Vibrant Culinary Scene: Explore renowned restaurants and trendy eateries, showcasing diverse dining experiences.
  3. Cultural Hotspots: Discover iconic skyscrapers and historic buildings that reflect the rich cultural tapestry of Chicago.
  4. Urban Parks and Outdoor Activities: Enjoy green spaces perfect for relaxing and engaging in outdoor adventures.
  5. Diverse Accommodation Options: Choose from stylish apartments, private homes, and modern condos for a comfortable stay.

Popular types of accommodation around West Loop Gate

If you're exploring West Loop Gate, you'll find a variety of accommodation options to suit your needs. The most popular choices include stylish apartments, houses, and modern condos. Whether you're seeking a cozy apartment in West Loop Gate or a spacious home, we have a range of available options to help you save and enjoy your stay with confidence.

  • Apartments: The top choice for visitors in West Loop Gate, offering a variety of stylish options for a comfortable stay.
  • Houses: A popular second option, ideal for families or groups seeking a home-like atmosphere.
  • Condos: Frequently booked by those who appreciate modern amenities and prime locations in the area.
  • Cottages: A charming option for travellers looking for a cozy and quaint retreat.
  • Villas: A luxurious choice for those wanting more space and upscale features during their stay.**

Top attractions around West Loop Gate

West Loop Gate in Chicago is perfect for family-friendly vacations with a vibrant city atmosphere. Explore attractions like iconic skyscrapers, urban parks, and historic buildings that offer a rich cultural experience. Whether you're looking for outdoor activities or family-oriented sites, there's plenty to see and do. Don't forget to check out vacation rentals in the West Loop for a comfortable stay while enjoying all that this dynamic area has to offer.

  1. Michigan Avenue: A vibrant thoroughfare known for its shopping, dining, and iconic architecture. Strolling down Michigan Avenue offers a quintessential Chicago experience with a lively urban atmosphere.
  2. Grant Park: Often referred to as "Chicago's front yard," this expansive urban park features beautiful gardens, walking paths, and family-friendly activities, making it perfect for outdoor relaxation.
  3. Chicago Riverwalk: A scenic waterfront promenade that invites visitors to enjoy picturesque views of the river, dining options, and recreational activities, ideal for families and outdoor enthusiasts.

Things to do recommended for couples

For a romantic getaway in West Loop Gate, enjoy live music at the House of Blues, just 1.3km away. Savor a meal at the Historic Michael Jordan Restaurant, 1.6km from your location, or catch a show at the Aragon Ballroom, 9.7km away, for a memorable evening.

Things to do recommended for families

Families visiting West Loop Gate can enjoy an exciting day at Soldier Field, just 3.2km away, soak in nature at the Northerly Island Natural Area, 4.8km away, or unwind at the East Bank Club, located only 966m away, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting the West Loop Gate in Chicago can enjoy a captivating show at the Chicago Theatre, indulge in laughter at Second City, or shop at Chicago Place Mall for a delightful blend of family-friendly activities and city vibes.

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

When planning your trip—whether you're travelling with a group, family, or pets, or seeking extended stays—it's important to prioritise your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to West Loop Gate with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these features and more on Vrbo.
  • Traveling to West Loop Gate with young kids: Travelling with young children can be quite demanding. 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 attractions that are family-friendly.
  • Taking your pets with you to West Loop Gate: For many families, a trip isn’t truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting West Loop Gate: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. With 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 as well.

Where to stay around West Loop Gate

West Loop Gate is a vibrant neighbourhood in Chicago, perfect for family-friendly and outdoor adventures. Here, you'll find an eclectic mix of art, urban scenery, and business vibes. Explore the trendy West Loop, with its renowned restaurants and cultural hotspots, offering a unique city experience. This area is not just about the hustle; it also provides serene spots for relaxation, making it an ideal destination for any traveller seeking a lively yet pleasant atmosphere.

  • Downtown Chicago: As the bustling core of Chicago, Downtown offers an exciting blend of family-friendly activities and vibrant urban life. Located 1.6km from West Loop Gate, this area is perfect for shopping enthusiasts and entertainment seekers. Stroll along the iconic State Street, home to famous retailers and dining options. Don't miss the renowned Millennium Park, where you can enjoy the stunning Cloud Gate sculpture, known as "The Bean," or catch a show at the historic Chicago Theatre.
  • The Loop: Just 1.1km from West Loop Gate, The Loop is Chicago's central business district, teeming with cultural attractions and outdoor spaces. Visitors can explore beautiful urban parks like Grant Park and enjoy outdoor festivals and events throughout the year. The area is also a hub for arts and entertainment, featuring the Art Institute of Chicago and numerous theatres. The Loop's architectural marvels, including the Willis Tower and the Chicago Board of Trade, offer a glimpse into the city's rich history.
  • Magnificent Mile: Located 1.6km from West Loop Gate, Magnificent Mile is Chicago's premier shopping destination, ideal for families and urban explorers alike. This bustling avenue boasts a mix of high-end boutiques, department stores, and educational attractions like the Museum of Contemporary Art. Enjoy a leisurely walk along the waterfront or visit the historic Water Tower. The area is also home to iconic landmarks, including the John Hancock Center, where you can take in breathtaking views of the city skyline.

Best time to go to West Loop Gate

If you're planning a trip to West Loop Gate, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, 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 CloudyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly 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 SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as this can lead to significant price differences. Moreover, opting for a longer stay can often result in fantastic savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated area for you to create new travel plans, manage your ongoing arrangements, or review and organize your bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in West Loop Gate?
In West Loop Gate, apartments are the predominant type of vacation rental, with several available in this lively neighbourhood known for its trendy restaurants and vibrant nightlife. These apartments typically come with modern amenities, including fully equipped kitchens, spacious living areas, and some even feature balconies that offer stunning views of the Chicago skyline.
How much does it cost to rent a vacation home in West Loop Gate?
Prices for vacation rentals in West Loop Gate 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 Gate to more spacious homes.
Are there any discounts for West Loop Gate vacation house rentals?
You can find great discounts on house rentals in West Loop Gate 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.
What are popular rental amenities in West Loop Gate?
In West Loop Gate, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals conveniently. Many properties also feature indoor swimming pools, providing a relaxing option regardless of the weather. For those seeking adventure, nearby rock climbing opportunities are available, making it easy to enjoy outdoor activities. Additionally, there are casinos in the vicinity for those looking for entertainment options. Many rentals also come equipped with electric car charging stations, suiting environmentally conscious travellers.

*You must be at least 19 years old (18 in Alberta, Manitoba, and Quebec) to participate in gambling activities in Canada. Gambling is meant for entertainment only. Please play responsibly. If you feel that gambling is becoming a problem, help is available. Contact the Canadian Partnership for Responsible Gambling at www.cprg.ca or your local problem gambling helpline.
Are there any family house rentals in West Loop Gate?
In West Loop Gate, there are several family-friendly house rentals available, making it an appealing choice for those travelling with children. The area is known for its vibrant atmosphere and proximity to attractions such as the bustling Chicago Union Station and the scenic Fulton Market District, both of which offer plenty of dining and entertainment options.

Many of the homes in this neighbourhood feature spacious layouts that are ideal for family gatherings, including multiple bedrooms and large living areas. Visitors can expect amenities like fully equipped kitchens, which allow for convenient meal preparation, alongside outdoor spaces for children to play. Additionally, some properties may include features such as laundry facilities and air conditioning, ensuring a comfortable stay.
Can I rent a vacation home with a pool or hot tub in West Loop Gate?
In West Loop Gate, Illinois, there are several vacation homes available for rent that feature both pools and hot tubs, providing a luxurious experience for travellers. This vibrant neighbourhood, known for its trendy atmosphere and proximity to downtown Chicago, offers a mix of modern rental options, including stylish apartments and spacious townhouses.
Are there any West Loop Gate vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in West Loop Gate 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.
Are there pet-friendly vacation rentals in West Loop Gate?
In West Loop Gate, there are several pet-friendly vacation rentals available, offering a mix of modern amenities and convenient access to the vibrant urban landscape. Many of these properties feature fully equipped kitchens, spacious living areas, and contemporary furnishings, making them comfortable for both pets and their owners.
Can I find long-stay vacation rentals in West Loop Gate?
A long-stay vacation rental in West Loop Gate 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 Gate for a vacation rental?
The best time to visit West Loop Gate is during the peak season from May to July, when the city comes alive with vibrant energy and a lot of outdoor activities. This bustling period is particularly popular among travellers eager to explore the local food scene, street festivals, and cultural events that characterise this urban hotspot. With warm temperatures averaging around 25°C, it's an ideal time for leisurely strolls through the neighbourhood, enjoying al fresco dining, and discovering the unique boutiques that line the streets.

July stands out as the most popular month for visitors, offering a lively atmosphere filled with locals and tourists alike. This is when you can truly immerse yourself in the city's vibrant spirit, with many opportunities to enjoy outdoor concerts, art fairs, and community events.

For those who prefer a quieter experience and are looking for more budget-friendly options, December presents a unique charm. While it's considered the low season, the festive decorations and seasonal events create a magical ambiance. It's a wonderful time for enjoying indoor attractions, such as museums or art galleries, and you may find great deals on vacation rentals.
Are there any remote work vacation rentals in West Loop Gate?
In West Loop Gate, Illinois, there are several vacation rentals suitable for remote work. This vibrant neighbourhood, known for its trendy restaurants, art galleries, and proximity to downtown Chicago, offers a variety of accommodations that cater to professionals needing to work from home. Many of these properties feature dedicated office spaces, high-speed Wi-Fi, and comfortable living areas designed for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a West Loop Gate vacation rental?
Book your West Loop Gate 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 Gate?
In the West Loop Gate area, visitors can enjoy a vibrant culinary scene with numerous trendy restaurants and bars, making it a great spot for food enthusiasts. The nearby Fulton Market District is famous for its historic meatpacking warehouses that have been transformed into chic eateries and boutiques. For art lovers, the area is home to various galleries and the renowned Art Institute of Chicago is just a short distance away, offering an extensive collection of artworks. Additionally, the expansive Grant Park is nearby, providing green space and cultural events throughout the year.
Can I change or cancel my West Loop Gate home rental booking on Vrbo?
To find West Loop Gate 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the West Loop Gate 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.

More Vacation Rentals ideas

Wrigleyville Vacation Rentals
Standard Link for Wrigleyville
Rush and Division Vacation Rentals
Standard Link for Rush and Division
South Shore Vacation Rentals
Standard Link for South Shore
United Center Vacation Rentals
Standard Link for United Center
Logan Square Vacation Rentals
Standard Link for Logan Square
Downtown Chicago Vacation Rentals
Standard Link for Downtown Chicago
Gold Coast Vacation Rentals
Standard Link for Gold Coast
Andersonville Vacation Rentals
Standard Link for Andersonville
Rogers Park Vacation Rentals
Standard Link for Rogers Park
Ravenswood Manor Vacation Rentals
Standard Link for Ravenswood Manor
Hyde Park Vacation Rentals
Standard Link for Hyde Park
Washington Park Vacation Rentals
Standard Link for Washington Park
Roscoe Village Vacation Rentals
Standard Link for Roscoe Village
Budlong Woods Vacation Rentals
Standard Link for Budlong Woods
Ukrainian Village Vacation Rentals
Standard Link for Ukrainian Village
Wicker Park Vacation Rentals
Standard Link for Wicker Park
Dunning Vacation Rentals
Standard Link for Dunning
South Loop Vacation Rentals
Standard Link for South Loop
Sauganash Vacation Rentals
Standard Link for Sauganash
Lincoln Park Vacation Rentals
Standard Link for Lincoln Park
Magnificent Mile Vacation Rentals
Standard Link for Magnificent Mile
West Loop Vacation Rentals
Standard Link for West Loop
Grace Abbott Homes Vacation Rentals
Standard Link for Grace Abbott Homes
Hermosa Vacation Rentals
Standard Link for Hermosa
Streeterville Vacation Rentals
Standard Link for Streeterville
River North Vacation Rentals
Standard Link for River North
Bucktown Vacation Rentals
Standard Link for Bucktown
The Loop Vacation Rentals
Standard Link for The Loop

People also search for

Downtown Chicago Vacation Homes
Standard Link for Downtown Chicago
Downtown Chicago Apartments
Standard Link for Downtown Chicago