Photo by City Of Chicago

Wrigleyville holiday lettings

We found 408 holiday rentals — enter your dates for availability

Discover a selection of 48 apartments, 11 flats and other holiday rentals in Wrigleyville that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Why visit Wrigleyville

  • Wrigley Field: Visit the iconic home of the Chicago Cubs, a must-see for sports enthusiasts.
  • Urban parks: Enjoy leisurely strolls and outdoor activities in the scenic parks scattered throughout the neighbourhood.
  • Family-friendly atmosphere: Wrigleyville offers a welcoming vibe, perfect for families with children.
  • Charming cafés and restaurants: Savor delightful meals and drinks at local eateries and quaint cafés.
  • Vibrant community: Experience the warm, friendly spirit of the neighbourhood, ideal for immersing in Chicago's urban culture.

Popular types of accommodation around Wrigleyville

You’ve chosen Wrigleyville for your next getaway, and now it’s time to find the perfect accommodation. Whether you’re after Wrigleyville apartments, houses, or stylish lofts, we’ve got you covered. Discover the best Wrigleyville Chicago apartments and start your search for the ideal rental to make your stay comfortable and memorable.

  • Apartments: The top choice for visitors to Wrigleyville, offering comfortable living spaces ideal for both short and extended stays.
  • Houses: A popular option for families or groups, these homes provide a home-away-from-home experience with added privacy.
  • Condos: A great selection for those seeking modern amenities and a central location, perfect for exploring the area.
  • Cottages: Charming and quaint, these delightful retreats offer a cosy atmosphere for a relaxing getaway.**

Top attractions near Wrigleyville

Wrigleyville is an ideal destination for sports enthusiasts and families alike, offering a blend of cultural experiences and outdoor activities. Visitors can explore attractions such as Wrigley Field, enjoy the beach, and stroll through urban parks while taking in the impressive skyline. This vibrant neighbourhood caters to those seeking a quintessential city experience, making it perfect for a memorable holiday.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street is lined with upscale shops, dining, and iconic landmarks. Experience the vibrant city atmosphere as you stroll along and take in the impressive architecture.
  • Chicago Riverwalk: This picturesque waterfront promenade offers a relaxing family-friendly environment with stunning views of the city skyline. Enjoy outdoor dining, art installations, and various recreational activities along the scenic river.
  • Loyola University Chicago: A prestigious institution with a beautiful campus featuring modern architecture. Engage with the lively student atmosphere and explore the cultural offerings in this vibrant urban setting.

Things to do recommended for couples

For a delightful couple's getaway in Wrigleyville, enjoy an evening at the Aragon Ballroom, just 1.6km away, or catch a show at Lincoln Hall, two miles away. Don't miss a romantic meal at the Historic Michael Jordan Restaurant, a mere five miles from your base.

Things to do recommended for families

Families can immerse themselves in the excitement of Wrigley Field, just 186m away, or unwind at Hamlin Park, located 621m from Wrigleyville. For a serene escape, the Northerly Island Natural Area, 4.3km away, offers wellness and relaxation amidst nature.

Things to do recommended for groups

In Wrigleyville, groups can enjoy a show at the Vic Theatre, indulge in laughs at Second City, or shop at 900 North Michigan Shops. Each venue offers a unique vibe, making for a delightful local experience with family and friends.

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

If you're travelling with a group, with family, bringing your pets along, or seeking extended stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Wrigleyville 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 much more on Vrbo.
  • Traveling to Wrigleyville with young kids: Travelling with small children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside suitable amenities for their age, 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 Wrigleyville: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wrigleyville: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Wrigleyville

Wrigleyville, a vibrant neighbourhood in Chicago, offers an array of experiences for tourists. Known for its lively sports scene and family-friendly atmosphere, you can explore urban parks, charming cafés, and delightful restaurants. From the iconic Wrigley Field to scenic waterfronts nearby, Wrigleyville is perfect for outdoor adventures and leisurely strolls. Expect a warm, friendly community vibe, making it an ideal base for discovering the best of Chicago's urban charm.

  • Chicago: Chicago, a vibrant metropolis located approximately 3.1km from Wrigleyville, is a must-visit for any tourist. This dynamic city offers a plethora of family-friendly activities and outdoor experiences, making it ideal for visitors of all ages. Popular venues include the bustling shopping districts and arena entertainment facilities. Notable landmarks such as the iconic stadiums and sports facilities create an exciting atmosphere for sports enthusiasts. As you explore Chicago, you'll find an array of educational attractions and cultural experiences that enrich your visit.
  • Downtown Chicago: Situated 3.1km from Wrigleyville, Downtown Chicago is a bustling neighbourhood that attracts families and outdoor lovers alike. This lively area is renowned for its shopping opportunities and vibrant theatre scene, offering an array of performances to enjoy. The proximity to major tourist precincts and significant sports facilities adds to the appeal, making it a prime spot for those seeking an urban adventure. Explore the chic cafes and restaurants while soaking in the city's stunning architecture and energetic atmosphere.
  • Lakeview: Lakeview, located a mere 311m from Wrigleyville, is a lively neighbourhood perfect for sports fans and families. This area is renowned for its cultural offerings, including theatres and music concerts, ensuring there's always something to enjoy. The local stadiums and urban parks provide ample opportunities for outdoor activities and relaxation. Lakeview's charming streets and friendly vibe make it an inviting destination for tourists looking to immerse themselves in the local scene while enjoying the vibrant community spirit.

Best time to go to Wrigleyville

If you're planning a trip to Wrigleyville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, 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 SunnyModerately HighAverage
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 SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyModerately LowAverage
November42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage
December33.1°F (0.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to make the most of your budget for your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your financial plan, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a convenient platform to plan new adventures, pick up right where you left off, or manage and review your travel arrangements. You can easily locate the properties you’ve previously saved and booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Wrigleyville?
In Wrigleyville, apartments are the most prevalent type of holiday rental, with around 60 available in this vibrant neighbourhood. These apartments generally offer modern amenities, including fully equipped kitchens, comfortable living areas, and often access to communal facilities such as fitness centres or rooftop terraces. The proximity to Wrigley Field and various dining options makes them especially appealing to visitors.

Additionally, there are about 36 condos and 20 holiday houses available, providing alternatives for those seeking different experiences. Condos typically feature similar amenities to apartments but may include additional luxuries like pools or spas. The holiday houses, suited for families or larger groups, often boast multiple bedrooms, private gardens, and outdoor spaces for relaxation.
Are there any beach house rentals in Wrigleyville?
In Wrigleyville, there are several beach house rentals available, primarily situated near the vibrant setting of Wrigley Field and the scenic shores of Lake Michigan. These beach houses typically offer amenities such as spacious living areas, fully equipped kitchens, and outdoor patios or decks where guests can enjoy the lake views and fresh air. Many properties are designed for families or groups, featuring multiple bedrooms and communal spaces for relaxation after a day of exploring the local attractions.
How much does it cost to rent a holiday home in Wrigleyville?
Prices for holiday rentals in Wrigleyville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Wrigleyville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Wrigleyville holiday house rentals?
You can find great discounts on house rentals in Wrigleyville 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 Wrigleyville?
In Wrigleyville, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, along with coffee and tea makers for that essential morning brew. Many rentals also offer onsite parking, which is a significant advantage in this vibrant neighbourhood. Furthermore, guests can expect outdoor spaces such as decks or patios for relaxing after a day of exploring. Additionally, many properties come with a desk, providing a convenient workspace for those who need to catch up on work or plan their next adventure.
Can I find family house rentals in Wrigleyville?
In Wrigleyville, Illinois, there are numerous family-friendly house rentals available, with around 17 options to choose from. This vibrant neighbourhood is renowned for its lively option and proximity to Wrigley Field, making it an exciting destination for families. Many of these properties boast spacious living areas, fully equipped kitchens, and outdoor spaces where children can play.

Visitors can also enjoy amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Additionally, the area is home to various parks and playgrounds, superb for family outings.
Can I rent a holiday home with a pool or hot tub in Wrigleyville?
In Wrigleyville, there are several holiday homes available for rent that feature hot tubs, offering a great way to unwind after a day of exploring. This vibrant neighbourhood is known for its lively option, particularly around Wrigley Field, making it an ideal spot for sports enthusiasts and those looking to enjoy the local nightlife.

Travellers can expect amenities such as spacious living areas, full kitchens for preparing meals, and outdoor spaces where they can relax and enjoy the surroundings. Many properties also include modern comforts like Wi-Fi and air conditioning.
Are there any Wrigleyville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wrigleyville 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 book pet-friendly holiday rentals in Wrigleyville?
In Wrigleyville, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers who wish to bring their furry friends along. The area is known for its lively option, particularly around the iconic Wrigley Field, where visitors can enjoy the excitement of baseball games and various local events. Many holiday rentals in this neighbourhood come equipped with amenities such as modern kitchens, comfortable living spaces, and sometimes even private outdoor areas, superb for relaxing after a day of exploration.

Additionally, Wrigleyville's proximity to nearby parks, such as the expansive Lakeview Park, provides ample opportunities for walks and outdoor activities with pets. The neighbourhood also boasts a variety of pet-friendly cafes and shops, ideal for those travelling with animals.
Can I find long-stay holiday rentals in Wrigleyville?
A long-stay holiday rental in Wrigleyville 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 Wrigleyville for a holiday rental?
The best time to visit Wrigleyville for a holiday rental is during the lively peak season from May to July, with July being particularly popular. This is when the atmosphere buzzes with energy, as both locals and visitors flock to enjoy outdoor activities and the vibrant nightlife surrounding Wrigley Field, home to the Chicago Cubs.

During these months, temperatures are typically warm, ranging from 15 to 30 degrees Celsius, creating ideal conditions for enjoying the numerous parks, local eateries, and street festivals. The sense of community is palpable, and you'll find an array of activities, from watching baseball games to exploring the local music scene.

If you're looking for a more budget-friendly option, consider planning your visit in November. While this month is quieter, it offers a unique charm with the onset of autumn, showcasing beautiful fall foliage and a more relaxed environment for exploring local shops and cafés. This time of year allows you to enjoy the local culture without the bustling crowds.

Ultimately, your choice between the lively peak season and the tranquil charm of November will depend on whether you prefer a vibrant setting filled with activities or a quieter experience to soak in the local culture.
Are there any remote work holiday rentals in Wrigleyville?
In Wrigleyville, Illinois, there are plenty of remote work-friendly holiday rentals available, with around 92 options to choose from. This vibrant neighbourhood is known for its lively option, especially around Wrigley Field, home of the Chicago Cubs, and offers a variety of amenities to cater to remote workers.

Travellers can expect rentals that feature dedicated workspaces, including desks and comfortable chairs, ensuring an efficient and pleasant work environment. High-speed Wi-Fi is commonly provided, often included for free, allowing for seamless connectivity during your stay.

Beyond work, Wrigleyville boasts a dynamic mix of restaurants, bars, and shops, making it easy to unwind after a productive day. The proximity to public transport also allows for convenient access to downtown Chicago and its many attractions, adding to the appeal for those combining work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Wrigleyville holiday rental?
Book your Wrigleyville holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Wrigleyville, Illinois, United States of America?
Wrigleyville is best known for its vibrant setting centred around Wrigley Field, the iconic home of the Chicago Cubs, where visitors can catch a baseball game and experience the lively pre- and post-game celebrations. The area is filled with a variety of bars and restaurants that cater to sports fans, offering everything from casual dining to upscale eateries.

Nearby, the Lakeview neighbourhood provides access to the scenic shores of Lake Michigan, superb for a leisurely stroll or a summer picnic. The area's historic architecture and charming streets also add to the appeal, with options for shopping and local entertainment.

For those interested in the arts, the nearby Lincoln Park area features cultural attractions such as the Lincoln Park Zoo and the Chicago History Museum, both of which are great for family outings.
Can I change or cancel my Wrigleyville home rental booking on Vrbo?
To find Wrigleyville holiday 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 Wrigleyville holiday 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 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 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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