Wrigleyville holiday lettings

We found 365 holiday rentals — enter your dates for availability

Discover a selection of 32 apartments, 19 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.

Holiday rentals with weekly discounts - Wrigleyville

Showing deals for:24 Oct - 31 Oct
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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 accommodation in Wrigleyville?
The most in-demand types of holiday rentals in Wrigleyville are apartments. Want something different? Vrbo has numerous options to match our guests' diverse needs, so you'll see holiday homes in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday rental in Wrigleyville?
Several things can affect what you'll pay for your holiday rental in Wrigleyville, including the length of stay, season and type of property. But, all of our holiday homes have one thing in common — exceptional value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Wrigleyville?
When you travel and the style and size of the property will influence the cost of your beachside escape. Put in your Wrigleyville travel dates to see your options on Vrbo. Can't live without a private pool? Use the filters to select the features and amenities you want in your rental.
Are there pet-friendly holiday rentals in Wrigleyville?
Pack a squeezy toy and a bone for your beloved pooch because Wrigleyville has 16 holiday homes that put out the welcome mat to pets. Let your happy hound enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
What are popular rental amenities in Wrigleyville?
When it comes to rental amenities that people are looking for in Wrigleyville, a fireplace, nearby museums and a chef rank the highest. With Vrbo holiday homes, you'll have options to match your taste and style, whether you're taking a trip with friends, relatives or even pets.
Are there large group holiday rentals in Wrigleyville?
With three holiday rentals that can sleep 10 guests or more in Wrigleyville, you don't have to cross anyone off the invite list. From extended family holidays to events like Christmas or New Year's Eve parties, Vrbo will help you find a large group rental that fits the occasion.
Are there holiday rentals in Wrigleyville that welcome kids?
With 16 family-friendly holiday properties available in Wrigleyville, now is a fantastic time to introduce your kids to the pleasures of travel. Check our "Properties good for families" filter to search for stays loaded with amenities perfect for holidaying families, such as full kitchens, private pools, bunk beds and entertainment areas.
What are the top attractions for families in Wrigleyville?
Keep the kids entertained at these top family-friendly attractions in Wrigleyville:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Can I find two-bedroom holiday rentals in Wrigleyville?
Take your pick of six two-bedroom properties in Wrigleyville. Give the kids the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Wrigleyville?
Wrigleyville has three holiday rentals with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to scrolling social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Wrigleyville?
Wrigleyville has 15 holiday rentals where you'll be able to wind down in air-conditioned comfort. To book a property on Vrbo that offers this perk, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Wrigleyville?
The minimum required age is usually 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Wrigleyville holiday rental before booking your stay.
How long can I rent a holiday rental in Wrigleyville for?
The amount of time you can stay in a Wrigleyville holiday rental for varies depending on the property. Simply tap in your preferred travel dates to browse available options offering longer term stays. They have the things you need to make your extended holiday more comfortable and enjoyable, such as air conditioning and laundries. Some properties might also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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