Discover Your Ideal Wrigleyville Vacation Rental for an Authentic Chicago Stay
Discover Your Perfect Wrigleyville Vacation Homes
Best Vacation Homes in Wrigleyville
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Wrigleyville Luxury Rentals
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Wrigleyville Pet Friendly Vacation Rentals
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Wrigleyville Large Vacation Homes
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Why Choose Rent By Owner for your Wrigleyville Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Wrigleyville Vacation Rentals
Where are the best neighborhoods to stay in Wrigleyville?
Wrigleyville in Chicago, Illinois offers a vibrant neighborhood experience perfect for your stay. Known for its lively atmosphere and iconic sports culture, this area provides convenient access to local attractions and entertainment. When booking your vacation rental in Wrigleyville, you'll enjoy being close to the energetic streets and friendly community that make this neighborhood unique. Whether you're seeking a relaxing retreat or an active adventure, staying here ensures you are at the heart of one of Chicago’s most dynamic districts.
Lakeview
Discover the vibrant atmosphere of Lakeview, where you can enjoy convenient access to local amenities and lively neighborhoods. Staying here puts you close to popular attractions and offers a comfortable base for exploring Chicago’s dynamic region.
View 237+ Rentals in LakeviewBest Times to Visit Wrigleyville
When should you plan your Vacation Rentals stay?
Timing your visit to this vibrant destination can greatly enhance your experience, so consider planning your stay during the seasons when the region's local events and climate align perfectly with your interests.
Peak Season Highlights
Summer (June - August)
During the summer months, you can enjoy the lively atmosphere of this destination with warm weather and longer daylight hours, perfect for exploring the area’s vibrant local scene.
Fall (September - November)
Visit during the fall when the region's scenery transforms with colorful foliage, making it an ideal time for outdoor activities and experiencing the local culture at its peak.
Off-Season Highlights
Winter (December - February)
In winter, the area tends to be quieter, providing a more relaxed experience with cooler temperatures that create a cozy atmosphere for those looking to avoid crowds.
Early Spring (March - April)
During early spring, the region begins to awaken from the colder months, but attractions are less crowded, offering a peaceful stay as nature starts to bloom again.
Weekly Weather Forecast for Wrigleyville
How to Book Your Wrigleyville Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Wrigleyville
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor patio or balcony to relax while taking in the vibrant neighborhood views.
- Make use of the on-site outdoor grilling area for a convenient and delicious cookout experience.
- Take advantage of nearby parks or green spaces ideal for outdoor activities and picnics.
- Benefit from outdoor seating areas designed for socializing and unwinding after exploring the city.
- Find options for outdoor fitness equipment or designated workout spaces to stay active during your stay.
- Discover patios or courtyards that provide a peaceful retreat in the lively local scene.
- Utilize outdoor storage spaces for bicycles or other recreational gear to enhance your visit here.
Top Attractions Around Wrigleyville
What attractions are nearby?
In this vibrant neighborhood, you can enjoy a variety of activities such as exploring lively nightlife, catching sports events at iconic venues, or strolling through local shops and eateries that capture the area's energetic spirit.

Family Activities
- Wrigley Field Tour: Experience the historic baseball stadium nearby, where you can explore the iconic ballpark and learn about Chicago sports history.
- Lakefront Recreation: Enjoy family-friendly activities along Lake Michigan, including picnicking, biking, and walking along the scenic lakefront paths.
- Chicago Sports Museum: Visit this engaging museum to discover interactive exhibits celebrating Chicago’s rich sports culture, perfect for family outings.
- Local Dining Experiences: Savor diverse culinary options at family-friendly restaurants within the neighborhood, offering something for everyone's taste buds.
Adult Activities
- Catch a Chicago Cubs Game at Wrigley Field: Immerse yourself in the classic American baseball experience by attending a game at this iconic stadium nestled in the heart of the area.
- Explore the Local Bars and Breweries: Sample craft beers and enjoy lively atmospheres at the neighborhood's renowned bars that showcase the region's vibrant nightlife.
- Visit the Wrigleyville Trolley Tour: Discover the history and key attractions of this lively neighborhood through guided trolley tours that highlight its unique charm.
- Enjoy Live Music and Entertainment: Experience diverse live performances at local venues, offering entertainment options that cater to various musical tastes in the region.
Other Places to Stay in Wrigleyville, IL
Wrigleyville Travel Tips
How Can You Make the Most of Your Stay?
- Visit Local Sports Venues: Make sure to catch a game or tour the iconic stadiums to experience the area's vibrant sports culture firsthand.
- Explore Neighborhood Eateries and Bars: Take advantage of the diverse dining options and lively bars that showcase the region’s culinary scene and nightlife.
- Plan Your Transportation in Advance: Use nearby transit options and walkable streets to easily navigate between popular spots and maximize your time here.
- Check Out Seasonal Events: Align your stay with local festivals or outdoor activities to fully immerse yourself in the destination’s unique community spirit.
Transportation Options
- CTA Metra Station: The nearby CTA Metra station offers convenient commuter rail options for exploring Chicago and beyond, making it easy to reach popular attractions from your vacation rental in the area.
- Chicago Transit Authority Bus Services: Extensive bus routes serve this destination, providing accessible transportation throughout Wrigleyville and connecting you effortlessly to other parts of the city.
- Divvy Bicycle Sharing: For an eco-friendly and flexible way to explore here, Divvy bike rentals provide a cost-effective option directly within the neighborhood.
- taxis and Rideshare Services: Taxis and popular rideshare apps like Uber and Lyft are readily available, offering quick and reliable transportation around the region for added convenience during your stay.
Local Customs Options
- Cheering at Wrigley Field: Locals and visitors alike celebrate their favorite teams with passionate cheers during baseball games, creating a lively sports atmosphere in the area.
- Enjoying Craft Beers: The region boasts a rich tradition of craft beer culture, where sampling local brews is a common custom among those here to unwind and socialize.
- Participating in Neighborhood Festivals: Community events and festivals are an integral part of life, offering a chance to experience local music, food, and traditions firsthand.
- Respecting Historic Landmarks: Visitors are encouraged to honor the historic architecture and landmarks that define the area's unique charm and cultural heritage.
Frequently Asked Questions About Wrigleyville?
1. What are the top vacation rentals in Wrigleyville?
There are a lot of options in Wrigleyville. If you plan on staying in the Wrigleyville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wrigleyville:
- 5 Bedroom Wrigleyville experience right by stadium
- Wrigley Field Views & Cubs Vibes – Stay Across the Street!
- Stylish Two Bedroom - A block from Wrigley Field
- New home w/view & party deck - 2nd Floor
- Updated 3 Bedroom Chicago Historic Andersonville
- The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
- Wrigley 2 bedroom 2 bath with free parking & yard!
- 2BR Steps from Wrigley Field
- The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
- Game Day Getaway - 3BR in Vibrant Wrigleyville
2. Which vacation homes in Wrigleyville are best for families?
If you are looking for a family-friendly vacation home in Wrigleyville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wrigleyville:
3. How many Rentbyowner vacation rentals are available in Wrigleyville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 64 in the Wrigleyville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wrigleyville.