Wicker Park holiday homes

We found 1,227 holiday rentals — enter your dates for availability
Discover a selection of 20 homes, 26 apartments and other holiday rentals in Wicker Park that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Wicker Park

Showing deals for:30 Oct - 6 Nov

  • 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 Wicker Park

  • Lively streets and urban charm: Wander through Wicker Park's vibrant streets, where a mix of modern skyscrapers and quaint corners offers a uniquely urban experience.
  • Artistic flair: Soak up striking street art and local creative expressions that add a colourful touch to the neighbourhood.
  • Festive events: Enjoy local celebrations like the Wicker Park Fest, immersing yourself in the area's cultural buzz.
  • Green retreats: Relax in peaceful parks and green spaces, perfect for a leisurely family outing.
  • Dynamic atmosphere: Experience a blend of business and romantic vibes, reflecting the true spirit of urban Chicago.

Top attractions near Wicker Park

Wicker Park in Chicago, Illinois, is a vibrant neighbourhood perfect for family outings and urban adventures. Visitors can enjoy its lively atmosphere, featuring stunning skyscrapers and charming streets. The area hosts various events, including the popular Wicker Park Fest, offering a taste of local culture and entertainment. With its parks and city-themed attractions, Wicker Park provides a delightful experience for travellers seeking a blend of relaxation and exploration in an urban setting.

  • 875 North Michigan Avenue: Experience the dynamic city vibes of this skyscraper, a striking architectural marvel that offers a glimpse into urban Chicago, located a short distance from Wicker Park.
  • North Avenue Beach: Enjoy the inviting beach vibes at this popular urban beach, perfect for a swim or a relaxing stroll along the shore, situated a brief distance from Wicker Park.
  • Garfield Park Conservatory: Revel in the outdoor, family-friendly atmosphere at this lush conservatoryGarden, ideal for exploring diverse plant collections, located near Wicker Park.

Things to do recommended for couples

Wicker Park offers a delightful couple's experience with its charming parks and vibrant street art. Enjoy a leisurely stroll through the lush greenery of Wicker Park itself, or indulge in a cosy dinner at a local bistro. Don't forget to explore the quirky boutiques for unique finds together.

Things to do recommended for families

Explore the vibrant Wicker Park, where family-friendly cafes, boutique shops and urban parks await, creating a relaxed day out in a lively neighbourhood. Enjoy local flavours and a sense of community during your visit.

Things to do recommended for groups

Explore vibrant street art and chic boutiques in Wicker Park, Chicago. Enjoy lively gatherings at local cafes, and immerse in the creative scene and heritage of the neighbourhood with your group.

*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 Wicker Park

Whether you're journeying with a group, travelling with family, taking your pets along, or seeking extended stays, be sure to apply the appropriate filters. Here are some Vrbo booking tips for you.

  • Traveling to Wicker Park with a group: Consider how many bedrooms you'll require, along with facilities such as a fully-equipped kitchen or an outdoor area for a group gathering. Luckily, you can use filters on Vrbo to select these and many more options.
  • Traveling to Wicker Park with young kids: Journeying with little ones 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 your closeness to attractions that are friendly for families.
  • Taking your pets with you to Wicker Park: Some families wouldn’t consider a trip complete without their furry mate by their side. If that sounds like you, then have a look at Vrbo properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring both you and your pet feel right at home.
  • Planning for a long term stay visiting Wicker Park: If you're after holiday rentals offering special rates for stays of a month or more, you've come to the right spot. With the proper filters, you can effortlessly locate and secure savings on monthly rentals. You might also want to consider including options like a parking space, a well-equipped kitchen, or your own private pool in your search.

Where to stay near Wicker Park

Wicker Park in Chicago is a vibrant neighbourhood perfect for family and urban getaways. Stroll through its lively streets, admire striking street art, and relax in green spaces. Enjoy a blend of business and romantic vibes, all while experiencing the friendly, city atmosphere unique to this iconic area of Chicago. Discover the heart of the neighbourhood and its exciting connection to urban culture during your visit.

  • Chicago: Chicago, a vibrant city where Wicker Park is nestled, offers a blend of family-friendly, outdoor, and urban themed experiences. Visitors can enjoy a variety of shopping areas, arena entertainment, and theatre performances. Within the city’s vicinity, you can explore a bustling sports stadium, a popular tourist precinct, and a scenic urban park, making it a well-rounded destination for a memorable holiday.
  • Downtown Chicago: Situated 5km from Wicker Park, Downtown Chicago is a lively neighbourhood that perfectly encapsulates the city's dynamic spirit. With a focus on family outings, outdoor adventures, and urban attractions, this area features prominent shopping venues, a vibrant arena for entertainment, and a theatre scene. Key landmarks include a historic tourist precinct, a major sports stadium, and a charming urban park, promising a rich travel experience.
  • Bucktown: Just 1km away from Wicker Park, Bucktown is a trendy neighbourhood known for its captivating mix of family-friendly, outdoor, and city themed activities. Enjoy a diverse selection of theatre shows, lively music concerts, and tranquil moments in a local recreation park. The area is also home to notable landmarks such as a picturesque urban park, a well-known sports facility stadium, and a venue for event conferences, offering a delightful escape for any traveller.

Best time to go to Wicker Park

If you're planning a trip to Wicker Park, 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 CloudySlightly Low
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 SunnySlightly High
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 SunnyAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverage
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

If you’re aiming to save a few bucks on your upcoming getaway, think about being flexible with your travel dates since prices do vary. You can often save significantly by booking a longer stay. To locate the perfect Vrbo property that fits your budget, 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 provides a convenient platform for you to plan new adventures, manage your travel arrangements, or review your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply 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 Wicker Park?
Apartments are the most popular kind of holiday home in Wicker Park, according to our data. Even if you have something bigger or smaller in mind, Bookabach has properties in a variety of shapes and sizes. Compare our options to find your ideal fit.
How much does it cost to rent a holiday home in Wicker Park?
Season, length of stay and property type are among the factors that can influence the price of a holiday home. Simply add your travel dates to find your perfect match. From cosy country cottages to expansive villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Wicker Park?
The average price for a holiday home by the beach in Wicker Park depends on when you're travelling and the size and style of property you're searching for. You can easily and quickly find prices on Bookabach by entering your dates of travel. Then make use of the filter tool to choose the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Wicker Park?
You're in luck. There are. You'll have your pick of 28 stays that allow pets in Wicker Park on Bookabach. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your doggie can be near his favourite humans.
What are popular home amenities in Wicker Park?
Nearby museums, a barbecue grill and a firepit rank as the most popular home amenities in Wicker Park. Whether you're travelling as a party of one, with your significant other or a bunch of friends, Bookabach can help you find a holiday home that matches your style with all the extras you're looking for.
Are there large group holiday homes in Wicker Park?
Pick from three properties in Wicker Park that can accommodate 10 or more people. Whether you're organising time away with the family or a special event like a birthday party, there's plenty of space to get your group together under one roof.
Are there holiday homes in Wicker Park that welcome kids?
With 27 family-friendly holiday properties to choose from in Wicker Park, now is a fantastic time to introduce the kiddos to the magic of travel. Click on our "Properties good for families" filter to browse stays that feature conveniences perfect for holidaying families, such as extra bedrooms, pools, entertainment units and bunk beds.
What are the top attractions for families in Wicker Park?
There are plenty of fabulous things to do and see with the family in Wicker Park, including:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom holiday homes in Wicker Park?
Yes, Wicker Park has eight one-bedroom homes on offer. Often positioned in prime areas thanks to their smaller size, a one-bedroom home is great if you're getting away with your partner or a pal. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to kick back while enjoying this top destination.
Can I find two-bedroom holiday homes in Wicker Park?
Wicker Park has five two-bedroom holiday properties for you to pick from. Enjoy a holiday home with all the comfort and privacy you want at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Wicker Park?
Wicker Park has 12 holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to writing and sending emails, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Wicker Park?
Select your travel dates and then use the filters to locate holiday homes with ac in Wicker Park on Bookabach. With 24 air-conditioned properties to choose from here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a holiday home in Wicker Park?
You'll need to check with the Wicker Park holiday property you want on Bookabach as the minimum age differs. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Wicker Park for?
The length of time you can rent a holiday home in Wicker Park varies according to the property. Just enter your chosen dates to display a list of options offering extended stays. With loads of creature comforts like washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get someplace just right to call your home away from home in Wicker Park.