Photo by Chandan Rastogi

Wicker Park holiday rentals

We found 1,300 holiday rentals — enter your dates for availability

Discover a selection of 18 homes, 29 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:8 Aug - 15 Aug

Image gallery for River North 3BR/2BA: HUGE, Parking, Center Chicago

Huge, well designed condo that provides plenty of space and comfort!
9.8 out of 10 rating
Exceptional
(14 reviews)

River North 3BR/2BA: HUGE, Parking, Center Chicago

Chicago, IL

7% off
Price is S$9,743
S$1,392 per night
includes taxes & fees
River North 3BR/2BA: HUGE, Parking, Center Chicago

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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Wicker Park?
Apartments are the most popular kind of holiday rental in Wicker Park, according to our data. Even if you have something bigger or smaller in mind, Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo 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 rentals in Wicker Park?
You’re in luck. There are. You’ll have your pick of 28 stays that allow pets in Wicker Park on Vrbo. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly holiday rentals to find a perfect pad where your doggie can be near his favourite humans.
What are popular rental amenities in Wicker Park?
Nearby museums, a barbecue grill and a firepit rank as the most popular rental amenities in Wicker Park. Whether you’re travelling as a party of one, with your significant other or a bunch of friends, Vrbo can help you find a holiday home that matches your style with all the extras you’re looking for.
Are there large group holiday rentals 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 rentals 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 rentals in Wicker Park?
Yes, Wicker Park has eight one-bedroom rentals on offer. Often positioned in prime areas thanks to their smaller size, a one-bedroom rental 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 rentals 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 Vrbo.
Are there holiday rentals with WiFi in Wicker Park?
Wicker Park has 12 holiday rentals 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 Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Wicker Park?
Select your travel dates and then use the filters to locate holiday rentals with ac in Wicker Park on Vrbo. 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 rental in Wicker Park?
You’ll need to check with the Wicker Park holiday property you want on Vrbo as the minimum age differs. However, normally it’s 16, 18 or 21.
How long can I rent a holiday rental in Wicker Park for?
The length of time you can rent a holiday rental 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.

More Holiday Rentals ideas

Oakland Holiday Rentals
Standard Link for Oakland
Loutra Killinis Holiday Rentals
Standard Link for Loutra Killinis
Cahokia Holiday Rentals
Standard Link for Cahokia
Fox River Preserve Holiday Rentals
Standard Link for Fox River Preserve
Chase Tower Holiday Rentals
Standard Link for Chase Tower
Fulton Market Holiday Rentals
Standard Link for Fulton Market
Ohura Holiday Rentals
Standard Link for Ohura
Forest Glen Holiday Rentals
Standard Link for Forest Glen
Grace Abbott Homes Holiday Rentals
Standard Link for Grace Abbott Homes
Uptown Holiday Rentals
Standard Link for Uptown
Dammbach Holiday Rentals
Standard Link for Dammbach
Turtle Crawl Inn Holiday Rentals
Standard Link for Turtle Crawl Inn
Warrnambool Holiday Rentals
Standard Link for Warrnambool
Washington Park Holiday Rentals
Standard Link for Washington Park
Tannum Sands Beach Holiday Rentals
Standard Link for Tannum Sands Beach
AMITA Health Resurrection Medical Center Chicago Holiday Rentals
Standard Link for AMITA Health Resurrection Medical Center Chicago
Rush and Division Holiday Rentals
Standard Link for Rush and Division
Little Italy Holiday Rentals
Standard Link for Little Italy
Sauganash Holiday Rentals
Standard Link for Sauganash
Apollo Theater Chicago Holiday Rentals
Standard Link for Apollo Theater Chicago
Hyde Park Holiday Rentals
Standard Link for Hyde Park
Odenthal Holiday Rentals
Standard Link for Odenthal
The Galena Territory Holiday Rentals
Standard Link for The Galena Territory
Athenaeum Theatre Holiday Rentals
Standard Link for Athenaeum Theatre
Kapeli Holiday Rentals
Standard Link for Kapeli
Chinook Holiday Rentals
Standard Link for Chinook
Southlake Mall Holiday Rentals
Standard Link for Southlake Mall
Logan Square Holiday Rentals
Standard Link for Logan Square
Emil Scheibel Black Forest Distillery Holiday Rentals
Standard Link for Emil Scheibel Black Forest Distillery
Kolkata Holiday Rentals
Standard Link for Kolkata