Owner Direct Vacation
Rentals in Wicker Park
The Best Owner Direct Vacation Rentals in Wicker Park. Explore thousands of vacation home rentals, large cabins, and villas near Wicker Park
GUESTS
Explore the Best Wicker Park Vacation Homes
Looking for the perfect place to stay in Wicker Park? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Wicker Park character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Air Conditioner
- Parking
- View
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Bedding/Linens
- Child Friendly
- Air Conditioner
- Bedding/Linens
- Child Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
- Parking
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Balcony/Terrace
Why Travelers Love Using
Owner Direct to
Find Wicker Park Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Wicker Park
- Air Conditioner
- Parking
- View
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Balcony/Terrace
Popular Neighborhoods for Wicker Park Vacation Rentals
What are the best areas to stay in Wicker Park
Discover the top neighborhoods in Wicker Park and choose a place that suits your stay.
Sunday Feb 22
Wicker Park, Chicago
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Wicker Park vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Wicker Park
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- View
How to Reserve Your Wicker Park Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Wicker Park Vacation Rental FAQs
1. What are the top vacation rentals in Wicker Park?
There are a lot of options in Wicker Park. If you plan on staying in the Wicker Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wicker Park:
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Bucktown Condo Just Two Blocks from the L by AllSet Turnover
- New, Mega Dream Home in Wicker Park Bucktown - Sleeps 21
- Designer Apt, Billiards, Private Patio, 1 Parking
- Loft8 - Unique Design in Prime Location
- Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover
- Prime Location! 3-bedroom apartment, plus OFFICE Den in vibrant Wicker Park
- Stunning 5BR Home in Heart of Chicago with 2 Rooftops
- Spacious & Stylish Home with Garage + Rooftop Deck. 10 min Walk to Train.
- LUX 3-Level Chicago Home +garage & patio
2. Which vacation homes in Wicker Park are best for families?
If you are looking for a family-friendly vacation home in Wicker Park, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wicker Park:
3. How many vacation rentals are available in Wicker Park?
Currently, the total number of properties listed in 2026 is over 97 in the Wicker Park area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wicker Park.