Apartment vacation rentals in Wicker Park, Chicago
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wicker Park, Chicago
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wicker Park, Chicago apartment rentals
Weekly apartment rentals
Apartment in Logan Square
4.91 out of 5 average rating, 372 reviewsThe Grotto of Logan Square
Sep 3 – 8
Apartment in Logan Square
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
Sep 16 – 23
Apartment in Wicker Park
4.96 out of 5 average rating, 137 reviewsWicker Park Top-Floor Private Balcony Views
Sep 28 – Oct 5
Apartment in Chicago
4.93 out of 5 average rating, 361 reviewsCLEAN Cozy Vintage Chicago Apartment near Downtown
Jul 8 – 15
Apartment in Chicago
4.96 out of 5 average rating, 100 reviewsCOZY Bright*BOLD*FUN* Eclectic Wicker Park Home
Sep 9 – 16
Apartment in Logan Square
4.9 out of 5 average rating, 283 reviewsModern Logan Square Apartment, steps from train!
Apr 6 – 13
Apartment in Logan Square
4.96 out of 5 average rating, 375 reviewsKing Bed, Huge Spa Shower, Dining Destination
Jan 6 – 13
Apartment in Irving Park
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
Sep 23 – 30
Private apartment rentals
Apartment in Roscoe Village
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Dec 30 – Jan 6
Apartment in Logan Square
4.85 out of 5 average rating, 184 reviewsBucktown Retreat - Why The Buck Not? Sleeps 1-6
Oct 15 – 22
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Jan 19 – 26
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
Jul 17 – 24
Apartment in West Town
4.97 out of 5 average rating, 149 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
Nov 14 – 21
Apartment in Wicker Park
4.93 out of 5 average rating, 110 reviewsCharming Two Bedroom in Wicker Park
Aug 9 – 16
Apartment in Logan Square
4.87 out of 5 average rating, 123 reviewsRemodeled Boho Chic 1 Bed in Hip Logan Square
Jul 15 – 22
Apartment in Irving Park
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Aug 27 – Sep 3
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Jan 1 – 8
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Dec 22 – 29
Apartment in Berwyn
4.91 out of 5 average rating, 202 reviews“Dream slice of urban homesteading.”
Apr 26 – May 3
Apartment in Logan Square
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apr 11 – 18
Apartment in Streeterville
5.0 out of 5 average rating, 10 reviewsLake, City, & River View Condo
Jul 19 – 26
Apartment in West Rogers Park
5.0 out of 5 average rating, 17 reviewsSpacious Beautiful Condo
Sep 12 – 19
Apartment in The Loop
5.0 out of 5 average rating, 6 reviewsThe Downtown Oasis (2BD / 2BA)
Feb 10 – 17
Quick stats about apartment rentals in Wicker Park, Chicago
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
4.5K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Serviced apartment rentals United States
- Apartment rentals United States
- Apartment rentals Chicago
- Apartment rentals Chicago
- Apartment rentals Downtown Chicago
- Apartment rentals Milwaukee
- Fitness-friendly rentals Wicker Park
- Condo rentals Wicker Park
- Kid-friendly rentals Wicker Park
- Rentals with a patio Wicker Park
- Family-friendly rentals Wicker Park
- Rentals with outdoor seating Wicker Park
- Rentals with a fireplace Wicker Park
- Pet-friendly rentals Wicker Park
- Rentals with a washer and dryer Wicker Park
- Monthly Rentals Wicker Park
- Rentals with a fire pit Wicker Park
- Apartment rentals Illinois
- Apartment rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes