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 Avondale
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 10 – 17
Apartment in Logan Square
4.9 out of 5 average rating, 283 reviewsModern Logan Square Apartment, steps from train!
Sep 27 – Oct 4
Apartment in West Town
4.93 out of 5 average rating, 362 reviewsCLEAN Cozy Vintage Chicago Apartment near Downtown
Jul 4 – 11
Apartment in West Town
4.98 out of 5 average rating, 220 reviewsUkrainian Village Garden Retreat
Dec 29 – Jan 5
Apartment in Logan Square
4.91 out of 5 average rating, 373 reviewsThe Grotto of Logan Square
Sep 20 – 25
Apartment in Logan Square
4.96 out of 5 average rating, 376 reviewsKing Bed, Huge Spa Shower, Dining Destination
Nov 12 – 19
Apartment in Roscoe Village
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Oct 15 – 22
Apartment in Chicago
4.96 out of 5 average rating, 220 reviewsSpacious apartment in Logan Square
Sep 7 – 14
Private apartment rentals
Apartment in Chicago
4.87 out of 5 average rating, 486 reviewsLogan Square Studio
Dec 1 – 8
Apartment in Wicker Park
4.95 out of 5 average rating, 121 reviewsHip Chicago Condo in fun shopping and dining area
Sep 26 – Oct 3
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
Jul 5 – 12
Apartment in Logan Square
4.9 out of 5 average rating, 257 reviewsBright & Lofty Bucktown 1br
Nov 9 – 16
Apartment in Wicker Park
4.97 out of 5 average rating, 110 reviewsHip 3 BR in Heart of Historic Wicker Park!
Sep 5 – 12
Apartment in Chicago
4.87 out of 5 average rating, 287 reviewsSawyer Get-Away in Logan Square
Sep 9 – 16
Apartment in Logan Square
4.87 out of 5 average rating, 123 reviewsRemodeled Boho Chic 1 Bed in Hip Logan Square
Jun 24 – Jul 1
Apartment in Irving Park
4.86 out of 5 average rating, 102 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, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Oct 24 – 31
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 24 – 31
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 15 – 22
Apartment in Logan Square
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Aug 21 – 28
Apartment in The Loop
5.0 out of 5 average rating, 3 reviewsThe Playwright's Palace
Oct 31 – Nov 7
Apartment in West Rogers Park
4.95 out of 5 average rating, 19 reviewsSpacious Beautiful Condo
Oct 22 – 29
Apartment in West Town
4.88 out of 5 average rating, 42 reviewsCloud 9 | Presidential Penthouse Suite | The Iris
Sep 27 – Oct 4
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
G$10,449 GYD before taxes and fees
Destinations to explore
- Apartment rentals United States
- Serviced apartment rentals United States
- Apartment rentals Chicago
- Apartment rentals Chicago
- Apartment rentals Downtown Chicago
- Apartment rentals Milwaukee
- Monthly Rentals Wicker Park
- Pet-friendly rentals Wicker Park
- Rentals with a washer and dryer Wicker Park
- Rentals with a patio Wicker Park
- Fitness-friendly rentals Wicker Park
- Rentals with outdoor seating Wicker Park
- Rentals with a fireplace Wicker Park
- Family-friendly rentals Wicker Park
- Rentals with a fire pit Wicker Park
- Condo rentals Wicker Park
- Kid-friendly rentals Wicker Park
- Apartment rentals Illinois
- Apartment rentals Cook County
- 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