
Pet-friendly vacation rentals in Wicker Park
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Wicker Park

Total vacation rentals
Explore 40 vacation rentals in Wicker Park

Nightly prices starting at
Wicker Park vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 2,790 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Wicker Park vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wicker Park rentals

4.8 Average rating
Wicker Park stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Wicker Park
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Wicker Park Historic, Art-Filled, Urban Oasis #1
Entire 2 bedroom apartment in art-filled, Wicker Park building 5 min. Uber to downtown Chicago. Public transportation 3 blocks away. Restaurants, shops, parks, and nightlife within walking distance. Space includes -Brand new bathroom, walk in shower -1 bdrm w/ queen size bed - large closet -1 bdrm w/ single size bed, desk, shelf space -Pull out queen size couch bed -Fully equipped kitchen -AC -Personal back porch -Beautiful garden w/ outdoor furniture -1 parking space included + parking passes

Private coach house near transit shops & nightlife
This renovated coach house comfortably accommodates 3 adults but can sleep 4. Only a 7 minute walk from the "L" train (CTA blue line to O'Hare airport & downtown). Close to Chicago's Wicker Park and Logan Square neighborhoods with lots of nightlife and dining options within a 10-15 minute walk. The two story, ~750 sqft space features a bedroom and office upstairs; the ground floor has a combined kitchen/living room and one bathroom. 4 guest limit based on city of Chicago occupancy ordinances.

Ukrainian Village Garden Retreat | Free Parking
A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Luxury Designer Penthouse Loft | Sleeps 20
Designer Penthouse in the heart of Wicker Park! Sleeps up to 20 people! Enjoy your own private loft in Chicago's hip and trendy Wicker Park-one of the city's centers nightlife, restaurants and cultural scene. This 4,500 square foot penthouse sits on an entire floor features 18 foot open vaulted ceilings, authentic loft feel, 4 bedrooms/3 bathrooms, and is perfect for families, professionals visiting the city on work trips, and everything in between. The cityscape views are truly unbeatable!

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Colorful Bucktown Garden Apartment
Enjoy a stylish experience at this centrally-located apartment. Close to all of the neighborhood amenities including the 606 trail, shopping district, highly reviewed restaurants, blue line "el" train, neighborhood parks, and more. Walk to everything you need or jump on the blue line to get downtown quickly. Our colorful space is perfect for your city stay. Enjoy comfortable spaces including an oversized bedroom, cozy living room, fully appointed bathroom, dining area, and a kitchenette.

3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Large 3BR/2BA Wicker Park Apt +Free Garage Parking
Situated in Wicker Park/Ukrainian Village, one of Chicago's most trendy and popular neighborhoods, this spacious 3BR/2 bath apt has what you need when you're looking to experience Chicago's world famous attractions. Situated with easy access to/from O’Hare & downtown via public transportation CTA blue line train just a few-minutes walk. This apartment is located on a lively street and is a short walk away from a fun/vibrant/historic neighborhood full of experiences/bars/restaurants/shows.

*Beautiful apartment* - a few mins from the park.
Comfortable & Spacious beautifully furnished home! 2 large bedrooms, and 2 large bathrooms. Fully equipped kitchen. This is a 1500 sq ft of a home away from home with in unit laundry. Free street parking! The home is a few blocks from Humboldt Park! Blocks to the train and other nearby transportation. Easy to get a Lyft/Uber from the unit. Walking distance to restaurants, cafes and bars! Free Street parking directly in front of the building, there is no permit or parking pass needed.

Strictly Commercial Storefront: Humboldt, Bucktown
Enjoy a private entrance to your street-level storefront apartment at the intersection of Bucktown, Wicker Park, Humboldt Park and Logan Square neighborhoods. Easy access to transport. Rest in comfort and check out the 606 elevated trail, Humboldt Park, restaurants, shopping, and nightlife. Well-outfitted apartment features exposed brick, unique lighting, and lofted bedroom. Anthropologist? Watch the street scene through one way glass. You can see out, but your subjects can't see in.

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

𓃥Wicker Cozy Corner w/Parking on site
Welcome to our charming Wicker Park getaway! Located just a 5-minute stroll from the Damen blue line stop, our cozy abode offers the perfect blend of convenience and comfort. Enjoy peace of mind with driveway parking. Explore the vibrant neighborhood with ease – you're just a short walk away from coffee shops, restaurants, bars, unique shopping boutiques, and so much more. Whether you're here for business or leisure, our prime location ensures you're never far from the action.
Popular amenities for Wicker Park pet-friendly home rentals
Pet-friendly house rentals

Beautiful 4 BR Family Home near Wrigley

Flat in Lincoln Park 2-Flat Central to Everything

Historic Old Town, Fabulous 4 Bedroom Home

The Chicago River House – GIANT wall projector!

BoHo House | Chic, 1903 Chicago Workers Cottage

ALOHA 2.0 | Patio, 2 Parking, Sleeps 23

A Comfortable Stay While You are Away in Oak Park

Private Roofdeck! Location! Parking! Amazing home!
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

Level Junior Two Bedroom Suite | Fulton Market

Play in the Windy City and Rest by ‘The 606’

Long term rental-1 b pool house-no pool parties!

Forest Park Oasis - Dog Friendly - Parks - the "L"

Sentral 2 Bedroom Apt in South Loop Chicago

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

Beautiful Corner 2 Bedroom in the Loop | Roof Deck
Private, pet-friendly home rentals

Wicker Park Walk-Up Condo

Lovely top floor 2BR/2BA, steps from everything!

Wicker Pk near Downtown August 16-20 Special $129

Newly-renovated historic home in Logan Square

Logan Square Chicago 2BR cottage, close to it all!
Explore the City from an Elegant, Urban Retreat

Paradise on the Boulevard!

Modern 1BR in Wicker Park| Pet Friendly| G Parking
Destinations to explore
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Chicago River Walk
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Donald E Stephens Convention Center
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort





