
Vacation rentals with outdoor seating in Wicker Park
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Wicker Park
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Cool Quiet Coach House, Private Access + Patio
Retreat to the brick patio of this lovingly renovated home after a long day traversing the neighborhood. The interior is an expression of creativity, greyscale walls, rustic accents, and a varied selection of art and wall hangings tie in the decor. Split Level Floor plan. 1st floor = Living, Eat in Kitchen, bedroom 1 and bathroom. 2nd Floor = 2nd bedroom , bath and an additional sleeping area and desk area. Also features a gorgeous shared yard. The entire coach house is yours!! The coach house is set back behind a 2 unit building and the yard is shared between both. We are available via text or airbnb messaging and try to respond quickly. Please reach out anytime if you need anything at all. Extra supplies, neighborhood recommendations or tips in the neighborhood. The home is located on the border of Wicker Park and Bucktown which is Chicago's original hub of cool. It is a vibrant enclave of culture and commerce, explore vintage finds, record stores, and plenty of indie shopping in this trendy part of town The 24 hour Blue Line EL train is just a 5 minute walk. Door to Door it's only 25 minutes to Millennium park. (5 min walk to the blue line, 10 min ride on the train, 10 minute walk to the Park). The neighborhood is pedestrian and bike friendly , the 606 trail is just a few blocks away also.

Spacious Studio w/Balcony in Bucktown/Wicker Park
My place is in the heart of one of Chicago's Hottest and Hippest neighborhoods(Wicker Park/Bucktown) with everything you need or want within a short walk - Transportation(Blue Line Train) which is a direct shot to and from O'hare airport, Dining, Nightlife, High End boutique shopping. 15 minutes to the Magnificent Mile, Millennium Park, Wrigley Field. Perfect for couples, solo adventurers, and business travelers with Internet and Cable TV included. Sleeps 2 adults comfortably w/sleeper sofa.

Private Studio Apt in the Heart of Wicker Park!
*No Hidden Cleaning Fees or Deposits* Enjoy Wicker Park with your own private renovated studio apartment! The apartment comes complete with a large living space, including a twin day bed which can be pulled out and converted into a king size bed. The kitchenette has a fridge & microwave. There is A/C, fast WiFi, TV, new bathroom, laundry facilities and a communal rooftop deck with skyline views. Close to EL train, highway, shopping, restaurants, nightlife, cafes, 606 bike trail and more!

Newly remodeled 1BR! Only 5 MIN walk to BLUE LINE!
Located in the heart of Wicker Park, just a 5 min walk to the Damen blue line stop. This phenomenal location allows you to access EVERYTHING Chicago has to offer without having to rent a car. Experience the best of Chicago, all within a short walk from your stay. World class bars, restaurants, and shopping all within walking distance. Want to explore downtown or catch a Cubs game at Wrigley? Hop on the "L" train and use the CTA to go anywhere in the city. This cozy garden apartment has it all.

WONDERFUL WICKER PARK 2BD/2BA w/ patios +parking
Escape into this spacious condo in a bustling top-notch, Chicago neighborhood! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - 2 private walk-out patios! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out patio - Designated parking spot! - Steps away from blue line Damen station (800 feet)

Ukrainian Village Garden Retreat
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.

Modern LOFT 2nd Fl. Private. Ukrainian Village
Private, Bright 2nd floor Loft filled with Artwork. Perfect for Work or Play for 1-2 People. Soaring ceilings with lots of light. Creative Decor, Relaxing and Cozy with a Tree Top View of the Garden. Everything you need for a Long or Short Time Stays. Kitchenette, modern bath, laundry and fast wifi The Street is quiet yet conveniently located just 1 block from bustling Division Street in Wicker Park, Downtown, the Blueline to all Airports and 1 Mile from the New Salt Shed music 🎵 Venue

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.

Private coach house near transit shops & nightlife
This newly 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 ~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.

Charming Two Bedroom in Wicker Park
Our apartment is on a quiet street in a trendy neighborhood that always has something cool going on. Wicker Park is a hive of activity that draws shoppers hunting for unique finds, foodies looking for the trendiest eats, and bar hoppers searching for late-night buzz. Ideal for couples, solo travelers, business travelers, and small groups looking for a central, comfortable spot. COVID note: We are taking an extra effort to disinfect and sanitize all surfaces during each cleaning.

A Vintage Pink House in the Heart of Chicago
Located in a quirky, Victorian era, pink house on a residential street in the East Village neighborhood, this unit is a charming piece of Old Chicago. This 2nd story, apartment features an eat in kitchen, a double and a single bedroom, and a front room that oozes Chicago history. Perfect for a quick weekend getaway or an extended stay. A Walk Score of 97 means you won't need a car to experience the city. Easy access to Division Blue Line, nightlife, shopping & adventure.

Logan Square Garden Suite
Creative and quiet light-filled garden unit with lots of books, accompanied by comfortable lounge furniture and touches of nature for cozying up and relaxing after long travel or late nights. This is a perfect space for solo travelers or couples. This is also a great space if you are traveling with a small child or infant. The place is set up much like a hotel room in that it does not have a kitchen but we do provide a mini fridge and Nespresso machine.
Popular amenities for Wicker Park outdoor seating rentals
House rentals with outdoor seating

City Cottage in Logan Square-Avondale

The Chicago River House – GIANT wall projector!

California Cottage/4br prime location Logan Square

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

ALOHA 2.0 | Patio, Fire Pit, 2 Parking, Sleeps 23

Cozy/Spacious WFH Family Friendly w Permit Parking

Kid friendly 2 bedroom w/ private office

The Logandale: HUGE Mid-Century Home, sleeps 15
Apartment rentals with outdoor seating

iKlektik House Chicago/BlueJay

Family Friendly 3BR Duplex in Roscoe Village

Cozy and Spacious! Logan Square Apartment

Logan Square 2nd Floor Chicago Victorian

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Large 3BR/2BA Wicker Park Apt +Free Garage Parking

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Peaceful River West, free parking
Condo rentals with outdoor seating

Spacious 3BR/3BA Condo in Trendy Ukrainian Village

Cozy 3BR, 12 mins to W Loop + Parking

Inspired, luxe living in Logan Square on BLVD #1

Bold Ukrainian Village 2 Bedroom w/Garage Parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Susie's Space. 2BR easy parking & pet friendly

Spacious & Stylish Home at the ♥ of Wicker Park

Spacious 4 Bedroom Condo
When is the best time to visit Wicker Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ533 | ﺩ.ﺇ540 | ﺩ.ﺇ657 | ﺩ.ﺇ602 | ﺩ.ﺇ760 | ﺩ.ﺇ764 | ﺩ.ﺇ812 | ﺩ.ﺇ823 | ﺩ.ﺇ771 | ﺩ.ﺇ742 | ﺩ.ﺇ621 | ﺩ.ﺇ606 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about vacation rentals with outdoor seating in Wicker Park

Total vacation rentals
Explore 80 vacation rentals in Wicker Park

Nightly prices starting at
Wicker Park vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 6,420 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
80 of Wicker Park vacation rentals include wi-fi access

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

4.9 Average rating
Wicker Park stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Family-friendly rentals Wicker Park
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- Rentals with a fireplace Wicker Park
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- Rentals with a fire pit Wicker Park
- Condo rentals Wicker Park
- Rentals with a patio Wicker Park
- Rentals with a washer and dryer Wicker Park
- House rentals Wicker Park
- Apartment rentals Wicker Park
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo




