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

Two bedroom garden apartment
Our Wicker Park/Bucktown apartment comfortably welcomes four guests. We have thoughtfully decorated and supplied each space so that you will feel right at home! There's a full kitchen-dine in or dine out! You’ll have full access to the basement apartment and shared garden patio with a fire pit! The apartment is on a quiet street in one of the trendiest neighborhoods, steps from great nightlife and great food, a short walk to the Blue Line, allowing easy access to the airport and all of the City!

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

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)

Wicker Park Walk-Up Condo
Enjoy the best of what Chicago has to offer. Located in the West Town/Wicker Park Neighborhood, steps away from the exciting Division St. and Milwaukee Ave. lined with great neighborhood bars, restaurants, boutiques, etc. Centrally located steps from public transit (The "L" Train/Bus), the expressway, Goose Island, Lincoln Park, & More. Experience one of Chicago's best and most interesting neighborhoods! This apartment is fully furnished with modern touches, a private rear deck & front patio.

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home
Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

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.

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
This bright and airy 2 bedroom/2 bath condo has been completely renovated with a designer’s eye and creative touch. The condo comes with 1 parking space in the adjacent private gated parking lot. The covered patio space on the back deck offers spectacular views of the Chicago skyline – enjoy your morning coffee or evening cocktail overlooking the city. L Train Stops & tons of restaurants, bars and entertainment within walking distance. Please contact me for discounts on monthly stays!

Luxuriously bright 3-bedroom condo: The Treehouse
Experience a calm and soothing stay in a space bathed with light and nestled amongst the trees. This top floor unit in a 3-flat condominium building offers you the serenity of a neighborhood with tree lined streets, and the convenience of being 3 miles from the heart of downtown Chicago. As a bonus, you're a 2min walk from public transportation. For something closer to home, Wicker Park and Humboldt Park offer great dining and culture steps away. We look forward to hosting you!

Humboldt Park Retreat: Skylights & Queen Beds
Experience the charm of Desert Skylight, a chic second-floor retreat in Chicago's vibrant Humboldt Park neighborhood. This thoughtfully designed space features two cozy queen beds, ultra-fast fiber internet, and a newly renovated kitchen and bathroom. Unwind on the private seasonal patio, perfect for al fresco dining. Just steps from lush Humboldt Park and local eateries, it's an ideal haven for couples, families, or business travelers seeking both comfort and urban adventure.
Popular amenities for Wicker Park accommodations with an outdoor patio
Apartment rentals with a patio

Lovely, spacious 2bd, 1bath home w/free parking

Sleeps 12 | Free Parking | Rooftop | Near Downtown

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Vibrant & Chic Apt On Quiet St in Andersonville

Grand Champions Suite, West Town

The Green Bungalow: Charming 1-BR apt. with patio

Logan’s Cozy Inn.

Bosworth Living in Wicker Park
House rentals with an outdoor patio

3BD Home Mins from Airport | Free Wi-Fi + Parking

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

BoHo House - A Chic, 1903 Chicago Workers Cottage

Victorian House in Heart of Rogers Park

Entire first floor in Lincoln Square!

Luxury SOHO Styled Two-Level Townhouse | Old Town

Clean & Comfy, Central Loc. & Parking, Sleeps 4

Windy City White House (3br/2ba)
Condo rentals with a patio

Loft-Like Wicker Park 2 Bed Condo Steps from CTA

Renovated 3br Duplex In Logan Square W/parking

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Can't Beat This 2min Walk to Wrigley!

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

Wrigleyville Inn. Historic Greystone, Free Parking

Tri-Taylor/Medical Dist. near West Loop

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 | $191 CAD | $205 CAD | $257 CAD | $240 CAD | $296 CAD | $295 CAD | $306 CAD | $319 CAD | $302 CAD | $286 CAD | $240 CAD | $233 CAD |
| 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 a patio in Wicker Park

Total vacation rentals
Explore 120 vacation rentals in Wicker Park

Nightly prices starting at
Wicker Park vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 8,460 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
120 of Wicker Park vacation rentals include wifi 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
- Rentals with a fireplace Wicker Park
- Fitness-friendly rentals Wicker Park
- Condo rentals Wicker Park
- Rentals with a firepit Wicker Park
- Rentals with outdoor seating Wicker Park
- Pet-friendly rentals Wicker Park
- Apartment rentals Wicker Park
- Family-friendly rentals Wicker Park
- House rentals Wicker Park
- Rentals with a washer and dryer Wicker Park
- Rentals with a patio Chicago
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- The Beverly Country Club
- Raging Waves Waterpark
- The 606




