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

Loft-Like Wicker Park 2 Bed Condo Steps from CTA
You'll love our loft-style garden condo in Wicker Park! Featuring exposed brick and ductwork, 2 bedrooms, 1 bath, off-street parking for 1 car and laundry, you'll have all you need for a relaxing stay. Located on a quiet street near vibrant Milwaukee Ave and Division Street, you won't run out of things to do! Perfect for traveling couples and friends. You'll be steps away from the Blue line, getting you downtown and to the loop in under 15 minutes. Start planning your next adventure-book today!

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.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
Explore Chicago's charm just moments from downtown! This Airbnb boasts a spa bath with a luxurious rain shower and jetted tub, a fully equipped kitchen for culinary adventures, comfortable reclining sofas for relaxation, and ample space to unwind. Sleep like royalty in the master bedroom's king bed, and a queen murphy bed in the living area ensures a comfortable stay for up to four guests. Step outside to the patio with a fire pit for cozy evenings. Your Windy City getaway begins here!

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!

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.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).
Popular amenities for rentals with patio in Wicker Park
Flat rentals with a patio

Best City Views • Rooftop Nights • EV Garage Free

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

Logan Square 2BR Garden Unit

Near Kasama, CTA, United Center | Patio + King Bed

Lovely Bucktown 2-Bedroom Unit with Private Patio

Vibrant & Chic Apt On Quiet St in Andersonville

Bucktown Guest House Studio

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking
House rentals with a 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

Luxury SOHO Styled Two-Level Townhouse | Old Town

Victorian House in Heart of Rogers Park

Entire first floor in Lincoln Square!

Clean & Comfy, Near, Train w/ Parking, Sleeps 4

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

Christmas in the City- Holiday Duplex in Lakeview

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Logan Square Beauty with 2 Bedrooms W/parking

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

Wrigleyville Inn. Historic Greystone, Free Parking

Modern Chicago Movie Themed Apt

Spacious 4 Bedroom Condo

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
When is the best time to visit Wicker Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 118 | € 126 | € 158 | € 148 | € 183 | € 182 | € 189 | € 196 | € 186 | € 177 | € 148 | € 144 |
| 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 holiday rentals with a patio in Wicker Park

Total holiday rentals
Explore 120 holiday rentals in Wicker Park

Nightly prices starting at
Wicker Park holiday rentals start at € 17 per night before taxes and fees

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

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
120 of Wicker Park holiday 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
- Fitness-friendly rentals Wicker Park
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- Rentals with a fireplace Wicker Park
- Rentals with a washing machine and dryer Wicker Park
- Flat rentals Wicker Park
- Family-friendly rentals Wicker Park
- Rentals with a firepit Wicker Park
- Pet-friendly rentals Wicker Park
- Rentals with outdoor seating Wicker Park
- House rentals 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
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- The 606
- Raging Waves Waterpark




