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Vacation rentals with a patio in Wicker Park, Chicago

Find and book unique patio rentals on Airbnb

Top-rated patio rentals in Wicker Park, Chicago

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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Condo in Near West Side

4.85 out of 5 average rating, 126 reviews

Tri-Taylor/Medical Dist. near West Loop

Enjoy this stylish Newly Rehabbed condo equipped with 3 bedrooms and 2 bathrooms. Modern kitchen with stainless steel appliances. ~UNITED CENTER home of the Chicago Bulls and Blackhawks located within 2-3 min walk *2 blocks*. 4-7 min drive to little Italy restaurants/Tri Taylor/Medical District. Near Downtown (5-7min drive). 2 Blocks from the blue line ~Free street parking ~Washer Dryer ~Dishwasher ~spacious Back patio Parties are restricted due to COVID guidelines for the city of Chicago.

Rental unit in Cicero

4.98 out of 5 average rating, 270 reviews

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

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Rental unit in Wicker Park

4.95 out of 5 average rating, 131 reviews

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.

Rental unit in West Lake View

4.93 out of 5 average rating, 143 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Rental unit in Lincoln Park

4.99 out of 5 average rating, 212 reviews

Lincoln Pk-Kingbd-fast WiFi-parking-crib/Highchair

A Wonderful 2 bedroom Airbnb in the Superhot Lincoln Park neighborhood on a block where homes sell from 5 million to 12.5 million dollars. The apartment was totally renovated adding new furniture, 50-inch High-Definition Flatscreen in the Livingroom, a fully stocked kitchen, superfast wifi, parking space, rooftop deck, Patio, washer, and dryer inside the apartment, see all that is offered below. The train (EL) stop. Pack-in-play, highchair, kids. Millennium Pk, Navy Pier, Mag Mile, Museum.

Condo in Wicker Park

4.94 out of 5 average rating, 131 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this prime, Chicago Penthouse! 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! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

Rental unit in Ukrainian Village

4.94 out of 5 average rating, 210 reviews

Spacious & Clean Ukrainian Village 2 Bedroom!

This charming 2 bedroom/1 bath garden apartment is located in Ukrainian Village, a friendly neighborhood on Chicago's near West side! Steps to the restaurants and bars on bustling Division Street, our home is located on a quiet residential side street, so you will have the best of both worlds. Drive to downtown in just 10 - 15 minutes! For any type of traveler, our home is the perfect oasis. Don't miss out, book today! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Condo in West Town

4.92 out of 5 average rating, 102 reviews

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!

Rental unit in Logan Square

4.99 out of 5 average rating, 107 reviews

Colorful & Peaceful Boho-Chic Unit in Logan Square

Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!

Condo in West Town

5 out of 5 average rating, 138 reviews

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Rental unit in Lincoln Park

4.84 out of 5 average rating, 251 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

This cozy studio in the heart of Lincoln Park is just steps away from some of the best experiences that Chicago has to offer! Just a block from the Lincoln Park Zoo and near the great restaurants and bars of the neighborhood, there's something here for everyone. See a show at the world-famous Second City, take a quick ride up Clark St to see the Cubs play at historic Wrigley Field, or just stay in and relax, there's no wrong way to spend your time in the Windy City!

Home in Wicker Park

4.96 out of 5 average rating, 225 reviews

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).

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Popular amenities for Wicker Park, Chicago patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Near North Side

4.92 out of 5 average rating, 119 reviews

Modern 3BR with Private Rooftop & Free Parking

Rental unit in West Town

5 out of 5 average rating, 14 reviews

Here on Huron—spacious classic Chicago 2flat

Rental unit in West Town

5 out of 5 average rating, 33 reviews

Svaha - Serene 2BR Oasis in East Village

Rental unit in Logan Square

4.81 out of 5 average rating, 262 reviews

Renovated 3br Duplex In Logan Square W/parking

Rental unit in Wicker Park

4.95 out of 5 average rating, 37 reviews

Designer Apt | Billiards, Private Patio, 1 Parking

Rental unit in Logan Square

4.94 out of 5 average rating, 36 reviews

Funky Logan Lair

Rental unit in Forest Park

4.86 out of 5 average rating, 185 reviews

Home in Forest Park upstairs.

Rental unit in West Town

4.98 out of 5 average rating, 57 reviews

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

House rentals with a patio

Home in Bridgeport

4.95 out of 5 average rating, 110 reviews

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

Home in Norwood Park

4.96 out of 5 average rating, 107 reviews

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

Home in Logan Square

4.94 out of 5 average rating, 16 reviews

Bucktown Home - Great Location!

Home in Wilmette

4.98 out of 5 average rating, 128 reviews

Unique porcelain-enamel paneled "Lustron" home

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Home in Humboldt Park

4.96 out of 5 average rating, 27 reviews

Private Logan Square Garden Apt

Home in Logan Square

4.81 out of 5 average rating, 109 reviews

❤️‍🔥MAGNIFICENT NEW Home w/8 Beds & Free Parking❤️‍🔥

Home in Oak Park

4.97 out of 5 average rating, 112 reviews

Clean, Cozy 1st Flr, 3 Beds, Kitchen, Free Parking

Condo rentals with a patio

Condo in Pilsen Historic District

4.86 out of 5 average rating, 118 reviews

816 PLZ-N Lux Apt | Rooftop | Garage Parking

Condo in Lake View

4.98 out of 5 average rating, 133 reviews

HoIiday Decorated Designer’s Duplex 2bd 2bat

Condo in Chicago

4.9 out of 5 average rating, 100 reviews

Unique 2BR/2BA FREE Parking/WI-FI Minutes From DT

Condo in Lincoln Square

4.92 out of 5 average rating, 100 reviews

The Fox Den

Condo in Lake View

4.98 out of 5 average rating, 105 reviews

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

Condo in Lincoln Park

4.74 out of 5 average rating, 284 reviews

Chic Home! Walk to Nightlife-Comedy-Restaurants!

Condo in Little Italy

4.96 out of 5 average rating, 159 reviews

Private hot tub - King bed suite - Free parking

Condo in Lincoln Park

4.97 out of 5 average rating, 131 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Quick stats about vacation rentals with a patio in Wicker Park, Chicago

Total rentals
110 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
7.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

Destinations to explore