Vacation rentals with a patio in Wicker Park, Chicago

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Top-rated patio rentals in Wicker Park, Chicago

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Guest favorite

Apartment in Chicago

4.83 out of 5 average rating, 60 reviews

Quiet Bucktown Suite Easy Parking

Quiet Bucktown Garden Apartment in A+ location. Don't be fooled by other listings right next to loud trains/bars. Private suite equipped with full bath, fridge, large couch, and queen-sized bed + free public laundry with soap provided. Walk in any direction to get to some of Chicago's best bars and restaurants or hop on the blueline subway 3 blocks away and zip downtown to explore some tourist attractions. Very easy, free street parking on the block. NO SMOKING/VAPING OR DRUG USE ON THE PROPERTY

Sep 21 – 28

$105 per night

Guest favorite

Apartment in West Town

4.89 out of 5 average rating, 147 reviews

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

Nov 9 – 16

$181 per night

Superhost

Guesthouse in Chicago

4.92 out of 5 average rating, 13 reviews

Private Coach House / Easy Commute

Located in the vibrant neighborhood of Logan Square, known for its hip atmosphere, tree-lined streets, and diverse dining scene, this private apartment is a perfect home away from home for your visit to the Windy City. Whether you're a culinary enthusiast or just looking to whip up a quick snack, you'll find everything for your cooking needs. Convenient public transportation, you can access all that Chicago has to offer. 10 mins walk to the train to get to either downtown Chicago or O’Hare.

Sep 11 – 18

$144 per night

Guest favorite

Townhouse in Wicker Park

5.0 out of 5 average rating, 19 reviews

𓃥Wicker Cozy Corner

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 and EV charging. 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.

Oct 4 – 11

$300 per night

Guest favorite

Apartment in Wicker Park

4.96 out of 5 average rating, 100 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.

Sep 9 – 16

$219 per night

Guest favorite

Apartment in West Town

5.0 out of 5 average rating, 26 reviews

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.

Jan 12 – 19

$162 per night

Guest favorite

Condo in Chicago

4.95 out of 5 average rating, 111 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)

Jul 17 – 24

$352 per night

Guest favorite

Apartment in Chicago

4.93 out of 5 average rating, 186 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.

Jul 28 – Aug 4

$341 per night

Superhost

Apartment in Lincoln Park

4.86 out of 5 average rating, 188 reviews

Perfect Lincoln Park Retreat - Walk to Depaul!

This perfectly located 2 BD/2 BA unit is waiting for you to call it home for your trip to gorgeous Lincoln Park! Make yourself comfortable in the sleek and modern interior of this newly renovated garden unit. Enjoy all of the comforts of home, as well as some cool features you don't see every day– such as LED-lit mirrors in both bathrooms! Walk to famous attractions like the historic Kingston Mines blues bar and the Lincoln Park Zoo, as well as the DePaul campus & 'El' train stop.

Jan 26 – Feb 2

$126 per night

Guest favorite

Apartment in Logan Square

4.98 out of 5 average rating, 63 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!

Dec 29 – Jan 5

$135 per night

Guest favorite

Condo in Chicago

5.0 out of 5 average rating, 100 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.

Jan 2 – 9

$364 per night

Guest favorite

Apartment in Wicker Park

4.91 out of 5 average rating, 22 reviews

Cutest Garden Apartment in Wicker Park

Welcome to the cutest garden apartment that Wicker Park has to offer. Built in 1892, but furnished in 2022, you’ll fall in love with the historic brick accent walls, big bay windows, and lovely patio space. The apartment is just steps from the Damen metro stop and nestled perfectly between the 6 Corners in Wicker Park and Division street of Ukrainian Village. There are endless restaurants, bars, and nightlife options just within 5 blocks!

Sep 6 – 13

$152 per night