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 Wicker Park

4.95 out of 5 average rating, 119 reviews

Bright 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!

Guest favorite

Apartment in Wicker Park

4.96 out of 5 average rating, 153 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.

Top guest favorite

Apartment in Logan Square

4.98 out of 5 average rating, 103 reviews

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.

Top guest favorite

Condo in Wicker Park

4.96 out of 5 average rating, 110 reviews

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.

Top guest favorite

Apartment in Logan Square

4.97 out of 5 average rating, 115 reviews

Fun & cozy getaway w/POOL/game room/FREE parking

Enjoy our Pool & Play Getaway in hot Logan Square! Thoughtful upscale touches throughout. Conveniently located on a tree-lined Chicago Cul-de-Sac, just a 5 min walk to the L Blue Line. Relax in our extended outdoor living space, spend an afternoon lounging in the pool, al fresco grilling & dining on the deck or toast smores over the firepit in the yard. We're steps from all the hot restaurants and nightlife, including Chicago's #1 farmer's market. Free permit street parking for our guests.

Guest favorite

Condo in Wicker Park

4.94 out of 5 average rating, 153 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this spacious, 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)

Guest favorite

Condo in West Town

4.97 out of 5 average rating, 149 reviews

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!

Guest favorite

Home in Logan Square

4.9 out of 5 average rating, 114 reviews

Kid friendly 2 bedroom w/ private office

Come enjoy a hip trip to Logan Square, Chicago! Minutes from local bars, restaurants, parks, the bike trail, and public transit, our toddler friendly, 2 bedroom 1st floor apartment has all you need! Cozy bedrooms and brightly lit common spaces make our space inviting and relaxing. Enjoy a private dedicated work from home space with large windows and tons of light. A front porch swing is also great for a morning cup of coffee or adult beverage wind down. We can't wait to host you!

Superhost

Condo in Wicker Park

4.84 out of 5 average rating, 186 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

You'll love staying at our garden condo in Wicker Park ideally located on a quiet street near the excitement of Milwaukee Ave and Division Street - and just steps to the Blue line - you certainly won't run out of things to do when you stay here! Perfect for traveling couples and friends. Plus, it'll take you under 15 minutes to get to the Loop from here - book today! You'll walk in at street level to our open layout living room and kitchen, with exposed brick and duct work.

Guest favorite

Home in Wicker Park

4.97 out of 5 average rating, 247 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).

Guest favorite

Apartment in Logan Square

4.82 out of 5 average rating, 112 reviews

Bucktown Garden Suite 7 min walk to train

Bucktown Garden Apartment in A+ location on quiet neighborhood street. Private suite equipped with full bath, fridge, snacks, 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

Superhost

Condo in Wicker Park

4.83 out of 5 average rating, 346 reviews

Lively Wicker Park 2br, Steps to Damen Blue Line

Rehabbed 2BR 1BA garden unit in the very popular neighborhood of Wicker Park/Bucktown! 2 queen beds and full of amenities. Just a block from everything this neighborhood has to offer and 2 blocks from the 'L' to take you downtown or to O'hare Airport. Premium location to effortlessly walk from our quiet side street and be in the heart of all the entertainment! I provide all the essentials to make your stay easy and comfortable!