Vacation rentals with a patio in Chicago Loop

Find and book unique patio rentals on Airbnb

Top-rated patio rentals in Chicago Loop

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

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Guest favorite

An outdoor seating area features a circular table surrounded by four comfortable chairs. A charcoal grill is positioned nearby against the wall, and a door leads to the interior. A grassy border and white fence create a relaxing atmosphere.

Condo in Avondale

4.95 out of 5 average rating, 103 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE!! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops. Free parking on Lawndale Ave.

Guest favorite

A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.

Apartment in Bridgeport

4.94 out of 5 average rating, 129 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

Guest favorite

A spacious living room features a classic brick fireplace and large windows adorned with sheer white curtains, allowing natural light to brighten the space. An inviting white sofa and a cozy armchair are complemented by a textured area rug, creating a comfortable environment for relaxation.

Home in Lincoln Park

5 out of 5 average rating, 11 reviews

Top Floor in Historic Old Town!

Unbeatable Location in Historic Old Town Triangle! This charming top-floor apartment is on a quiet cul-de-sac in the heart of Old Town Triangle, steps from St. Michael’s Church, North Ave Beach, Lincoln Park Zoo, and Wells Street’s entertainment district. The sun-filled space features an oversized private patio, and 3 bedrooms with queen beds, closets, and dressers. The spacious kitchen and dining areas are perfect for gatherings. The “L” stop is just two blocks away for easy access to the city.

Top guest favorite

A spacious rooftop patio features a covered bar with four stools, surrounded by lush greenery and views of the city skyline. Soft lighting hangs above, and sheer white curtains provide a touch of elegance while maintaining a connection to the outdoors.

Home in Near North Side

4.98 out of 5 average rating, 43 reviews

Private Downtown Retreat with Rooftop Oasis

Welcome to your exclusive retreat in the heart of the city, where urban sophistication meets unparalleled comfort. Nestled in between Magnificent Mile and Gold Coast, this luxurious Airbnb offers a haven of style and tranquility amidst the hustle and bustle. The rooftop patio offers incredible views of the city skyline, with touches of lush greenery. The spacious living areas boast oversized windows that flood the space with natural light. Each bedroom is a sanctuary where luxury meets comfort.

Guest favorite

A vibrant living area features two orange armchairs positioned around a decorative wooden table. A floral wallpaper adorns the wall behind a wall-mounted television, while a rich area rug anchors the space. Natural light filters through sheer curtains, highlighting the room's colors.

Apartment in Wicker Park

4.96 out of 5 average rating, 144 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

A bright living area is filled with comfortable seating, including two armchairs and a spacious sofa. A light area rug with a geometric pattern covers the floor. Natural light streams in through large windows adorned with wooden blinds, and a decorative tray sits on a plush ottoman.

Home in Lombard

5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

Enjoy your stay in Chicagoland in this gorgeous, newly updated home. After a full day of sightseeing in the Windy City or hitting the local shops and attractions, this is a restful homebase to return to. The spacious fenced-in backyard and patio, a comfortable and tastefully furnished basement, and the full kitchen with amenities provide the perfect environment to unwind. You’ll find plenty of seating, sleeping accommodations for nearly a dozen, and an open layout that fosters connection.

Guest favorite

An outdoor patio is framed by a tall wooden fence, providing privacy. A fire pit is centered on a stone table, surrounded by unique chairs. Decorative lanterns hang overhead, adding character to the space. Large windows allow natural light to filter in from the interior.

Condo in Wicker Park

4.94 out of 5 average rating, 146 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

A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.

Apartment in Oak Park

4.86 out of 5 average rating, 104 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

Superhost

A cozy living area features a gray sectional sofa positioned across from a light coffee table. A tall indoor plant adds a touch of greenery, while natural light filters through the window, adorned with sheer curtains. A dining area is visible in the background.

Apartment in Lake View

4.82 out of 5 average rating, 116 reviews

Chic Penthouse In Perfect Wrigleyville Location

Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, Lake Michigan, Lincoln Park, top notch neighborhood restaurants, pubs, and entertainment, and many more! With so much to do in the area and easy access to public transit you're sure to have jam-packed days of exploring and enjoying the city. After a long day, come back to this peaceful apartment to relax, recharge, and prepare to do it all again tomorrow. Book today!

Guest favorite

An outdoor deck space is furnished with a wooden table and seating arrangements, featuring a pair of orange cushioned chairs and an aqua blue lounge chair. Natural light illuminates the area, enhancing the welcoming atmosphere, with a view of the neighboring structures in the background.

Home in Chicago

4.94 out of 5 average rating, 34 reviews

Floresitas Oasis, your home in Chicago

Welcome to Floresitas Oasis! A place where you and your guests can relax in the comfort of your own home! You will be close to the best restaurants, night scene, and near all of what Chicago and Pilsen has to offer when you stay at this centrally-located place. ***IMPORTANT NOTE*** When booking, please list the total number of guests that will be staying during your time with us. Any additional guests not originally in the inquiry will be charged an extra $100 per guest, per day.

Top guest favorite

A well-designed outdoor space features a paved patio area with multiple seating options, including blue chairs and a table. Wooden deck steps lead to an entrance, while vibrant green and orange decorations add color to the surrounding fence. A clean and spacious environment is offered.

Home in Avondale

5 out of 5 average rating, 11 reviews

Alluring Avondale Abode

Welcome to Alluring Avondale Abode, the perfect vacation rental for your next family trip or group getaway. A pet-friendly paradise, centrally located for easy travel to all the top attractions. A spacious kitchen, beautiful backyard deck, and patio create a wonderful backdrop for entertaining and relaxing. Find an array of fun games to keep all ages occupied. Book now and experience the laid-back vibe and unbeatable amenities that will make your vacation truly unforgettable.

Guest favorite

A spacious living area features a large, cozy couch with warm, muted tones. A round black coffee table sits in front of the couch, adorned with a vase of fresh tulips. Natural light enters through two windows, with simple gray curtains providing a soft accent.

Apartment in Logan Square

4.82 out of 5 average rating, 103 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

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What guests are saying

Chic 3BR/2BA Oasis in the Heart of Wicker Park

4.91 out of 5 average rating, 32 reviews3 weeks ago

Steven was a kind and wonderful host! The space was in such a lively neighborhood and so close to public transit. It was very easy to navigate the city being right off of the Blue Line. My party and I felt right at home in this very Chicago 2 flat home. It was exactly what we were looking for in order to provide our visitors the ultimate “Chicago experience”. We loved it!

Apartment in Wicker Park

What guests are saying

The Hidden Beach House

4.75 out of 5 average rating, 8 reviews1 month ago

I enjoyed my stay here. The accommodations were basic, but the place was very clean and quiet, I found the bed very comfortable, and the location was ideal for 1 to 2 people to base out of while enjoying Old Town. The Brown Line train is just a couple of blocks from the house, which made getting to the Loop very convenient. Caid was very easy to reach with any questions. I would stay here again. One recommendation: if you drive here and need a parking pass, make those arrangements well in advance of your arrival, because they can’t be provided at a moment’s notice. I waited until the day before to ask for one and could not get it, so I had to pay $90 to park in a garage.

Guest suite in Lincoln Park

What guests are saying

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

5 out of 5 average rating, 6 reviews2 weeks ago

Avantika’s penthouse apartment was absolutely lovely. The space was comfortable and well-designed, with beautiful bedrooms and impeccably clean bathrooms. The kitchen was modern, spacious, and had everything we needed. Avantika was incredibly kind, helpful, and very responsive throughout our stay. We had a fantastic experience and will definitely be back!

Apartment in West Town

What guests are saying

The Standard- 1st floor

5 out of 5 average rating, 34 reviews1 week ago

This was probably one of the best Airbnbs I’ve stayed at. The place was super clean, the beds were extra comfortable and you can tell the hosts put a lot of care and attention into the rental. The neighborhood is so quiet and safe. The beach is a close 5-10 minute walk or a 2 minute drive. The beach/ park is beautiful too. There’s lots of restaurants and coffee spots within minutes. 10/10 recommend this place over a hotel any day!!

Apartment in Whiting