Vacation rentals with a patio in Cook County

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Cook County

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Chicago

4.97 out of 5 average rating, 34 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.

Superhost

Home in Carol Stream

4.57 out of 5 average rating, 23 reviews

Amazing Summer Pool Awaits You!

Vacation, Staycation or Business, you will love your stay at this beautiful paradise with heated pool and tri-level entertainment deck equipped with grill and outside seating and gazebo! Semi-secluded backyard, walking distance to bike path, playground, skate park, walking trails, restaurants and even the gym! Relax on the magnificent deck while watching the sunset This home is pet free and smoke free. Pool is available May-Sept. WiFi is available throughout and Smart TV in the family room.

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 135 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.

Guest favourite

Home in Lombard

5 out of 5 average rating, 20 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 favourite

Condo in Portage

4.94 out of 5 average rating, 118 reviews

Cozy 1 bedroom condo on Marina near Lake Michigan

Come stay at this adorable one bedroom condo on the Marina near Lake Michigan! This condo has everything you need to enjoy a special getaway from everyday life. Conveniently located near the Indiana Dunes with the South Shoreline to Chicago directly across the street. Relax on the patio and enjoy watching the boats come and go as they please. Check out the drinks and food at the Marina Shores Yacht Club just a short walk away from this unit. This condo has everything you're looking for!

Superhost

Apartment in Chicago

4.83 out of 5 average rating, 108 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 favourite

Home in Chicago

4.96 out of 5 average rating, 27 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.

Guest favourite

Home in Chicago

5 out of 5 average rating, 9 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 favourite

Home in Gary

4.94 out of 5 average rating, 62 reviews

Party Porch Place in Miller Beach, Indiana Dunes

Just 400 feet from the most beautiful beach Lake Michigan has to offer! Enjoy the peaceful lakefront, hiking and exploring the Indiana Dunes National Park, or stay in at the home's 'party porch' watching movies outside on our patio projector while enjoying the yard and fire pit. Fully fenced backyard. This home has comfortable surroundings and a family friendly laid back vibe-- we want you to feel like you are staying at your family beach home. We provide beach necessities

Guest favourite

Home in Elmhurst

4.91 out of 5 average rating, 11 reviews

Stylish Elmhurst Ranch Home Pet-friendly Oasis

Welcome to our charming 3-bedroom ranch-style home, ideally located just 3 minutes from Elmhurst’s vibrant downtown. This cozy retreat offers easy access to a variety of shops, restaurants, and entertainment options, making it perfect for your stay. Our home features three comfortable bedrooms, each thoughtfully decorated to ensure a restful night's sleep. The open-concept living and dining area is perfect for relaxing and enjoying quality time with family and friends.

Superhost

Condo in Chicago

4.83 out of 5 average rating, 333 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!

Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 126 reviews

Modern 3BR with Private Rooftop & Free Parking

A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.