
Vacation rentals with a patio in Chicago
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Top-rated patio rentals in Chicago
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Apartment rentals with a patio

NorthSide Chicago duplex 5-BD,2King size-free park
My experience with Paul was the best experience I have had booking with Air B and B. His communication was friendly and prompt. He answered all my questions before booking. Upon arriving, his check-in instructions were extremely easy and he explained things throughly. Entering the home was exactly as his pictures showed. Everything was clean and organized. He checked in shortly after our check-in time to make sure everything was up to par and asked if we needed anything. The home was nestled in a residential neighborhood and it was quiet, peaceful and safe. The beds were extremely comfortable which is always a plus when on vacation! I asked him for a couple recommended grocery stores that were close and he gave me great suggestions. All his amenities allowed us to cook at home and enjoy meals as a family. Checkout was super easy. We will defiantly reach out to Paul again when we make it back to Chicago. If I could give more than 5 stars I defiantly would! Highly recommended!

Sunny garden apartment in West Logan Square
Cozy and great place! The neighborhood is quite safe and very close to 606. The rooms are spacious and clean.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
We had an enjoyable time at Sam’s BnB. Nice space, great location and comfortable atmosphere. The commuter train runs during rush hours and not at night. The noise was minimal at the front of the unit, and not noticeable at all in the bedrooms, which are located at the back. Sam was responsive and a good host. We hope there are openings the next time we travel to Chicago. We will not hesitate to rent again!

Cozy guest studio, great for couples!
Great place . Very nice and responsive host. Great for couples. Great location

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Carla's place was as described! Will book with this host again!

Home in Forest Park Upstairs.
He was available without delay and really seemed like a kind person. The location is wonderful whether you're looking for safe and simple stay or a trip into city. Highly recommend!

Cheerful Oak Park Apartment
This place is a hidden gem- perfect price, for the perfect location for a nice weekend vacation get a-way! My boyfriend and I found the place to be clean and cozy! Thanks for having a beautiful home and letting us book with you!

The Green Bungalow: Charming 1-BR apt. with patio
We decided to book this space for a last-minute birthday getaway. It was very clean, had a charming historic feel, and was conveniently located just a short drive from all the best spots. I would book again!
House rentals with a patio

CasaNova Modern City Living
Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath
We had a truly wonderful stay at Casa22. The home is beautiful, luxurious, and impeccably maintained — everything was clean, spotless and thoughtfully arranged. It had all the essentials we needed for a comfortable extended stay with our family, including a well-equipped kitchen, and spacious layout. The hosts, Narcis and Gabriel, were fantastic — extremely responsive, clear in their communication. They provided detailed instructions that made check-in, check-out, and everything in between seamless. The neighborhood is quiet, safe, and very family-friendly, with easy access to main roads — a great location if you're planning to explore Chicago without the stress of city parking. Having a car made it easy to get around, and the area itself felt peaceful and well-kept. If you're visiting the Chicago area and looking for a clean, elegant, and well-managed place to stay, I highly recommend Casa22. We would absolutely love to return!

BoHo House - A Chic, 1903 Chicago Workers Cottage
My family and I had a fantastic stay! The space was exactly as described; clean, stylish, and thoughtfully designed. Check-in was smooth, and Adam was super helpful throughout our visit. We especially appreciated the backyard for our dogs . The location was perfect. It was close to everything we needed but still quiet and peaceful. Would absolutely stay here again and highly recommend to anyone visiting the area!

Victorian House in Heart of Rogers Park
The house is like a page out of an Interior Decorating magazine, an immersion experience. Like the house the grounds were equally beautiful. There was a lot of thought and love in remodeling this property. The hosts were communicative and gracious. It is located in a great neighborhood close to many dining options. I appreciated the modern touches and the cleanliness of the place. I would book this place again. Highly recommended.

Entire first floor in Lincoln Square!
We loved Nora’s apartment! It was perfect for two adults and an infant. The pack n play plus high chair were huge helps to have on-site. The free laundry in building laundry was also fantastic. The apartment is charming, clean and close proximity to the park and main strip of restaurants and shops in Lincoln Square. We would definitely stay at Nora’s again.

Big house in the BEST Location!
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

Boho Chic Coach House 30Min to downtown W/ Parking
I loved the little cottage. Quiet neighborhood, felt safe. Restaurants were walkable. Reached out to Marilyn for a breakfast recommendation and checked out bacon and jam, amazing. House was easy to find. Clear instructions. Felt at home.

Garden Unit, King & Queen, Kitchenette & Parking
Stayed at Lisa's Airbnb for a.3 day weekend with my family including a 2 year old. We had a great time, great neighborhood, good restaurants- 15 min drive to downtown Chicago and train access as well. The place matched description and my 2 year old played with the hens and chickens in their backyard. Very comfortable beds, clean bathrooms and very responsive host.
Condo rentals with a patio

Interior Designer’s 2bd 2bath w Private Backyard
A Designer’s Dream – Absolute Perfection! This home is truly exceptional—every detail reflects thoughtful design and top-tier quality. It’s a designer’s dream, with stunning décor, a comfortable and beautifully clean space, and every amenity you could possibly need. The furnishings and finishes are stylish and well appointed, making the entire experience feel luxurious and relaxing. But the real showstopper? The backyard! It’s like a second living room—lush, tranquil, and designed for ultimate comfort and enjoyment. We loved spending time out there and honestly didn’t want to leave. It's so much better than anything a hotel could even begin to provide! We will absolutely be back!

The Ramblers Inn, Northside NEW Reno w/parking!
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
This was a fabulous place to stay! My brother and I could easily walk to the "L" and head downtown. The pizza place right downstairs was delicious - we ate there twice in three days! The beds were comfortable, the couch and living room set up was cozy. I would absolutely stay there again!

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Tri-Taylor/Medical Dist. near West Loop
Great stay! The place was clean, comfortable, and in a convenient location. The host was friendly and helpful. I’d definitely stay here again!

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Spacious 4 Bedroom Condo
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Wicker Park/Bucktown condo with large balcony
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!
Quick stats about vacation rentals with a patio in Chicago
Total rentals
4.5K properties
Total number of reviews
268K reviews
Family-friendly rentals
2.8K properties are a good fit for families
Pet-friendly rentals
1.6K properties allow pets
Rentals with a pool
520 properties have a pool
Rentals with dedicated workspaces
3.3K properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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