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Holiday rentals with a patio in Chicago

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

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Popular amenities for Chicago Holiday Houses with Outdoor Verandahs

Apartment rentals with a patio

Superhost
Apartment in Humboldt Park
4.79 out of 5 average rating, 48 reviews

Logan Square Oasis

MichaelRating, 5 stars6 months ago
Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.
Superhost
Apartment in Albany Park
4.78 out of 5 average rating, 142 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

AlysRating, 5 stars1 month ago
Carla's place was as described! Will book with this host again!
Guest favourite
Apartment in Forest Park
4.88 out of 5 average rating, 256 reviews

Home in Forest Park Upstairs.

AmberRating, 5 stars1 week ago
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!
Top Guest favourite
Apartment in Oak Park
4.97 out of 5 average rating, 108 reviews

Cheerful Oak Park Apartment

StacyRating, 5 stars1 week ago
Spacious apartment with fun extras (puzzle, yoga mat, etc.)! It was easy-to-find and well-stocked with supplies, including thoughtful items for our use. It was clean and comfortable; we didn't use the kitchen at all as it was a very quick stay. The hosts are cognizant of the noise from the train and highway, and provide earplugs, sound machines, blackout shades, a fan, etc., to help ensure guests can sleep well. The local recommendations were great. Downtown Oak Park is about a 10-minute drive; we appreciated the ability to walk 5 minutes to a nice café or restaurant.
Guest favourite
Apartment in Berwyn
4.9 out of 5 average rating, 302 reviews

The Green Bungalow: Charming 1-BR apt. with patio

MoniqueRating, 5 stars5 days ago
Only got to stay one night but it was a great hidden gem right outside the city! Needed a break from all the hustle and bustle. Had everything I needed, and the bed was so cozy! Christine and Dan always responded to me very quickly. Would stay again!
Guest favourite
Apartment in West Town
4.98 out of 5 average rating, 107 reviews

Millennium park 10 min Free P-Spot&Balcony Sleep 8

BobbyRating, 5 stars2 weeks ago
Serg is an amazing host and his team for maintenance was extremely responsive. The area was close to Chicago and clearly undergoing gentrification but across the street from a firehouse which surprisingly was not loud at night or during the day. Great rooftop views and the apartment itself was spotless and magnificent. While not many high end restaurants due to being 5 minutes outside of the city. Great stay and great value.
Superhost
Apartment in Humboldt Park
4.86 out of 5 average rating, 121 reviews

Private Garage+Laundry+Restaurant Row+93 Walkscore

CaleRating, 5 stars1 week ago
Overall great stay! The location was very quiet and free of city noise. Close enough to everywhere we wanted to go. The team was very communicative and answered all questions we had in a very timely manner.
Guest favourite
Apartment in West Rogers Park
5 out of 5 average rating, 7 reviews

Be our Guest in Chicago

KlaytonRating, 5 stars1 day ago
First time using Airbnb myself, I was surprised with how wonderful the stay was. Cheaper than a hotel for sure and it was 2 bed for if I had any friends along with me but with just me in the place it felt like home. The K cups and snacks with the thank you card was a nice touch! Will recommend any of my friends to seek this place out if available.

Holiday House Rentals with a Verandah

Guest favourite
Home in South Side
5 out of 5 average rating, 9 reviews

The Modern Muse of Chicago! Close to everything!

VictoriaRating, 5 stars1 day ago
Jasna was an amazing host! The house was absolutely spectacular—truly even better than the photos. Every room felt thoughtfully designed and full of warmth, making it feel just like home. We had all the amenities we needed, which made our stay super comfortable and stress-free. It was the perfect setting for a special girls’ trip with my mom and sister. The neighborhood was peaceful and beautiful, adding to the relaxing vibe. We’ll definitely be back! Thank you again for everything, Jasna!
Guest favourite
Home in Bridgeport
4.96 out of 5 average rating, 122 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

LuciaRating, 5 stars2 weeks ago
We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.
Top Guest favourite
Home in Lombard
4.99 out of 5 average rating, 115 reviews

Modern Boho house in Lombard 7 min to Metra

JaniceRating, 5 stars1 week ago
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!
Top Guest favourite
Home in Wilmette
4.97 out of 5 average rating, 153 reviews

Unique porcelain-enamel paneled "Lustron" home

AnnaRating, 5 stars1 week ago
Such a great place to stay
Top Guest favourite
Home in Chicago
4.98 out of 5 average rating, 98 reviews

Victorian House in Heart of Rogers Park

KrystleRating, 5 stars1 week ago
This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!
Top Guest favourite
Home in Dunning
5 out of 5 average rating, 9 reviews

Exquisite Chicago Modern Rooftop, Sleeps 9

GloriaRating, 5 stars1 week ago
I love everything about this home and all the e amenities, and the private rooftop was the greatest touch of the property Vince was amazing and very easy to reach in very fast responding.Thanks so much .
Superhost
Home in West Town
5 out of 5 average rating, 4 reviews

Luxury-Near Downtown & United Center-Sleeps 14

AlexisRating, 5 stars5 days ago
Dan is a gracious host! He takes great pride in his property and making sure guests are comfortable and satisfied with their stay. I recommend this property to anyone who truly wants a home away from home stay! My family and I will book again next year!
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 138 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 starstoday
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!

Holiday condos with a patio

Top Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 156 reviews

Interior Designer’s 2bd 2bath w Private Backyard

ScottRating, 5 stars1 week ago
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!
Top Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 108 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

KerryRating, 5 stars1 month ago
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.
Top Guest favourite
Condo in West Town
4.97 out of 5 average rating, 144 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

AnthonyRating, 5 stars5 days ago
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.
Guest favourite
Condo in North Side
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars4 days ago
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.
Top Guest favourite
Condo in Lake View
4.98 out of 5 average rating, 118 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

RebeccaRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Ukrainian Village
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars1 week ago
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!
Guest favourite
Condo in Bucktown
4.93 out of 5 average rating, 105 reviews

Wicker Park/Bucktown condo with large balcony

ErinRating, 5 stars1 month ago
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!
Guest favourite
Condo in West Loop
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars2 weeks ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

Quick stats about holiday 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

Destinations to explore

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  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Rentals with a patio