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Vacation rentals with a patio in Near North Side, Chicago

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Popular amenities for Near North Side, Chicago patio rentals

Apartment rentals with a patio

Guest favorite
The living area features a dark couch adorned with decorative pillows, positioned against a wall. A patterned area rug lies beneath, and a colorful armchair is visible in the corner. Two windows allow natural light to enter, framed by curtains, enhancing the room's vibrant art.
Apartment in Humboldt Park
4.83 out of 5 average rating, 47 reviews

Sunny garden apartment in West Logan Square

ErinRating, 5 stars1 day ago
Good location with easy street parking. Plenty of space inside--felt bigger than the photos show. The ceilings are a bit low but my 6'1" partner was able to stand everywhere, and they're a bit higher in the main living space. Host was friendly and the space was private.
Top guest favorite
A cozy kitchen and dining space showcases wooden cabinetry and modern appliances. Two patterned chairs are positioned around a round table, while a brown sofa adorned with colorful cushions adds comfort. Sunlight filters through yellow drapes framing a window, enhancing the inviting environment.
Apartment in Lake View
4.96 out of 5 average rating, 45 reviews

2 Room Apartment in Vintage Bldg

RodRating, 5 stars3 weeks ago
This was exactly what we had hoped for and met all of our expectations. The location was super convenient, it was cozy and we had everything we needed, and Karen could not have been any more helpful.
Guest favorite
An open living space features a comfortable blue sofa and an intricately patterned area rug. A glass coffee table is centrally positioned, and a stylish chair is nearby. Additional furniture includes a white dresser and a green cabinet, with views of the kitchen area behind.
Apartment in Ukrainian Village
4.96 out of 5 average rating, 26 reviews

Spacious loft w/ vintage details

CaiRating, 5 stars2 weeks ago
Fantastic stay, perfect for the events we had lined up. Would definitely stay again.
Guest favorite
A cozy living area features a gray sofa adorned with patterned cushions, complemented by a light-colored coffee table. Wooden flooring adds warmth, and large windows are draped with sheer curtains, allowing natural light to brighten the space. A small workspace is visible in the corner.
Apartment in Cicero
4.97 out of 5 average rating, 310 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

PatriciaRating, 5 stars2 days ago
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!
Guest favorite
A spacious living area features exposed brick walls and large windows providing ample natural light. A striped sofa complements a patterned armchair, with a low coffee table positioned at the center. Two work desks with chairs are situated in the background, enhancing the functionality of the space.
Apartment in Chicago Loop
5 out of 5 average rating, 14 reviews

The Parkside Pavilion

KatRating, 5 stars1 month ago
Stephanie's unit was spotless and she was a very responsive and proactive host. The unit has a beautiful view of the city streets and it's right next to the train which was enjoyable to watch passing by. The noise form the train did not bother us at all and even added to the city aesthetic, which we loved. The unit had everything we needed and lots of natural light. The front desk concierge was friendly and made sure the property was secure at all times. We felt safe and comfortable. The unit being ideally located downtown made all of our main destinations walkable (The bean, the sears tower, architecture riverboat tour, the riverwalk, the chicago theatre, and many local restaurants). We ate at nutella cafe one two many times due to the convenient 1 minute walk, no regrets whatsoever. Overall, I reccomend this host and her airbnb. I would stay here again if I come back to chicago. I cannot reccomend the unit enough.
Guest favorite
A cozy living area features a brown sectional sofa and a coffee table set atop a soft area rug. Natural light fills the space through the nearby door, which leads outside. A dining area with two bar stools is visible in the background.
Apartment in North Side
4.86 out of 5 average rating, 119 reviews

*BRAND NEW* Lincoln Park GEM

ChaddRating, 5 stars1 week ago
Location ^3! Lill Ave is wedged between Halsted and Lincoln. We lived down the block until 2024 and stayed at Khaled’s as our usual Airbnb’s were booked, didn’t want to stay with friends, and Versey was about the same price… Would we recommend Khaled’s place?Absolutely yes! Within a 2-10 min walk: ✔️Red & Brown trains or #8 bus; ✔️ half dozen live music venues (Kingston Mines, Lincoln Hall, aLive One, Hunters, Wild Hare + Singing Armadillo) ✔️ higher end restaurants (Galit, Sapori, Juno); great mid-range gems (Tandoor Charhouse, Noodles or Paulas Thai, Parson’s!); and inexpensive joints (Ghareeb Nawaz, Proper Pizza, Chicago’s Dog House) ✔️ Speaking of joints, the new dispensary may finally open (at the Salt and Pepper diner, google John Mulaney’s bit) and lots of bars (Lilly’s is a quirky 70’s Fern Bars left, Red Lion, Prost!) ✔️ Mini-marts, the fmr Dom’$ Grocery, even a Home Depot and pottery studio. Overall , great location, nice unit, and good value. We will likely stay again
Superhost
A bright living area features large windows allowing natural light to fill the space. A turquoise sofa and a gray couch are complemented by colorful cushions. A wooden coffee table rests on a patterned rug, surrounded by decorative plants and modern lighting.
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 favorite
A vibrant living area features a pair of orange armchairs with accent pillows, positioned across from a decorative fireplace. A large TV is mounted above the fireplace, surrounded by lively green foliage wallpaper. A colorful rug covers the tiled floor, adding warmth to the space.
Apartment in Wicker Park
4.96 out of 5 average rating, 151 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

SiddiqaRating, 5 stars1 week ago
Loved my time in Chicago and at Lina's beautiful home! The place was spotless, welcoming and so comfortable. I had everything that I needed from essentials in the bathroom to spacious living room, full kitchen and comfortable and spacious bedroom. There's even a balcony to sit and enjoy some tea or wine. Loved the location to the CTA and bus stop as I mostly used public transportation. Also walking distance to many fabulous restaurants. Wicker Park close by that had a beautiful farmer's market on Sunday Morning. Thank you Lina for all wonderful stay! 😊

House rentals with a patio

Guest favorite
An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.
Home in Bridgeport
4.96 out of 5 average rating, 123 reviews

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

KristenRating, 5 stars1 day ago
Staying at Matt’s Air BnB was a fantastic experience. We stayed with our two kids and another couple and the space was perfect for our group. The spacious, fenced in yard made for a great hangout space for our toddler to safely run around. The house looks exactly like the pictures and was extremely clean. We will definitely stay here again! Thank you, Matt!
Top guest favorite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
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
Superhost
An enclosed backyard features a seating area with wicker furniture, accented by patterned cushions. A glass-topped table sits at the center, surrounded by potted plants and a fruit bowl. A hanging chair adds a cozy touch, while a spacious porch is visible in the background.
Home in Old Town
4.75 out of 5 average rating, 4 reviews

Ideal Group Getaway: Best Location, Parking, Patio

ScottRating, 5 stars1 month ago
Great place. Great location. No issues at all. I would rent again. It's a good spot between the Gold Coast and Lincoln park and beer some really good restaurants. Place was as described and would have no issues staying there again.
Top guest favorite
A welcoming living area is presented with a mix of plush seating, including a white chair and a vibrant orange sofa. A wooden shelving unit displays decorative items and books. Soft lighting enhances the wooden floor, while light streams through large windows dressed with sheer coverings.
Home in Lincoln Square
4.98 out of 5 average rating, 115 reviews

Entire first floor in Lincoln Square!

Mary BethRating, 5 stars1 week ago
This is our second stay at this location and we hope to return again in the future. It is a very well-maintained place in a safe location. Also, we love how clean it is!
Guest favorite
A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.
Home in Oak Park
4.97 out of 5 average rating, 115 reviews

Garden Unit, King & Queen, Kitchenette & Parking

SarahRating, 5 stars1 week ago
We stayed one night and were very happy with the accommodations. Lisa was a helpful host and everything was very nice quality and squeaky clean. The bed was super comfortable and the shower was very nice with a big “rain” type showerhead AND a regular size detachable one. The neighborhood and yard area was calm and chickens were very cute! We had some fantastic empanadas at a nearby cafe called La Mulata - definitely recommend. There are a bunch of cool historical buildings nearby too (including the building the cafe is in). FYI since it’s a basement apartment (as advertised) there are a couple spots with slightly lower beams coming down from the ceiling). At 6’2” we were good to walk around without impediment, but I put my hand above my head at the lowest spot and the clearance was only about an inch, so if you are any taller, be careful or you may hit your head! Excellent place - thanks Lisa :)
Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.
Home in Chicago
4.86 out of 5 average rating, 139 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

ShaniaRating, 5 stars2 weeks ago
I enjoyed my stay. It was clean and pleasant. Marilyn was very friendly and quick to respond to any questions I had. I would recommend staying at this Airbnb! Great time!
Guest favorite
An expansive rooftop patio is showcased, featuring woven outdoor couches with blue cushions arranged around a glass-top table. The city skyline is prominently visible, with notable buildings punctuating the clear blue sky, complemented by touches of lush greenery.
Home in Near North Side
4.98 out of 5 average rating, 58 reviews

Private Downtown Retreat with Rooftop Oasis

KohlieRating, 5 stars1 week ago
Our daughter was graduating from University of Chicago while our other daughter graduated from USAF flight school in Mississippi, and our family and friends visited from locations scattered around multiple time zones. Florin's location was simply the perfect place to handle such incoming chaos while lowering blood pressure to encourage a wonderful graduation experience headache-free. The rooftop experience was stunning, and everybody has been raving about the furnishings and easy-going environment in such a lovely place. The bathrooms and bedrooms were spa-worthy, and there were simply so many careful and thoughtful touches at this location that made it hard to leave! Florin has multiple parking options, but we only needed one nearby, offstreet parking place that was never a problem---surprising for a big city like Chicago! In short, this was probably the finest AirBnB we ever visited, and we are so grateful for such an exclamation point on a magical weekend. Thank you, Florin!
Guest favorite
A bright open-plan living area showcases a spacious couch and a coffee table atop a colorful rug. The kitchen features white cabinets and modern appliances, with ample counter space visible. Natural light filters in, creating a welcoming and functional environment.
Home in Humboldt Park
4.97 out of 5 average rating, 127 reviews

Cozy/Spacious WFH Family Friendly w Permit Parking

Katy Rating, 5 stars2 weeks ago
Lovely place! Nathaniel was very responsive and accommodating to us while in Chicago! Made everything easy and created a homey space for us to enjoy. Would definitely stay again.

Condo rentals with a patio

Guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in Avondale
4.96 out of 5 average rating, 116 reviews

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

EdwardRating, 5 stars6 days ago
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.
Superhost
A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.
Condo in Logan Square
4.78 out of 5 average rating, 257 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JamesRating, 5 stars2 weeks ago
Matt is a great host. Open, responsive and informative…everything you want really when on vacation
Guest favorite
The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island provides extra counter space with two black stools positioned nearby. The open layout allows a view of the adjoining living area through a doorway.
Condo in North Side
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars5 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 favorite
A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.
Condo in Lake View
4.98 out of 5 average rating, 119 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 favorite
A modern living area features a large black leather couch accompanied by a sleek armchair. Artistic Chicago-themed decor adorns the walls, including a vibrant sign. Natural light fills the space through window coverings, with a stylish area rug enhancing the warm ambiance.
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 favorite
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Condo in West Town
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars4 weeks ago
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.
Guest favorite
A spacious living area showcases a light-colored sofa paired with dark green accent chairs. A glass coffee table sits atop a patterned rug, while decorative elements, including candles and potted plants, are arranged on a wall shelf. Natural light enters through large windows.
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 favorite
A spacious living area is filled with natural light from multiple windows. A comfortable sofa, adorned with a decorative pillow, is positioned in the corner. A dining table and chair are visible in the background, with greenery seen through the windows.
Condo in North Side
4.97 out of 5 average rating, 161 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

LisaRating, 5 stars1 week ago
Loved our stay here! Perfectly located in a gorgeous neighborhood. Great coffee and restaurants within a few minutes walk!

Quick stats about vacation rentals with a patio in Near North Side, Chicago

  • Total rentals

    600 properties

  • Nightly prices starting at

    G$8,366 GYD before taxes and fees

  • Total number of reviews

    21K reviews

  • Family-friendly rentals

    310 properties are a good fit for families

  • Pet-friendly rentals

    320 properties allow pets

  • Rentals with a pool

    360 properties have a pool

Destinations to explore

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  6. Near North Side
  7. Rentals with a patio