Vacation rentals with outdoor seating in Near North Side, Chicago

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Near North Side, Chicago outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.
Home in Gold Coast
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars2 weeks ago
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!
Guest favorite
The historic two-story home features a light exterior with decorative detailing. Large windows with black frames are complemented by planters filled with greenery. A wrought-iron fence encloses the entrance, which includes a welcoming pathway and a small garden area in the front.
Home in Lincoln Park
4.85 out of 5 average rating, 172 reviews

Historic Old Town, Fabulous 4 Bedroom Home

JudithRating, 5 stars2 weeks ago
We had a party of 6 and there was plenty of room to spread out. Each couple had their own bathroom. Families with kids can have their kids nearby at night which can be helpful with younger children. We had a large vehicle which didn’t fit through the gate but we were able to get permits for street parking each night which was readily available.
Superhost
The master bedroom features a spacious bed dressed in soft linens, with a light blanket draped across the foot. A large mirror reflects natural light, and sliding glass doors lead to a private outdoor seating area. Warm hues accompany scenic artwork on the walls.
Home in Lincoln Park
4.86 out of 5 average rating, 142 reviews

LAVISH LINCOLN PARK Home w/ Patio +attached garage

PeteRating, 5 stars2 weeks ago
Nicole and Matt were extremely responsive and excellent hosts. The bnb was in an awesome location in Lincoln Park with lots of great bars, restaurants and close proximity to the plethora of attractions in downtown Chicago. I would stay there again and recommend this lovely town home to all!
Top guest favorite
The historic exterior of the home is showcased, featuring a combination of brick and wood siding. A spacious porch is visible, surrounded by greenery and landscaping. Tall trees provide shade, and nearby building architecture can be seen beyond the property.
Home in Uptown
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
Superhost
An open-concept living area features high wooden beams and a large flat-screen TV mounted on a dark accent wall. A stylish dining table accommodates six, while the kitchen showcases modern cabinetry and stainless steel appliances. Natural light fills the space through nearby windows.
Home in Illinois Medical District
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars1 week ago
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!
Top guest favorite
A cozy living space features a grey sectional sofa adorned with a decorative pillow. A colorful area rug adds warmth, while a staircase leads to the upper level. Natural light streams through large windows, highlighting framed artwork and a plant positioned near a wooden cabinet.
Home in Logan Square
5 out of 5 average rating, 26 reviews

Sunny Historic Cottage on the Park

MichelleRating, 5 stars7 months ago
We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.
Top guest favorite
A row of multi-story brick buildings is presented along a tree-lined sidewalk. Each unit features large windows adorned with decorative elements. Soft illumination from the interiors creates a welcoming ambiance as greenery frames the entrance, and a secured fence borders the property.
Home in Lake View
4.98 out of 5 average rating, 259 reviews

Wrigleyville Southport Studio

DaleRating, 5 stars1 week ago
very good location for walk to Wrigley field. felt comfortable in the surrounding area. Arlene was ready to assist with a situation we had with wife's broken hand and very Interested in her well being even though didn't meet. surprised us with a very nice 52 anniversary acknowledgement. Great host great stay
Guest favorite
A modern living area features a dark leather sofa adorned with blue and cream cushions. A stylish coffee table with geometric design sits atop a decorative area rug. A large black and white photograph of a city skyline is displayed on the wall, complemented by a floor lamp and a side table.
Home in Pilsen Historic District
4.95 out of 5 average rating, 400 reviews

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

ImaniRating, 5 stars3 days ago
My family and I had a great stay at Bel’s powder blue house. The house matched the pictures and description posted on the website, and was very clean and cozy inside. Bel’s communication was very effective throughout the entire experience, I will definitely be booking with him again in the future!

Apartment rentals with outdoor seating

Guest favorite
The living area features a green sofa and two accent chairs with yellow upholstery, arranged on a patterned area rug. A wooden coffee table sits in front, with soft light filtering through the large windows adorned with sheer curtains. Plants add a touch of greenery.
Apartment in West Town
4.96 out of 5 average rating, 141 reviews

Bohemian Moto Inn

ElyseRating, 5 stars2 weeks ago
Nicole's place was great! It is a great location. I am a bad sleeper and the bedrooms were super quiet, which I loved. Nicole provided clear instructions to check in. The only issue we had was determining which key was for what since they weren't marked, and also opening the apartment door since the floor or door needed to be sanded and would get jammed. Besides that everything was fantastic. The place has plenty of space and the balcony is a nice extra perk. I would stay here in the future. Thank you Nicole!
Top guest favorite
A well-lit bedroom features a spacious bed with a patterned duvet and decorative pillows. A small dining table with two chairs is positioned near the kitchenette, which includes a stove and refrigerator. Large windows allow natural light to fill the room, complemented by soft curtains.
Apartment in Ukrainian Village
4.9 out of 5 average rating, 528 reviews

iKlektik House Chicago / Robin

RobynRating, 5 stars2 weeks ago
Mindy & Tony’s place is well located - easily walkable to transit & the cute West Town neighborhood restaurants & shops. The room was very nice - I especially liked enjoying sunset tea on the wisteria-covered deck. Thanks for a cozy stay!
Guest favorite
A spacious living area features large sliding glass doors that open to a balcony, allowing natural light to fill the room. Two dark blue bean bags and a glass coffee table are positioned in front of a white sofa, creating a relaxed seating arrangement.
Apartment in Wicker Park
4.94 out of 5 average rating, 141 reviews

Spacious Studio w/Balcony in Bucktown/Wicker Park

HaileyRating, 5 stars1 day ago
I agree with other guests that the pictures don’t do this place justice! It was the perfect spot for our little Chicago honeymoon. During our stay, the smoke alarm had a battery issue, and Doug came out immediately to fix it, and even recommended a local coffee shop that we could spend time in while he handled it. 10/10 would stay again! Thanks!
Top guest favorite
The modern kitchen features navy blue cabinetry and a central island with seating for three. Stainless steel appliances include a refrigerator, stove, and dishwasher. Pendant lighting hangs above the island, and a window provides natural light, complementing decorative wall art.
Apartment in Wicker Park
4.97 out of 5 average rating, 123 reviews

Stylish 2BR stunner w/ unbeatable location

KathleenRating, 5 stars2 weeks ago
We had the absolute best experience staying at Eric’s place in Ukrainian Village. The parking was a huge plus, it was walkable and felt so safe and charming! The space was stunning and matched the listing perfectly. Will definitely be staying here next time we come to Chicago!
Superhost
The kitchen area showcases wood cabinetry, a sink, and a stove with an oven. A microwave is mounted above the counter, and utensils are neatly arranged in a holder. Colorful tiles add a decorative touch to the backsplash, while natural light illuminates the space.
Apartment in Near West Side
4.84 out of 5 average rating, 127 reviews

*A Happy (City) Glamping- walk to train FREE park

KristiRating, 5 starstoday
We had a nice 2 night stay in Chicago. Place was affordable, comfortable and clean. 10 minutes from downtown Chicago and short walk to train. Hosts were friendly and great at communication.
Top guest favorite
A modern kitchen and dining area are highlighted by sleek white cabinetry and stainless steel appliances. A spacious island with two stools provides seating, while a wooden dining table accommodates four. A decorative shelving unit displays various items, enhancing the clean aesthetic.
Apartment in Lincoln Park
4.99 out of 5 average rating, 127 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

DianeRating, 5 stars3 days ago
The apartment was very nice - looks better than the photos - modern, clean and very spacious. Great neighborhood too. Lots of fun restaurants and bars. Josh gave great ck in instructions and had extras in the apartment. Hope to stay there again. Thank you.
Top guest favorite
A cozy seating area features a round table surrounded by two chairs. A potted plant is positioned nearby, contributing to the fresh atmosphere. A glass coffee table rests on a patterned rug, while a comfortable gray sofa with assorted cushions is present against the wall.
Apartment in Ukrainian Village
4.98 out of 5 average rating, 284 reviews

Ukrainian Village Garden Retreat

Derrick JustinRating, 5 stars2 weeks ago
This was one of the best Airbnb’s I have ever stayed in. Beautiful unit in a great neighborhood. I would absolutely stay here again.
Top guest favorite
An open kitchen and dining area features exposed brick walls and a large wooden dining table surrounded by black metal chairs. Bright light streams in from skylights above, highlighting the warm wood flooring and a woven pendant light hanging above the table.
Apartment in West Loop
4.99 out of 5 average rating, 244 reviews

Beautiful and spacious West Loop apartment.

RogerRating, 5 stars1 week ago
David’s apartment is perfect for a stay in Chicago. As it’s right next to an L station it is possible to get anyway in the city quickly and easily; although the location it’s self is one of the most vibrant and up and coming areas in Chicago. There is a Japanese restaurant downstairs which offers superb food and within a few blocks of the apartment there are tens of fabulous eateries and bars. This was part of the old meat and butchery section of town and has some great barbecue spots. The area has become an important working area of the town, with many tech business and architectural practices and office furniture , flooring and fabric showrooms springing up locally. So it’s certainly a vibrant area, with lots of people drawn there during the day and a great evening vibe. The apartment itself self is superb and self contained, with two bedrooms, one an on-suite and a double Murphy bed in the lounge area. Quiet and with a perfect kitchen. We’ve just booked for the third time!

Condo rentals with outdoor seating

Guest favorite
A modern living space features a sleek kitchen island with a sink, surrounded by light wood flooring. Large windows invite natural light, illuminating a comfortable gray sofa and a dining table with black chairs. A vibrant wall art piece adds color to the room.
Condo in Lincoln Park
4.94 out of 5 average rating, 103 reviews

NEW luxury Old Town 1-Bedroom condo

AmyRating, 5 stars4 days ago
We would stay here again in a heartbeat. Excellent location, very walkable, unit was bright and clean, quiet. Katherine and Dimi were very responsive … even had an iron delivered as the previous iron had gone missing. Truly can’t say enough about our stay! Thank you!
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 Lincoln Park
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars2 weeks 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 stars3 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 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, 166 reviews

Spacious 4 Bedroom Condo

MayarRating, 5 stars3 weeks ago
The condo was very spacious and had everything we needed to stay right at home. Adrian was responsive to our questions. It was a perfect distance from the city for exploring through the day but staying in a peaceful place at night. The staircase in the house was a little steep but otherwise it was perfect.
Guest favorite
A spacious living area is arranged with a large sectional sofa facing a wall-mounted television. A decorative area rug lies beneath a low coffee table. Adjacent, a dining area features a wooden table surrounded by chairs, with an open kitchen visible in the background.
Condo in River North
4.99 out of 5 average rating, 139 reviews

Luxurious River North 3BR/2BA- Free Onsite Parking

AmiRating, 5 stars6 days ago
We had a really good stay here! The hosts were super responsive and helpful, which made things easy from start to finish. The place was clean and had everything we needed. It’s also in a great spot — close to everything, which made getting around convenient.
Guest favorite
A modern living area features wide-plank bamboo floors, a comfortable seating arrangement with a plush armchair and ottoman. A large coffee table sits center, surrounded by warm hues of wall colors. Soft lighting enhances the space, and a dining table is visible in the background near a modern kitchen.
Condo in West Town
4.79 out of 5 average rating, 234 reviews

Downtown Urban Oasis 3BR + Huge Deck & Parking!

GenevieveRating, 5 stars2 days ago
We really enjoyed our stay here for our first time visiting Chicago! The location isn’t too far from downtown, and the nearest CTA station is just around the corner and easy to find. The space was exactly as described, just may feel a little crammed with more than 6 people. Hosts were fantastic and easy to communicate with and gave great local recommendations.
Guest favorite
A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.
Condo in Little Italy
4.94 out of 5 average rating, 209 reviews

Private hot tub - King bed suite - Free parking

RogerRating, 5 stars1 month ago
We really enjoyed our stay at this Airbnb. The neighborhood is really walkable and there are so many spots to check out. We walked to 5 Rabanitos for a Mexican brunch and it was amazing. It is nice to be near Chicago but still have a relaxing place to come to after a long day.
Top guest favorite
A cozy living area features a modern fireplace surrounded by built-in shelving. A round dining table is positioned near large windows adorned with blue curtains, allowing natural light to fill the space. A decorative arrangement of branches adds a subtle touch to the room.
Condo in River North
4.98 out of 5 average rating, 139 reviews

City Center Oasis: 3BR/2BA✔︎ Patio✔︎ Parking(2x) ✔︎

MarkRating, 5 stars6 days ago
This was just right for our family gathering (4 adults, 3 kids) in Chicago. Close to the el, and convenient to all of Chicago's attractions. Bravo.

Quick stats about vacation rentals with outdoor seating in Near North Side, Chicago

  • Total rentals

    330 properties

  • Nightly prices starting at

    G$16,728 GYD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    180 properties are a good fit for families

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with a pool

    200 properties have a pool

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