Vacation rentals with a patio in North Side

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Popular amenities for North Side patio rentals

Apartment rentals with a patio

Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 110 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

ChuckRating, 5 stars5 days ago
One of the nicest, cleanest apartments we have ever rented. Very spacious and modern. We loved the back patio and the decor throughout. Close to pretty much everything! Would definitely rent this one again!
Guest favorite
Apartment in Chicago
4.92 out of 5 average rating, 141 reviews

Andersonville's Secret Garden: 2 beds, 1 bath

JillRating, 5 stars1 week ago
Great stay in Chicago, Andersonville is a really fun and charming area with lots of cool shops and restaurants. Easy walk to the L. The apartment is beautiful, love the rooftop deck, especially!
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 186 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

RogerRating, 5 stars4 days ago
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!
Guest favorite
Apartment in Cicero
4.97 out of 5 average rating, 309 reviews

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

KariRating, 5 stars2 weeks ago
We loved our stay! It was so clean and very close to public transit! We navigated the trains to and from Cicero into Chicago NP! We will definitely be back and we would definitely recommend staying at this Airbnb!!!
Superhost
Apartment in Chicago
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.
Guest favorite
Apartment in Forest Park
4.87 out of 5 average rating, 255 reviews

Home in Forest Park Upstairs.

AmberRating, 5 stars4 days 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!
Superhost
Apartment in Chicago
4.86 out of 5 average rating, 121 reviews

Private Garage+Laundry+Restaurant Row+93 Walkscore

CaleRating, 5 stars3 days 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.
Superhost
Apartment in Chicago
4.85 out of 5 average rating, 112 reviews

Private City Hideaway

BlakeRating, 5 stars2 days ago
Great location! Safe, clean, clear check-in/out instructions, perfect for our weekend in Chicago.

House rentals with a patio

Guest favorite
Home in Chicago
4.97 out of 5 average rating, 246 reviews

Division St Designer Home In Heart of Wicker Park

MatthewRating, 5 stars1 week ago
I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!
Guest favorite
Home in Chicago
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 favorite
Home in Skokie
5 out of 5 average rating, 23 reviews

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath

SasmitRating, 5 stars1 week ago
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!
Top guest favorite
Home in Wilmette
4.97 out of 5 average rating, 152 reviews

Unique porcelain-enamel paneled "Lustron" home

MichelleRating, 5 stars2 weeks ago
We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=
Guest favorite
Home in Chicago
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars1 week ago
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!
Guest favorite
Home in Chicago
4.98 out of 5 average rating, 95 reviews

Victorian House in Heart of Rogers Park

KrystleRating, 5 stars5 days 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!
Guest favorite
Home in Chicago
4.86 out of 5 average rating, 137 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

LinaRating, 5 stars1 week ago
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.
Guest favorite
Home in Oak Park
4.97 out of 5 average rating, 115 reviews

Garden Unit, King & Queen, Kitchenette & Parking

SarahRating, 5 stars6 days 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 :)

Condo rentals with a patio

Top guest favorite
Condo in Chicago
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!
Superhost
Condo in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AlfredoRating, 5 stars2 weeks ago
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.
Top guest favorite
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.
Superhost
Condo in Chicago
4.78 out of 5 average rating, 256 reviews

Logan Square Beauty with 2 Bedrooms W/parking

CheenuRating, 5 stars2 weeks ago
Very nice place. Looked professionally cleaned. Matt was prompt with his replies and managed to accomodate a late check out, which was helpful. 10 mins walk to Logan Square station where you can catch blue line to downtown.
Guest favorite
Condo in Chicago
4.91 out of 5 average rating, 109 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

JonathanRating, 5 stars1 week ago
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!
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 118 reviews

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

RebeccaRating, 5 stars1 week 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
Condo in Chicago
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars5 days 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!
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 118 reviews

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG

JacobRating, 5 stars2 weeks ago
Had an excellent time with my family at Ari’s place. It was very infant friendly and just as advertised. It’s easily walkable to the best places in Andersonville. We would stay here again!

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