
Holiday rentals with a patio in Northwest Side
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Top-rated rentals with patio in Northwest Side
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Popular amenities for rentals with patio in Northwest Side
Flat 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.

Bungalow suite
Monica’s place was an amazing stay. Everything was clean inside and was very easy to locate. The only thing I would say is that there were little bugs and centipedes all over the other room. But other than that it was a great stay.

Sunny 1 bedroom apartment 1 block from restaurants
Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!

Cozy guest studio, great for couples!
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Vibrant & Chic Apt On Quiet St in Andersonville
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.

Cheerful Oak Park Apartment
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.

The Green Bungalow: Charming 1-BR apt. with patio
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!
House rentals with a patio

Division St Designer Home In Heart of Wicker Park
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!

Garden/unit/1+1/cosy
First time staying at an Air Bnb and it was amazing. Instructions were very clear and the place had everything we needed!

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

3BD Home Mins from Airport | Free Wi-Fi + Parking
Karna was very helpful with check-in and responsive to all questions. The place was very well organized and well maintained.

BoHo House - A Chic, 1903 Chicago Workers Cottage
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!

Entire first floor in Lincoln Square!
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!

Big house in the BEST Location!
We had a wonderful stay. The house was clean, we had all we needed to make meals and the beds were comfortable. We would have appreciated blinds in the two smaller bedrooms but enjoyed the rooms nonetheless. My friends say Thank you for your hosting.

Luxe King Beds-Private Gym-Huge Backyard-Crib
We had a wonderful stay at this Airbnb! The house was roomy, cozy, and super comfortable. Everything was clean and beautifully decorated, with a charming backyard and deck that made it feel extra special. The bedrooms were each uniquely themed and absolutely gorgeous, and the beds were incredibly comfy—everyone slept like a dream. The water pressure in the shower was perfect, and the hosts were kind and accommodating throughout our stay. Highly recommend this place if you’re looking for a relaxing and well-kept spot to unwind!
Apartment rentals with a patio

Luxuriously bright 3-bedroom condo: The Treehouse
Our stay was fantastic. We have three children and everyone was comfortable. The location was perfect, the hosts were clear communicators and quick to respond. We would stay here again in a heartbeat.

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.

Logan Square Beauty with 2 Bedrooms W/parking
Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
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.

💥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!

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!
Destinations to explore
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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
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center