
Vacation rentals with a patio in Northwest Side
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Top-rated accommodations with an outdoor patio in Northwest Side
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Popular amenities for Northwest Side accommodations with an outdoor patio
Apartment rentals with a patio

Lovely 2-bedroom apartment in Pilsen
Buena locación y dentro de un vecindario tranquilo

Spacious! 3 bedroom apartment in Edgewater!
Awesome apartment in the Loyola Chicago neighborhood. Easy access to the loop with the red line. Host is super responsive. The place was spotless and well stocked when we arrived.

Spacious 1BR Garden Apt & Parking
Mikael's place was amazing. Unlike most places listed around Hydde Park in Chicago, Mikael's place had from great reviews and they were totally right. The place is very well kept, spacious, practical, with very calm surroundings. I had great sleep and having breakfast while looking at the garden was a big plus for me too. I had no issues regarding privacy or noise which is something commonly brought up in listings in this sector, especially in old buildings. Mikael was also very responsive and kind. If I ever go back to Chicago I would definitely consider staying here again.

Lovely 2bedroom 1bath Apt and outdoor seating.
El apartmento es cómodo, muy limpió y amplio para 4 personas. La zona nos pareció agradable y tranquila. Además está bien conectada, la estación de metro está cerquísima. Lo único que no nos gustó es no poder regular nosotros el termostato de la calefacción.

River North | Rooftop With In & Out Parking | 3
Great location, clean, modern, cozy, and very helpful hosts. Highly recommend for a stay in Chicago.

2 Room Apartment in Vintage Bldg
We loved the apartment. It is ideally situated and was perfect for our little dog. The area is really nice an peaceful. It was also easy to get downtown via the red line. Karen was a fantastic host. We appreciated all the little gestures and the fact that she had saved a parking spot for us upon our arrival. We would come back anytime.

1 Bedroom Apartment/free parking
We stayed at Karolinas apartment for 7 months and she was a wonderful host. She quickly addressed any problems. For example, we locked our keys in the apartment. I texted her and a new set of keys were promptly delivered. The apartment itself is super comfortable. Great furniture and appliances and we enjoyed the outdoor balcony. I would highly recommend renting from Karolina and this apartment specifically. We have no complaints and our stay was wonderful. Thank you Karolina!

Tree-Lined Street Near the Lake!
This place has the best location. It was easy for me to take the Brown line and get around town. Cute coffee shop bakery on the corner. Mark and Carmen where friendly when we meet in the garden. Nice stay!
House rentals with an outdoor patio

European Custom Built Home
the home was fantastic. it fit our need perfectly! thank you for a fantastic stay.

Family Friendly Duplex/9 min from MDW/Free Parking
Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

Your Peaceful,Joyful,Cozy, Relaxing, Experience
This is definitely a gem in the middle of the South Suburbs. The place was really decorated nice, made us feel comfortable and right at home. Erica is a really great host and she is very attentive to any concerns we may have had during our stay. The neighborhood was really quiet and there was a park right on the corner for me to walk my puppy every morning. You will be pleased with this one. I recommend this place to anyone that wants to get away from the hustle and bustle of the big city and wants to enjoy quiet Suburban surroundings. I would definitely stay again, in fact I plan to.

Casa PLZN Location | Entire Home | Garage Parking
Great place! I’ll definitely be coming back! The beds are amazing!

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !
Amazing house and location. Great host. Highly recommend.

Gorgeous and Luxurious 3 BR Home
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.

Quiet cul-de-sac with huge fenced in backyard
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.

Suburban Feel with a City Vibe
I am very happy to have rented for the holidays it is really beautiful Very clean quiet area
Condo rentals with a patio

Loft-Like Wicker Park Condo Steps from the Cta!
Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.

Convenient & Spacious 3BR Condo w/Free Parking
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Luxuriously bright 3-bedroom condo: The Treehouse
Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay

The Ramblers Inn, Northside NEW Reno w/parking!
We were in town visiting our son for Easter and this place was exactly what we needed. Unbeknownst to me, my son lives in the building behind the Rambler Inn so it was so convenient. My daughter drove in from Ohio so the parking space was a bonus. The house was very spacious for the four of us and we were able to have family meals in the dining room. The hosts were great about communicating and we definitely plan on staying again in the future.

Urban Oasis | Great for Families w/ Kids
We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!

Logan Square Beauty with 2 Bedrooms W/parking
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
It was exactly as it was pictured except the front door is adjacent to a beauty salon and a bit hidden at first. The place was immaculate - very clean and the kitchen in particular was excellently appointed. It is on the third floor in an older building so there are stairs. The building was quiet. With gated and lit parking provided nearby our vehicle was safe.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Six Flags Great America
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Museum of Science and Industry
- The Field Museum
- Wicker Park
- Chicago History Museum
- Willis Tower
- Flossmoor Golf Club
- Brookfield Zoo
- Lincoln Park
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center