
Vacation rentals with outdoor seating in Logan Square, Chicago
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Top-rated outdoor seating rentals in Logan Square, Chicago
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House rentals with outdoor seating

City Cottage in Logan Square-Avondale
We loved this cute little house! Super walkable and close to lots of stuff in Logan Square; although we thoroughly enjoyed the peacefulness of hanging out in the private backyard. Would definitely stay again!

California Cottage/4br prime location Logan Square
Great Stay in a Perfect Location We had a fantastic stay! The home was clean, well-equipped, and very comfortable. The location couldn’t be better—just 4 to 5 blocks (or less) from excellent restaurants and the train. Daniel and Carrie were wonderful hosts—responsive and quick to answer any questions. For dining, I highly recommend Lula Cafe, Same Day Cafe, and Mi Tocaya, which is literally just steps away. I wouldn’t hesitate to recommend this home for anyone visiting Chicago!

Unique porcelain-enamel paneled "Lustron" home
We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=

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!

Private Logan Square Garden Apt
Had a lovely stay at Janice's place! It is located a short drive from Logan Square, which has restaurants, bars, and a blue line metro stop. There was also a bus stop just outside the neighborhood. Speaking of the neighborhood, it was very serene and private, with plenty of parking regardless of the time of day. The airbnb is a basement unit, so maybe something to keep in mind if you're on the taller side, but it was spacious, and there was minimal noise from the floor above. Shower had great water pressure! Bedroom was clean and comfortable. Janice was very communicative and clear instructions were given for checkin and checkout processes.

Retro Modern Bungalow | fire pit • free parking
We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
Everything was great!:) Definitely recommend!

Clean, Cozy 1st Floor Flat, Kitchen, Parking
This was our second time staying here, and everything was as comfortable as the first time. We highly recommend this place.
Apartment rentals with outdoor seating

iKlektik House Chicago / Robin
What a delightful place this was to stay at! Loved the wood floors and comfy bed. Peaceful and safe area for a solo business traveler. Plenty of parking in front. Deck was adorable with the flowers. Had a full kitchenette stocked with tea and coffee. Mindy was so responsive and kind!! One of the best places I’ve stayed at!!

Spacious 5-BR home next to transit! Great area!
Great location and well stocked on all counts- linens, cooking gear, plates, silverware, etc. Very spacious for larger groups. I think it’s good to note that it’s actually 2 apartments with shared hallway with a 3rd apartment. But all the good things outweighed this aspect.

Modern Apt with style & comfort in Pilsen Chicago
Gogo was great. We misread checkout time at 11, when it was actually 10, and he was so friendly about it. It was our second time staying there because we liked it so much the first time!

Lovely 2bedroom 1bath Apt and outdoor seating.
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!

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

5* City Oasis: Logan Square/Avondale Neighborhood
Ginger was a great host - We were able to check-in early, which helped us start our first day in the city. The home was very peaceful but close to restaurants and walkable to the Belmont L station.

Bucktown Retreat - Why The Buck Not? Sleeps 1-6
Super clean home, quiet neighborhood, great stay! Kitchen was well stocked, everything worked great. The neighborhood is really nice. Tree lined streets, lots of brick 3 stories. Almost no car noise. Loved it. We walked to try various restaurants. And parking was really easy to find. Only took a few minutes each time we had to park. A few notes for families with young kids: The main bedroom closet is big enough for a pack and play or inflatable mattress. One issue we had was the interior inter-room ceiling windows. They are great for circulating air etc but they don't quite close all the way so some light and sound leak into the bedroom from the kitchen, and from the bedroom into the closet. Wasn't a problem, our kids slept thru our talking etc but I didn't realize those vents/windows were there from the pictures. Otherwise great stay, would recommend and would stay again!

Colorful Bucktown Garden Apartment
Great stay. Home was as expected in the listing and very nice - but it was the location that made this stay perfect. It was so nice to be away from the hustle of downtown. You are in walking distance to many coffee shops, restaurants, bars and running paths. Would definitely stay here again.
Condo rentals with outdoor seating

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
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!

💥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!

Susie's Space. 2BR easy parking & pet friendly
Really liked it, nice location, plenty of room, comfortable, good kitchen. Getting around using buses and the subway was also very easy.

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!

Updated Designer Duplex In Fulton Market W/parking
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai
Quick stats about vacation rentals with outdoor seating in Logan Square, Chicago
Total rentals
160 properties
Nightly prices starting at
G$4,184 GYD before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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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
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center