Holiday rentals with outdoor seating in Northwest Side

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Northwest Side

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 380 reviews

King Bed, Huge Spa Shower, Dining Destination

This home was designed with love! Inspired by our favorite boutique hotels - nestled on a tree-lined street in Logan Square, a locals-only destination for brunch, coffee, craft beer and cocktails. Relax in the massive custom steam shower or catch up on HBO on the 50” WiFi TV. Luxe details throughout -premium espresso, memory foam beds and upgraded linens, fully-equipped kitchen. Both bedrooms have private baths, lots of outlets and huge walk-in closets. Easy parking! Central location- Quick walk to Blue Line Train (DIRECT to ORD) - 10 / 15 min to anywhere- Loop, Wicker Park, Lincoln Park! We have tried to attend to every detail- I love boutique hotels and I wanted our Airbnb to reflect that experience. This is a two-bedroom, two-bath private apartment and the garden level of our historic greystone, a classic Chicago property type. The space was newly renovated for friends and family - a luxurious city getaway surrounded by our favorite restaurants. It is warm and cozy with in-floor heat. Truly easy street parking, a rarity in the city. Five minute walk to train at Logan Square Blue Line (20 min direct connection to O’Hare Airport/ORD) and around the corner from top-rated restaurants-blocks to Fat Rice, Longman & Eagle, and Lula, all Michelin rated. Don’t miss brunch at Jam, pozole at Quiote and tiki drinks at Lost Lake, ranked one of the fifty best bars in the world- all walkable. The master has a king-size memory foam bed, individual reading lights with dimmers, and an ensuite bath with massive walk-in steam / rain shower. Second bedroom has a cozy memory foam double bed, private ensuite bath with new oil-rubbed bronze fixtures and cast iron Kohler tub. Both beds have premium 100% cotton linens, black out shades, nightstands with convenient outlets, and walk-in closets -- plenty of room for luggage. Our brand new kitchen has lots of bells and whistles -a Bosch convection oven, garbage disposal, ice maker, filtered water built into the sink and pantry with starter items for cooking. We offer unlimited Nespresso and a french press with whole bean Intelligentsia, our favorite local coffee. Enjoy a night in with our 50" 4K WiFi TV - HBO, Netflix, Amazon Prime, and Spotify Premium are logged in and ready to go. Private entrance. Lots of extras while preserving the character of a classic Chicago home. You're welcome to enjoy the backyard (we have great neighbors). Trash / recycling through gate behind yard. Shared free laundry. I'll meet you at check-in if possible and make some recommendations. I have lived in Chicago since 2001 and love to share tips about my favorite city in the world. I'm a real estate agent and easy to reach, but otherwise, the home is yours to enjoy! Diner’s paradise! Four blocks to Blue Line- This cozy garden retreat is a half block to the neighborhood’s famous Logan Boulevard, lined with park space and historic mansions. Steps to independent coffee shops, brunch and the city’s best cocktails. Walk to tropical drinks at Lost Lake, Michelin rated gastropub Longman and Eagle, fresh pasta at Daisies and local favorite Lula. You’re also an easy eight minute walk to the Logan Square Blue Line. Easy / free street parking. Logan Square is extremely central. We are a four block walk to Blue Line Train (which connects directly to ORD/O’Hare Airport!) and joins all trains with a 15 minute ride South toward the Loop. The Blue Line runs underground and does not share tracks- it is by far the fastest city train line. This neighborhood is particularly easy for cabs as you are only 2 minutes from the 90/94 Expressway: - 10 minutes to Wicker Park - 10 minutes to Lincoln Park - 8 min to West Loop/Fulton Market -15/20 min to Magnificent Mile/Wrigley This is the garden (ground) level of a two-flat- You will hear occasional footsteps above but residents are respectful and polite- they are two professional women and not early risers! Based on my personal spent time in the unit, this will not impact your experience in a significant way. Although we have honored historic details wherever possible, this is a brand new apartment with great insulation. We offer a white noise machine just in case. Ceilings are over 7 ft and while not soaring, tall guests have been comfortable. The unit has radiant in-floor heating (no cold feet!) controlled in your unit with a traditional thermostat. Because it is an English garden and partially below grade, the temperature is very stable. We have window air conditioners for summer.

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 114 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 349 reviews

Lovely, bright, 3-bedroom Avondale flat. Private.

3 bedroom apartment perfect for families or groups of 3-5 people. Transportation is accessible with many CTA bus stops nearby, the Kennedy expressway only minutes away, and two Blue line stations less than a 15 minutes walk. The newly redecorated apartment is located on a quiet street in the up-and-coming Avondale neighborhood with free street parking (parking permit will be provided). Only a few minutes away from Logan Square, amazing restaurants, nightlife, and entertainment are easy to find.

Guest favourite

Guest suite in Lincoln Square

4.99 out of 5 average rating, 301 reviews

Private Lincoln Square one bed+bath studio apt.

Clean, bright studio apartment in Lincoln Square. Private entrance, queen bed, private bath and small kitchenette in one of Chicago's premier neighborhoods. (Small twin futon also available if needed.) Beautiful home and garden with plenty of free street parking. Easy walk to public transportation, incredible restaurants, music venues, and shopping. The lake, Wrigley Field and more are readily accessible by public transportation. Enjoy all of Chicago! Chicago Registration Number: R18000036336

Guest favourite

Guest suite in Chicago

4.93 out of 5 average rating, 358 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 167 reviews

2BR Centrally Located in Cozy Hip Logan Square

Explore one of Chicago's most popular neighborhoods, Logan Square, home to hipsters, artists, techies and foodies. I am inclusive and welcome all! The bnb is 1.5 blocks from the El blue line direct from O'hare airport, 25 minutes to downtown Chicago (via El blue line), and a 15 minute drive to the United Center. You can walk to plenty of great restaurants, bars, parkland space, and in the summer, Italian ice and a great farmer's market every Sunday. There is plenty of street parking.

Guest favourite

Guest suite in Chicago

4.98 out of 5 average rating, 114 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Guest favourite

Flat in Avondale

4.97 out of 5 average rating, 122 reviews

Designer Avondale Attic

Soak in the beauty of this professionally designed and newly-renovated minimalistic attic in the heart of Chicago's most hip neighborhoods! Every detail of this home was thought through extensively to provide the perfect experience for our guests. Designer furniture, luxury soaps and amenities, a smart TV, high speed wifi, free laundry on site! A quick walk brings you to amazing coffee shops, trendy restaurants, or hop on the Blue Line train to help you get to any part of the city with ease.

Guest favourite

Guest suite in Chicago

4.97 out of 5 average rating, 230 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Guest favourite

Guest suite in Chicago

4.97 out of 5 average rating, 240 reviews

Stylish Studio in Historic Logan Square

Brand new, unique garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Convenience & excitement are easily accessible!

Guest favourite

Guest suite in Chicago

4.95 out of 5 average rating, 244 reviews

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Level 2 EV charger available.

Superhost

Flat in Avondale

4.82 out of 5 average rating, 116 reviews

Cozy Avondale apt right by Belmont blue line stop

Full, private unit located in Chicago’s Avondale community. The space is perfect for out-of-town visitors, located 15 minutes from the O’Hare (ORD) airport, downtown and Wrigleyville. Only 0.25 miles to the blue line (runs ORD to downtown), freeway and other public transit, this apartment is perfectly situated to explore Chicago. Check out the reviews, this place is fantastic! BONUS: Easy check in (smart lock) and simple check out (just turn off thermostat and put used towels in pile).