Apartment holiday rentals in Logan Square

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Logan Square

  • Total holiday rentals

    Explore 260 holiday rentals in Logan Square

  • Nightly prices starting at

    Logan Square holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 28,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    260 of Logan Square holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Logan Square rentals

  • 4.8 Average rating

    Logan Square stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated apartment rentals in Logan Square

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Logan Square
4.99 out of 5 average rating, 107 reviews

Paradise on the Boulevard!

Amazing 2 bedroom garden apartment, located in the heart of the highly desirable Logan Square. This luxurious space with heated polished concrete floors & spa inspired bathroom is situated on the Historic Logan Boulevard, just steps from CTA Blue Line. Fabulous restaurants and coffee shops across the street. The apartment has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Peace, convenience & excitement are right here.

Guest favourite
A bright living area features two black leather sofas adorned with vibrant orange throw pillows, facing a flat-screen TV mounted on the wall. A plush dark rug sits beneath a central coffee table, while large windows allow natural light to fill the space.
Flat in Logan Square
4.9 out of 5 average rating, 401 reviews

Logan Square Apartment!

The apartment is close to Logan 11 Bar, The Boiler Room, The Chicago Diner: Logan Square, Revolution Brewery, Cafè Mustache. You’ll love the place because of the location, the neighborhood, transport convenience (30 second walk), Divvy bikes accross street, 606 elevated path amongst countless other things to check out. Travelers, families, & big group welcome but It's NOT a place to host parties, please note that it can be rather noisy because of the bar downstairs. By train 15mins downtown.

Top guest favourite
A bright living room is illuminated by natural light from large windows. A white sofa is paired with two orange chairs, complemented by vibrant cushions. A coffee table with a striped design sits centrally, surrounded by decorative plants and artwork on the walls.
Flat in Logan Square
4.95 out of 5 average rating, 757 reviews

Best in Chicago, private, amazing garden space

We offer the highest standards of cleanliness. Excellent workspace with fast wifi and beautiful outdoor deck and garden space to relax. Family friendly with additional kid/baby toys and supplies. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 15 years hosting we still enjoy making our space special…as one reviewer commented, "The pictures don't really do justice to how beautiful the apartment is. I will miss having my morning coffee while overlooking the tranquil garden."

Superhost
The living area features a vibrant blue sofa complemented by a colorful hammock, surrounded by greenery. A wooden dining table with four chairs sits prominently, while artistic decor is displayed on the walls and a large mirror reflects natural light from multiple windows.
Flat in Logan Square
4.89 out of 5 average rating, 468 reviews

Sunny Logan Square Artists' home

2nd floor classic Chicago 2flat with lots of light. 3 bedrooms available, with 2 additional sofabeds. Great if you and family/group of friends are in town for an event and want to stay together. Grocery store 1.5 blocks away. Quiet street. Parking is decent. New bath has all marble walls, extra long/deep tub and rain shower. 1 mile walk to the Logan Square CTA Blue Line and Logan Square brunch/night-life. 5 min walk to Metra. Walk to 606 trail. Chicago Registration Number: R24000117459

Guest favourite
A light blue sofa is positioned against a textured brick wall, complemented by three framed artworks above. A small, round white coffee table sits in front of the sofa. The adjacent area reveals a glimpse of the dining space and kitchen, featuring natural light from the window.
Flat in Logan Square
4.88 out of 5 average rating, 198 reviews

Bright Logan Square 1BR | Walk to Blue Line

Enjoy all that Logan Square offers with this 1 BR apartment on the 2nd floor of a charming 4-flat building. Updated kitchen with basic necessities. High speed internet included with smart tv & security system in place. One block from Palmer Square Park, 5-minute walk from CTA (California) Blue Line, walk to shops and restaurants and experience Chicago at its best! Perfect for couples, solo travelers, or remote workers looking for a comfortable and convenient home base

Guest favourite
The entry to the studio features a full-size bed adorned with white bedding. Natural light enters through large windows, illuminating the space. A television is mounted on the wall opposite the bed, and a door leads to an outdoor area, framed by a charming entryway.
Flat in Logan Square
4.78 out of 5 average rating, 403 reviews

Private Logan Square Studio

A private second floor walk up vintage studio apartment right in the heart of Logan Square. Located just half a block north of the picturesque Logan Boulevard and three blocks (5-8 minute walk) from the Logan Square blue line stop which is great for getting around the city. Logan Square is a 15 minute train ride into the loop and 20 minutes out to O'Hare. This studio is convenient for the weary O'Hare traveler or perfect for a private getaway from the hustle of Chicago.

Top guest favourite
A comfortable living area features two dark sofas adorned with decorative pillows in blue and white. A coffee table sits in the center atop a patterned rug. A large television is mounted on a textured brick wall, complemented by plants and framed mirrors. A cityscape artwork is displayed above.
Flat in Logan Square
4.92 out of 5 average rating, 141 reviews

Right in the heart of Logan Square.

BEST LOCATION IN LOGAN SQUARE!! Brand new stylish 3 bed, located in the heart of the highly desirable Logan Square neighborhood. This luxurious space is situated right by the historic Logan Square Boulevard, literally 10 STEPS AWAY from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Top guest favourite
A modern kitchen features stainless steel appliances including a gas stove, microwave, and refrigerator. White cabinetry complements the light countertops. Natural light enters through a window above the sink. A small area rug adds warmth to the hardwood floor, with a dining table visible in the background.
Flat in Logan Square
4.77 out of 5 average rating, 577 reviews

Sun filled tranquil 2 br great part of Logan Sq.

Clean, comfortable and peaceful 2 bedroom apartment close to great food, parks, 606 trail, vibrant night life and shopping. Great area of Logan Square that is good for couples, solo adventurers, business travelers and anyone who seeks a great apartment in a great neighborhood with easy access to many of the best places in the city. Youtube live TV. Nice back patio with table and chairs. Free street parking, no meters, no time restrictions or permits needed.

Top guest favourite
A charming Victorian home with a distinctive turret is set in a neighborhood featuring well-kept gardens and tree-lined streets. The porch with white railings leads to a welcoming entrance, while neighboring houses display a mix of architectural styles amidst lush greenery.
Flat in Logan Square
4.99 out of 5 average rating, 144 reviews

Logan Square Garden

This 3-bedroom garden apartment anchors a Victorian home in one of Chicago's coolest neighborhoods. It's convenient, clean & cozy on a quiet, tree-lined residential block, steps from restaurants, nightlife, retail, etc. We're 5 blocks from the Logan Square CTA Blue Line stop, midway between O'Hare & downtown Chicago. Private entry, new kitchen and bath, Wi-Fi, desks & comfy beds. Nice and affordable for a couple, but the apartment can accommodate up to 5.

Top guest favourite
A living room is showcased with a dark sofa and an orange accent chair. A glass coffee table rests on a patterned rug. Walls are adorned with framed art, and a window unit air conditioner is present. Daylight illuminates the space through bright windows.
Flat in North Side
5.0 out of 5 average rating, 215 reviews

Cool City Comfort - Logan Sq. - O’Hare CTA

Our 1st floor apartment and it’s location in Avondale/Logan Square will leave you impressed. Only a quick walk to the Logan Sq CTA Blue Line stop and our street is full of families and long time residents. Free street parking. 5 guests total are allowed, but additional fee for more than 3 guests. If you are a family larger than 3 traveling with children, fee is negotiable, please mention it. PLEASE read the ADDITIONAL RULES and OTHER DETAILS TO NOTE.

Guest favourite
A spacious living area is depicted, featuring a large, sectional leather couch in a warm tan hue. Colorful framed art posters adorn the walls, adding visual interest. A wooden coffee table and a dining area with a wooden table and chairs are visible in the background.
Flat in Logan Square
4.95 out of 5 average rating, 284 reviews

Close to coffee, commuting, restaurants & bars

Cozy, comfortable, beautiful first floor unit in an owner-occupied graystone in trendy Logan Square. Furnished and spacious (1100 sq feet) 2 BR with an office space. Close to all public transportation, buses, trains, and Divvy - Chicago's bike-share program. Easy access to the highway if you need to commute to the city or to the suburbs while you are staying here. Lots of restaurants and bars within walking distance.

Guest favourite
A warm living area features a black leather sofa adorned with colorful throw pillows. A glass coffee table rests on a patterned rug, while two accent chairs provide additional seating. Natural light streams in through a window, complemented by decorative plants and wall art.
Flat in Logan Square
4.95 out of 5 average rating, 345 reviews

Cozy and Spacious! Logan Square Apartment

Enjoy the local Chicago comforts of a traditional Logan Square apartment decorated with vintage charm. Home to some of the city's most celebrated food and nightlife, Logan Square is one of Chicago’s most exciting neighborhoods with an energy unlike any other in Chicago. And you're only a quick trip to downtown!

Popular amenities for Logan Square apartment rentals