
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 £22 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.

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.
4.99 out of 5 average rating, 108 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.
4.9 out of 5 average rating, 401 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."
4.95 out of 5 average rating, 757 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
4.89 out of 5 average rating, 468 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
4.88 out of 5 average rating, 198 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.
4.78 out of 5 average rating, 403 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.
4.92 out of 5 average rating, 141 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.
4.77 out of 5 average rating, 577 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.
4.99 out of 5 average rating, 144 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.
5.0 out of 5 average rating, 215 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.
4.95 out of 5 average rating, 284 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!
4.95 out of 5 average rating, 345 reviewsPopular amenities for Logan Square apartment rentals
Weekly apartment rentals

Low Prices! Stylish 2BR Apartment in Logan Square!
4.94 out of 5 average rating, 196 reviews
Serene Logan Sq Apt | Walk to Dining & Blue Line
4.97 out of 5 average rating, 163 reviews
The Grotto of Logan Square
4.92 out of 5 average rating, 488 reviews
Cozy 2BD/1BA in Charming Logan Square
4.72 out of 5 average rating, 215 reviews
Sunny and Funky 2-bedroom in Logan Square
4.85 out of 5 average rating, 121 reviews
2nd floor of 1908 brick two-flat in Logan Square
4.96 out of 5 average rating, 614 reviews
Walkable Logan! Spa Shower, Dining Destination
4.97 out of 5 average rating, 500 reviews
2BR Centrally Located in Cozy Hip Logan Square
4.96 out of 5 average rating, 271 reviewsPrivate apartment rentals

Renovated Loft on Milwaukee Ave
4.97 out of 5 average rating, 111 reviews
2BR Bursting w/ Character in Hip Logan Square!
4.92 out of 5 average rating, 604 reviews
Bright Logan Square 2BR | Free Parking
4.95 out of 5 average rating, 104 reviews
Spacious 5-BR home next to transit! Great area!
4.97 out of 5 average rating, 293 reviews
Super clean and family-friendly 3-bdrm entire apt
4.96 out of 5 average rating, 317 reviews
Funky & newly remodeled 1 bed in Hip Logan Square
4.85 out of 5 average rating, 199 reviews
Logan Square Modern Vintage Garden
4.89 out of 5 average rating, 334 reviews
Clean & Bright Chicago Condo - FREE Parking Spot
4.77 out of 5 average rating, 613 reviewsApartment rentals with a hot tub

Checkerboard Studio, Private Outdoor Hot Tub, Yard
4.86 out of 5 average rating, 537 reviews
Prime Lincoln Park Views + Modern Amenities Await
4.92 out of 5 average rating, 83 reviews
Level One Bedroom Suite | Fulton Market
4.69 out of 5 average rating, 35 reviews
Hygge Hideaway
5.0 out of 5 average rating, 50 reviews
Spacious and Ideally located in the Lakeview area
5.0 out of 5 average rating, 5 reviews
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
5.0 out of 5 average rating, 5 reviews
Comfy Near Downtown Chicago
4.91 out of 5 average rating, 44 reviews
South Loop Suite (Indoor Pool • Fitness Center)
4.92 out of 5 average rating, 38 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort





