Vacation rentals in Logan Square

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Quick stats about vacation rentals in Logan Square

  • Total vacation rentals

    Explore 440 vacation rentals in Logan Square

  • Nightly prices starting at

    Logan Square vacation rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 41,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Logan Square vacation rentals include wi-fi 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 vacation rentals in Logan Square

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

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Top guest favorite
An inviting studio space features warm wooden paneling and a dark couch. A coffee table with magazines and guidebooks is centrally positioned. Soft lighting is provided by wall sconces, and a bed is visible in the background, accented by a colorful wall art piece.
Apartment in Logan Square
4.92 out of 5 average rating, 484 reviews

The Grotto of Logan Square

Garden unit, great for a small group looking for a base while they explore the city. 10 min walk from Logan Square Blue Line, restaurants, galleries, coffee shops and clubs. Explore the city from one of its best neighborhoods! In your downtime the space offers several chicago guide books and magazines. There is a Fire stick in the TV that has most major media apps installed. The alarm clock is also a speaker for your phone to plug into. Please make sure you read the amenities and house manual.

Top guest favorite
Apartment in Logan Square
4.97 out of 5 average rating, 500 reviews

Walkable Logan! 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 Italian linens, lots of outlets, and a fully-equipped kitchen. Easy parking, a rarity in the city. Central location- Quick walk to Blue Line Train

Top guest favorite
Apartment in Logan Square
4.99 out of 5 average rating, 103 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 favorite
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.
Apartment in Logan Square
4.9 out of 5 average rating, 396 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 favorite
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.
Apartment in Logan Square
4.95 out of 5 average rating, 756 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."

Top guest favorite
An elegantly furnished dining area features a wooden table with a textured runner. Dark leather chairs surround the table, and a modern chandelier hangs above. The open kitchen, equipped with stainless steel appliances and bar seating, is visible in the background.
Condo in Logan Square
4.98 out of 5 average rating, 321 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

Superhost
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.
Apartment in Logan Square
4.88 out of 5 average rating, 195 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 favorite
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.
Apartment in Logan Square
4.78 out of 5 average rating, 400 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.

Guest favorite
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.
Apartment in Logan Square
4.92 out of 5 average rating, 139 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 favorite
A lounge area features a curvy orange sofa, complemented by a black circular coffee table resting on a textured cream rug. Natural light filters through large windows, illuminating framed wall art with subtle hues. Minimalist decor creates a cozy and inviting atmosphere.
Guest suite in North Side
4.94 out of 5 average rating, 189 reviews

Logan Square Garden Suite

Creative and quiet light-filled garden unit with lots of books, accompanied by comfortable lounge furniture and touches of nature for cozying up and relaxing after long travel or late nights. The place is set up much like a hotel room in that it does not have a kitchen but we do provide a mini fridge and Nespresso machine. This is a quiet, owner-occupied property best suited for travelers visiting Chicago. It’s not intended for gatherings or local stays.

Guest favorite
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.
Apartment 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.

Top guest favorite
A cozy living area features a sectional sofa with a vibrant throw pillow, complemented by a mid-century armchair. A colorful area rug adds warmth to the hardwood floor. Large windows with blinds provide ample natural light, while a decorative lamp and a globe accent the space.
Apartment in Logan Square
4.97 out of 5 average rating, 288 reviews

Spacious apartment in Logan Square

Ideal location 2 blocks from beautiful Palmer Square Park and short walk to Logan Boulevard. Enjoy the many great restaurants and bars in the neighborhood. Take a stroll or a bike ride on the 606 elevated path. One bedroom with queen size bed. Large open floor plan and air mattress for extra guests. Easy access to public transportation.

Popular amenities for Logan Square vacation rentals