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Vacation rentals in Logan Square

Find and book unique accommodations on Airbnb

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
Apartment in Logan Square
4.97 out of 5 average rating, 493 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
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, 750 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
Condo in Logan Square
5 out of 5 average rating, 134 reviews

Inspired, luxe living in Logan Square on BLVD #1

Welcome to our Palmer Square House! In the heart of hip Logan Square. Enjoy a rare opportunity to experience Boulevard living. "Live like a local" in one of Chicago's most visited & vibrant neighborhoods. 1915 historic 2-flat has been renovated with luxurious amenities. Lots of windows provide natural light. Chef's kitchen is beautiful & functional. Option to rent PH at same time if available. Primary bathroom has serious spa vibes. NO CLEANING FEES! Very fast WiFi. 65" Smart TV QLED.

Top guest favorite
A living area is presented with a green sofa and black armchair, complemented by a coffee table atop a patterned rug. Large windows allow natural light to fill the space, while artwork and decorative plants enhance the ambiance.
Apartment in Logan Square
4.96 out of 5 average rating, 233 reviews

Colorful & Peaceful Boho-Chic Unit in Logan Square

Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!

Guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in North Side
4.96 out of 5 average rating, 161 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont 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.

Guest favorite
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
4.89 out of 5 average rating, 192 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, 399 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 favorite
A comfortable living area features an orange sofa and a variety of artwork on the walls. A round coffee table sits in the center of a patterned area rug. Natural light filters through the window shades, enhancing the welcoming vibe of the space.
Condo in Logan Square
4.96 out of 5 average rating, 119 reviews

Spacious 3BR • Great for Groups • Fast WiFi • Pets

This pet-friendly, Logan Square apartment is brimming with details to make your stay feel like a home away from home. All 3 bedrooms boast super-comfy queen beds with an abundance of pillows and lots of storage space for your belongings. The third bedroom is made private by a lush velvet curtain. There are two dedicated workspaces in the apartment for your work-from-anywhere lifestyle needs. A very well-appointed kitchen is begging for home-cooked meals.

Guest favorite
Two vintage pinball machines are positioned against a brick wall, adding a playful touch to the space. A wooden shelf above displays various board games. A guitar and small amplifier are also present, enhancing the entertainment options in the room.
Apartment in North Side
4.97 out of 5 average rating, 101 reviews

Renovated Loft on Milwaukee Ave

Bring the whole family to this modern loft with lots of room for fun! Located in north Logan Square right above the main strip on Milwaukee Ave and its vibrant restaurant scene. Only 0.4 miles from the Logan Square Blue line stop, which runs 24 hours to O'Hare airport and downtown Chicago. Free street parking and parking passes to park on permit parking streets.

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, 283 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.

Top guest favorite
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.
Apartment in Logan Square
4.95 out of 5 average rating, 340 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!

Guest favorite
A simple sleeping area features a spacious bed with neutral-toned linens. Artwork with floral patterns is displayed above the bed, while a decorative arrangement of flowers is positioned on the wall. A door leads to another room, and natural light enhances the space.
Casa particular in Logan Square
4.86 out of 5 average rating, 203 reviews

Studio apartment for 2 people maximum, comfortable and clean, very central with multiple access roads, urban transport and proximity to the train station, a variety of restaurants and shops.

Enjoy the simplicity of this accommodation located in a very central and quiet area, with easy access and very nice people. In addition to this, it has a variety of shops and restaurants nearby. We are very interested in cleanliness for the utmost convenience. Vehicles are parked on the street at no cost.

Popular amenities for Logan Square vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Logan Square