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Vacation rentals in Logan Square

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Logan Square

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

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Guest favorite
Apartment in Logan Square
4.92 out of 5 average rating, 471 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, 484 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 serene garden space is illuminated by string lights, casting a warm glow over abundant greenery and colorful flowers. Stone paths wind through the lush plants and potted orchids, creating an inviting atmosphere for relaxation and gatherings.
Apartment in Logan Square
4.95 out of 5 average rating, 744 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
A spacious living area is highlighted by sloped ceilings and wooden beams. A comfortable sectional sofa and a coffee table are nestled on a well-kept area rug. A television is positioned against the wall, while natural light filters in through two skylights.
Apartment in Humboldt Park
4.98 out of 5 average rating, 172 reviews

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

Top guest favorite
A classic gray stone building is presented with elegant architecture, featuring large front steps leading to a wooden door. Lush greenery surrounds the entrance, with a wrought iron fence enclosing a well-maintained garden space at the front.
Guest suite in Logan Square
4.98 out of 5 average rating, 334 reviews

Stylish Studio in Historic Logan Square

Modern 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 and kitchenette 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 magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

Guest favorite
A bright living area is illustrated with large windows allowing natural light to fill the space. A comfortable beige sectional sofa provides seating, while a wooden coffee table sits on an area rug. A desk with modern design and a chair are present, enhancing the workspace.
Condo in West Town
4.93 out of 5 average rating, 155 reviews

Luxuriously bright 6-bedroom duplex: The Treehouse

Experience a calm and soothing stay in a spacious duplex-up bathed with light and nestled amongst the trees. This home is the top two floors of a 4-flat building which offers 6 bedrooms, 4 full bathrooms, and two outdoor spaces. Enjoy free street parking, and a location just 3 miles from downtown Chicago. You're also a 2 min walk from public transit. For something closer to home, Wicker Park and Humboldt Park offer great dining and culture steps away. We look forward to hosting you!

Top guest favorite
Condo in Logan Square
5 out of 5 average rating, 130 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
Condo in Logan Square
4.98 out of 5 average rating, 313 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!

Top guest favorite
A welcoming entryway is featured, showcasing a large chalkboard adorned with intricate botanical illustrations. A cozy bench covered with a simple fabric sits beneath the board, while a lush green plant in a woven pot adds a touch of nature. Natural light streams in through the nearby door.
Guest suite in North Side
4.94 out of 5 average rating, 174 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 outdoor deck features a circular table surrounded by multiple cushioned seating arrangements. Natural light highlights the wooden flooring, while greenery is visible in the background, creating a refreshing and inviting space.
Condo in Logan Square
4.79 out of 5 average rating, 301 reviews

Logan Square Beauty with 2 Bedrooms W/parking

Our two-bedroom condo is beautifully appointed and has vintage charm everywhere you look. You'll have access to a shared backyard, and all of the amenities of home - while being a 10 minute walk from some of the hottest bars and restaurants in Chicago. One garage parking spot is available during your stay. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea!

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, 277 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.

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, 333 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 vacation rentals

Quick stats about vacation rentals in Logan Square

  • Total vacation rentals

    Explore 460 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 39,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    290 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wi-Fi availability

    450 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!

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