Holiday rentals in Logan Square

Serene Logan Sq Apt | Walk to Dining & Blue Line

Step into the vibrant heart of Logan Square and experience the comfort of this classic, Chicago-style apartment, just one block from Logan Square Boulevard. Perfect for guests exploring the city or visiting family in the neighborhood, this updated space blends modern amenities with vintage character. You’re steps from top restaurants, bars, coffee shops, and the Logan Square Farmer’s Market. Downtown attractions like Navy Pier and Millennium Park are easily accessible via the Blue Line or Uber.

King Bed, Huge 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

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.

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!

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.

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!

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!

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

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.

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!

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. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 12 years hosting we still enjoy making our space a special place…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."

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.