Pet-friendly holiday rentals in Logan Square

Cozy 2BD/1BA in Charming Logan Square

This clean & comfortable 2 BD/1 BA garden unit in Logan Square is the perfect spot to come back to after a day of exploring the Windy City! Just a quick walk to the Logan Square Blue Line L stop, you'll be able to get downtown and back with ease. Cozy up by the electric fireplace when it's chilly or take a stroll through the vibrant neighborhood in nice weather. Here, you're sure to feel at home. Please note - my 2 children (9,4) live upstairs with me half time, awake 7am weekdays, 8am weekends

Private coach house near transit shops & nightlife

This renovated coach house comfortably accommodates 3 adults but can sleep 4. Only a 7 minute walk from the "L" train (CTA blue line to O'Hare airport & downtown). Close to Chicago's Wicker Park and Logan Square neighborhoods with lots of nightlife and dining options within a 10-15 minute walk. The two story, ~750 sqft space features a bedroom and office upstairs; the ground floor has a combined kitchen/living room and one bathroom. 4 guest limit based on city of Chicago occupancy ordinances.

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.

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."

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

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.

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.

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.

Avondale Cozy 1 Bedroom Attic Apartment 4th FL

Cozy one bedroom attic apartment in Avondale located on top of a 3 story building. Close to Milwaukee, restaurants, and bars. A perfect crash pad for touristing in Chicago. You have your own entrance but since people in this building are working from home, and need to sleep at night, no loud music or partying is allowed at any time! But then, there is no need to bring the party home - you have everything you need just outside the door!

Stylish Avondale 3bed 2 bath with Parking

Stay in Avondale — Time Out's top 20 coolest neighborhoods in the world! This spacious 3BR/2BA (one en suite) home borders Logan Square, Bucktown & Wicker Park, steps from the Blue Line and Chicago's best bars, restaurants, and breweries. Perfect for groups and families — pets welcome, in-unit washer dryer, pack 'n play, and free off-street parking starting June 1. Hosted by a Superhost.

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.

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!