Holiday rentals with a patio in Logan Square

Logan Square 2BR Garden Unit

This is a cozy modern 2-bedroom garden unit a classic Chicago-style basement apartment in vibrant West Logan Square. Just 2 blocks from the 606 Bloomingdale Trail and near parks, shops, and public transit. Features include a full kitchen, coffee/tea, fast WiFi, and a flat-screen TV. Street parking permits available through host. Custom designed for comfort and style perfect for couples, small families, or remote work. Enjoy the best of Chicago from this inviting space! *NO SMOKING IN THE UNIT

Logan Square Chicago 2BR cottage, close to it all!

Beautifully restored 2 bed/ 1 bath apartment in a 100+ year old workman’s style cottage in the heart of Logan Square. Relax in your private first floor unit on a quiet tree-lined residential street. The living & dining rooms are furnished with brand new sofas & multiple vintage pieces perfect for spreading out & relaxing or cooking dinner in the updated kitchen. To keep costs down, a cleaning fee has already been included in the nightly rate. Excessive mess will result in an additional fee.

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Fun & cozy getaway w/POOL/game room/FREE parking

Enjoy our Pool & Play Getaway in hot Logan Square! Thoughtful upscale touches throughout. Conveniently located on a tree-lined Chicago Cul-de-Sac, just a 5 min walk to the L Blue Line. Relax in our extended outdoor living space, spend an afternoon lounging in the pool, al fresco grilling & dining on the deck or toast smores over the firepit in the yard. We're steps from all the hot restaurants and nightlife, including Chicago's #1 farmer's market. Free permit street parking for our guests.

Bright KNG+QN/near DT/walk to restaurants & bars

-early or late checkin is $10 per extra hour-please message me to arrange -Ritzy European inspired apartment on top floor in hip Logan SQ Chicago, which won top 30 neighborhoods in world! -Walk to dozens of restaurants, cafe’s, bakeries, grocery, & shopping. -Nearest train is blue line, bus stop 4 min walk -18min drive DT Chicago -19min drive Ohare -By 606 Bike Trails -Kng +queen beds + sleeper sofa. -75” smart TV, high speed internet -workspace in bright livingroom -Laundry in building

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!

Rockwell by the River

Relax with the whole family at this newly renovated classic Chicago brick two-flat. 3 bedrooms and a Queen pull out couch. The Bedrooms are 2 queens and 1 twin. High speed wifi. Convenient workspace in large common area. Restaurant and Brewery entertainment are steps away and the heart of Logan Square is a short bike ride away. The building is owner occupied and often available should you need anything during your stay. Perfect for families, friends, and short or extended stays.

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.

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Kid friendly 2 bedroom w/ private office

Private first-floor 2-bed apartment in hip Logan Square. Full bath, kitchen, WFH space and separate entrance. Walk to restaurants, cafes, parks, Blue Line/bus, 5 mins from bike rental/606 trail. We are kid/family friendly! We live upstairs with two young kids. Our ideal guest is comfortable with some family noise and apartment living. Cozy, convenient, and perfect for travelers seeking an authentic neighborhood stay! Please read other notes for more info!

Welcome to the Witch Castle!

You’ll be staying in a spacious, first floor, 2 bedroom apartment - located in the lovely Logan Square neighborhood on a large corner lot. The building is a special Victorian 2 flat (built in 1906) that's affectionately named, "The Witch Castle." Enjoy modern upgrades in a historic space, including: fiber internet, fast wifi, a fully stocked kitchen with brand new appliances, a luxury renovated bathroom with heated floors, and plenty of natural light.

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!