Condo vacation rentals in Logan Square, Chicago

4.96 out of 5 average rating, 114 reviews

The exterior of a red brick building showcases a classic architectural design with white-framed windows. The front steps lead to a dark door, surrounded by well-maintained shrubs and small plants. Clear blue skies create a bright backdrop to the inviting facade.

Condo in Avondale

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 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. Free parking on Lawndale Ave.

A two-story greystone building is positioned amidst trees and neighboring homes. The entrance features a porch with a few steps leading to the front door, which is framed by greenery. Vehicles are parked along the street, showcasing a typical urban setting.

4.9 out of 5 average rating, 126 reviews

NEW rehab LOGAN Sq TOP FLOOR free laundry SUNNY

Beautiful, newly renovated three bedroom second (top) floor unit with one bathroom in the heart of Logan Square. Located on the Kimball bus line with free in-building laundry available and plenty of FREE street parking. There is a neighborhood mini mart one door down and a Divvy bike rental stand three blocks away. Come stay in Chicago's hottest neighborhood with some of the best dining and bars the city has to offer. *Fan of the hit TV series "The Bear"? Close to Giant, Pizza Lobo & Margies

4.86 out of 5 average rating, 474 reviews

A bright red door stands prominently against an exposed brick wall. Black marble steps lead up to the entrance, creating a contrast with the light wooden floor. A coat rack with a sleek design is positioned nearby, enhancing the functional space.

Condo in Humboldt Park

Humboldt Park Traveler's Lodge

Come stay at my gorgeous condo! Featuring exposed brick, a private entrance, stainless steel appliances, and a queen bed -> all on a quiet tree lined street! It's a perfect place to re-energize between big city adventures. Free street parking, and a 5 min walk to some of the best independently owned shops, restaurants, and bars in the city. Also, the massive and incredible Humboldt Park is also just a 5 min walk away! Please reach out for recommendations - I love giving them to people!

4.87 out of 5 average rating, 127 reviews

A stainless steel spice rack is displayed on a textured granite countertop. The rack holds various spice jars in a circular arrangement, labeled with names such as 'Italian Seasoning' and 'Oregano.' A sleek electric wine opener rests nearby, featuring a modern design.

Condo in Mayfair

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

A well-equipped beverage station includes a Jura coffee machine and a Nespresso machine, both positioned beside a bright yellow teapot. A stack of cups is displayed on a wooden holder, while a book about comfortable living rests against a window with charming wooden frames.

5 out of 5 average rating, 101 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.

An elegantly furnished dining area features a wooden table with a textured runner. Dark leather chairs surround the table, and a modern chandelier hangs above. The open kitchen, equipped with stainless steel appliances and bar seating, is visible in the background.

4.98 out of 5 average rating, 277 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!

A modern living area features a comfortable couch adorned with decorative pillows. On either side, minimalist tables hold soft-lit lamps, providing warm illumination. A framed Chicago flag artwork hangs above the couch, adding a touch of local charm to the space.

4.85 out of 5 average rating, 104 reviews

Logan Square Oasis

This spacious and bright garden apartment in vibrant Logan Square is the ideal spot to stay while you explore the Windy City! With 3 spacious bedrooms and 2 full bathrooms with modern and clean finishes, you'll have plenty of space for everyone. Take advantage of the enormous & spacious kitchen as well as the in-unit washer/dryer combo. Whether you're spending all day out on the town or planning for a quiet night in, you'll have everything you need for a great stay here.

4.92 out of 5 average rating, 346 reviews

A cozy enclosed porch features large windows allowing natural light to fill the space. Two teal lounge chairs are positioned beside a small table, with colorful decorative elements scattered throughout. A patterned rug adds warmth to the floor, creating a relaxed atmosphere.

Condo in North Side

Susie's Space. 2BR easy parking & pet friendly

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.

4.78 out of 5 average rating, 256 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!

4.86 out of 5 average rating, 118 reviews

The exterior of the 747 Lofts building is highlighted, featuring red brick and large glass windows. A bold blue sign displaying '747 LOFTS' hangs prominently. The scene captures a colorful sky at dusk, contrasting with the sleek buildings in the background.

Condo in River West

Cabin 308 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

4.95 out of 5 average rating, 164 reviews

Logan Square living at its best w/ bright 2 bdrm

Enjoy Logan Square in this bright, 2nd-floor apartment in a vintage Chicago three-flat from the 1880's. Set up with 2 queen beds and a dedicated front office space. Walk to all the best restaurants, coffee shops, Palmer Square Park, and the CTA Blue Line for easy access to O'Hare airport and downtown Chicago. Free street parking on the block. Security camera located on the front porch. No children or pets, please.