Condo vacation rentals in Logan Square

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Top-rated condo rentals in Logan Square

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

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Superhost
Condo in Bucktown
4.83 out of 5 average rating, 103 reviews

Petfriendly Condo in Bucktown near blue line

Centrally located condo near the Western blue line, in walking distance to a grocery store, restaurants, and the best coffee shops Bucktown/Logan Square has to offer! Free parking spot in the back of building allows worry-free parking in the city. Very clean and quiet - professionally cleaned after each stay. Kitchen has all basic essentials and includes a Nespresso machine and coffee pods! Peloton stationary bike in unit, just bring your cycling shoes! Please note this unit is on the 3rd floor.

Guest favorite
A bright, open living space showcases a cozy sectional sofa facing a large window surrounded by potted plants. A wooden dining table with white chairs is positioned in the foreground, complemented by a stylish area rug that defines the dining area.
Condo in Logan Square
4.9 out of 5 average rating, 141 reviews

NEW Rehabbed Sunny top floor Logan Square

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

Top guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in Avondale
4.96 out of 5 average rating, 140 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE with garage parking! 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.

Top guest favorite
A spacious rooftop deck features comfortable wooden seating arranged around a circular table. The area is adorned with vibrant flowers and a decorative rug, all set against a sweeping view of the Chicago skyline under a soft blue sky.
Condo in Wicker Park
4.94 out of 5 average rating, 184 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this spacious, Chicago Penthouse! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

Top guest favorite
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.
Condo in Logan Square
4.98 out of 5 average rating, 302 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!

Superhost
A view overlooking a vibrant urban landscape featuring Wrigley Field in the background. Rooftops, utility units, and modern buildings create an interesting skyline. The image captures the spirit of the neighborhood, with hints of greenery and construction highlighting the area's dynamic atmosphere.
Condo in Wrigleyville
4.82 out of 5 average rating, 368 reviews

Dream Condo steps from Wrigley Field!

The space is a dream for any Chicago Cubs fan! Being mere steps from the ballpark and filled with Cubbies memorabilia ranging from autographed game used equipment to authentic stadium seats from Wrigley Field itself, this place has it all! You are sure to impress clients, mesmerize your family and bask in Cubs nostalgia throughout your entire stay! Smell the hot dogs, feel the buzz and hear the Wrigley Field crowd all from inside your living room this summer!!

Top guest favorite
A spacious living area is filled with natural light from multiple windows. A comfortable sofa, adorned with a decorative pillow, is positioned in the corner. A dining table and chair are visible in the background, with greenery seen through the windows.
Condo in North Side
4.97 out of 5 average rating, 189 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Just steps from the lively center of Chicago's Lincoln Park and poised above the quiet, tree-lined streets of the coveted Arlington-Deming neighborhood, this residence on the top floor of a three-story walkup is the perfect for families that want to be close to it all! Lake Michigan, Lincoln Park Zoo, multiple parks, transportation, dining, nightlife, and more. We provide one daily parking permit per night of your stay so you can access free street parking.

Top guest favorite
A comfortable living area features an orange sofa and a variety of artwork on the walls. A round coffee table sits in the center of a patterned area rug. Natural light filters through the window shades, enhancing the welcoming vibe of the space.
Condo in Logan Square
4.95 out of 5 average rating, 108 reviews

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.

Guest favorite
A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.
Condo in North Side
4.92 out of 5 average rating, 375 reviews

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

Superhost
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.
Condo in Logan Square
4.78 out of 5 average rating, 285 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!

Superhost
A modern living area features a large black leather couch accompanied by a sleek armchair. Artistic Chicago-themed decor adorns the walls, including a vibrant sign. Natural light fills the space through window coverings, with a stylish area rug enhancing the warm ambiance.
Condo in Ukrainian Village
4.9 out of 5 average rating, 177 reviews

Modern Chicago Movie Themed Apt

Welcome to Chicago at the Movies! An amazing fully updated apartment in the Ukrainian Village neighborhood. This midcentury modern 3 bedroom home is perfect for groups, couples, and families looking for a perfect Chicago vacation. The property is conveniently located on Grand Avenue just minutes by car, bus or train from Downtown and the Lakefront. We are also just a short 5 Minute ride to the United Center for concerts sports and more!

Top guest favorite
A bright living area features a light-colored sectional sofa, a coffee table, and a television stand. Natural light enters through three large windows adorned with wooden blinds. A floor lamp provides soft illumination, complemented by a rug with intricate patterns on the hardwood floor.
Condo in Logan Square
4.95 out of 5 average rating, 172 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.

Popular amenities for Logan Square condo rentals

When is the best time to visit Logan Square?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,785 GYDG$19,828 GYDG$23,376 GYDG$23,376 GYDG$29,638 GYDG$35,273 GYDG$30,890 GYDG$33,186 GYDG$28,803 GYDG$27,342 GYDG$21,498 GYDG$26,298 GYD
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Quick stats about condo rentals in Logan Square

  • Total vacation rentals

    Explore 30 vacation rentals in Logan Square

  • Nightly prices starting at

    Logan Square vacation rentals start at G$8,349 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 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!

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