Apartment vacation rentals in Logan Square

A spacious living area is positioned in front of large bay windows, allowing natural light to illuminate the space. A comfortable sofa is complemented by a recliner chair and decorative pillows. A simple television stand offers entertainment options, while a potted plant adds a touch of greenery.

4.96 out of 5 average rating, 142 reviews

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.

An inviting studio space features warm wooden paneling and a dark couch. A coffee table with magazines and guidebooks is centrally positioned. Soft lighting is provided by wall sconces, and a bed is visible in the background, accented by a colorful wall art piece.

4.91 out of 5 average rating, 455 reviews

The Grotto of Logan Square

Garden unit, great for a small group looking for a base while they explore the city. 10 min walk from Logan Square Blue Line, restaurants, galleries, coffee shops and clubs. Explore the city from one of its best neighborhoods! In your downtime the space offers several chicago guide books and magazines. There is a Fire stick in the TV that has most major media apps installed. The alarm clock is also a speaker for your phone to plug into. Please make sure you read the amenities and house manual.

4.97 out of 5 average rating, 473 reviews

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

A bright living area features two black leather sofas adorned with vibrant orange throw pillows, facing a flat-screen TV mounted on the wall. A plush dark rug sits beneath a central coffee table, while large windows allow natural light to fill the space.

4.91 out of 5 average rating, 368 reviews

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 not that it can be rather noisy because of the bar downstairs. By train 15mins downtown.

The living area features a vibrant blue sofa complemented by a colorful hammock, surrounded by greenery. A wooden dining table with four chairs sits prominently, while artistic decor is displayed on the walls and a large mirror reflects natural light from multiple windows.

4.9 out of 5 average rating, 438 reviews

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

A living room is showcased with a dark sofa and an orange accent chair. A glass coffee table rests on a patterned rug. Walls are adorned with framed art, and a window unit air conditioner is present. Daylight illuminates the space through bright windows.

5 out of 5 average rating, 181 reviews

Logan Square Apt. - No Service Fees - O’Hare CTA

NO SERVICE FEES. 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.

The entry to the studio features a full-size bed adorned with white bedding. Natural light enters through large windows, illuminating the space. A television is mounted on the wall opposite the bed, and a door leads to an outdoor area, framed by a charming entryway.

4.77 out of 5 average rating, 384 reviews

Private Logan Square Studio

A private second floor walk up vintage studio apartment right in the heart of Logan Square. Located just half a block north of the picturesque Logan Boulevard and three blocks (5-8 minute walk) from the Logan Square blue line stop which is great for getting around the city. Logan Square is a 15 minute train ride into the loop and 20 minutes out to O'Hare. This studio is convenient for the weary O'Hare traveler or perfect for a private getaway from the hustle of Chicago.

A bright, cozy living space is highlighted by a light wood floor and an angled ceiling. A comfortable couch rests against a deep blue wall, accompanied by a coffee table and a rug. A small desk and chair provide a workspace, while windows allow natural light to fill the room.

4.89 out of 5 average rating, 126 reviews

Bright & Cozy 1-Bedroom Apartment in Logan Square

Bright and charming top floor apartment in the trendy Logan Square neighborhood. Located on a quiet tree lined residential street with multiple restaurants, bars, and coffee shops within walking distance. The CTA blue line station is an easy 20min walk or 10min bus ride away. Or hop on a Divvy Bike; the rental station is located at the end of the block. The 606 Bloomingdale Trail is less than 2 blocks away and is your direct route to endless amenities and destinations.

A modern galley kitchen features green cabinetry and white countertops. A decorative backsplash with a floral pattern complements the design. Appliances include a gas stove, dishwasher, and coffee maker, while ample shelving showcases houseplants and decorative items.

4.86 out of 5 average rating, 180 reviews

Funky & newly remodeled 1 bed in Hip Logan Square

Recently remodeled 1 bedroom garden apartment with a fun aesthetic in hip Logan Square. Walking distance to top bars, restaurants and coffee shops such as Sugarmoon, Park & Field, Best Intentions, Lou Malnatis, Damn Fine Coffee Bar and many more. Blocks from the 606 Trail, 90/94 & public transportation. Lovely shared front yard landscaped with florals + garden beds. We will pass along a welcome guide with a list of all our favorite places in the neighborhood!

A charming Victorian home with a distinctive turret is set in a neighborhood featuring well-kept gardens and tree-lined streets. The porch with white railings leads to a welcoming entrance, while neighboring houses display a mix of architectural styles amidst lush greenery.

4.99 out of 5 average rating, 125 reviews

Logan Square Garden

This 3-bedroom garden apartment anchors a Victorian home in one of Chicago's coolest neighborhoods. It's convenient, clean & cozy on a quiet, tree-lined residential block, steps from restaurants, nightlife, retail, etc. We're 5 blocks from the Logan Square CTA Blue Line stop, midway between O'Hare & downtown Chicago. Private entry, new kitchen and bath, Wi-Fi, desks & comfy beds. Nice and affordable for a couple, but the apartment can accommodate up to 5.

A bright living room is illuminated by natural light from large windows. A white sofa is paired with two orange chairs, complemented by vibrant cushions. A coffee table with a striped design sits centrally, surrounded by decorative plants and artwork on the walls.

4.95 out of 5 average rating, 729 reviews

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."

The open-concept living space features natural light streaming through skylights and a mix of wooden accents and plants. A comfortable green sofa and a chair are positioned along the walls, while a sliding barn door leads to the adjacent bedroom area.

4.92 out of 5 average rating, 132 reviews

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!

Popular amenities for Logan Square apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A well-lit bedroom features a spacious bed with neatly arranged towels. A small desk and chair are positioned against the wall. Two framed artworks hang above the bed, and natural light enters through the window, which is fitted with sheer blinds.

4.8 out of 5 average rating, 126 reviews

Chic 2BR in Logan Square

4.95 out of 5 average rating, 154 reviews

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

Apartment in Lake View

Chic retreat near the best of Lakeview & Wrigley

A modern living space is depicted, featuring a dark seating arrangement with patterned cushions and a wooden coffee table. A striped rug covers the floor, and a kitchenette is visible in the background, complemented by light cabinetry. Yellow accents add a lively touch.

4.84 out of 5 average rating, 140 reviews

Logan Square 2BR Garden Unit

A modern kitchen features stainless steel appliances including a gas stove, microwave, and refrigerator. White cabinetry complements the light countertops. Natural light enters through a window above the sink. A small area rug adds warmth to the hardwood floor, with a dining table visible in the background.

4.76 out of 5 average rating, 538 reviews

Sun filled tranquil 2 br great part of Logan Sq.

Apartment in Lincoln Park

A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.

5 out of 5 average rating, 297 reviews

Explore Lincoln Park from a Polished Apartment

A welcoming living area features a leather sofa paired with a decorative throw, complemented by a glass coffee table atop a patterned area rug. Natural light filters through the bright windows, illuminating the bookshelf filled with various books and houseplants adorning the space.

4.98 out of 5 average rating, 126 reviews

Humboldt Park Retreat: Skylights & Queen Beds

A stylish shelving unit curves elegantly in the corner, holding a selection of books, decorative items, and a small plant. A flat-screen TV is displayed below, with a couple of stacked books visible on the shelves. Soft lighting enhances the modern aesthetic of the space.

4.85 out of 5 average rating, 236 reviews

Attic apartment in a hip neighborhood!

4.78 out of 5 average rating, 106 reviews

Logan square Chicago beauty

Private apartment rentals

Apartment in Ukrainian Village

A spacious living area showcases warm wooden floors and a dark brown accent wall. A blue sofa is complemented by colorful cushions, while a wooden coffee table sits in front. Artwork and decorative pieces adorn the walls, and natural light filters through large windows.

4.93 out of 5 average rating, 233 reviews

iKlektik House Chicago/BlueJay

A welcoming entryway features a rustic bench with a decorative pillow that reads 'Home.' The walls are adorned with wainscoting, and a piece of artwork in warm tones is displayed above the bench. A white door and doorknob are visible, contributing to the bright ambiance.

4.94 out of 5 average rating, 177 reviews

Custom Apartment in the heart of Avondale

A comfortable seating area is presented with a sectional sofa and a green armchair. A glass coffee table is centered on a soft area rug, enhancing the space's warmth. Two framed artworks are displayed on the light gray walls, complemented by natural light filtering through a window.

4.92 out of 5 average rating, 316 reviews

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby

A modern kitchen is presented with a large island featuring three wooden stools. Stainless steel appliances, including a refrigerator and washer-dryer, are visible. The cabinetry showcases minimalistic design, while a light-colored backsplash adds texture. Natural light fills the space, creating an open atmosphere.

4.99 out of 5 average rating, 152 reviews

Near 606 Trail | Free Garage Parking | W&D |LUXTEL

The kitchen includes modern appliances, white cabinetry, and a tiled floor. A view into the adjoining living area reveals a comfortable seating arrangement. Natural light enters through a nearby window, enhancing the functional kitchen space.

4.86 out of 5 average rating, 601 reviews

Logan Square Lookout

4.72 out of 5 average rating, 121 reviews

The studio features a fold-down bed, complemented by a cozy ottoman on textured flooring. A vintage arcade game stands against a black accent wall, while a small work area with white chairs is positioned in the corner, illuminated by soft overhead lighting.

Apartment in Wicker Park

Logan Video Game Studio

A comfortable living area features a light-colored sofa adorned with decorative pillows, a modern coffee table, and a patterned rug. The open layout connects to a well-equipped kitchen, showcasing wooden cabinetry and stainless steel appliances, with dining chairs visible in the background.

4.79 out of 5 average rating, 313 reviews

Cozy 2BR Garden Apt, Steps from Train

4.97 out of 5 average rating, 434 reviews

The kitchen area features a modern design with wooden cabinetry and a sleek countertop. Four black bar stools are positioned at a counter, which faces an abundance of natural light from a window. The kitchen is equipped with new appliances and organized shelves for easy access.

Apartment in Chicago

Peaceful River West, free parking

Apartment rentals with a hot tub

4.85 out of 5 average rating, 114 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Apartment in West Loop

Top Floor Views + Central Comfort

4.88 out of 5 average rating, 26 reviews

Apartment in River West

Luxury 3BD Penthouse – Private Patio+Skyline Views

Apartment in Fulton Market

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

4.97 out of 5 average rating, 34 reviews

Skyline Oasis: City & Lake Views

Apartment in Fulton Market

A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.

4.61 out of 5 average rating, 28 reviews

Level One Bedroom Suite | Fulton Market

4.96 out of 5 average rating, 48 reviews

A decorative lantern with a warm, flickering candle sits on a wooden table in the foreground. In the background, a black sofa is paired with light-colored throw pillows, while framed black-and-white photographs adorn the walls. Soft lighting from hanging fixtures creates a cozy ambiance.

Apartment in Wicker Park

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

4.94 out of 5 average rating, 157 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room

4.98 out of 5 average rating, 40 reviews

An indoor swimming pool is featured, with clear water reflecting natural light from large windows. The area includes lounge chairs alongside the pool, and minimalistic decor enhances the spacious environment. Black and white tiles line the edges, contributing to a modern aesthetic.

Apartment in South Loop

Parkside Panorama (Indoor Pool • Fitness Center)

An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.