Apartment vacation rentals in Logan Square

4.94 out of 5 average rating, 109 reviews

A modern living area features a grey sectional sofa and a light-colored armchair positioned around a soft area rug. Two windows allow natural light to enter, and wall art decorates the walls. Steps lead to an upper level, contributing to an open and inviting layout.

Apartment in Avondale

Best Deal in Chicago | Great Food & Free Parking

Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

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.

A bright hallway is illuminated by natural light, showcasing a mix of art and plants. Shelves with various glassware and plants line one wall, while framed artwork featuring mountains and landscapes adds character. Light wooden flooring runs throughout the space.

4.99 out of 5 average rating, 162 reviews

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

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

Apartment in Noble Square

The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.

4.97 out of 5 average rating, 580 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

A living area is presented with a green sofa and black armchair, complemented by a coffee table atop a patterned rug. Large windows allow natural light to fill the space, while artwork and decorative plants enhance the ambiance.

4.96 out of 5 average rating, 194 reviews

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!

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!

4.92 out of 5 average rating, 132 reviews

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.

Apartment in Avondale

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!

Apartment in Belmont Gardens

A bright living room features large windows allowing natural light to fill the space. Comfortable seating includes a spacious couch and decorative poufs. A smart TV is mounted on the wall, and plants bring a touch of greenery, enhancing the relaxing environment.

4.98 out of 5 average rating, 133 reviews

Designer 2BR Avondale Retreat

Welcome to the Avondale Retreat — a sun-filled, thoughtfully curated apartment ideal for a stylish weekend escape in Chicago. Impeccably clean and intentionally designed, this warm and welcoming space is perfect for couples or friends looking to relax, explore, and enjoy the city from a beautiful home base. Guests love the natural light, comfortable layout, and the way the apartment feels more like a small home than a typical rental.

The spacious living room features a plush sectional sofa and a modern coffee table, arranged in a cozy seating area. A decorative area rug lies beneath, while plants add a touch of greenery. Natural light fills the room through three large windows, and a stylish fireplace serves as a focal point.

4.94 out of 5 average rating, 148 reviews

Discover Chicago from a Modern Apartment

Stretch out on a plush sectional sofa in the living room of this airy 3-bedroom/1-bath modern apartment with tall ceilings. Offering contemporary fixtures and fittings, plus a showcase fitted kitchen with classy dark wood cabinetry, the interior conjures a tasteful, relaxing ambience. Amenities including tv, wifi, and one reserved parking spot. This home perfect for families!

Popular amenities for Logan Square apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 152 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 comfortable living area features a blue sofa paired with a decorative throw pillow. A round coffee table sits on a patterned rug, while light-colored accent chairs provide additional seating. Natural light enters through multiple windows, enhancing the inviting ambiance.

4.87 out of 5 average rating, 368 reviews

Sawyer Get-Away in Logan Square

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.

4.93 out of 5 average rating, 124 reviews

Beautiful (No Chores No Cleaning Fees)

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

Stylish Retreat – 2 min to Transit, Fast WiFi

4.98 out of 5 average rating, 312 reviews

A cozy seating area features a round table surrounded by two chairs. A potted plant is positioned nearby, contributing to the fresh atmosphere. A glass coffee table rests on a patterned rug, while a comfortable gray sofa with assorted cushions is present against the wall.

Apartment in Wicker Park

Ukrainian Village Garden Retreat

Apartment in Lincoln Square

A vibrant living area features a deep blue accent wall and a plush couch adorned with colorful cushions. Natural light flows through a window dressed with patterned curtains. A round coffee table sits on a textured area rug, completing the inviting space.

4.77 out of 5 average rating, 243 reviews

Tidy Designer Flat in Heart of Lincoln Square

A bright living area features an orange sofa with black and white accent pillows. A black coffee table is positioned on a light gray rug. Natural light fills the space through large windows, complemented by a green plant in the corner.

4.91 out of 5 average rating, 156 reviews

Trendy 2BR Apartment in Logan Square!

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, 230 reviews

iKlektik House Chicago/BlueJay

Apartment in Lower West Side

4.99 out of 5 average rating, 264 reviews

Simple, Comfortable Pilsen Apt w/ Artistic Touches

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

Apartment in Roscoe Village

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.95 out of 5 average rating, 230 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

4.89 out of 5 average rating, 199 reviews

A spacious dining area features a large wooden table surrounded by two long benches. Artwork is displayed on the light gray walls, and natural light floods in from a large window. A small desk and chair are positioned in the corner, adding functionality to the space.

Apartment in Wicker Park

Charming Two Bedroom in Wicker Park

4.86 out of 5 average rating, 599 reviews

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.

Apartment in Avondale

Logan Square Lookout

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

Apartment in Kilbourn Park

A studio space is presented with a spacious bed in the background, complemented by a wicker swing chair nearby. A vintage SMEG refrigerator and a dining table with stools enhance the ambiance, while a textured area rug lies on the hardwood floor beneath.

4.92 out of 5 average rating, 744 reviews

Explore Chicago from an Urban Sanctuary with Free Parking

Apartment rentals with a hot tub

4.92 out of 5 average rating, 74 reviews

An indoor pool area is featured, highlighting a clean, rectangular swimming pool surrounded by large windows. Lounge chairs are positioned along one side, offering a place to relax. The space is bright with neutral-colored walls and a minimalist design.

Apartment in South Loop

The Aerial Oasis (Indoor Pool • Fitness Center)

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.

4.6 out of 5 average rating, 25 reviews

Level One Bedroom Suite | Fulton Market

4.59 out of 5 average rating, 54 reviews

An indoor pool area is framed by tall windows, allowing natural light to fill the space. Elegant seating arrangements are situated around the pool, complemented by lush vertical greenery hanging from above. Soft lighting creates a serene environment for relaxation.

Apartment in Grant Park

Sentral 1 Bedroom Apt in South Loop Chicago

5 out of 5 average rating, 6 reviews

A spacious living area is characterized by large, comfortable leather sofas arranged around a glass coffee table. A modern entertainment center with a television is visible, showcasing a serene beach scene. The room features hardwood floors and abundant natural light from windows.

Apartment in West Town

Modern 4BR West Town Duplex | Best for LongStays

4.96 out of 5 average rating, 46 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

4.95 out of 5 average rating, 155 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

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.