Apartment holiday rentals in Logan Square

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Top-rated apartment rentals in Logan Square

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Top guest favourite
An open-concept living area is visible, featuring a modern kitchen with stainless steel appliances, including a refrigerator. A cozy seating area contains a sofa, and a dining table with yellow chairs is positioned in front of a window, providing ample natural light.
Flat in Logan Square
5 out of 5 average rating, 135 reviews

Logan Square Cozy 2BR Basement Apartment

Beautiful Logan Square Basement 2BR Apartment recently updated, perfect for small groups of friends and family. Fully stocked with all the necessary amenities to make you feel right at home. Incredible location with fenced yard on the historic Boulevard in one of Chicago's trendiest neighborhoods. A variety of walkable amenities include: Blue line train station, bars, restaurants, coffee shops, pharmacy, and grocery store. Quick commute to Downtown, O'Hare. One dog under 80 pounds is welcome.

Guest favourite
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.
Flat in Logan Square
4.92 out of 5 average rating, 465 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.

Guest favourite
A spacious bedroom features a King-sized bed adorned with two decorative pillows. Nightstands on either side hold lamps and small potted plants. Natural light enters through two windows, highlighting the light-colored walls and flooring. A closet with sliding doors provides additional storage.
Flat in Logan Square
4.88 out of 5 average rating, 217 reviews

Cozy and Comfy 1BR Apartment in Logan Square!

Welcome to Chicago! Our 1-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. It's professionally designed with modern furniture and located in the trendy Logan Square neighborhood. Designated parking spot is NOT available, but there is plenty of street parking. NOTE: -This is a basement unit with a low ceiling ( HEIGHT: 5.9 ft.). ONLY SUITABLE FOR SOMEONE AROUND or UNDER 5.8 FT. -There are two windows in the bedroom and two windows in the living room for natural light.

Guest favourite
Flat in Logan Square
4.93 out of 5 average rating, 107 reviews

The Colorful Little Apartment

Cozy 1-bedroom basement apartment located in vibrant Logan Square where you’ll find great restaurants, bars, and cafés. There's a bus stop half a block away and a large grocery store one block away. Free street parking. The unit boasts many amenities to make your stay comfortable, including a full kitchen, a bedroom with a queen size bed, and a living room with a futon bed. The ceiling is low in some areas, making the unit better suited for people who are 5ft., 10in. (177.80 cm) or shorter.

Superhost
A bright living room features a spacious gray sofa and a wooden coffee table. Large windows offer natural light, while a fan hangs from the ceiling. A television is mounted above a white fireplace, accompanied by decorative shelves displaying books and personal items. A dedicated corner office space with a desk is present.
Flat in Logan Square
4.8 out of 5 average rating, 107 reviews

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

Superhost
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.
Flat in Logan Square
4.77 out of 5 average rating, 391 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.

Guest favourite
A comfortable living area is furnished with a plush couch adorned with decorative pillows. A light-colored coffee table sits atop a patterned area rug, accompanied by a stylish console table featuring a vintage printer and decorative items. Soft natural light enters through two windows.
Flat in Logan Square
4.96 out of 5 average rating, 110 reviews

Bright, Spacious 2BR Apt In Heart of Logan Square!

Live like a local in this charming 2 bed, 1 bath garden apartment in a classic Chicago two-flat in Logan Square. Renovated top to bottom, the space is stylish, cozy, and full of character. Just a 5-min walk to the Blue Line, top restaurants, cafes, and shops. Grab coffee from a nearby café and explore the city, or hit the Sunday farmers market for local flavor. Logan Square is one of Chicago’s most vibrant neighborhoods—and this home puts you right in the heart of it.

Top guest favourite
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.
Flat in Logan Square
4.99 out of 5 average rating, 134 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.

Top guest favourite
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.
Flat in Logan Square
4.95 out of 5 average rating, 738 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."

Guest favourite
A spacious living area is depicted, featuring a large, sectional leather couch in a warm tan hue. Colorful framed art posters adorn the walls, adding visual interest. A wooden coffee table and a dining area with a wooden table and chairs are visible in the background.
Flat in Logan Square
4.95 out of 5 average rating, 280 reviews

Close to coffee, commuting, restaurants & bars

Cozy, comfortable, beautiful first floor unit in an owner-occupied graystone in trendy Logan Square. Furnished and spacious (1100 sq feet) 2 BR with an office space. Close to all public transportation, buses, trains, and Divvy - Chicago's bike-share program. Easy access to the highway if you need to commute to the city or to the suburbs while you are staying here. Lots of restaurants and bars within walking distance.

Top guest favourite
A warm living area features a black leather sofa adorned with colorful throw pillows. A glass coffee table rests on a patterned rug, while two accent chairs provide additional seating. Natural light streams in through a window, complemented by decorative plants and wall art.
Flat in Logan Square
4.95 out of 5 average rating, 329 reviews

Cozy and Spacious! Logan Square Apartment

Enjoy the local Chicago comforts of a traditional Logan Square apartment decorated with vintage charm. Home to some of the city's most celebrated food and nightlife, Logan Square is one of Chicago’s most exciting neighborhoods with an energy unlike any other in Chicago. And you're only a quick trip to downtown!

Guest favourite
A cozy living area features an exposed brick wall, offering a rustic touch. A comfortable couch is paired with a wooden coffee table, while artwork hangs on the walls. A television is mounted above a rustic shelf, and soft lighting enhances the warm ambiance.
Flat in Logan Square
4.92 out of 5 average rating, 591 reviews

2BR Bursting w/ Character in Hip Logan Square!

The unit sits on our extra wide city lot in the center of hip Logan Square! The apartment is eclectic and well decorated, with vintage touches and full of charm. For a garden unit it feels spacious, clean, bright and comes with all of the desired amenities, including access to our spacious side yard!

Popular amenities for Logan Square apartment rentals

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Avg. price$128 SGD$131 SGD$148 SGD$159 SGD$184 SGD$186 SGD$197 SGD$189 SGD$171 SGD$172 SGD$159 SGD$145 SGD
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Quick stats about flat rentals in Logan Square

  • Total holiday rentals

    Explore 270 holiday rentals in Logan Square

  • Nightly prices starting at

    Logan Square holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 27,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    270 of Logan Square holiday rentals include wifi 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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