
Apartment holiday rentals in Logan Square
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Logan Square
Guests agree: These apartments are highly rated for location, cleanliness and more.

Cozy 2BD/1BA in Charming Logan Square
This clean & comfortable 2 BD/1 BA garden unit in Logan Square is the perfect spot to come back to after a day of exploring the Windy City! Just a quick walk to the Logan Square Blue Line L stop, you'll be able to get downtown and back with ease. Cozy up by the electric fireplace when it's chilly or take a stroll through the vibrant neighborhood in nice weather. Here, you're sure to feel at home. Please note - my 2 children (9,4) live upstairs with me half time, awake 7am weekdays, 8am weekends

Logan Square 2nd Floor Chicago Victorian
Walk up the stairs to your sunny 7 rm, 2 queen bedrooms with full kitchen & 10' ceiling. 1/2 block the 2.9 mile walking/running/biking 606/Bloomingdale Trail that travels over other neighborhoods you can explore. In 2024, 'Time Out Magazine' voted Logan Square, one of the top 'Cool Neighborhoods in the World'. Walking distance to many restaurants, bars, breweries (beer & coffee) 20 min. walk to the Blue Line 'L' for O'Hare or Downtown. Rosa's - 'Chicago's Best Blues Club' - NY Times- 3 blocks

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.

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

2BR Centrally Located in Cozy Hip Logan Square
Explore one of Chicago's most popular neighborhoods, Logan Square, home to hipsters, artists, techies and foodies. I am inclusive and welcome all! The bnb is 1.5 blocks from the El blue line direct from O'hare airport, 25 minutes to downtown Chicago (via El blue line), and a 15 minute drive to the United Center. You can walk to plenty of great restaurants, bars, parkland space, and in the summer, Italian ice and a great farmer's market every Sunday. There is plenty of street parking.

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 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.

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.

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."

Chicago Penthouse Mid-Century Modern: Logan Square
The Retro Pad Chicago is a top floor 1 bedroom + den apartment with a mid century modern and retro vibe, centrally located in the Logan Square neighborhood of Chicago. The pad is only blocks from the “L” blue line station which takes you to Ohare Airport and downtown, and walking distance from some of the trendiest restaurants, bars, cafes and breweries in the city!

Cozy 1BR in the heart of Logan Square
Enjoy all that Logan Square offers with this 1 BR apartment on the 2nd floor of a charming 4-flat building. Updated kitchen with basic necessities. High speed internet included with smart tv & security system in place. One block from Palmer Square Park, 5-minute walk from CTA (California) Blue Line, walk to shops and restaurants and experience Chicago at its best!

Spacious apartment in Logan Square
Ideal location 2 blocks from beautiful Palmer Square Park and short walk to Logan Boulevard. Enjoy the many great restaurants and bars in the neighborhood. Take a stroll or a bike ride on the 606 elevated path. One bedroom with queen size bed. Large open floor plan and air mattress for extra guests. Easy access to public transportation.
Popular amenities for Logan Square apartment rentals
Weekly apartment rentals

Wicker Park Walk-Up Condo

Sun filled tranquil 2 br great part of Logan Sq.

Logan Square Cozy Corner

Logan square Chicago beauty

Garden Unit Getaway-Bucktown

Bright KNG+QN/near DT/walk to restaurants & bars

Funky & newly remodeled 1 bed in Hip Logan Square

Welcome to the Witch Castle!
Private apartment rentals

Spacious 5-BR home next to transit! Great area!

Custom Apartment in the heart of Avondale

Sunny Logan Square Artists' home

【Central】- Eclectic Fun 1BR APT in Wicker Park

Logan Square Cozy 2BR Basement Apartment

Colorful Bucktown Garden Apartment

Explore Chicago from an Urban Sanctuary with Free Parking

Designer 2BR Avondale Retreat
Apartment rentals with a hot tub

Level Junior Two Bedroom Suite | Fulton Market

Explore Fulton Market + Retreat in Modern Comfort

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

Chic 1 BR w 1 G Parking| W Park Nightlife nearby

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard

Modern 2BR South Loop Apt, McCormick & Wintrust
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 AUD | $158 AUD | $168 AUD | $177 AUD | $205 AUD | $208 AUD | $219 AUD | $210 AUD | $191 AUD | $192 AUD | $177 AUD | $161 AUD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about apartment rentals in Logan Square

Total holiday rentals
Explore 310 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 27,860 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
310 of Logan Square holiday 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!
Destinations to explore
- Pet-friendly rentals Logan Square
- Rentals with outdoor seating Logan Square
- Condo rentals Logan Square
- Fitness-friendly rentals Logan Square
- House rentals Logan Square
- Rentals with an EV charger Logan Square
- Family-friendly rentals Logan Square
- Rentals with a fireplace Logan Square
- Rentals with a patio Logan Square
- Hotel rooms Logan Square
- Rentals with a fire pit Logan Square
- Rentals with a washing machine and dryer Logan Square
- Rentals with breakfast Logan Square
- Apartment rentals Chicago
- Apartment rentals Cook County
- Apartment rentals Illinois
- Apartment rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Wicker Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park




