
Apartment holiday rentals in Logan Square
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Top-rated apartment rentals in Logan Square
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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.

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.

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.

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

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!

Bright and Cozy 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 trendy Logan Square. Designated parking spot is NOT available, but there is plenty of street parking. Note: -This is a basement unit. If you're taller than 6 ft, you may have to bend down at certain areas in the unit. -There are two windows in the bedroom and two windows in the living room for natural light.

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.

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!
Popular amenities for Logan Square apartment rentals
Weekly apartment rentals

Chic retreat near the best of Lakeview & Wrigley

Simple, Comfortable Pilsen Apt w/ Artistic Touches

Cozy 2BD/1BA in Charming Logan Square

Heart of Logan Sleeps 5 - Games - Great Area

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Logan Square Lookout

Explore Lincoln Park from a Polished Apartment

Logan square Chicago beauty
Private apartment rentals

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby

Charming Two Bedroom in Wicker Park

Logan Square Cozy 2BR Basement Apartment

5* City Oasis: Logan Square/Avondale Neighborhood

Humboldt Park Retreat: Skylights & Queen Beds

Beautiful (No Chores No Cleaning Fees)

Cozy Ukrainian Village Two Bedroom Apartment

Chic 2BR Gem with Fireplace
Apartment rentals with a hot tub

Metropolitan Escape (Indoor Pool • Fitness Center)

Top-Floor Oasis: 2BR in Heart of Fulton Market

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

Sentral 1 Bedroom Apt in South Loop Chicago

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 AUD | $161 AUD | $171 AUD | $179 AUD | $208 AUD | $211 AUD | $223 AUD | $214 AUD | $194 AUD | $195 AUD | $182 AUD | $171 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 $29 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, Wi-Fi 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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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Wilmot Mountain Ski Resort
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




