
Holiday rentals in Logan Square
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Top-rated holiday rentals in Logan Square
Guests agree: these stays are highly rated for location, cleanliness and more.

Trendy Chicago Apartment - FREE Parking Spot
Unwind in this chic and stylish Chicago apartment. This newly renovated unit offers a free parking spot for one car, sports 2 bedrooms (each with its own TV), and has many unique details for an urban yet charming feel. The building is located in the heart of Logan Square (a neighborhood known for its quirky cafes, restaurants, art galleries, and music venues), is within walking distance of a rental bike station, and near the famous 606 Trail; a lovely place to enjoy a walk, jog, or a bike ride.

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.

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

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.

Stylish Studio in Historic Logan Square
Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

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 5 minute walk to the Logan Square CTA Blue Line stop and our street is full of families and long time residents. So easy to get outside and enjoy our fun and special neighborhood. Very easy to get to other neighborhoods, too! Free street parking or paid garage parking for one vehicle, inquire if interested. PLEASE read the ADDITIONAL RULES and OTHER DETAILS TO NOTE.

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!

Logan Square Garden Suite
Creative and quiet light-filled garden unit with lots of books, accompanied by comfortable lounge furniture and touches of nature for cozying up and relaxing after long travel or late nights. This is a perfect space for solo travelers or couples. This is also a great space if you are traveling with a small child or infant. The place is set up much like a hotel room in that it does not have a kitchen but we do provide a mini fridge and Nespresso machine.

Logan Square Beauty with 2 Bedrooms W/parking
Our two-bedroom condo is beautifully appointed and has vintage charm everywhere you look. You'll have access to a shared backyard, and all of the amenities of home - while being a 10 minute walk from some of the hottest bars and restaurants in Chicago. One garage parking spot is available during your stay. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea!

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."

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!
Popular amenities for Logan Square holiday rentals
Other great holiday rentals in Logan Square

Trendy Space Close to WickerPark@Ukrainian Village

Whipple Haus: Gorgeous, Quiet 1BR Apartment

Blue Abode off the Blue Line | Sunny & Quiet

Charming Walkable 1BR -Logan Sq

Logan Square Vintage Deluxe Private Suite & Bath

A Cozy Room for Two in Vibrant Logan Square

Welcome to Harding on the Park!

Beautiful,Spacious & sunny w/Parking-Logan Square
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹9,047 | ₹9,574 | ₹10,365 | ₹10,979 | ₹12,824 | ₹13,263 | ₹12,736 | ₹12,736 | ₹11,594 | ₹11,770 | ₹10,540 | ₹10,013 |
| 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 holiday rentals in Logan Square

Total holiday rentals
Explore 500 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at ₹878 per night before taxes and fees

Verified guest reviews
Over 40,140 verified reviews to help you choose

Family-friendly holiday rentals
290 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
500 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!
Destinations to explore
- Rentals with outdoor seating Logan Square
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- Flat rentals Logan Square
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- Rentals with a firepit Logan Square
- Fitness-friendly rentals Logan Square
- Rentals with a washing machine and dryer Logan Square
- Rentals with a patio Logan Square
- Rentals with breakfast Logan Square
- Rentals with a fireplace Logan Square
- Family-friendly rentals Logan Square
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The Beverly Country Club
- Raging Waves Waterpark
- The 606