
Vacation rentals in Logan Square
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Quick stats about vacation rentals in Logan Square

Total vacation rentals
Explore 440 vacation rentals in Logan Square

Nightly prices starting at
Logan Square vacation rentals start at €9 per night before taxes and fees

Verified guest reviews
Over 41,190 verified reviews to help you choose

Family-friendly vacation rentals
280 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
440 of Logan Square vacation 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!
Top-rated vacation rentals in Logan Square
Guests agree: these stays 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

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.

Paradise on the Boulevard!
Amazing 2 bedroom garden apartment, located in the heart of the highly desirable Logan Square. This luxurious space with heated polished concrete floors & spa inspired bathroom is situated on the Historic Logan Boulevard, just steps from CTA Blue Line. Fabulous restaurants and coffee shops across the street. The apartment has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Peace, convenience & excitement are right here.

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!

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. Family friendly with additional kid/baby toys and supplies. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 15 years hosting we still enjoy making our space special…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."

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Bright Logan Square 1BR | Walk to Blue Line
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! Perfect for couples, solo travelers, or remote workers looking for a comfortable and convenient home base

Right in the heart of Logan Square.
BEST LOCATION IN LOGAN SQUARE!! Brand new stylish 3 bed, located in the heart of the highly desirable Logan Square neighborhood. This luxurious space is situated right by the historic Logan Square Boulevard, literally 10 STEPS AWAY from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Renovated Loft on Milwaukee Ave
Bring the whole family to this modern loft with lots of room for fun! Located in north Logan Square right above the main strip on Milwaukee Ave and its vibrant restaurant scene. Only 0.4 miles from the Logan Square Blue line stop, which runs 24 hours to O'Hare airport and downtown Chicago. Free street parking and parking passes to park on permit parking streets.

Newly-renovated historic home in Logan Square
Bright, comfy, and stylish space just steps from all that Logan Square has to offer! We're a short walk from the Logan Square Blue Line train stop and some of the best restaurants & bars in Chicago. You'll have the whole place to yourselves, but we live right upstairs if you ever need anything.

Low Prices! Stylish 2BR Apartment in Logan Square!
Welcome to Chicago! Our 2-bedroom / 1 bath apartment unit is perfect for getaway to Chicago. Stretch out on a plush sectional sofa in the living room of this airy modern apartment. Designated parking spot is NOT available, but there is plenty of street parking available.
Popular amenities for Logan Square vacation rentals
Other great vacation rentals in Logan Square

Cozy and Spacious! Logan Square Apartment

Your Logan Square Oasis with Lush Outdoor Haven!

Logan Square Garden Suite

Inspired, luxe living in Logan Square on BLVD #1

Serene Logan Sq Apt | Walk to Dining & Blue Line

2nd floor of 1908 brick two-flat in Logan Square

The Logan Greystone

Spacious apartment in Logan Square
Destinations to explore
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Washington Park Zoo





