
Holiday rentals in Logan Square
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Quick stats about holiday rentals in Logan Square

Total holiday rentals
Explore 440 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at ₹957 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
440 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!
Top-rated holiday rentals in Logan Square
Guests agree: these stays are highly rated for location, cleanliness and more.

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prkng. 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. 1-Gig ultrafast Internet! Self check-in. Flexible cancel. Early lugg. drop-off avail. FOR VIDEO TOUR and to meet the HOSTS, go toYouTube: @LoganSquareGuestSuite.
4.96 out of 5 average rating, 366 reviews
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.
4.99 out of 5 average rating, 112 reviews
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 note that it can be rather noisy because of the bar downstairs. By train 15mins downtown.
4.9 out of 5 average rating, 405 reviews
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
4.89 out of 5 average rating, 473 reviews
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!
4.98 out of 5 average rating, 329 reviews
Renovated 3br Duplex In Logan Square W/parking
Our three bedroom duplex in Logan Square is tastefully decorated and ideally located for traveling families or groups who want to experience everything Chicago has to offer! We're a quick walk to the Logan Square blue line station and close to some of the best restaurants and bars in the city. One garage 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!
4.81 out of 5 average rating, 327 reviews
The Logan Square Guest House (Free Parking!)
Classic Vintage Comfort in the Heart of Hip Logan Square! You will be transported during stay with us in this hip and charming space in Chicago's most vibrant neighborhood! Enjoy the art-filled rooms and full kitchen. Luxuriate in a hot shower and sleep in dreamlike comfort overlooking a secret courtyard garden! Enjoy your stay in our lively neighborhood surrounded by restaurants, cafes, bars, shops, and parks and 20 minutes from downtown museums, shopping, and attractions!
4.99 out of 5 average rating, 101 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.
4.78 out of 5 average rating, 405 reviews
Bright & Cozy 1-Bedroom Apartment in Logan Square
Bright and charming top floor apartment in the trendy Logan Square neighborhood. Located on a quiet tree lined residential street with multiple restaurants, bars, and coffee shops within walking distance. The CTA blue line station is an easy 20min walk or 10min bus ride away. Or hop on a Divvy Bike; the rental station is located at the end of the block. The 606 Bloomingdale Trail is less than 2 blocks away and is your direct route to endless amenities and destinations.
4.89 out of 5 average rating, 155 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.
4.95 out of 5 average rating, 284 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!
4.95 out of 5 average rating, 347 reviews
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.
4.99 out of 5 average rating, 180 reviewsPopular amenities for Logan Square holiday rentals
Other great holiday rentals in Logan Square

Cool City Comfort - Logan Sq. - O’Hare CTA
5.0 out of 5 average rating, 220 reviews
Right in the heart of Logan Square.
4.92 out of 5 average rating, 143 reviews
Bright Logan Square 1BR | Walk to Blue Line
4.87 out of 5 average rating, 199 reviews
Logan Square Garden Suite
4.93 out of 5 average rating, 193 reviews
Spacious apartment in Logan Square
4.97 out of 5 average rating, 292 reviews
Logan Square Garden
4.99 out of 5 average rating, 147 reviews
2nd floor of 1908 brick two-flat in Logan Square
4.95 out of 5 average rating, 622 reviews
The Logan Greystone
4.98 out of 5 average rating, 84 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





