
Family-friendly holiday rentals in Logan Square
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Logan Square

Total holiday rentals
Explore 290 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 26,220 verified reviews to help you choose

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
280 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!
Top-rated family-friendly rentals in Logan Square
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Logan Square Cozy 2BR Basement Apartment
Beautiful Logan Square Basement 2BR Apartment recently updated, perfect for small groups of friends and family. Fully stocked with all the necessary amenities to make you feel right at home. Incredible location with fenced yard on the historic Boulevard in one of Chicago's trendiest neighborhoods. A variety of walkable amenities include: Blue line train station, bars, restaurants, coffee shops, pharmacy, and grocery store. Quick commute to Downtown, O'Hare. One dog under 80 pounds is welcome.

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

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.

Private coach house near transit shops & nightlife
This newly renovated coach house comfortably accommodates 3 adults but can sleep 4. Only a 7 minute walk from the "L" train (CTA blue line to O'Hare airport & downtown). Close to Chicago's Wicker Park and Logan Square neighborhoods with lots of nightlife and dining options within a 10-15 minute walk. The ~750 sqft space features a bedroom and office upstairs; the ground floor has a combined kitchen/living room and one bathroom. 4 guest limit based on city of Chicago occupancy ordinances.

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 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

Cool City Comfort - Logan Sq. - O’Hare CTA
Our 1st floor apartment and it’s location in Avondale/Logan Square will leave you impressed. Only a quick walk to the Logan Sq CTA Blue Line stop and our street is full of families and long time residents. Free street parking. 5 guests total are allowed, but additional fee for more than 3 guests. If you are a family larger than 3 traveling with children, fee is negotiable, please mention it. PLEASE read the ADDITIONAL RULES and OTHER DETAILS TO NOTE.

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."

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.

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!

2BR Bursting w/ Character in Hip Logan Square!
The unit sits on our extra wide city lot in the center of hip Logan Square! The apartment is eclectic and well decorated, with vintage touches and full of charm. For a garden unit it feels spacious, clean, bright and comes with all of the desired amenities, including access to our spacious side yard!
Popular amenities for Logan Square family-friendly rentals
Family-friendly home rentals with a hot tub

Top Floor Views + Central Comfort

Private Coach house near Lincoln Square!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Ukrainian Village 3BR/3BA • Private Patio, Parking

Super Paradise+65 Amenities*Downtown 15 Min

Tea Studio in Wicker Park Spring Factory

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Entire house in Lakeview with yard and garage
Family- and pet-friendly home rentals

Lovely top floor 2BR/2BA, steps from everything!

Sunny Logan Square Artists' home

Spacious 3BR • Great for Groups • Fast WiFi • Pets

California Cottage/4br prime location Logan Square

Cozy 2BD/1BA in Charming Logan Square

Logan Square Chicago 2BR cottage, close to it all!

Private Roofdeck! Location! Parking! Amazing home!

Stylish Avondale 3bed 2 bath with Parking
Family-friendly home rentals with a pool

The Metropolitan Retreat (Fitness Center • Sauna)

Spectacular 2BR Penthouse in the Loop | Roof Deck

Level One Bedroom Suite | Fulton Market

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

Whole Flat in Private Club. Walk to L, Dining & Shows

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

50th Floor Mag Mile Views, Balcony, Pool, Gym

PRIME Designer Retreat w/ Pool | Patio | Parking
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 NZD | $218 NZD | $252 NZD | $252 NZD | $299 NZD | $319 NZD | $328 NZD | $314 NZD | $290 NZD | $293 NZD | $261 NZD | $249 NZD |
| 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 |
Destinations to explore
- Rentals with an EV charger Logan Square
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park





