
Family-friendly holiday rentals in Logan Square
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Logan Square
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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!

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!

Modern, Open, Logan Square Loft w/ Unique Design
Welcome to our open concept studio loft. Located in the heart of Logan Square, we are walking distance to Palmer Square Park, plus some of the cities best coffee shops, restaurants, galleries and summer festivals. This space is airy, naturally lit, and comfortable with a 15' floor to ceiling main atrium, full height windows and custom architectural light screen plus all the amenities to make your stay comfortable. Easy access to public transportation makes getting around the city a breeze

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!

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 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.

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
This 3-bedroom garden apartment anchors a Victorian home in one of Chicago's coolest neighborhoods. It's convenient, clean & cozy on a quiet, tree-lined residential block, steps from restaurants, nightlife, retail, etc. We're 5 blocks from the Logan Square CTA Blue Line stop, midway between O'Hare & downtown Chicago. Private entry, new kitchen and bath, Wi-Fi, desks & comfy beds. Nice and affordable for a couple, but the apartment can accommodate up to 5.

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!
Popular amenities for Logan Square family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Wrigley Oasis with Parking!

Top Floor Views + Central Comfort

Private Coach house near Lincoln Square!

Lux Urban 3BR/3BA Duplex + Parking!

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

Tea Studio in Wicker Park Spring Factory

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

Spacious Beautiful Condo
Family- and pet-friendly home rentals

Chic 2BR in Logan Square

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

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

Cozy 2BD/1BA in Charming Logan Square

Logan Square Lookout

Logan Square Cozy 2BR Basement Apartment

Logan Video Game Studio

Eddy Street Upstairs Apartment
Family-friendly home rentals with a pool

Luxury Designer Penthouse South | Pool | Gold Coas

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Spectacular 2BR Penthouse in the Loop | Roof Deck

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

The Executive's Escape (2BD / 2BA)

Elmhurst 4BR Home with Pool | Mid-Term Ready

50th Floor Mag Mile Studio
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹12,187 | ₹11,915 | ₹13,097 | ₹13,461 | ₹15,917 | ₹17,008 | ₹17,463 | ₹16,735 | ₹15,462 | ₹15,371 | ₹14,461 | ₹13,188 |
| 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 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 ₹3,638 per night before taxes and fees

Verified guest reviews
Over 25,780 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
290 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 a firepit Logan Square
- Rentals with a washing machine and dryer Logan Square
- Pet-friendly rentals Logan Square
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- Apartment rentals Logan Square
- Rentals with a patio Logan Square
- Rentals with outdoor seating Logan Square
- Rentals with breakfast Logan Square
- Fitness-friendly rentals Logan Square
- House rentals Logan Square
- Rentals with an EV charger Logan Square
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- 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
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606




