
Kid-friendly holiday rentals in Wrigleyville, Chicago
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Wrigleyville, Chicago
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wrigleyville, Chicago family-friendly rentals
Kid-friendly house rentals

Spacious 7-BR House for 13 Guests, Prime Location
This home was stunning! The pictures did the home no justice to how beautiful it looks in person! We celebrated my 20th birthday here and had no issues even though it was 9 or 10 of us. Everything was clean and sanitized. Contemplary coffee and provided shampoos and body wash ( even skin care ! ). All full bathrooms had a hair dryer which I thought was very convenient! The rooms are really spacious and never felt cramped. The kitchen is fully stocked with plates, cups, silverware, knifes, pots, pans etc. THE BEDS WERE TO DIE FOR !!!! SO COMFORTABLE!! Area is super calm for being Chicago never once did we feel unsafe. Very easy to access parking on the street. Truly an amazing experience and will be re booking in a near future!

Duplex Home RoscoeVillage/Wrigley Free St Parking
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.

The Roscoe House near Wrigley Field
We were a party of five attending a scientific conference in Chicago's Loop. The accomodation was great as it is in the very quiet street and safe street but very close to all of the activities of Lakeview. Access to public transport is great. Overall we give highest recommendation for this great place to explore the great city of Chicago.

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
Lovely place in a good location.

Animal House near Sox stadium
Very nice home! Very nice host! Would definitely go again. Thank you so much for hosting us.

Bliss in Brookfield- 5BR, 3BA
Nice to have a spacious place to stay with family. Our toddlers were in heaven in the basement toy/family room. Bedrooms and closets were spacious as well. Communication with host was easy with prompt responses. We would stay at this property again.

A Comfortable Stay While You are Away in Oak Park
Great home with a very cozy living room! Was perfect for a visit to the neighborhood. Very clean and the host was very proactive. Easy self check-in. I would recommend!

Family Luxury at Brookfield Zoo
Jennifer was incredibly kind and accommodating! the place was beautiful and full of life, very comfortable.
Family-friendly apartment rentals

Flexible Apt. for 8 by Oak Park-CHI
Exactly as pictured. Great location for families. Everything was well labeled and organized to find anything we needed. Everything you can possibly think of is provided- from spices to umbrellas. No issues with street parking and we could always find a spot close by. We would stay here again!

Cozy Garden-Subterranean Apartment
Jenny went above and beyond! She was super communicative & very friendly. She even let me check in before checkin time, which I greatly appreciated. The apartment has literally everything you need. All the little details and small things you could want, are there. I would highly recommend staying here for a longer extent of time, as you would feel as if you’re in your own home.

Lovely 2bedroom 1bath Apt and outdoor seating.
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.

Family Friendly 3BR Duplex in Roscoe Village
John was a very kind and responsive host. Answered any questions we had very quickly. Home was exactly as pictured and described. Very comfortable place to stay. Everything was clean. Appreciated the family and kid friendliness of the home--not a lot of decorative items in reach that could be broken, no tables with sharp edges, low bed in the upper guest room that was easy to get in and out. Location was close to several restaurants and grocery stores, and not too far a drive from all the major tourist attractions.

Vintage sunlit 2.5 BR apt. Perfect for families!
The place was clean and well kept .Letitia was very helpful and personable with local recommendations. I checked in late and there was a banana and apple waiting for me which really helped as it was too late for dinner but I was hungry. The kitchen is well equipped and the place is exactly as described. I had a wonderful stay.

Garden Apartment in captivating Hyde Park
Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁

Adorable 1BR apartment near Northwestern
We are happy with our stay at Liz’s airBNB. Liz was responsive and very accomodating to our specific check-in requests. Her place was spacious and easy to check-in. It had everything we needed. We were very grateful to easily find 2 street parking spots outside of her place. Her place was perfect for us as we were visiting Chicago but wanted some amentities that are not traditionally available in the city itself- i.e. parking spots, and easy in/out capability. I would recommend this airBNB and we would definitely stay with Liz again.

Spacious, light-drenched studio-private entrance!
We had the privilege of a long stay at Wendy’s studio. The space is SO sweet and cozy, and the layout feels larger than it appears in photos—there is a fair amount of built-in separation between each area. The kitchen is well-equipped for actual cooking, the bed is heavenly, and the shower feels like a spa! It is an incredible retreat in a residential Chicago neighborhood that is a bit tucked away while still being accessible. What a lovingly crafted space and considerate host! We hope to stay again and will absolutely recommend to friends and family.
Family-friendly apartment rentals

Chic and Charming Vintage Condominium in Lincoln Park
Colin's place is cute, clean, and VERY convenient! Just a short walk to the Fullerton or Armitage L stations. Tons of closeby restaurants, and a very good coffee shop/diner just downstairs below us! It is on a busy corner, so be warned the traffic & evening pedestrian noise can be loud, especially in the corner turret bedroom, but the heater makes pretty good white noise. Thanks for a perfect homebase for our girl weekend away!

Evergreen Park Condo with balcony and Jacuzzi tub
The stay was nice and clean and very convenient location.

Entire 3Bed/2Bath Condo Near McCormick & Metro
John was very accommodating with my families needs. I loved that there was a washer and dryer in the unit. I would book this condo again in the future if available.

Convenient & Spacious 3BR Condo w/Free Parking
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Dream Condo steps from Wrigley Field!
I cannot say enough great things about our stay. The location by Wrigley was perfect…amazing to step outside and be right at the park. Condo was spotless, check in and out was easy, beds super comfortable and the Cubs theme made it even more fun! Only wish we could stay longer and will definitely be back. Thank you for everything!

Luxurious River North 3BR/2BA- Free Onsite Parking
I highly recommend booking with Ketan! He was so helpful and gave us great recommendations. Check in/out was easy and I will definitely book this place if we have another big group in Chicago!

1 #33 - 4 Bdrm Condo - McCormick Place, Chinatown
Very great for a large group.

Lovely 3-bedroom condo, free parking, Unite 1
Had a great 3-night stay! The place was clean, cozy, and exactly as described. The host was super responsive and made everything easy. Would definitely stay again!
Quick stats about holiday rentals that are kid-friendly in Wrigleyville, Chicago
Total rentals
20 properties
Nightly prices starting at
£75 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Rentals with outdoor seating Wrigleyville
- House rentals Wrigleyville
- Mansion rentals Wrigleyville
- Pet-friendly rentals Wrigleyville
- Apartment rentals Wrigleyville
- Flat rentals Wrigleyville
- Rentals with a patio Wrigleyville
- Rentals with a washing machine and dryer Wrigleyville
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Humboldt Park
- The Field Museum
- Museum of Science and Industry
- Six Flags Great America
- Lincoln Park Zoo
- Wicker Park
- Promontory Point
- Skokie Country Club
- 875 North Michigan Avenue
- Flossmoor Golf Club
- Odyssey Fun World
- Chicago Golf Club
- Brookfield Zoo
- Washington Park Zoo
- Willis Tower
- Chicago Cultural Center