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Kid-friendly holiday rentals in Wrigleyville, Chicago

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Wrigleyville, Chicago family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Avondale
4.75 out of 5 average rating, 24 reviews

Garden/unit/1+1/cosy

RobertRating, 5 stars2 days ago
Wonderful home close to train station. Very convenient and cozy. Would recommend!
Guest favourite
Home in Lake View
4.94 out of 5 average rating, 339 reviews

The Roscoe House near Wrigley Field

VictorRating, 5 stars1 week ago
One of the nicest places near Chicago,
Top guest favourite
Home in Logan Square
5 out of 5 average rating, 26 reviews

Sunny Historic Cottage on the Park

MichelleRating, 5 stars6 months ago
We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.
Guest favourite
Home in Humboldt Park
4.95 out of 5 average rating, 63 reviews

Private Logan Square Garden Apt

TiffanyRating, 5 stars1 week ago
Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!
Guest favourite
Home in Lake View
4.89 out of 5 average rating, 174 reviews

Lake View | Wrigley Designer House w/Patio

AmyRating, 5 stars2 weeks ago
We had a great stay! Super comfortable, lots of room and great location. Host was quick to respond to questions and helpful. It was perfect for our girls trip (party of 6). Book it!
Top guest favourite
Home in Lake View
5 out of 5 average rating, 62 reviews

WrigleyRoost <5 min to Cubs/train/lake!

BradRating, 5 stars2 weeks ago
It was a great place to stay!! We were in town for Cubs games and the location was an A+. Easy to get around, we walked everywhere without using the car the whole weekend - ballgames, bars, restaurants, grocery store, and coffee shops were all nearby. The unit was perfectly clean and well appointed. We hope to come back soon!
Top guest favourite
Home in Lake View
4.95 out of 5 average rating, 66 reviews

Lakeview Condo

NancyRating, 5 stars1 week ago
Not our first time here. Jessica is always quick to respond to our questions and requests. If just the 2 of us, will always look to see if Jessica’s home is available. And close to our grandson!
Guest favourite
Home in Lake View
4.96 out of 5 average rating, 125 reviews

2BD/1 BA with summer patio in quiet Roscoe Village

McKennaRating, 5 stars4 weeks ago
We had a great stay here! We were able to easily walk to many shops and restaurants and also Ubers were always available as needed and a quick ride to almost anywhere - this air bnb is in a great location! It was quiet, safe, and fun! Also super cute throughout and very clean!

Family-friendly apartment rentals

Guest favourite
Flat in Roscoe Village
4.9 out of 5 average rating, 427 reviews

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

TonyaRating, 5 stars1 month ago
We loved it. The apartment was so beautiful. The location was amazing. Mark 5 stars all the way around communication everything!! there’s a dog Snowy💕 didn’t get to meet but saw how cute. The park a couple block downs everything in walking distance had fun taking the train and the bus to the zoo. Me and my daughter will book with them every time we come to Chicago restaurants everything amazing!!!! Thank you so much possibly see you in the fall if not next spring!!!
Superhost
Flat in Lake View
4.7 out of 5 average rating, 884 reviews

Spacious Studio, Amazing Location!

ScottRating, 5 stars1 month ago
Cozy. Clean. Quiet. Charming old building. We loved the surrounding area. Lots of great places to shop and eat. Easy walk to the lake shore. Short walk to the train station. We would definitely stay here again.
Guest favourite
Flat in West Lake View
4.95 out of 5 average rating, 121 reviews

Chic retreat near the best of Lakeview & Wrigley

KariRating, 5 stars1 week ago
Really comfortable and nicely appointed apartment. Great location, neighborhood, and hosts. I look forward to staying in this Airbnb again when visiting family.
Superhost
Flat in Wrigleyville
4.84 out of 5 average rating, 355 reviews

Dugout in Wrigleyville

IanRating, 5 stars1 week ago
Josh's place was as described. The price for the location is a great deal. The description is accurate. It's a basement and feels like a basement. If you want to be in the heart of Wrigley and save a few bucks, this is the place for you. If you need a place to crash while spending your days out and about, this place is a great pick. If you plan on spending tons of time hanging out inside the space, it might not be the best choice. As other's have mentioned, the parking space is tight, there was no one parked next to me during my stay, so it wasn't an issue for me (I have a Chevy Colorado, similar in size to a mid-size SUV, smaller cars would likely have no issue. Josh mentions oversized vehicles possibly having an issue in the listing, but oversized may be a subjective term). If someone did park next to me, I would've had trouble opening my doors. That said, parking in Wrigleyville is at premium and I wouldn't stay there with a car without a reserved space.
Guest favourite
Flat in Avondale
4.97 out of 5 average rating, 162 reviews

Designer Avondale Attic

JaninaRating, 5 stars2 weeks ago
Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.
Top guest favourite
Flat in West Lake View
4.98 out of 5 average rating, 250 reviews

North Side Near Wrigley Lakeview Walk Everywhere!!

AnthonyRating, 5 stars3 weeks ago
My wife and another couple had a lovely long weekend in John’s apartment. It’s exactly like the photos, in a beautiful neighborhood in Chicago. Kitchen is well stocked. Bathroom worked well, beds were comfortable, and John left a list of lots of local recommendations. The brown line is nearby; note that there is a soft whir when it passes, but it didn’t bother any of us (neither the NYC nor the suburban residents). Would highly recommend!
Guest favourite
Flat in Wrigleyville
4.94 out of 5 average rating, 16 reviews

1 BR w/ Rooftop & Wrigley Views!

AnnRating, 5 stars1 week ago
We loved our stay. It was a very busy, fun neighborhood. The roof deck was awesome. Jaye and team very nice to work with and very quick responses. Would stay again
Superhost
Flat in Roscoe Village
4.84 out of 5 average rating, 235 reviews

★Bright & Bold 1BR in Roscoe Village + Fireplace★

MarissaRating, 5 stars6 days ago
Great location, nice unit. Older building but nice updates. You can definitely hear the tenant upstairs so bring headphones or earplugs if that bothers you.

Family-friendly apartment rentals

Guest favourite
Apartment in West Lake View
4.98 out of 5 average rating, 107 reviews

Designer Lakeview Haven. Private Rooftop Oasis!

RachelleRating, 5 stars3 weeks ago
Staying at James' place was a dream! 😍 His home was clean, spacious, comfortable and had everything my partner and I needed. We adored the balconies and the rooftop deck was very cool! We loved that his home was very close to one of the Brown Line stations and we could hop on the 'L' very quickly. We also ate at Frasca, Avenue Tap & Kitchen and Bitter Pops and the food was excellent! We would stay here again!
Top guest favourite
Apartment in Wrigleyville
4.98 out of 5 average rating, 374 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

ChrisRating, 5 stars2 weeks ago
My group and I had a great time at Mike’s place. Everything was as described and Mike was super responsive and helpful. We rented a car and Mike provided parking passes for us for every day of our stay. The location is also unbeatable if you’re going to a Cubs game. I would definitely recommend Mike’s place if you’re staying in the area.
Top guest favourite
Apartment in Lake View
4.99 out of 5 average rating, 179 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

StevenRating, 5 stars2 days ago
Will’s flat was exactly what my son and I needed on our trip to Chicago. It completely met our expectations and felt like home. My son was impressed with the comfort of the Murphy bed. The master bedroom was palatial and well-appointed. The kitchen had everything we needed, though we only used it for breakfast each day. As we were there primarily to take in a couple of baseball games we couldn’t have been happier with the location- Wrigley Field was only a few minutes away and we were close to the red line which took us to where the White Sox play. Will was very helpful with instructions and quick to respond to our questions. Absolutely would recommend this place without hesitation.
Top guest favourite
Apartment in Wrigleyville
4.98 out of 5 average rating, 116 reviews

Wrigleyville Inn. Historic Greystone, Free Parking

TeresaRating, 5 stars3 weeks ago
Had a great stay at Peter's apartment even better than photos. 5 minutes walk to red line for downtown. Wrigley field on doorstep good restaurants and bars within walking distance. If we are ever back in Chicago would definitely stay again
Top guest favourite
Apartment in Lake View
4.98 out of 5 average rating, 119 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

RebeccaRating, 5 stars2 weeks ago
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!
Top guest favourite
Apartment in Logan Square
4.92 out of 5 average rating, 348 reviews

Susie's Space. 2BR easy parking & pet friendly

RachelRating, 5 stars2 days ago
Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!
Superhost
Apartment in West Town
4.81 out of 5 average rating, 155 reviews

Cabin 207 at 747 Lofts

KatieRating, 5 stars1 week ago
Perfect little spot! So close to the blue line, necessities nearby, great for a quick solar work trip. Bed is small and a little uncomfortable, and some things were a little off (medicine cabinet not fully attached to wall), but neither bothered me. Knew bed would be small from photos! Just a heads up for anyone that would worry about those. Will definitely be staying again if in Chi!
Superhost
Apartment in Wrigleyville
4.78 out of 5 average rating, 142 reviews

Gigantic Condo steps from Wrigley Field!

MichaelRating, 5 stars1 month ago
Great spot for a group trip to a Cubs weekend. Got one Phillies win so far, but only steps away from everything in Wrigleyville

Quick stats about holiday rentals that are kid-friendly in Wrigleyville, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹8,654 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

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Wrigleyville
  7. Family-friendly rentals