
Kid-friendly holiday rentals in Wrigleyville, Chicago
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Top-rated family-friendly rentals in Wrigleyville, Chicago
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Popular amenities for Wrigleyville, Chicago family-friendly rentals
Kid-friendly house rentals

Garden/unit/1+1/cosy
Wonderful home close to train station. Very convenient and cozy. Would recommend!

The Roscoe House near Wrigley Field
One of the nicest places near Chicago,

Sunny Historic Cottage on the Park
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.

Private Logan Square Garden Apt
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!

Lake View | Wrigley Designer House w/Patio
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!

WrigleyRoost <5 min to Cubs/train/lake!
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!

Lakeview Condo
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!

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

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

Spacious Studio, Amazing Location!
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.

Chic retreat near the best of Lakeview & Wrigley
Really comfortable and nicely appointed apartment. Great location, neighborhood, and hosts. I look forward to staying in this Airbnb again when visiting family.

Dugout in Wrigleyville
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.

Designer Avondale Attic
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.

North Side Near Wrigley Lakeview Walk Everywhere!!
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!

1 BR w/ Rooftop & Wrigley Views!
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

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

Designer Lakeview Haven. Private Rooftop Oasis!
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!

Sunny Apartment Just 2 Blocks from Wrigley and Boystown
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.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
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.

Wrigleyville Inn. Historic Greystone, Free Parking
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

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

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

Cabin 207 at 747 Lofts
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!

Gigantic Condo steps from Wrigley Field!
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
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club