
Kid-friendly holiday rentals in Rogers Park, Chicago
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Top-rated family-friendly rentals in Rogers Park, Chicago
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Kid-friendly house rentals

Welcoming Evanston Home
Jennifer was a very hospitable host and I had a very pleasant stay. The room was very clean and quiet!

1mi to Beach | 2-Floor Loft | Foosball
The stay was amazing. The only issue was finding parking especially at night was really tuff to find a stop.

Quiet and Cozy Home in Evanston
Absolutely enjoyed our stay. Will definitely rebook here when we visit Evanston again. Apt. Was well set up and extremely comfortable . Shanna is a great host

Unique porcelain-enamel paneled "Lustron" home
Such a great place to stay

Charming 3bd Bungalow In Vibrant Andersonville
Taranee’s home was beautiful and so comfortable for our family! We had an issue with the kitchen sink and Taranee was so quick, responsive, kind, and helpful. Not sure I’ve ever had a better host! Thank you so much for letting us stay in your beautiful home

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!

Entire first floor in Lincoln Square!
This is our second stay at this location and we hope to return again in the future. It is a very well-maintained place in a safe location. Also, we love how clean it is!

Skyline Room, near Medical Ctr, Upstairs
Enjoyed my stay, very clean and comfortable. Very convenient and close to airport, train station, bus stop, etc. The host is amazing and responsive to guest’s needs.
Family-friendly apartment rentals

Evanston 2BR 2Bth 1 Blk to Beach
Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!

Bright Colorful Boho-Chic Studio in Lincoln Square
It was wonderful staying at Laura's place. In the heart of the city, private and peaceful place, great for my family of 3.

Stunning Retro Apartment in Andersonville
This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

Private Garden Apartment GATED FREE Parking
This was a great place for a weekend stay in a great location. Elena is very easy to work with and the video call prior to arrival was helpful as well. Would definitely stay again.

Cute & comfortable apartment on quiet street
Emily was so kind and welcoming! Her place was perfectly located, with plenty of parking! Couldn’t have asked for a better place or experience

Spacious 3 bdrm apt. near NU + Chicago + lake.
Our family of five felt right at home and thoroughly enjoyed our 3-night stay. Daniela's place is comfortable and charming. Its location in a peaceful neighborhood was a restful reprieve after full days sightseeing in Chicago. The close proximity to the lake and downtown Evanston restaurants/shops was another plus -- as was the dedicated parking spot. On top of all that, Daniela is a thoughtful host who was helpful, understanding and responsive throughout our stay. We look forward to coming back and highly recommend this beautiful condo.

Andersonville Garden Living
Our stay at Joseph’s place was exactly what we needed. We were there for 6 nights visiting our daughter who lives in Rogers Park. The apartment was comfortable and well stocked (dishes, towels, etc). The check-in was super easy and communication with hosts efficient and clear. We will certainly return on our next visit to Chicago.

Tree-Lined Street Near the Lake!
Mark’s place is clean, cozy and has all the amenities. It is close to many bus lines, a CTA station and a wholefoods. I was able to make simple meals while walking to other cool neighborhoods and commuting to downtown and to Evanston from there. There is some room for improvement for better soundproofing in the ceiling, but that didn’t bother me that much. Mark is also prompt in responding to messages and addressing concerns. 5 stars!
Family-friendly apartment rentals

Lovely top floor 2BR/2BA, steps from everything!
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.

Soft Suede and Warm Bricks at a Stylish Rogers Park Home
The renovated classic Chicago greystone is spectacular. This is an amazing update of an architectural gem. The space has all modern amenities but the character and charm are thoroughly maintained. The spaces are spotless. Rogers Park is a wonderful lakeside neighborhood and is a melting pot of ethnicities and cultures. There are great restaurants within walking distance as well as close by in Evanston, Andersonville, etc. The Metra and the El are an easy walk. Lillian was so accommodating and proactive. We loved this stay and will be back.

Modern Izakaya Studio in Wicker Park
My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

The Bright Retreat in Andersonville
Fantastic place! The Andersonville neighborhood is friendly and gorgeous, lots of restaurants and shops in walking distance, and the L station is just a few minutes' walk away. The off-street parking to keep the car out of the way during our stay was an added bonus. One note for visitors: The Argyle station (the nearest L stop) is under construction. The entrance is now on Winona - which is even closer to the Airbnb.

Lincoln Square Gem!
Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.

Newly updated 1BD/1B in Old Irving Chicago!
The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

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!

Steps from the Lake, Lovely 3-Bedroom Condo
We love the place which is spacious, quiet and surrounded by the friendly neighborhood. Aldi, Target, Whole Foods are walkable distance. The layout of the house is easy for the guests from different families. Kitchen, living room, family room are popular for the gatherings. Kate is very responsible and helpful with any questions.
Quick stats about holiday rentals that are kid-friendly in Rogers Park, Chicago
Total rentals
30 properties
Nightly prices starting at
₹5,192 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 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