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Family-friendly vacation rentals in North Chicago

Find and book unique family-friendly homes on Airbnb

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Popular amenities for North Chicago family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lake Villa
4.84 out of 5 average rating, 44 reviews

Lakeside Getaway

AndreRating, 5 stars11 months ago
Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!
Guest favorite
Cottage in Antioch
4.93 out of 5 average rating, 149 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars10 months ago
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.
Superhost
Home in Kenosha
4.92 out of 5 average rating, 276 reviews

Hot tub getaway Extra Large capacity home

ColeRating, 5 stars6 days ago
This was a very nice house and it accommodated 16 people with no problem at all. The host is very responsive and it was very clean and felt like home
Guest favorite
Home in West Town
4.85 out of 5 average rating, 317 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars1 month ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
Apartment in Bronzeville
4.33 out of 5 average rating, 27 reviews

Spacious 2bdm unit 15min to Dwtn

HeavenaRating, 5 stars1 month ago
i loved this airbnb, great spot if you just want to explore chicago. max was super quick with responses and helpful with any questions i had.
Home in Lake Geneva
4.67 out of 5 average rating, 123 reviews

Restored Victorian w Hottub , 1block to shops

GraceRating, 5 stars6 days ago
This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!
Condo in Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars35 months ago
We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.
Top guest favorite
Home in Kenosha
4.94 out of 5 average rating, 152 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

DianeRating, 5 stars3 weeks ago
We had a wonderful stay at Daniel’s place! The house is beautiful and the view is stunning. It was really clean and felt very welcoming. We traveled with grandparents and kids and everyone found something to enjoy. The pool table was a huge hit, as was the badminton set and the multiple outdoor seating areas. This one is highly recommended!

Family- and pet-friendly home rentals

Guest favorite
Apartment in Roscoe Village
4.96 out of 5 average rating, 303 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

LetaRating, 5 stars2 weeks ago
I would highly recommend Dennis' place. It was super clean. Had all the amenities you may want. Close to a lot of places yet quiet. We felt totally safe and loved the balcony.
Guest favorite
Apartment in Logan Square
4.9 out of 5 average rating, 405 reviews

Sunny Logan Square Artists' home

KatyRating, 5 stars2 weeks ago
We loved our stay at Kyle’s place - it was decorated SO cute (I went with two girlfriends and I’m pretty sure we all squealed with joy when we first opened the door). The location was perfect - just a quick walk to all the shops and restaurants Logan Square had to offer - and to public transportation (which we used the whole time in Chicago). The neighborhood was very peaceful and quiet; we all felt very safe. When I come back to Chicago, I will absolutely be staying here again. Thanks for sharing your space with us, Kyle! We loved it! (Side note: you gave me so many ideas for house decor, your style is impeccable!)
Top guest favorite
Home in Uptown
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
Top guest favorite
Guest suite in Logan Square
4.97 out of 5 average rating, 295 reviews

Stylish Studio in Historic Logan Square

AlyssaRating, 5 stars2 days ago
⭐️⭐️⭐️⭐️⭐️ 5/5 We had a wonderful stay! The space was clean, cozy, and exactly as described in the listing. The host was super responsive and made check-in seamless. We especially appreciated the little touches and great local recommendations. The neighborhood felt safe and was close to everything we needed. Would absolutely stay here again and recommend it to anyone visiting the area!
Top guest favorite
Guest suite in Portage Park
4.94 out of 5 average rating, 163 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

TerenieRating, 5 stars1 week ago
Jamie was a really amazing host! She was friendly, helpful, caring and went over and beyond to make sure me and my kids were comfortable and had everything we need. Gave us lots of great recommendations to restaurants and as a first timer in Chicago she made sure I was aware of the traffic and other helpful information! My kids LOVE her she was vey nice, patient and gentle with them. Kid friendly house/area VERY quiet. The beds are the BEST after a long day of traveling very comfortable. The place was beautiful very nice decor and nicely maintained. We will definitely be staying here on our next visit to Chicago.
Top guest favorite
Apartment in Andersonville
4.93 out of 5 average rating, 438 reviews

Andersonville Living

JonathanRating, 5 stars5 days ago
This was the perfect place to stay while we were visiting for my daughter‘s graduation from Northwestern. Andersonville has tons of restaurants and shops that are within very easy walking distance anytime we needed anything The house were incredibly responsive. Make sure you brush up on your parallel parking skills before visiting as you will need them on a daily basis. That being said even if the street parking was full, we were able to park our car close by on the main road.
Superhost
Apartment in West Town
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars1 week ago
Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.
Top guest favorite
Guest suite in Wood Dale
4.91 out of 5 average rating, 502 reviews

The Deer Suite

DidierRating, 5 stars1 week ago
Excellent stay and valuable advice from Emilia when we needed it

Family-friendly home rentals with a pool

Superhost
Apartment in The Loop
4.98 out of 5 average rating, 41 reviews

The Playwright's Palace

JeffreyRating, 5 stars1 month ago
Loved our stay. Right in the middle of everything we wanted to do in Chicago. If we couldn't walk to it, public transportation was readily available. Stephanie was always friendly and responsive. Would definitely stay here again.
Apartment in The Loop
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars2 weeks ago
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.
Superhost
Apartment in Near South Side
5 out of 5 average rating, 35 reviews

Lux Loop Retreat: Amazing Views, Free Parking

JanRating, 5 stars1 week ago
Run, don't walk, to book this location for your Chicago stay. The view of the Chicago skyline is perfect, even better than if you stayed in Downtown itself, sometimes all you see is the wall of another building and no view. The instructions how to get there are very clear, if you're a little intimidated like I was about going to a big city never fear. The instructions are clear, easy to follow, and transit is close by to take you wherever you want to go. Overall great trip, thank you!
Guest favorite
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars2 months ago
Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.
Superhost
Villa in Lake Geneva
4.9 out of 5 average rating, 77 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

LoriRating, 5 stars3 weeks ago
What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars10 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!
Superhost
Apartment in The Loop
4.71 out of 5 average rating, 63 reviews

The Professional's Playground

BrianRating, 5 stars4 weeks ago
This apartment had everything that I needed during my work-and-play trip to Chicago. Easy access to public transportation, pleasant walks to the river and the west loop, and the gym and pool were awesome. Stephanie was extremely quick to respond and friendly from start to finish. I would be very comfortable staying here again next time I’m in Chicago.
Guest suite in Berwyn
4.68 out of 5 average rating, 44 reviews

Music Hot Spot’s Main Level

JamesRating, 5 stars2 months ago
A great stay right near a Main Street. Tons of options for going out but still quiet in your space. Warning. You will smell the BBQ restaurant and you will salivating.

Quick stats about vacation rentals that are family-friendly in North Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$20,898 GYD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore