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Family-friendly vacation rentals in Cook County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cook County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A spacious living area features a blend of warm wall colors and modern decor. Comfortable seating includes a light-colored sofa and a wooden chair. A fireplace is highlighted on one wall, accompanied by a ceiling fan and natural light from large windows.
Home in Chicago
4.85 out of 5 average rating, 318 reviews

Lux Urban 3BR/3BA Duplex + Parking!

MariaRating, 5 stars1 week ago
This was our third time staying at this property and we’re looking forward to stay again next time we’re in Chicago. Hans was very responsive and easy to communicate with. The place is spacious and comfortable. It’s quite, full equipped kitchen and nice backyard. I highly recommend this place
A modern kitchen features a large island with seating for four, complemented by sleek black cabinetry and stainless steel appliances. Large windows offer natural light and views of the surrounding nature. A spiral staircase leads to the upper level, enhancing the open layout.
Home in Miller Beach
4.56 out of 5 average rating, 133 reviews

Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities

DonnaRating, 5 stars1 month ago
Everything was good just washing machine was not working and dish washer wasn’t operating good and there was enough toiletries
The living room features large windows providing views of the natural surroundings. A comfortable seating area with a sectional sofa and coffee table is complemented by a flat-screen TV. Sliding glass doors lead to the outdoor deck, where patio furniture is visible.
Home in Miller Beach
4.55 out of 5 average rating, 164 reviews

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

JohnRating, 5 stars2 months ago
This was a lovely cottage and a great getaway from a busy Chicago life. We only spent a couple nights but we brought my dog and we just wanted to chill for a bit. Soaking in the hot tub was a must! The backyard was completely fenced in so my dog could roam and investigate while we enjoyed the hot tub under strings of yard lights, creating a peaceful vibe. Loved it! We cooked a lot (inside) since the weather was cool and windy and the well-stocked kitchen was much appreciated. Great coffee machine (bring your own coffee!) and dishwasher. They came in very handy. Comfortable beds, clean linens, adjustable thermostat with easy instructions, extra blankets and pillows... all you'll need to feel at home. Thank you for a great time and we can't wait to come back. Next time we're bringing our friends!
Loft in Chicago
4.76 out of 5 average rating, 88 reviews

Super Paradise Chicago

KaileyRating, 5 stars64 months ago
Great place to stay! Fausto was very responsive and left treats/drink in the fridge for us. He was a wonderful host and would go back!
Top guest favorite
An elegantly furnished dining area features a wooden table with a textured runner. Dark leather chairs surround the table, and a modern chandelier hangs above. The open kitchen, equipped with stainless steel appliances and bar seating, is visible in the background.
Condo in Chicago
4.98 out of 5 average rating, 279 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

JudyRating, 5 stars1 week ago
We had a great stay in Logan Square. The location has walkable access to the Blue Line making downtown easy. While this is a lower level unit, this does not feel at all like your standard “garden level”. It was full of windows and bright. Furniture was very comfortable. Bathrooms well appointed with amazing shower pressure. The bedroom is so quiet you get a great nights sleep. Bonus points for lamps on BOTH sides of the bed. The closet had high quality hangers plus good storage. The kitchen has everything needed for cooking or for storing leftovers from fabulous restaurants in area. The garage is a great bonus. Our young adult children live in the area and it was prefect for them to come over, hang out and visit with us. We spent time outside in the garden area with the fire table. Bryan was very responsive and helpful through our four-night stay. We will be back!
A three-story building is displayed, featuring multiple large windows and a decorative entrance door. A wooden staircase leads to the entrance, surrounded by well-maintained greenery. The building is framed by black wrought iron fencing, creating a welcoming exterior.
Apartment in Chicago
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.
A multi-level deck area is illuminated by soft outdoor lighting, showcasing a cozy fire pit with flickering flames. A hot tub is prominently featured nearby, and a dining set provides ample seating for outdoor meals. The illuminated interior reveals a spacious layout.
Home in Miller Beach
4.67 out of 5 average rating, 94 reviews

Dunes Nat 'l Park, HotTub, Sauna, Firepit, Foosball

ИванRating, 5 stars2 weeks ago
The excellent host explained everything in advance, agreed on all the nuances. We had a great time with a group of 12 people. In my experience, I recommend it.
A small balcony is visible, featuring a round table with two chairs and a planter containing flowers. The balcony is bordered by a metal railing, with trees and the street below providing a backdrop, allowing natural light to fill the space.
Condo in Chicago
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.

Family- and pet-friendly home rentals

Guest favorite
A living area features a comfortable sofa adorned with decorative pillows, complemented by a sleek chair. A dining space with a round table and chairs is visible through the open entrance, while warm wood accents enhance the inviting atmosphere.
Apartment in Chicago
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
A spacious living area is defined by a blue sectional sofa with colorful patterned cushions. Light wood flooring complements the neutral walls, while decorative textiles and a mid-century sideboard add character. Large windows invite natural light, enhancing the room's welcoming atmosphere.
Apartment in Chicago
4.9 out of 5 average rating, 405 reviews

Sunny Logan Square Artists' home

KatyRating, 5 stars3 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
A cozy living area features large windows that invite natural light, complemented by red and orange accents. A television is mounted on the wall above a stylish wooden cabinet, while a colorful rug adds warmth to the space. A compact closet offers additional storage.
Home in Chicago
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
A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.
Guest suite in Chicago
4.95 out of 5 average rating, 164 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.
Guest favorite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 343 reviews

a SIMPLE place

LisaRating, 5 stars1 month ago
Place was just as described. Easy instructions to enter and house manual was clear. Steve checked in to ensure all was well upon arrival
Top guest favorite
A sunlit living area features large windows framed by wooden accents, allowing natural light to illuminate the space. A comfortable futon is positioned alongside an armchair and a glass coffee table on a textured rug, with a small television and simple wooden furniture completing the layout.
Apartment in Chicago
4.95 out of 5 average rating, 519 reviews

2nd floor of 1908 brick two-flat in Logan Square

JoshuaRating, 5 stars2 days ago
Our family loved our weeklong stay. Perfectly located with beautiful wood details and stocked with games for the kids, it was charming and convenient. Paul and Sarah were very helpful and we had everything we needed. We would all be happy to stay here again.
Superhost
An open living area displays a modern kitchen with stainless steel appliances and dark cabinetry. A light-colored sofa is positioned beside a wooden coffee table. A glass dining table accommodates four chairs, while a colorful rug adds warmth to the space.
Apartment in Chicago
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars2 weeks 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.
Guest favorite
The living area features exposed brick walls and wooden beams, complemented by a gray sectional sofa and a dark blue armchair. A flat-screen television is mounted on the wall. A coffee table sits atop a patterned rug, and a workspace is located in the corner with a desk and lamp.
Apartment in Chicago
4.96 out of 5 average rating, 125 reviews

Garden Unit Getaway-Bucktown

JasonRating, 5 stars1 day ago
Keith's place was exactly what we were looking for! We could walk from the Blue Line (which we took to/from O'Hare and to/from the Loop), and within a mile or so there were a ton of fun shops and dining options. We were there in the midst of a heat wave, and the basement apartment + AC unit keep us cool and comfortable the entire time.

Family-friendly home rentals with a pool

A spacious living area features a grey sectional sofa positioned adjacent to a wooden coffee table. An art piece depicting a forest scene adorns the wall, while a dining table with chairs is visible in the background, illuminated by natural light through the window.
Guest suite in Berwyn
4.69 out of 5 average rating, 45 reviews

Music Hot Spot’s Main Level

MylesRating, 5 stars1 week ago
Rosie was the perfect host. Before our arrival. Lots of recommendations to do and see off at the use of her bikes across to use at no charge. On arrival offered to pick us up at the airport but we were delayed. During our stay of six days, Rosie and her husband were always on hand to help with recommendations what to do and see About a 30 minute cab drive from the airport and 30 minutes downtown or 10 minute walk to the train and 30 to 40 minute ride which is no stress It was clean and comfortable the kitchen had everything you needed
An outdoor patio area is furnished with a large sectional sofa, accented by neutral cushions and a natural wood table at the center. A tall umbrella provides shade, while potted plants add greenery to the space. An earthenware chiminea stands nearby, enhancing the cozy ambiance.
Place to stay in Berwyn

Beat-Town Flex Stays

KimberlyRating, 5 stars25 months ago
Second stay. Rose accomplishes blending comfortable clean accommodations with a relaxed and folksy vibe. Recommended!
An outdoor pool is featured, with water splashing gently from defined jets. Surrounding the pool, lounge seating and decorative furnishings create a comfortable space for relaxation. The backdrop displays a mix of modern and historic buildings, offering a glimpse of the vibrant Chicago skyline.
Apartment in Chicago
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars3 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.
An outdoor pool area features a bright blue water surface, with a gentle fountain creating splashes. Surrounding seating includes colorful lounge chairs, providing relaxation spaces under the skyline. The area is framed by tall buildings, offering a modern urban ambiance.
Apartment in Chicago
4.76 out of 5 average rating, 242 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

RobertRating, 5 stars1 month ago
Great location and nice floor plan. A bit noisy because of the elevated train, however, earplugs were provided and I enjoyed watching the trains. I would definitely stay there again.

Destinations to explore