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Family-friendly vacation rentals in Oak Brook

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Oak Brook 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 West Town
4.85 out of 5 average rating, 316 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars3 weeks ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
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
4.56 out of 5 average rating, 133 reviews

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

DonnaRating, 5 stars4 weeks ago
Everything was good just washing machine was not working and dish washer wasn’t operating good and there was enough toiletries
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 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.
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 Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars34 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.
The Great Room features an open-plan design with high ceilings and large windows, allowing ample natural light. A dining table accommodates several guests, while a cozy seating area includes a plush chair. A gourmet kitchen with modern appliances is visible in the background.
Home in Miller
4.59 out of 5 average rating, 69 reviews

Restful Refuge, Hot Tub, Firepit, Dunes Nat’l Park

CandiceRating, 5 stars1 month ago
Our stay was fantastic! The house was gorgeous and clean and the view of the water was so nice. The beds were super comfy and the area where the property sat was peaceful. We had some issues with the internet going in and out while trying to watch a movie together, but we just turned the tv off and everyone went to bed. It's definitely a great location for any type of retreat or girl's trip. Thanks so much for a great vacation!
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
4.55 out of 5 average rating, 164 reviews

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

JohnRating, 5 stars1 month 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!
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 Logan Square
4.98 out of 5 average rating, 277 reviews

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

CindyRating, 5 stars1 week ago
This is a wonderful spot. The place was totally immaculate, Bryan was very responsive and accommodated us arriving early. The place has everything you could want/need. We would definitely stay again!
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
4.67 out of 5 average rating, 93 reviews

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

Nehad Rating, 5 stars5 months ago
Great house with lots amenities. Hilary was very responsive and accommodating.

Family- and pet-friendly home rentals

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 Logan Square
4.9 out of 5 average rating, 403 reviews

Sunny Logan Square Artists' home

ChrisRating, 5 stars3 weeks ago
Had an amazing stay. Would definitely recommend. Very cool and unique spot.
Top guest favorite
A cozy sitting area features a vibrant orange sofa adorned with black cushions and a matching ottoman. A wooden desk with a red chair sits nearby, while a floor lamp casts a warm glow. Bright artwork depicting flowers adds a touch of color to the wall.
Guest suite in Logan Square
4.97 out of 5 average rating, 292 reviews

Stylish Studio in Historic Logan Square

VickyRating, 5 stars2 weeks ago
Great stay. Liz and Martin suggested the farmers market down the street and was very impressed with it and brought some Chicago goodies back home with us . Property location was surrounded by decent restaurants. our room was nice and clean . we also hung out in the nice out door area right outside our door. nice and relaxing.
Top guest favorite
A cozy bedroom is depicted with a spacious bed featuring white linens. On either side, elegant lamps provide soft lighting. A colorful artwork adorns the wall above the bed, and framed art pieces are visible on the nearby walls, contributing to the room's inviting feel.
Apartment in Andersonville
4.93 out of 5 average rating, 435 reviews

Andersonville Living

AnnaliseRating, 5 stars2 weeks ago
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.
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 Logan Square
4.95 out of 5 average rating, 515 reviews

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

KalyanRating, 5 stars3 weeks ago
Lovely flat, excellent collection of games and books. Very well stocked, super clean. Hosts were very friendly and responsive.
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 Logan Square
4.96 out of 5 average rating, 121 reviews

Garden Unit Getaway-Bucktown

JensRating, 5 stars2 weeks ago
Keith’s place in Bucktown is a great find. The place itself is just as described- a spacious lower level apartment with a separate sitting area and well-stocked kitchen. The location is in a very walkable area among beautiful townhouses and plenty of restaurants, coffee shops and bars. Conveniently located to public transit to get to downtown and the airport. Would definitely stay here again!
Guest favorite
An open living area features a light-colored sofa facing a modern fireplace and a flat-screen television. A dining table with chairs is positioned nearby, while a staircase leads to the upper levels. Balanced lighting highlights the neutral tones and spacious layout.
Home in Lincoln Park
4.83 out of 5 average rating, 241 reviews

Spacious Luxury Townhouse - Old Town

LanaRating, 5 stars2 weeks ago
Lovely town house. Very comfortable and inviting. This was the perfect location. We parked our car for the duration and could walk almost everywhere. Excellent host who provided good info in a very timely manner. Very happy this was the place we chose.
Top guest favorite
An open living area features a cozy workspace with a desk and chair beside a vibrant area rug. Natural light filters through large windows, illuminating a relaxed seating space with a lamp and plants. The adjoining kitchen with blue cabinets and a cart is visible in the background.
Loft in Woodstock
4.96 out of 5 average rating, 197 reviews

Curated Loft Retreat in The Heart Of Woodstock

ToddRating, 5 stars2 months ago
We both enjoyed choosing Susan’s residence, clean, quiet and just what we were hoping for. When we come back to town I hope we can stay at Susan’s again.
Guest favorite
A modern multi-story building is nestled among leafy trees, featuring large windows and a sleek, minimalistic design. A wooden staircase leads to the entrance, while blooming flowers add a touch of color to the landscaped garden in front.
Condo in Evanston
4.77 out of 5 average rating, 640 reviews

Spacious Evanston Unit - Walk to Northwestern U

TamiRating, 5 stars1 day ago
Great place to stay when visiting Northwestern or anything else in the Evanston area! Lots of space and felt right at home. Highly recommend!

Family-friendly home rentals with a pool

Apartment in The Loop
4.77 out of 5 average rating, 221 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars1 week 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 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!
A modern travel trailer is shown parked on a grassy area, featuring a sleek silver and blue exterior. A set of wooden steps leads to the entrance, surrounded by autumn leaves. Clear skies can be seen in the background.
Cabin in Union
4.5 out of 5 average rating, 4 reviews

Trailer- Rental Unit

KarissaRating, 5 stars23 months ago
Absolutely loved staying at Sylvia's! The camper is very conveniently located within the park - close to all the amenities and activities! Easy to access, beautiful grounds and a very peaceful stay for my family and I.
Superhost
A serene outdoor pool is surrounded by a stone patio and well-maintained greenery. Lounge chairs are placed nearby, and vibrant foliage provides a peaceful backdrop. Sunlight reflects off the water's surface, creating a calming atmosphere.
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!
Apartment in The Loop
4.63 out of 5 average rating, 62 reviews

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

SeanRating, 5 stars4 months ago
Great location in downtown Chicago with easy access to the city.
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
4.68 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.
Superhost
A serene outdoor area features a clear swimming pool surrounded by a spacious stone patio. Lush green trees provide natural shade, and several lounge chairs are arranged around the pool, offering ample seating. A gazebo and additional seating are visible in the background.
Chalet in Ingleside
4.84 out of 5 average rating, 389 reviews

"A" Frame Brandenburg Lake

LisaRating, 5 stars1 week ago
Stephen was a great host. The grounds are beautiful! Very peaceful and quiet. The house is nice and cozy. I will definitely stay there again!
Cabin in Union
4.71 out of 5 average rating, 79 reviews

Rustic Cabin

RichardRating, 5 stars3 weeks ago
This place is great ! My kids loved it & can’t wait to go back ! Ty Sylvia & everyone there.

Quick stats about vacation rentals that are family-friendly in Oak Brook

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 before taxes and fees

  • Total number of reviews

    440 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore