Family-friendly holiday rentals in Villa Park

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Villa Park family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in River West
4.85 out of 5 average rating, 316 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.
Top Guest favourite
Condo in Logan Square
4.98 out of 5 average rating, 278 reviews

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

JudyRating, 5 stars3 days 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!
Apartment in Near South Side
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.
Condo in Uptown
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.
Guest favourite
Home in McHenry
4.92 out of 5 average rating, 256 reviews

River House with Deck and Hot Tub

ClaudiaRating, 5 stars4 days ago
This delightful location was a perfect place - inside and out. The location on the river with great places to sit outside was wonderful. Inside comfort from spacious and comfortable seating to great mattresses and fully equipped kitchen. Host provided thoughtful and generous breakfast food to get our vacation off to a great start. Communication was quick, accurate and friendly. Would definitely stay again!

Family- and pet-friendly home rentals

Guest favourite
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 favourite
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 favourite
Home in Lake View
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 favourite
Apartment in Logan Square
4.95 out of 5 average rating, 517 reviews

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

NatalieRating, 5 stars2 weeks ago
Great host. Would definitely stay again. Good location, convenient subway within a few minutes walking. 12 min to Downtown.
Guest favourite
Apartment in Bucktown
4.96 out of 5 average rating, 123 reviews

Garden Unit Getaway-Bucktown

MichaelRating, 5 stars1 day ago
Keith was the perfect host. Communication was great. We loved the apartment and the location was perfect. We will absolutely stay here again.
Guest favourite
Apartment in Evanston
4.9 out of 5 average rating, 152 reviews

Clean and Bright Stay 2BRM close NU campus

SummerRating, 5 stars7 months ago
Tracy's home is clean, comfortable, and feels like a great home to return to when you are visiting Evanston. we didn't get a chance to cook in their fabulous kitchen, but I plan to next time!!
Guest favourite
Home in Lincoln Park
4.83 out of 5 average rating, 242 reviews

Spacious Luxury Townhouse - Old Town

DenisRating, 5 stars1 week ago
This place is a jem in the heart of an old town. Walkable distance to great restaurants and train station. The neighborhood is quiet and peaceful. For us it was a perfect place to come back to after a day of exploring Chicago. Robert, the host, is super responsive and is very pleasant. Highly recommended!
Top Guest favourite
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.

Family-friendly home rentals with a pool

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
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 Chicago 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.
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.
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!
Cabin in Union
4.71 out of 5 average rating, 82 reviews

Rustic Cabin

MaryRating, 5 stars1 week ago
Just what I wanted, a nice basic cabin to camp with my dogs. Lots of family activities and a great little dog park and paths to walk the dogs without disturbing other campers. Good bathrooms and showers. Firewood delivered to your camp site. I’ll be back whenever I need a little getaway 🙂.
Apartment in Chicago Loop
4.76 out of 5 average rating, 242 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

RobertRating, 5 stars3 weeks 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