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Family-friendly holiday rentals in Westmont

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westmont family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Condo in Logan Square
4.98 out of 5 average rating, 271 reviews

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

AlyseRating, 5 stars5 days ago
First of all, Bryan is a great host. He was very accommodating for our early arrival and allowed us to check in early, which saved us from having to kill time until check in after leaving the airport. Also, this apartment is lovely and has everything a person needs: amenities in the kitchen and bathrooms, extra pillows/blankets/towels, a great kitchen, a great living room with everything available on the TV that a person would want (streaming, live TV, etc.), two bathrooms, a washer and dryer, a garage space, and a great location. My husband and I did not leave Logan Square for the four days we stayed here, walking everywhere we wanted to go. The street this apartment is on is quiet, residential, and tree-lined, so it was very peaceful both staying inside and walking outside. I cannot recommend this place enough, and I would happily stay here again if presented with the opportunity.
Guest favourite
Home in West Town
4.85 out of 5 average rating, 314 reviews

Lux Urban 3BR/3BA Duplex + Parking!

LauraRating, 5 stars3 weeks ago
Our host was extremely tentative and helpful. We really enjoyed our stay at the home. It was big enough to accommodate our family plus a few other visitors, plenty of beds, plenty of living space so people didn’t have to be on top of each other. Very close to downtown and the blue line which made going to the airport and downtown much more accessible. we didn’t even have to rent a car.
Apartment in Bronzeville
4.32 out of 5 average rating, 25 reviews

Spacious 2bdm unit 15min to Dwtn

Helena ORating, 5 stars4 months ago
This place was extremely great! It was close to downtown and lots of restaurants and food near by the bnb! Only thing I’ll say is the shower head is kind of flimsy but besides that everything is nice clean and the rooms are huge! Very peaceful and quiet over there!
Condo in Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars33 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 favourite
Apartment in Logan Square
4.89 out of 5 average rating, 398 reviews

Sunny Logan Square Artists' home

JordenRating, 5 stars1 month ago
Loved our stay. Cool neighborhood with lots to do in the direct area. Great advice from Kyle about where to go. Would definitely stay again!
Guest favourite
Guest suite in Portage Park
4.94 out of 5 average rating, 159 reviews

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

SarahRating, 5 starstoday
Jamie was very welcoming and had excellent communication. Our daughters LOVED all the kids toys and books available in the Airbnb which was an extra plus!
Guest favourite
Townhouse in Old Town
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars2 weeks ago
Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!
Top Guest favourite
Apartment in Andersonville
4.93 out of 5 average rating, 430 reviews

Andersonville Living

KatieRating, 5 stars1 week ago
These hosts are lovely as is this space. The amenities are wonderful and go beyond what they would need to provide - making travel easier! The apartment is spacious, comfy and clean. The area is full of places to go and also right on the Clark bus line, making access to the rest of the city easy peasy. Highly recommend.
Guest favourite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 340 reviews

a SIMPLE place

JacquelineRating, 5 stars1 week ago
This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.
Top Guest favourite
Apartment in Logan Square
4.95 out of 5 average rating, 512 reviews

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

KateRating, 5 stars1 week ago
Extremely clean and centrally located in Logan Square neighborhood. We drove into the city, but found parking in a street nearby. The apartment was also very close to blue line stops. Would recommend and hope to stay again!
Superhost
Apartment in Irving Park
4.94 out of 5 average rating, 224 reviews

Stylish Chicago Apartment near Public Transit

JenniferRating, 5 stars2 weeks ago
This place was beautiful. Plenty of room for our family, plenty of places near by to eat. The whole neighborhood is great. Place was clean and owner was quick with her responses. I would definitely book this place 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 stars6 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!!

Family-friendly home rentals with a pool

Apartment in The Loop
4.64 out of 5 average rating, 61 reviews

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

José miguelRating, 5 stars4 days ago
Excelente ubicación . Muy cómodo el salón . El ruido del loop no es para tanto. Las zonas comunes muy bonitas también .
Apartment in The Loop
4.77 out of 5 average rating, 219 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

KristianaRating, 5 stars2 weeks ago
We loved our time in Chicago. The apartment was very conveniently located. The description matched what was pictured. The train is loud outside of the apartment but I knew about this prior to booking and it didn’t bother us at all. I’d definitely stay here again.
Guest suite in Berwyn
4.67 out of 5 average rating, 43 reviews

Music Hot Spot’s Main Level

MichaelRating, 5 stars6 months ago
Rose ist eine total liebe und nette Vermieterin. Sehr hilfsbereit. Ich habe mich während meines Aufenthaltes bei ihr und ihrer Familie super wohl und aufgehoben gefühlt.
Apartment in The Loop
4.78 out of 5 average rating, 237 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

ShyeRating, 5 stars2 days ago
I booked this apartment as a place for my relatives from overseas to rest for a couple of days before we drive to our next destination. The location is a big plus, as it is within walking distance to all the main attractions that I could show them around. The apartment itself is cozy, despite the noise from the "L". The host is very responsive, and everything from check-in to check-out was a smooth process.

Quick stats about holiday rentals that are family-friendly in Westmont

  • Total rentals

    20 properties

  • Nightly prices starting at

    $78 AUD before taxes and fees

  • Total number of reviews

    840 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore