
Family-friendly holiday rentals in Westmont
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westmont
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Westmont family-friendly rentals
Family-friendly home rentals with a hot tub

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

Lux Urban 3BR/3BA Duplex + Parking!
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.

Spacious 2bdm unit 15min to Dwtn
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!

Bright and Beautiful Penthouse - Close to the lake
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

Sunny Logan Square Artists' home
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!

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

Downtown Elegance ✨ Private Yard Parking
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!

Andersonville Living
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.

a SIMPLE place
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.

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

Stylish Chicago Apartment near Public Transit
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.
Clean and Bright Stay 2BRM close NU campus
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

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Excelente ubicación . Muy cómodo el salón . El ruido del loop no es para tanto. Las zonas comunes muy bonitas también .

Stylish Corner 2 Bedroom in the Heart of Chicago |
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.

Music Hot Spot’s Main Level
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.

Luxury Corner 2 Bedroom in the Loop | Roof Deck
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
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Brookfield Zoo
- Promontory Point