
Family-friendly holiday rentals in Westmont
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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

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

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.

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

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
What an unbelievable find! This garden apartment is an 8 minute walk to my daughter’s apartment! I was looking for a place close to hers for a weekend visit. This place was perfect and it had a garage to park my car in! The interior was pristine. Beautifully decorated, the bed was comfy, big beefy towels for the shower, and you wanted for nothing! This place was fully stocked with necessities! I would recommend this place to anyone looking for an extremely nice stay in a great neighborhood with the added security of a garage to park in! Oh and there is a nice patio in the back yard if you want to sit outside on a nice day and relax! I will definitely be coming back the next time I come to visit! Thanks Bryan!

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!

Dunes Nat 'l Park, HotTub, Sauna, Firepit, Foosball
Great house with lots amenities. Hilary was very responsive and accommodating.

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’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!

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.

Cool and Modern Chicago Apartment near Transit
Our stay at Afsha's was perfect! From the booking through checkout, communication and instructions were proactive and clear. The space was incredibly clean and there were prestine linens and towels available. The kitchen had everything we needed and was organized beautifully. The location is in a thriving neighborhood and the off-street parking space was great to have in an area where parking is hard to find.

2nd floor of 1908 brick two-flat in Logan Square
Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here 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

Trailer- Rental Unit
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.

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
I had an amazing stay at this place. Felt like home.The space was clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable visit. The host was incredibly welcoming and responsive, making sure every detail was perfect. The location was ideal, close to local attractions yet peaceful and quiet. It truly felt like a home away from home, and I can’t wait to book again for my next trip. Highly recommended!

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
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.

Rustic Cabin
I pulled up after hours and a man named Jim pulled right up in a golf cart and showed me the way to the cabin. I didn’t know it didn’t come with sheets, blanket and pillow. He told me he would go grab them all for me and brought them to me quickly. Bathrooms were a quick 1 min walk away and they were super clean! Very nice stay for the price! Very cozy!

Luxury Corner 2 Bedroom in the Loop | Roof Deck
The place is unbelievably well located! One block away from the Chicago Riverwalk and one block from the world famous Michigan Av. You can walk anywhere from here, including Lincoln park, the Hancock tower, Willis tower and the millennium park. Awesome place. It is noisy though! But that’s the price you pay for being right in the center of the action! The place is lovely, comfortable and very nicely furnished!
Quick stats about holiday rentals that are family-friendly in Westmont
Total rentals
20 properties
Nightly prices starting at
$77 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
- Wicker Park
- Willis Tower
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Promontory Point
- Brookfield Zoo