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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

Home in Miller
4.59 out of 5 average rating, 69 reviews

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

CandiceRating, 5 stars3 weeks 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!
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.
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 stars2 weeks 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 favourite
Condo in Logan Square
4.98 out of 5 average rating, 270 reviews

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

DawnRating, 5 stars2 weeks ago
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!
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!
Home in Miller
4.67 out of 5 average rating, 93 reviews

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

Nehad Rating, 5 stars4 months ago
Great house with lots amenities. Hilary was very responsive and accommodating.
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 stars3 weeks 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, 157 reviews

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

JulieRating, 5 stars3 weeks ago
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!
Guest favourite
Townhouse in Old Town
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars1 week 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, 339 reviews

a SIMPLE place

JacquelineRating, 5 stars2 days 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.
Guest favourite
Apartment in Irving Park
4.94 out of 5 average rating, 239 reviews

Cool and Modern Chicago Apartment near Transit

TessRating, 5 stars1 day ago
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.
Top Guest favourite
Apartment in Logan Square
4.95 out of 5 average rating, 509 reviews

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

KathlynRating, 5 stars2 weeks ago
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
Guest favourite
Apartment in Evanston
4.9 out of 5 average rating, 152 reviews

Clean and Bright Stay 2BRM close NU campus

SummerRating, 5 stars5 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

Cabin in Union
4.5 out of 5 average rating, 4 reviews

Trailer- Rental Unit

KarissaRating, 5 stars22 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.
Apartment in The Loop
4.63 out of 5 average rating, 60 reviews

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

ParitoshRating, 5 stars4 months ago
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!
Apartment in The Loop
4.77 out of 5 average rating, 219 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

KristianaRating, 5 stars1 week 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

JamesRating, 5 stars1 month 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.
Cabin in Union
4.7 out of 5 average rating, 74 reviews

Rustic Cabin

LizRating, 5 stars1 week ago
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!
Apartment in The Loop
4.78 out of 5 average rating, 237 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

SantiagoRating, 5 stars2 weeks ago
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

Destinations to explore