
Kid-friendly holiday rentals in Windsor
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Windsor
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windsor family-friendly rentals
Kid-friendly house rentals

Chillin' at Chilver w King Beds
We had a lovely stay at Stanley's place, it was cozy and felt right at home. The backyard is nice for summer BBQ and hot tub. Will recommend to everyone.

The Whimsical Inn
The house was so cute and well-decorated! The popcorn machine was a fun bonus for our movie night and the hot tub was lovely! Hanan was kind and helpful, offering local suggestions and available if we needed anything during our stay. I would definitely recommend!

Cheerful & cozy downtown 2-bedroom home
A perfect stay to relax

Full House - 5 Bed, 2 Bath - East
Christopher was a really good host, someone really easy to communicate and really clear with instructions.

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs
Tiffany and Charlies place was fantastic. Great place for families to stay.lots of bedrooms beautiful backyard . They are a great host

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt
We enjoyed our stay at this property. It had everything we needed for our two night stay. House is spacious with lots of bedrooms and the big backyard was perfect for our dog.

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym
Another great stay ! Our stays have rolled over and we have grateful for the flexibility and support

S - Stylish 4BR Retreat – Comfort Meets Elegance
This home is completely beautiful, my family felt right at home! Definitely saved the address for future trips we loved it 😊
Family-friendly apartment rentals

Paradise Home Riverside Stay
Mr. Fred & Sophia r so good to me. they pick me up from the station at midnight & drop me up at the AirB&B place. The place is more clean & quiet the the photo I see online . inshort it's a living home u can enjoy. I don't even think of leaving 😕 I think it will be my home to stay anytime I go to Windsor Ontario Canada. I have a lot to write about the house & the owners.... I really appreciate their likeness, their kindness, their love, their sociality, & their happiness to their guests. I can't compare... they're exordinary people. I really thank them a lot & appreciate them too. they're good people . finally... they're excellentica. 🙏.....

Cozy Stay on Cameron | UW, Downtown, Bridge
beautiful space very modern updated clean apartment I would actually like to lease this space out for a year if it was available to do so it's a perfect space for my family of 3. Everything about this unit is perfect wouldn't change a thing

luxury 2-Bedroom Apartment In Downtown Windsor
It was a pleasure staying in Windsor at the Airbnb. The place was pretty spacious for a basement. The rooms were a good size, which was a bonus. It was VERY clean and I highly recommend. They respond very fast and are very easy to communicate with. If you need a place to stay in Windsor, I would suggest this place, it was perfect for a family of 4.

Modern built 2BR/2BA condo
We had an absolutely amazing stay! The host was so responsive and helpful, the apartment was spotless and beautifully decorated. The location was perfect. I absolutely recommend this place!

Private Apartment near Lakeside Park
This is my favorite spot to visit and no stay ever feels long enough! The apartment is cozy, beautifully decorated and well stocked with anything needed. The location is ideal! If you’re looking for a walkable neighborhood, surrounded by stunning views of nature and some of the friendliest people on earth, this is the place to stay! I’ll be back as often as possible.

Come and relax at the BlueByU!
Truly a wonderful experience staying at BlueByU, the cleanliness and hospitality made it feel like a home away from home. Very peaceful atmosphere as well as the neighbourhood. 10/10!

Walkerville Loft (Main floor unit)
Very helpful with anything we needed. Very communicative and fast with responses. The home was perfect for what we needed. Very cleaned and ideal.

Cozy with character
everything in windsor is overpriced right now because of the battery plant but Brians place definitely gives you more bang for the buck, very hot inside though as the place is old and the heaters are broken on is what the owner of the complex told me so you will have to keep the windows open but it has the best kitchen ive found so far and its all modernly furnished
Family-friendly apartment rentals

Duplex Near Quiet Downtown
House was just as described. Neighborhood was cute, quiet and safe. We didn't use the backyard or laundry area as we spent most of our time away from the house. We couldn't hear the guests upstairs. We did have a hard time with the TV and I wish it was a king size bed but I know it wouldn't fit in that room. I did not use the other room. We enjoyed sitting on the front enclosed porch in the morning while drinking coffee. Although it was provided, I brought my own coffee and cream. I would definitely stay here again.

The Lucien: Historic Condo in Heart of Brush Park
this place was just perfect for spending time in the city. The folks were fabulous and so quick to respond and help. Hope to stay there again

Modern Boutique Condo - "Au coeur de Detroit"
Jeff's place was perfect for a week long stay, I felt very much at home. Location is convenient to downtown. Very clean, the bed and couch were super comfy, had a kitchen stocked enough to cook daily, and included lots of extra towels, blankets and laundry and bathroom supplies. Host was very responsive and I'd book again anytime.

Executive Condo. 3BR, King Bed w/ Ensuite
I highly recommend staying at MJ’s executive condo. The bnb is very spacious and comes with everything you might need, making it a comfortable and convenient place to stay. Celebrating my birthday here was extra special, and the condo definitely added a memorable touch to the experience. MJ was an excellent host—communicative throughout our stay and quick to respond to any questions. They did their best to accommodate an early check-in and even allowed us to stay a bit longer, which we really appreciated. Their gentle reminders and clear expectations helped keep the place well-organized and respected, which speaks to how well they manage the property. I would gladly stay here again!

Beautiful Historic Unit at the Lorax Themed House
Alejandro was very responsive and sent helpful reminders. I felt safe and comfortable during my stay.

Prime Location | Near River/Uni/Casino & Downtown
Sanim is a great responsive host and was working with me the entirety of the trip! I’m very grateful to have stayed at this nice little homey spot! I would recommend this to anyone looking for a quick rest stop or couple day trip coming from the states to canada! Would stay again :) Thanks Sanim!

Navy Yard Flats (Flat B) - Historic Amherstburg
Our stay in the Navy Yard Condo B was great in every respect. The beds and bedrooms were comfortable, the kitchen was easy to navigate and very well equipped, and the sitting room had nice comfortable furniture. From there and the balcony we enjoyed a great view of the lovely street and river. We parked right beside the Salty Dog restaurant both nights. We walked to No Frills, to the beer store and to dinner one night. The location was perfect. The condo was halfway between our visits to Windsor and to the wineries! Jason was a responsive and attentive host. We'll be back for sure!

Perfect "5-STAR” Condo in the Heart of Motor City
In a moment of reflection it’s difficult to bestow an across-the-board Five Stars rating on the property without acknowledging the contributions of the host Sean. The first-class amenities of this property are already well documented and are unmatched – location, cleanliness, roominess and value. Sean’s enthusiastic representation of his property is contagious. His efforts to prepare us for our stay left us wanting nothing. As our booking drew closer we found ourselves using words like “excited” … we became increasingly aware of the slow passing of time ;) Sean’s attentiveness continued during our stay. The effort he has made to brand this property is second-to-none. An homage to Detroit / Motown ... the keen-eyed among you will be delighted with the Easter eggs (hint: scrabble). Stay here. Walk, eat, cheer, dance, relax, slumber ... Repeat.
Quick stats about holiday rentals that are kid-friendly in Windsor
Total rentals
100 properties
Nightly prices starting at
$26 SGD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Golf Club
- Oakland Hills Country Club
- Wesburn Golf & Country Club
- Detroit Zoo
- Warren Community Center
- Roseland Golf & Curling Club
- University of Michigan Museum of Art
- Grosse Ile Golf & Country Club
- Bloomfield Hills Country Club
- Maumee Bay State Park
- Rolling Hills Water Park
- University of Michigan Golf Course
- Motown Museum
- Country Club of Detroit
- Seven Lakes State Park
- Ambassador Golf Club
- Coachwood Golf & Country Club
- Wildwood Golf & RV Resort
- Essex Golf & Country Club