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Kid-friendly holiday rentals in Windsor

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Windsor family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Windsor
4.97 out of 5 average rating, 195 reviews

Shalom - Modern Spacious Home, 4BR + 4Beds + 3BA

MmesomaRating, 5 stars2 days ago
Great neighborhood. Close to a golf course so that’s a plus if that’s your thing. Nice routes in the area for those who like to run. The place was very clean and easy to check into. Perfect for that small family retreat.
Guest favourite
Home in Windsor
4.98 out of 5 average rating, 61 reviews

The Whimsical Inn

MariahRating, 5 stars1 week ago
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!
Top guest favourite
Home in South Windsor
4.97 out of 5 average rating, 70 reviews

Luxury 2BR home with high ceilings and BBQ w/patio

MichelleRating, 5 stars3 days ago
Wow! I am tempted to go back to Windsor just to stay at Ebrahim's Labelle Lodge! Everything, and I mean everything, was perfect and impeccably attended to. Ebrahim is an amazing host, going to the nth degree to ensure you are made to feel pampered. He makes all the difference while staying at his gem of a retreat. Thank you Ebrahim for going above and beyond!
Guest favourite
Home in Windsor
4.94 out of 5 average rating, 99 reviews

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

WandaRating, 5 stars1 week ago
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.
Top guest favourite
Home in Riverside
5 out of 5 average rating, 27 reviews

Happy Trails Inn

TysonRating, 5 stars2 weeks ago
This is a great place to stay it is very clean and comfortable.
Guest favourite
Home in Windsor
4.93 out of 5 average rating, 28 reviews

Comfy dream • 2 beds • Netflix • work desk

LouisRating, 5 stars4 weeks ago
Lovely stay at Suzanne's place. Easy to find and seamless check in process. House had everything I needed for my stay with quick access to local public transport which was essential for me. Overall I would 100% recommend Suzanne's place and will be staying here again if I am back in Windsor. Thank you Suzanne!
Guest favourite
Home in Windsor
4.9 out of 5 average rating, 128 reviews

Full house - 5 bed, 2 bath

MelissaRating, 5 stars2 weeks ago
My family and I really enjoyed our stay! The house was a great location- walking distance to many restaurants and stores. Its very spacious and had everything! Christopher was very responsive and helpful!! Would recommend if you’re visiting Windsor!
Superhost
Home in Tecumseh
5 out of 5 average rating, 3 reviews

S - Stylish 4BR Retreat – Comfort Meets Elegance

TalarishaRating, 5 stars2 weeks ago
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

Top guest favourite
Flat in Windsor
5 out of 5 average rating, 6 reviews

Paradise Home Riverside Stay

CelestineRating, 5 stars1 week ago
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. 🙏.....
Superhost
Flat in Windsor
4.95 out of 5 average rating, 44 reviews

Cozy Stay on Cameron | UW, Downtown, Bridge

PeterRating, 5 stars1 month ago
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
Superhost
Flat in The Core
4.77 out of 5 average rating, 96 reviews

luxury 2-Bedroom Apartment In Downtown Windsor

DianeRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Windsor
5 out of 5 average rating, 29 reviews

Modern built 2BR/2BA condo

WafaaRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Kingsville
4.98 out of 5 average rating, 110 reviews

Private Apartment near Lakeside Park

RebeccaRating, 5 stars6 months ago
Quiet, clean, and cozy! Great place to stay for a few days.
Top guest favourite
Flat in The Core
4.94 out of 5 average rating, 31 reviews

Come and relax at the BlueByU!

WillRating, 5 stars1 week ago
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!
Superhost
Flat in The Core
4.83 out of 5 average rating, 42 reviews

Adorable 2 bedroom Apt in the heart of Windsor

TamrellRating, 5 stars2 weeks ago
I was extremely impressed with Cindy's place. It was clean and had all the amenities we needed for our four-day stay in Canada. She even provided snacks upon our arrival and checked on us periodically to see if we were okay. The neighborhood was safe and convenient, with local convenience stores and shopping centers nearby. If I ever visit Windsor again, I would definitely consider staying at Cindy's place.
Top guest favourite
Flat in Windsor
4.96 out of 5 average rating, 67 reviews

The Boho Oasis: Studio Apartment

BrionneRating, 5 stars1 month ago
I had a wonderful experience at The Boho Oasis! The place was incredibly clean and cozy. I stayed for two nights, and I would definitely return. Eric was a fantastic host, and I'd love to stay again!

Family-friendly apartment rentals

Superhost
Apartment in Wyandotte
4.81 out of 5 average rating, 48 reviews

Duplex Near Quiet Downtown

MistyRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Brush Park
4.97 out of 5 average rating, 138 reviews

The Lucien: Historic Condo in Heart of Brush Park

KatherinRating, 5 stars4 days ago
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
Top guest favourite
Apartment in Midtown
4.95 out of 5 average rating, 263 reviews

Modern Boutique Condo - "Au coeur de Detroit"

ZanibRating, 5 stars4 days ago
I booked this stay last minute and couldn’t have been happier. Jeff was extremely accommodating—allowing me to check in early and making everything easy. The space was spotless, well-equipped, and in an excellent Midtown Detroit location. Highly recommend!
Guest favourite
Apartment in Windsor
4.94 out of 5 average rating, 18 reviews

Executive Condo. 3BR, King Bed w/ Ensuite

AndreaRating, 5 stars2 months ago
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!
Superhost
Apartment in Southfield
4.82 out of 5 average rating, 101 reviews

Lavish Nest/KingBed/Min to Ascension Hospital

BilalRating, 5 stars1 week ago
It's really lovely, peaceful, and tidy. I highly recommended. They are always willing to offer assistance and are really helpful.
Guest favourite
Apartment in The Core
5 out of 5 average rating, 7 reviews

Prime Location | Near River/Uni/Casino & Downtown

CharlesRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Woodbridge
4.88 out of 5 average rating, 304 reviews

Gorgeous Condo at The Historic JD Baer Mansion

JohnRating, 5 stars3 weeks ago
A great location in a revitalizing neighborhood in midtown. Coffee and food options within a couple of blocks, on a street with a bike lane for easy riding to downtown and other hotspots.
Top guest favourite
Apartment in Amherstburg
4.98 out of 5 average rating, 113 reviews

Navy Yard Flats (Flat B) - Historic Amherstburg

LeanneRating, 5 stars3 weeks ago
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!

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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Windsor
  6. Family-friendly rentals