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Kid-friendly vacation rentals in Windsor

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Windsor kid-friendly rentals

Kid-friendly house rentals

Home in Windsor
4.71 out of 5 average rating, 17 reviews

Affordable 1BHK close to Casino, Riverside & USA

ShaneRating, 5 stars1 week ago
It was a perfect spot for me, with parking, after a long day at work. Quiet and clean… I will definitely try and stay here again when I am working in Windsor
Home in Walkerville
4.68 out of 5 average rating, 34 reviews

Cozy Little One Bedroom Oasis (upper unit)

TammyRating, 5 stars4 months ago
great stay. looked like the pictures
Guest favorite
Home in Spring Garden
5 out of 5 average rating, 58 reviews

Turkey Creek Hideaway

MeaghanRating, 5 stars6 days ago
This airbnb is top notch. So comfortable. So close to everything and yet tucked away, private and practically a nature reserve. My pup and I enjoyed mornings lounging by the river, walks on all the nearby trails, the fire pit. There are all kinds of birds including blue herons in the area…we had the most surreal encounter with a fawn on one of our walks. Truly magical place. Home is very comfortable. Hosts are next door and very helpful/responsive and also respectful of privacy. Highly recommend.
Guest favorite
Home in Windsor
4.88 out of 5 average rating, 153 reviews

Year Round Hot Tub at The Gem!

ShelbyRating, 5 stars2 weeks ago
We had a great stay. The house was clean and comfortable and we enjoyed the hot tub. We also liked that it was pet friendly with a fully fenced yard so our dog could go outside. We would definitely stay again.
Guest favorite
Home in Windsor
4.94 out of 5 average rating, 97 reviews

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

WayneRating, 5 stars1 day ago
We had a great stay at this house. It was clean, updated and located in a nice, quiet neighborhood. We had 2 dogs with us and the backyard was perfect for them. Pictures of the home are accurate and all the amenities you need are supplied. The host is professional, replies quickly to any questions/concerns and I wouldn't hesitate to rent this place again.
Top guest favorite
Home in Riverside
5 out of 5 average rating, 26 reviews

Happy Trails Inn

CédricRating, 5 stars2 weeks ago
We stayed for 2 nights everything was perfectly clean! The basement is new and clean ,the check-in was easy . We really enjoyed our stay. We recommend.
Guest favorite
Home in Windsor
4.93 out of 5 average rating, 28 reviews

Comfy dream • 2 beds • Netflix • work desk

LouisRating, 5 stars2 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!
Superhost
Home in Forest Glade
4.82 out of 5 average rating, 11 reviews

Greetings to all.Specially Battery Plant workers.

ChrisRating, 5 stars3 weeks ago
Will be staying again.

Kid-friendly apartment rentals

Guest favorite
Apartment in Windsor
5 out of 5 average rating, 5 reviews

Paradise Home Riverside Stay

LeoRating, 5 stars2 weeks ago
The apartment was very clean and well organized. The host was very friendly and easy to get along with. The apartment is surrounded with beautiful trees, water front, parks, restaurants etc. The apartment felt like home away from home. I would definitely recommend this place and I would definitely stay here again when I'm back in town. Thanks again Fred for your amazing hospitality. God bless you ❤️💚💛
Superhost
Apartment in Downtown Windsor
4.77 out of 5 average rating, 95 reviews

luxury 2-Bedroom Apartment In Downtown Windsor

NkemRating, 5 stars2 weeks ago
Unfortunately we couldn't find the dishwasher, but everything else was great.
Superhost
Apartment in Downtown Windsor
4.78 out of 5 average rating, 50 reviews

Private 2 bedroom apartment in Prime Location

ChristinaRating, 5 stars1 month ago
Very safe feeling in downtown Windsor. Parking included and separate entrance. I’ve stayed here a few times now and will continue to try and book it when I’m in town.
Top guest favorite
Apartment in Downtown Windsor
5 out of 5 average rating, 33 reviews

ART LOFT Luxury Apartment—Artist's Home

TinaRating, 5 stars4 days ago
THANK YOU MELANIE for taking such wonderful care of all of us!! You are the perfect hostess!!
Guest favorite
Apartment in Kingsville
4.91 out of 5 average rating, 106 reviews

Private Apartment on Queen

BarbaraRating, 5 stars2 weeks ago
As always, very clean and close to attractions and amenities. We will certainly be back.
Superhost
Apartment in Windsor
4.68 out of 5 average rating, 66 reviews

Modern & Private 1-Bedroom Apartment

SergeyRating, 5 stars3 months ago
Great quiet place, easy to find, clean freshly renovated. Warren, Raj, Cameron - thank you for prompt communication!!!
Superhost
Apartment in Walkerville
4.83 out of 5 average rating, 42 reviews

Adorable 2 bedroom Apt in the heart of Windsor

TamrellRating, 5 stars4 days 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 favorite
Apartment in Walkerville
4.94 out of 5 average rating, 94 reviews

Walkerville Loft (Main floor unit)

GabeRating, 5 stars2 weeks ago
Very helpful with anything we needed. Very communicative and fast with responses. The home was perfect for what we needed. Very cleaned and ideal.

Kid-friendly condo rentals

Superhost
Condo in Wyandotte
4.8 out of 5 average rating, 46 reviews

Duplex Near Quiet Downtown

PaulRating, 5 stars4 weeks ago
Clean comfortable furnishings with all the amenities. Relaxing time in a quiet safe neighborhood. Austin was a great host and responsive to our needs. Will definitely book again.
Superhost
Condo in Allen Park
4.74 out of 5 average rating, 47 reviews

Cozy Condo fully furnished!

FeliciaRating, 5 stars4 months ago
I think that Mark is a great host. He was able to help in a time of dire need. Very responsive with clear instructions would definitely recommend. Home nice and clean very nicely furnished felt just like home.
Guest favorite
Condo in Brush Park
4.97 out of 5 average rating, 136 reviews

The Lucien: Historic Condo in Heart of Brush Park

SergioRating, 5 stars2 weeks ago
Awesome host, great communication and very responsive at all times. The place is awesome, it has more than enough commodities to feel at home!
Top guest favorite
Condo in Midtown
4.95 out of 5 average rating, 262 reviews

Modern Boutique Condo - "Au coeur de Detroit"

SandyRating, 5 stars1 week ago
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.
Guest favorite
Condo in Forest Glade
4.94 out of 5 average rating, 18 reviews

Executive Condo. 3BR, King Bed w/ Ensuite

AndreaRating, 5 stars1 month 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
Condo in Detroit
4.82 out of 5 average rating, 158 reviews

Artistic Midtown Condo at Dream! steps from Q-Line

RileyRating, 5 stars2 months ago
Nice central location with easy street parking. A quick walk to DIA; we drove everywhere else. Space was bigger than we expected from the photos. Great kitchen!
Top guest favorite
Condo in Amherstburg
4.98 out of 5 average rating, 113 reviews

Navy Yard Flats (Flat B) - Historic Amherstburg

LeanneRating, 5 stars2 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!
Superhost
Condo in Grosse Pointe Park
4.81 out of 5 average rating, 144 reviews

★Grosse Pointe Luxury★ ★Downtown Detroit Close★

ElizabethRating, 5 stars1 month ago
I loved staying here. The neighborhood is quiet and safe. The market across the street is amazing!!! I felt like I could've lived here forever and been happy. Entry and exit process were both very easy. The host was accommodating and the laundry facilities in the basement were very convenient. I would definitely stay here again!

Quick stats about vacation rentals that are kid-friendly in Windsor

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$4,196 GYD 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. Kid-friendly rentals