Some info has been automatically translated. Show original language

Kid-friendly holiday rentals in Windsor

Find and book unique family-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Windsor family-friendly rentals

Kid-friendly house rentals

Superhost
Home in The Core
4.89 out of 5 average rating, 72 reviews

Chillin' at Chilver w King Beds

MooseRating, 5 stars2 weeks ago
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.
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!
Guest favourite
Home in The Core
4.93 out of 5 average rating, 67 reviews

Cheerful & cozy downtown 2-bedroom home

LuisRating, 5 stars3 weeks ago
A perfect stay to relax
Guest favourite
Home in Windsor
4.91 out of 5 average rating, 11 reviews

Full House - 5 Bed, 2 Bath - East

AinaraRating, 5 stars4 days ago
Christopher was a really good host, someone really easy to communicate and really clear with instructions.
Guest favourite
Home in Riverside
5 out of 5 average rating, 5 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

JamieRating, 5 stars3 months ago
Tiffany and Charlies place was fantastic. Great place for families to stay.lots of bedrooms beautiful backyard . They are a great host
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.
Guest favourite
Home in The Core
4.89 out of 5 average rating, 55 reviews

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym

Kelly & PhillipRating, 5 stars1 week ago
Another great stay ! Our stays have rolled over and we have grateful for the flexibility and support
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, 97 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, 109 reviews

Private Apartment near Lakeside Park

PegRating, 5 stars6 months ago
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.
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!
Top guest favourite
Flat in The Core
4.94 out of 5 average rating, 95 reviews

Walkerville Loft (Main floor unit)

GabeRating, 5 stars3 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.
Superhost
Flat in The Core
4.72 out of 5 average rating, 29 reviews

Cozy with character

RaymondRating, 5 stars4 months ago
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

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 stars3 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"

SandyRating, 5 stars2 weeks 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 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 Woodbridge
4.83 out of 5 average rating, 219 reviews

Beautiful Historic Unit at the Lorax Themed House

MikeRating, 5 stars3 days ago
Alejandro was very responsive and sent helpful reminders. I felt safe and comfortable during my stay.
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!
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!
Top guest favourite
Apartment in Midtown
5 out of 5 average rating, 310 reviews

Perfect "5-STAR” Condo in the Heart of Motor City

DavidRating, 5 stars1 week ago
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

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