Dog Boarding Windsor

Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Windsor, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Roy P.
Verified Background Check
Roy P.
$45
total per night
5.0 out of 5 stars
• 41 reviews
9 repeat clients
20 years of experience
Sherbrooke, QC, J1M

“Superbe expérience J’étais anxieuse à l’idée de laisser yurajh avec un inconnu car elle est peureuse et réactive. Roy m’a envoyé de nombreuses vidéos et photos me prouvant ainsi que j’avais tort de m’inquiéter et que yurajh trouvait sa place dans le foyer de Roy. Merci pour cette belle première expérience”

Profile image
Agnes T.
Sitter Profile Image: Emmanuelle L.
Verified Enhanced Background Check
Emmanuelle L.
$113
total per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
22 years of experience
Sherbrooke, QC, J1H

“Super belle expérience de gardiennage avec Emma. Nous avions 100% confiance que notre pitou était entre bonnes mains :) L'organisation était simple et facile et Emma a été très attentionnée aux besoins de notre Croquette. Merci encore!”

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Dimitri C.
Sitter Profile Image: Yana N.
Verified Background Check
Yana N.
$34
total per night
5 years of experience
Melbourne, QC, J0B

About: I love dogs and can’t wait to take care of yours! I used to have a German shepherd that I trained and took care of. I’m a chief belly rubs administrator looking for my next furry friend 🐾 I work from home in my house and my schedule is very flexible to address any potty breaks and walks needs. I’m available all week long My yard is unfenced but we can use a stick and leash method. I love long walks on a leash in my picturesque neighbourhood. I can travel around to get to your pet

Sitter Profile Image: Katelyn C.
Verified Enhanced Background Check
Katelyn C.
$45
total per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Sherbrooke, QC, J1M

“Kobe had an awesome time with Katelyn and her family. She kept us informed of how things were going and sent pictures regularly. I’m sure booking her again in the future.”

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Livia H.
Sitter Profile Image: Nancy D.
Verified Background Check
Nancy D.
$56
total per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
40 years of experience
Sherbrooke, QC, J1E

“Nancy est une amoureuse des animaux, elle a très bien pris soin de mon chien et restait en communication avec moi et m’envoyait des photos de lui. Je referai garder mon chien avec elle dans la futur si j’en ai de besoin.”

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Antoine D.
Sitter Profile Image: Natalia B.
Natalia B.
$62
total per night
4.9 out of 5 stars
• 13 reviews
4 repeat clients
22 years of experience
Sherbrooke, QC, J1L

“Natalia prend toujours bien soin de nos chiens. Elle joue avec eux et leur donne plein d’attention. Nous allons continuer d’utiliser ses services de gardienne.”

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Sophie L.
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The median cost per night for dog boarding in Windsor is $50

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Windsor

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Windsor

Frequently asked questions about Rover

As of October 2026, there are 11 sitters on Rover offering Dog Boarding across the city of Windsor. About 90% typically respond to requests within 60 minutes.

Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you
  • Special instructions such as a list of training cues, medical administration needs, or favourite hang-out spots in your Windsor

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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