Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 32 pet parents in Windsor have booked dog boarding
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%.
“We highly recommend Suzie as a pet sitter! She did an exceptional job looking after our two fur babies. Our 12 year old is not the easiest to please but she had a great time with Suzie, playing at her house. Suzie administered her meds twice a day like a champ. Our 4 year old took advantage snuggling with Suzie day and night. Suzie is a caring, diligent and loving person, so with her, your pet is in excellent hands!!!”
“Jessica is 100% a “dog person”. She was so great with our young Husky- she was familiar with his breed & the personality that comes with it. And to say our dog had a wonderful time would be an understatement! She was also good to keep us updated; we felt very comfortable with our pup in her care.”
About: I’ve cared for pets of all ages from playful puppies and kittens to senior dogs and cats who need extra patience and gentle care. I’m experienced with walks, playtime, feeding routines, medications, and even basic puppy training. What sets me apart is the genuine love and attention I give each pet as if they were my own. Thats why i keep my rates affordable. I believe quality pet care shouldn’t come at a high price. My goal is to make sure your pets feel safe, happy, and loved while giving you peace of mind. I am available on the weekends and some weekday evenings. Always feel free to ask for any date because my school schedule is subject to change and i may have time any day of the week for your pets 🙂 I have a big yard and a sweet and friendly dog. We have a large crate if needed and live on a quiet street with quiet neighbors.
“Victoria is a great communicator and kept us updated on how our Skipper was doing. She has a genuine deep love for animals which she readily shared with Skipper. Her two dogs are very friendly and accepting as well. They seemed to have welcomed Skipper into their pack. I would highly recommend Victoria.”
“First time leaving my 6 month old pup for a night but I had peace of mind knowing he'd be in good hands with Emma. He loves visiting to see his friend Luna, and even likes the cat. He slept the night no problem.”
“Deanna is awesome! She had my Abby while I went on a trip to ontario. she was flexible , communicable and easy to work with . I continue to ask Deanna for services for Abby. She's awesome!”
“10/10 - Jennifer and Craig were wonderful with my Boxer. They gave him constant love and attention and took him out for multiple walks out in the countryside. They sent me multiple pictures and updates throughout his stay to show me how much fun he was having with them and their own dogs. I will definitely look into having Jennifer and Craig look after my boy Baxter again in the future.”
“very kind and informative, gave me updates on my two kitties that stayed with her while i was in the process of moving - and was super flexible on drop off and pickup times for me with the chaos of an unknown schedule!”
“Super accommodating and took great care of my anxious pup for the weekend! She can be pretty nervous but they did anything and everything to make her as calm and comfortable as possible!”
“Rebecca took great care of Nash during his stay and was very flexible and accommodating for some of his extra needs following dental surgery. It is clear that Nash got lots of exercise and was well loved during his stay. We would highly recommend Rebecca and her family :)”
“Megan is the best! Our big dog George has an amazing time there with their dog, Sunny. We’ve had multiple stays now and it’s always a good experience, we get lots of photos and we feel like they love George like their own!”
“Giulia is very communicative and sends awesome daily updates. Her doggy is a ball full of energy which was a perfect match for my boys very high energy needs! He came home completely tuckered out!”
About: I’ve taken care of dogs from playful pup to senior dog with multiple needs. We have boarded dogs for weekends or monthly trips. I send along dog photos of the places we go and people we meet. We have two teenage boys at home that love having a companion. We had a mixed breed dog for 15 years, while I miss her terribly I think having some dogs in our lives would be amazing! I am always up for a walk, play or cuddle. I have experience with bathing, taken obedience classes and dispensing medication. I work mostly from home and have a quiet fall and winter schedule so would be around for the duration of the visit. Your pup will be part of the family! If they like car rides we are the people for that or snuggles on the couch with a good book. Your dog would be well cared for! Yours would be the only dog at our house and have our undivided attention . We have a large yard for quick trips outside on leash and close to parks and trails for longer walks. Depending on the activity level they can even sun bathe on the back deck!
“Thank you so much! Charli had a great week with you. The photo and video updates were very much appreciated from this apprehensive ‘dog mom’. Meeting you at the ‘meet and greet’ was super helpful and very reassuring. Thanks Alisa.”
“David and Emma were fantastic with our dog, Stanley. He has quite a few quirky routines and specific needs, and they took excellent care of him and followed everything perfectly. They truly went above and beyond to make sure he was happy and well cared for. I wouldn’t hesitate to have them look after Stanley again and highly recommend them to anyone looking for a caring and reliable dog sitter.”
The median cost per night for dog boarding in Windsor is $50
Dog parents share their Rover experiences - Windsor
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 5 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 60 sitters on Rover offering Dog Boarding across Windsor. Enter your postal code to see which available sitters are closest to your home.
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
Tip: 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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