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%.
“Jessica is great! She always loves my dog like her own and send updates with pictures throughout the visit. I can 100% trust that Raven will be well looked after when she is with Jessica.”
“Victoria boarded our Skipper for a week plus. Victoria, her family, and two dogs provided an environment that allowed Skipper to quickly fit in and settle. They always included Skipper in all activities, inside and out. Victoria is a super communicator and always kept us connected with Skipper and all goings on. We highly recommend Victoria and would not hesitate to leave our Skipper with her again!”
“Deanna was an excellent sitter! She made sure Morty got lots of exercise and did activities with him. She was very easy to communicate with, and sent regular updates and photos. Deanna’s dog, Stella, was also very sweet and playful - Morty and her got along great and it was nice he had a playmate for his stay. We will be booking with Deanna again!”
“Sonya was amazing with our dog, lots of communication and updates along the way. This was our first time leaving our dog with someone and we couldn’t be happier. Sonya is very accommodating and treats your dog as if it’s her own:)”
“We really appreciate Audrey and her expertise with dogs. Her experience shows with how she managed our hyperactive duck tolling retriever, Hudson. She is communicative, gives us plenty of video and photo updates on Hudson, and collaborates with us when it comes to necessary situations. She takes our dog out for lots of activities (fetch, swimming, exploring), plus she has 2 dogs of her own so our dog was never bored! We feel relieved knowing Hudson is in great hands and someone is caring for him while we’re away for our medical appointments. We highly recommend Audrey’s services!”
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.
“Annie was treated like royalty with Jessica! Very communicative, tools her for lots of walks, and treated her like she was her own dog. Will absolutely be using her again. Thank you!!”
“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!”
“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 :)”
“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!”
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!
“We’re so happy! First time using the Rover app and struck gold. Giulia is a wealth of dog knowledge. We were very impressed with all the ways she goes over and above to ensure your pet is properly cared for. We never worried thanks to her detailed updates. We will use her services again. Our big pup was very loved!”
“Jennifer was Fab! We had an incredible experience with Jennifer as our dog sitter. Her home was warm and welcoming. We knew Ella was loved and cared for, and Jennifer did a fabulous job. We couldn’t be happier!”
“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.”
About: I’m a 37-year-old work from home professional who genuinely loves dogs and currently has a quiet, pet-free home. After losing my own last year due to old age, I’m not quite ready to have another dog of my own, but I’d love the opportunity to care for yours. Because I don’t have other pets and only accept one household at a time, your dog will receive my full attention in a calm environment. I have experience caring for senior dogs and dogs with medical needs, including administering oral medications. My own dog lived with genetic IVDD, so I understand how important patience, consistency, and gentle handling can be. My goal is to make your dog feel safe, comfortable, and loved while you’re away, and to give you peace of mind through regular updates and photos. I work from home, so I have a flexible schedule and am home throughout the day. This allows me to give your dog plenty of attention and stick to their normal routine. Your dog will be staying in my quiet, 1,400 sq. ft. apartment in Bedford. The building is small, well maintained, and located in a safe neighbourhood right next to a park, making it easy for regular walks and outdoor breaks. I’m on the second floor and right beside the stairwell, so we can head outside quickly without using elevators. I only care for one family’s pets at a time, so your dog will have a calm, comfortable environment during their stay.
“We were agonizing over parting with our dog but had no alternative. Courtney proceeded to ease our concerns with numerous updates and photos of our pet during the week. Jasper was happy and well cared for the entire time and we were very pleased with the whole experience. Courtney & her family will be our first choice when we visit again.”
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 5 repeat dog boarding clients
FAQs for 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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