Pet Sitting Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 223 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Gwyneth was amazing! I have some special needs with my cat, and it was no problem for Gwyneth. When I came back from time away, my cat was clearly not missing me much while I was gone :).”
About: Reliable, caring, and experienced dog sitter ready to make your pet feel at home while you’re away. I provide attentive walks, safe playtime, and calm companionship tailored to each dog’s personality and needs. Your dog’s comfort, safety, and happiness are my top priorities. Whether it’s short visits, overnight stays, or daily care, I bring consistency, trustworthiness, and genuine love for animals to every booking. I communicate clearly with owners and update you so you feel confident and at ease. Let’s work together to give your dog a joyful, secure experience in your absence. As a retiree with a flexible schedule, I’m available to offer consistent, attentive dog care throughout the day. I can focus on walks, visits, and companionship when your dog needs it most. My open availability means fewer scheduling conflicts and more quality time caring for your dog with reliability you can count on. I offer a large, fully enclosed yard where dogs can safely play off-leash and enjoy fresh air under supervision — perfect for games, fetch, or a quick romp. Our neighborhood also features quiet, low-traffic streets, ideal for relaxed, stress-free walks that help dogs get exercise and explore at their pace. These outdoor spaces give pups a mix of freedom and calm, so they can stretch their legs, sniff around, and have fun in a secure, peaceful setting. If you crate your dog (its safe place), please be sure to bring it along.
“Thanks so much for your diligent care of our bunnies, Picasso and Houdini! We appreciate the extra attention to their feeding schedule and preferences ??? highly recommend Chloe to care for your pets if you’re away, you’ll be sure to receive cute pictures. Special thanks for going above and beyond to clean their litter box and surrounding areas! Till next time! ??”
“Melissa was a great sitter and provided updates with each daily drop-in over our time away. She loves cats and will make sure your loved one gets the attention they need. Could not be happier knowing our cat was in her hands. Will book again 🙂”
About: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! I currently share my home with an 8-year -old female German Shepherd who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering, belly rubs, cuddles, playtime, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .
About: I have been taking care of dogs for the last 20 years, I have trained puppies I have taken care of elderly dogs and middle-age dogs of all kinds including dogs with behavioural issues, animals love me and I have a big beautiful backyard for them to run around. And lots of love to give them while they are here with me. Notes: I do not have any pets personally all of the Photos posted are of dogs that I have babysat and my grandchildren with them! I am available almost every day for short term, and long term stays or visits. I walked on a daily basis and would provide lots of walks with the clients dog. I would care for my clients pets, just as if they were my own. I am an animal lover, and always have been and dogs seem to love me.
“Victoria is an actual hero. Our cat has diabetes and we recently were given new instructions/insulin dosage from our vet, which we passed onto Victoria. She followed every instruction to the tee and sent us pictures and updates of Louis, on time. One night, Louis became hypoglycaemic (this was because of the instructions we were given by our vet, NOT because of Victoria's care). Because of her experience, Victoria knew exactly what to do. She called us to let us know what was happening, put honey on Louis' gums, and took him to the ER. The doctors at the ER said that if VIctoria hadn't known to put honey on Louis' gums, he would not have survived. Victoria saved our cat's life. We will forever be grateful to her. Of course, we feel awful that she was put in that position...but we believe if anyone else was in her position, Louis would not be alive today. We are continually updating Victoria on Louis' recovery, as she genuinely cares for his well being. She is a wonderful, caring spirit with the most important skills for exceptional care of a pet. 100% recommend. THANK YOU VICTORIA.”
“Danae is wonderful! She sent me pics everyday with a status update and even watered our plants and brought in the mail. I know my loves are in good hands with her when we leave which makes leaving them so much easier on my kitty mama's heart. ?”
About: I’ve taken care of and been around dogs my whole life. My first job was a dog walking service around my neighborhood growing up! My boyfriend and I have attended many dog training seminars when he was looking into getting a puppy, and I learned lots from them! I currently work part-time, only about 3-4 times a week for a maximum of 5-6 hours at a time. The shifts vary throughout the week, so I have lots of flexibility for pet care! Although my yard isn’t fenced, I have a backyard with grass. I have 2 small cats who are very dog friendly, and have lived with a dog in the past for 2 years! If your fur baby isn’t much of a cat person, my cats have a very large basement which is basically their home anyways, and would have no problem staying down there while I care for your baby for a little bit:)
“Steph did drop ins for the first time for our very shy kitty, and we were so happy and relieved that she felt comfortable enough to come out and spend time with her. Looking forward to our girl spending more time with Steph in the future!”
About: I’ve taken care of many pets for my family and friends. Why not spread the care! I am very caring and reliable and I assure you I will take great care of your animals. I am currently a PSW and I do home care which makes my schedule very flexible. This will allow me to check in on your pet during the day and cater to their needs in mine or your home. My home is great for pets and they will have lots of room to play and relax. I do not have a fenced backyard but your fur baby will still gets lots of fresh air and walks on a leash! A park and track are near by with lots of exploring areas.
About: Spending time with animals is like therapy to me—I truly cherish it. Whether it’s playing games, going for walks, or simply relaxing together, I love building a bond with every pet. I approach them with patience and kindness, because I believe every animal has a unique personality and needs. You can trust that your furry friends will feel safe, loved, and happy with me. Their comfort is my priority, and their joy brings me peace. I enjoy nothing more than spending my days keeping your pets happy and safe. I have a very flexible schedule that allows me to provide them with the dedicated attention and care they need throughout the day I always prioritize pets’ safety, comfort, and routine. Whether I’m caring for pets in my home or the client’s home, I make sure the environment is clean, calm, and secure. I follow feeding schedules carefully, provide fresh water, regular walks, playtime, and plenty of attention. I also respect each pet’s personality and any special instructions from the owner to keep them happy, relaxed, and safe at all times.
About: I have lived with and grew up with dogs all my life. I currently have a doberman and prior to that had labradors. I have worked with hunting dogs and sporting dogs. I have also fostered police dogs until they find their forever home. I love dogs and understand their needs and quirks. I am currently working from home and a professional golfer. I will be home from mornings to late afternoons before spending a few hours at practice in the evenings. This can be tailored depending on pets needs. I will walk and play with your pet. Allow them to have the naps they need and give them love. You let me know what they like and don't like and I can make it so they love there time away from home. A home away from home :)
“Kaylee was a great help to us while we were gone for 3 weeks on a trip abroad. We had her come by in the mornings to take care of our dog Robin who is a shy 60 pounds German Shepherd mix. She sent me daily updates and photos and even went so far as cleaning our cat litter and bathing Robin (no easy feat) without being asked to! When I returned home everything was clean and in order and the pets were happy and taken care of. I was really satisfied with her services!”
About: Dogs have been a huge part of my life for years, and caring for them is something I genuinely love! 🐶 From energetic puppies who want to play all day to senior pups who prefer a quiet cuddle, I’m comfortable adapting to whatever makes your dog happiest. As a Registered Veterinary Technician, I also have hands-on experience caring for pets with different medical and special care needs. Your pup will get plenty of attention, patience, exercise, and of course, lots of love while they’re with me! 🐾❤️ I work full-time during the week, but I’m able to visit pets during my lunch break and provide overnight care after work. Weekends are much more flexible, and I’m usually available for daytime visits as well as overnight stays. I’m happy to work with your pet’s routine and make sure they get plenty of attention, exercise, and love while you’re away! 🤍 As a Registered Veterinary Technician, your pet’s safety and comfort are always my top priorities. I’m experienced with dogs of all ages, sizes, personalities, and medical needs, and I’m comfortable recognizing changes in behaviour or health. I provide a calm, clean and loving environment where pets can feel comfortable and cared for. I’ll also follow your instructions and your pet’s normal routine as closely as possible, so they feel right at home! 🐶❤️
About: I have always had an innate respect and admiration for animals. I am a firm believer that pets are valued family members. For my entire life I was lucky to have a family who surrounded me with numerous different pets. I was the one who took the reins with their care. I am a supporter, and monthly donor at the humane society. I have had many years of experience caring for dogs and cats for my family and friends. I am their go to person for trusted care. I am currently semi-retired which provides me with an open schedule to care for your treasured family members. I love spending time in the company of cats and dogs I am committed to following the specific instructions communicated by the pet parents to a tee, to ensure the wellbeing of their treasured family members
About: I have loved dogs forever. As a teenager, I dogsat for all my neighbours. From a bull mastiff to a Yorkshire terrier, I will walk, play, feed, and clean after your fur child. I currently work a 9-5 office job, with part-time work from home. No problems walking your dog while you make your family dinner. I am free anytime to dog sit. I am a hands on person, so your fur baby will never be alone outside. Ready, willing, and able to follow your dog’s preferred schedule!
The median cost per visit for pet sitting in Windsor is $25
Pet parents share their Rover experiences - Windsor
Leidy was a wonderful cat sitter. She provided detailed updates throughout her visits, which gave me great peace of mind while I was away. Both of my cats were very well cared for, and it was clear that she took the time to make sure they were happy and comfortable. I would absolutely recommend Leidy to anyone looking for a reliable and caring pet sitter, and I would happily book her again!
Melissa was great with my two cats! She knows how to deal with cats, she is loving and caring, gave them lots of attention and play time. She also made sure they were eating and drinking, shes reliable and kept me posted on how things were. That allowed me to enjoy my time away a lot more, knowing I didn't need to worry about my furry babies and that they were in good hands.
Jeannette does an amazing job, and puts love and care into every visit with our aging cat. She spoils him, plays with him and gives him enrichment and attention. She’s our “go to” sitter, and I wouldn’t leave my cat with anyone else! She’s the BEST!
Every visit reminds me why I keep booking with her. She’s trustworthy, kind, and incredibly thorough. My cats are comfortable with her, and she always goes the extra mile. The fact that she even trims their nails says so much about the level of care she provides. 🌟🌟🌟🌟🌟
Sydney did a great job watching my senior cat Jack. He mainly needs attention, and she spent the full 30-minute session after basic needs were taken care of giving him cuddles and spending time with him. I came back to find everything in order and a happy cat. I would absolutely book her again and recommend her!
I could not have asked for a better sitter for my cats. Dan was wonderful. He had to administer meds and feed them. He provided me multiple updates daily. My house was safe. He must have created a safe space because my cats stopped hiding from him and let him pick them up. I will forever be thankful for Dan. I was really stressed as my one cat was ill before I left but Dan made me feel so much better about leaving. Well worth the price
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 to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
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 for pet sitting - Windsor
Select a filter and find qualifying sitters offering pet sitting.Sitters in Windsor average 4 repeat pet sitting clients
FAQs for Pet Sitting - Windsor
Frequently asked questions about Rover
The average cost of Pet Sitting in Windsor on Rover is $26 per visit as of October 2026. Most bookings cost between $20 and $34 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 132 sitters on Rover for Pet Sitting in Windsor. About 75% of Windsor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:
- Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
- House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
- Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.
Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windsor choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 , 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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Payment is handled securely through Rover. For a one-time booking, at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.
If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.
For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.
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.
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