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 279 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%.
“Stacy did such a great job with caring for our 4 month old Labrador Retriever puppy while we had a night out. She kept us updated throughout the evening with lots of pictures. Our pup got plenty of playtime and a nice walk. Our home was also well taken care of. We highly recommend Stacy’s services!”
“We had a fantastic experience with Keandra! Came home to happy, content pups - and she even brought our packages in while we were out of town. Definitely recommend!”
“Robert is fantastic! My dogs absolutely adore him, and he does such a wonderful job taking care of them. It's a relief to know they are in excellent hands when I am away.”
“Elissa was amazing! She responded quickly and was very kind to our cats! The boys seemed to take to her as well! She sent pictures also which was great. I would definitely recommend her to anyone and hopefully get a chance to use her services again!”
“Tiffany was fantastic with our two pups! She had no problems with giving daily medication to one of our dogs. She sent pictures and updates, spent plenty of time loving our boys like her own pets. We will definitely use Tiffany for our next trip”
“Devin was a great sitter for our dog. After losing two pups in a three month span we were very worried to leave one dog alone. Devin made us feel comfortable that he was well loved while we were gone!”
About: I have owned pure-bred, rescues, fosters, disabled, and re-homed pets throughout my life (mostly large 40+lbs., but small as well.) I've provided training from puppy age into late-life comfort care. I also have a masters degree in behavior analysis and reinforcement training. I work from home as a part-time artist, so I'm around most the day as well as my dad. There is also a doggy door from outside into the garage (but not into the house). I trained Kizzy to push a button that says "outside" so I let her out as needed throughout the day and when one goes out, the rest tend to follow so plenty of potty breaks! I try to allocate ~5min to each pup for 1:1 lovings and belly rubs at some point in the day! Kizzy has a very flexible eating schedule and I am happy to accommodate feeding as needed for your pup. (Let me know about food aggression!) I tend to walk pups late in the evening when there's less distraction, less noise, and cooler, but we DO stop and smell the roses... and grass... and benches...and fire hydrants....etc. no rush here! Also, everyone gets a LED glow collar because safety first! Safety is a priority! Behavior Analysis is my field of expertise, which is primarily the use of reinforcement procedures to change behavior (mostly for individuals with autism!) This means I do NOT implement punishment procedures but rather "ignore" the undesired behavior, so rest assured no punishment for potty accidents or unbearably tempting trash bins :) LED glow collars for nighttime walking. Can feed separately or together depending on your pup's needs! Will supervise feeding, especially initially! Also happy to accommodate medication administration if needed. I have a very social 6 year old boxer mix named Kizzy who is active, tolerant, great with sharing and loves new friends! I have a 4ft fenced in yard, which backs up to a walking path with other dogs often walking by (so let me know about reactivity issues!) I prefer to have your babies here in my home as it allows me to work from home. I have multiple dog beds, a basket of toys, an extra large crate if needed, I keep water filled, yummy organic treats. I have lots of walking paths in me neighborhood, a nearby dog park, and kizzy loves swimming in the river so water-loving dogs are welcome! I have cared for higher-needs pets including geriatric, blind, deaf, and even one which was paralyzed and used a wheelchair! I am very comfortable with administering meds, the "cone of shame", assisting with mobility up/down stairs, etc. However, I am also available to stop by your home for potty breaks/medications/water refill/etc. and am available to pick the pups up myself depending on time of day! I am very flexible, just let me know what ya need!
About: I have owned 3 large labs and have taken care of multiple dogs and cats on large properties/homes for the last 7 years for friends. I can provide references until I build a customer base on here. I am reliable, loving, fun and caring for all your animals and your home. I will treat them like my own! I work a standard 8-5 job and have weekends off. I also get an hour for lunch to give afternoon breaks. We can make it work. I can easily adhere to a feeding schedule, diet, exercise program for your pets on top of playtime, cuddles and lots of attention. I will also send pictures and updates if you need throughout the stay to provide you with peace of mind while your traveling.
“Marion is fantastic. I was so pleased with her thoughtful communication and willingness to help. Our cat warmed up to her right away, and she took great care of him. I will happily seek her out in the future,”
“Elliot was great with our kitties!! We were out of town for 10 days and he fed them twice a day, as well as cleaned their litter box. He also communicated with me during the week and offered to take out the trash on trash day and he brought some Amazon deliveries in for us. I was extremely happy with his service and we will definitely use him if the need arises again!”
“Kayla-Anne was the best! She made me feel so much less anxious about leaving my baby! She sent so many pictures and was always in communication with me! Would definitely recommend her and hope to use her again!”
About: Family and Neighbors have relied on me to take care of their varieties of pets since I was 7, from feeding, walking, and snuggles to administering different types of medications. I have a deep care for animals and take their health seriously. I work from home and can mostly make my own hours to be flexible around your preferred times for me to come by to check in and care for your pet. I can approach your pet however you’d prefer and make sure they are secured safely upon my leaving whether that is kenneling or just locking the house door behind me.
The median cost per visit for pet sitting in Windsor is $20
Pet parents share their Rover experiences - Windsor
Stacy did such a great job with caring for our 4 month old Labrador Retriever puppy while we had a night out. She kept us updated throughout the evening with lots of pictures. Our pup got plenty of playtime and a nice walk. Our home was also well taken care of. We highly recommend Stacy’s services!
Abigail really put my mind at ease while I was out of town. She was prompt, thorough, considerate, and friendly. I got plenty of photo updates from the drop-ins, which was really nice to see since this is the farthest I have travelled without my boy. I really appreciated her service!
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 pets like family
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 6 repeat pet sitting clients
FAQs for Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Pet Sitting in Windsor on Rover is $19.98 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting 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 Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 2,853 sitters on Rover offering Pet Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Windsor stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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