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 22 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amelia was a fabulous sitter for my kitty! We met up before my trip, and she asked all of the important questions that I didn't think to bring up, which made me confident that she was well-experienced and prepared! She is so sweet and will definitely be booking with her again!”
About: I’ve had my dog Kal for nearly a decade now. He was a rescue from the South. I have experience fostering dogs including those with special medical needs. I am comfortable administering oral medication and injections. I’ll be working from home indefinitely and I just moved to a new house with a large fenced in yard. I have a 9 anda half year old puppy named Kal-El and while I would love to get another dog for him to play with, dog sitting is the best option at the moment. I’ll love your dog like my own!!! Working from home allows me to be able to take your dog out for walks frequently. Northwest Park is close to me so your pets will have plenty of exercise! And with a dog and a large yard, your dog will have plenty of space and opportunity to socialize. Dogs are allowed on the furniture unless you don’t want them there.
About: I had my own wonderful dog for 16 years. My yard is spacious so your dog has plenty of room to run around and play. Big or small dogs are okay with me. I am an animal lover of all kinds and have experience taking care of other types of animals like rabbits, guinea pigs, and cats. PLEASE NOTE: I do not watch unspayed/unneutered dogs I will charge a late fee if you are 30 minutes over the agreed ending time I am a full time student who takes my classes online. I have a flexible schedule so I have plenty of time to get outside to walk and play with dogs. I do have a fence in backyard. My backyard has plenty of space as well for your dog to explore. I am a big animal lover and I have multiple years of experience taking care of them.
“Jesey checked in on my cat for a week and I couldn't have been happier with his drop-in visits. I appreciated how thorough his Rover Cards were and had great peace of mind knowing my cat was taken care of in my absence. I would definitely hire Jesey again!”
“My job calls me in from time to time with little time to plan for a sitter. She is available to me even on very little notice. My dog is smiling in all the picture updates which makes me feel so good!”
“Maegan was very attentive to my pups while I was gone and ensured they were happy, fed, and cared for. She kept in touch and made sure I was kept informed throughout. I would definitely hire her again!”
“Jessica looked in on my dog Mona and walked her a few times a day while I was gone for a few days. Everything from the initial meeting, to taking care of my dog and sending updates and pictures, was handled easily and professionally. I would highly recommend Jessica, and would hire her again the next time Mona needs care!”
“Liz is absolutely FANTASTIC!! She is so great with our dog, and really cares about all animals as if they were her own! She’s the best, and I wouldn’t recommend anyone else!”
About: I am new to the pet sitting game, but I am not new to taking care of my responsibilities well. I am a part-time live-in caregiver for my 92-year-old grandmother, and I housesit and pet-sit for my friends. My references are available upon request! I can’t wait to take care of your pets! I’m currently working part-time, so I have more availability to do pet care. I have religious obligations that I also work around. I will not accept jobs that conflict with my work schedule so that I can be there for your pets! I make sure to respect my clients’ homes as my own, and return everything to as it was given to me. The pets are lives that are entrusted to me, and God says that we must take care of our domestic animals, so I take that responsibility, seriously, and religiously.
About: I have owned 5 dogs, 2 cats and 10 chickens over the past 40 years and provide service in Naples, FL, Marco Island and Bonita Springs. I am available most days in Naples FL, but very flexible depending on your needs. Do not hesitate to call me, I can give your pup the time and love he deserves. I would prefer to come to your home, only because my home is not fenced in, but could keep the dog on a leash at all times outside
“Jill was able to watch my dog last minute for a weekend away! She did a great job with her and asked questions right away if she had any concerns. She was also amazing with my anxious dog and helped with making her feel comfortable. She sent lots of pics which helped my anxiety as well 😊”
About: My career training makes me hyper aware of my clients needs whether they be human or animal. I can meet them where they are physically and mentally and cater to their needs. My work is flexible so my schedule can fit your pet's routine. I typically do my workout in the early morning which leaves the remainder of the dedicated to your pet's priorities. When I'm with your pet/s they are my priority whether it's feeding, walking, playing or just cuddling. I love animals but can't have them because of my husband's health issues. Yours is the best I can do.
The median cost per visit for pet sitting in Windsor is $22
Pet parents share their Rover experiences - Windsor
Berkley is very detail oriented and seems to actually care about the pets she takes care of. She was responsible for our 2 cats for over a week and went beyond our expectations. She always stayed longer than expected and took time to play and pet our cats. We were always happy to see the pictures she shared after each check in.
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 5 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 $23.31 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 2,255 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:
- 96% 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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