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 27 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.
“Jessica and Christopher were both wonderful to our pups while we were on vacation! When we had a last minute emergency that altered our plans, they were super flexible with us and ensured that our dogs were cared for. We would not hesitate to use them 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.
“I had an excellent experience with Jalah and couldn’t be happier with the care they provided. From the very beginning, she was punctual and arrived exactly at the scheduled time, which immediately gave me confidence and peace of mind. Jalah followed all of my instructions carefully and paid close attention to the details of my pet’s routine, which I truly appreciated. It’s clear she takes her responsibility seriously and genuinely care about the animals she look after. What stood out the most was their communication.Jalah kept me consistently updated, especially during my pet’s transition to being with someone new in my home. Those updates made a huge difference and reassured me that everything was going smoothly. Overall, I highly recommend Jalah to anyone looking for someone reliable, attentive, and communicative. I would absolutely trust her again in the future!”
“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!”
“I had an emergency where i had to go the hospital where i ended up staying for 8 days. Liz was an absolute life saver and stepped in to take care of my fur babies I received updates daily. That helped me so much to relax and be able to heal in the hospital. I came home to healthy happy fur babies. Liz is WONDERFUL with animals. I highly recommend her!!! -Daryl”
About: I have 2 decades of lived experience & have work experience training many animals at a therapeutic barn. I’m interested in basic puppy training & willing to work with your dog if you want. I work part-time and have a flexible schedule. I can pop in for a quick check in or do longer walks if needed. I’m also willing to stay and give some attention to your pet, if wanted, but not comfortable staying the night. I’m very thorough in my care, meaning I follow instructions well and am sure to secure your pet inside and outside the home. I also try to be proactive and look for ways to improve the care I give your pet.
“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!”
About: I've helped take care of multiple clients and had a dog of my own my whole childhood and have loved taking care of others animals by cooking for them, playing with them and taking pictures! I'm a stay at home mom with 4 and 8 year old kids so we enjoy walking and playing with the dogs. My husband works from home and my brother lives with us at our house, so we have plenty of space and time for attention. i moved into a house three months ago and there is plenty of yard space, a back deck, and room for multiple dogs to have their own space. We live on a cuddle sack, so it’s also great walking dogs down and back.
“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!”
“Lauren did a great job! I was ease with her watching my cat because she left just nice updates about her visit. Photos and all! Will absolutely be using Lauren again for all future drop ins :)”
“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.
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
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 Pet Sitting - Windsor
Frequently asked questions about Rover
The average cost of Pet Sitting in Windsor on Rover is $25 per visit as of October 2026. Most bookings cost between $15 and $32 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.
As of October 2026, there are 2,237 sitters on Rover offering Pet Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
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.
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 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 tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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