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 179 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.
About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.
“10/10 absolutely so grateful to know our cats were in such good hands when we went out of town for the first time since moving to a new city! I told Jen not to hold back on pictures and she delivered 🤣👌 she is a great photographer!! All jokes aside, we will always book her when she's available! Thanks for taking such good care of our babies!”
About: I’ve grown with big dogs my whole life and I have my fair share of personal experience with smaller ones as well. Additionally, I worked at Paradise Paws (doggy daycare) as a dog handler for about a year. I am very familiar with all the different breeds and personality types, even puppies! I have a very flexible schedule. I do online school and don’t have another job, so I have lots of opportunity during the day to hang out with your dogs! I will care for your dogs depending on your environment and the rules you have set for me. I will respect your environment and that of the dog, while ensuring they receive lots of fun and attention!
About: We’ve both grown up with dogs and around a variety of animals. I also had a cat as a young person and cared for cats of roommates. I’ve house-sat and pet-sat from Europe to Florida and back to Wisconsin. No kids, we do have cats, chicken, and ducks, we’d love to love & spoil your boos while you’re away. Most days working from home with some appointments. There is flexibility with my schedule if I know in advance. Please be detailed in their typical routine. We have a fenced in yard with plenty of room for them to roam (supervised). We do have chicken, and ducks. We’re cuddle friendly so pets are allowed on the furniture & bed, but we’ll work with you to maintain their habits and training. They can be left free, crated, or contained to a particular room as needed. Any other questions just ask!
About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.
“Taryn did a great job with George while we were away. We appreciated knowing he was in good hands and enjoyed the updates and photos she sent us. She was a great communicator, arrived when she said she would, and took care of George like he was her own. We will definitely have Taryn back to look after him again.”
“We had a great experience booking Heather through Rover! Our two cats can be shy with new people but were happy to see Heather for feeding and playtime. They also take medication via pill and they had no issues accepting that from her. We received detailed updates and lots of pics. We came home to two content kitties!”
“Needed a couple drop-ins on short notice so I contacted Hailey and she got back to me right away. We set up a meet and great for that evening and she was right on time. All 3 dogs just loved her at first sight! After they got their attention we went over all the details of food, water, etc. She was on time to appointments and sent pics during visit. Hailey has great communication and I will definitely use her again.”
“Chelsea was kind enough to visit our cat on short notice. She did a great job visiting with Blue, sent us lots of photos, detailed updates, and our cat loved her!! We definitely recommend her :)”
“Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!”
“Michel is awesome! She takes great care of my kitties and they love her. I feel really comfortable going out of town knowing that she will be taking care of my pets. She sends me such great photos of them also. Would highly recommend Michel!”
“Katelyn took great care of my cat and made sure she got lots of playtime and attention. She was also able to be flexible when our travel plans changed last minute.”
“We've just hired Tammy for the first time to care for our dog while we were out of town for a day. She was friendly and professional every step of the way and clearly likes dogs! Our dog is pretty shy with strangers and he warmed up to her nicely. I would use her services again and recommend her to others.”
The median cost per visit for pet sitting in Windsor is $20
Pet parents share their Rover experiences - Windsor
Awnna took great care of our cats! She administered meds to one of our cats that required 2 visits per day. She fed and played with them and made sure water bowls were filled and litter boxes scooped. Awnna did a wonderful job and we would definitely have her take care of our kitties again!
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 $21.25 per visit (as of August 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 August 2026, there are 1,448 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:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 94% 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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