Pet Sitting in Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Windsor pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Taryn was kind and very patient with my older, unsure little dog. Everyday Taryn took her time to get to know him. She was friendly and gentle allowing him to get used to her visits.”


“Allison is fantastic! She had issues with our garage door (our fault-not gets!) and she problem solved and told us right away her plan of action. Allison is trustworthy, punctual and professional!”

“Awnna was a great sitter, would recommend to anyone and would book again in the future! Thank you so much for taking good care of our dog and making him feel loved while we were away!”

“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 been caring for animals for as long as I can remember. I connect with each animal and get to know what is normal behavior and what isn't so I can quickly identify if anything seems off. You can rest easy knowing you'll be immediately informed if anything seems concerning. And, I'll also provide updates with each visit, including pictures. I am an excellent communicator and very detail-oriented. I ask lots of questions during meet-and-greets to ensure there is no disruption in your pet's usual care and routine. I work from home and have a very flexible work schedule, so I can make frequent visits almost any day of the week. If your pet has health concerns (meds, needs to be fed at specific times, etc) or needs a specific schedule, I can accommodate for that the vast majority of the time. I will always communicate any schedule conflicts before finalizing a booking. Safety and trust are always my top priorities. I approach animals I'm just getting to know on their terms so they can feel safe and secure. I am always sure to leave things in your home exactly how you want them, including cleaning up after myself or any pet messes I find.
“Susan and Molly are wonderful! We love all of the photos they send of our kitties playing with them. We will definitely continue having Susan and Molly as our pet sitters. They even took care of our tortoise while we were away. :)”

“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!!”

“Katie was very punctual and responsive! She was so kind to my cat, followed all instructions, and my cat looked forward to her visits filled with lots of petting! I would recommend her and have her provide care in the future!”

“Michel helped me take care of my cat when I was indisposed and I am so grateful. I would have had a really hard time with the litter box without her coming in to take care of that. Very friendly and experienced. Highly recommend.”

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.
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, no other pets, we’d love to love & spoil your boo while you’re away. I work full time, typically Mon-Fri 7ish to 4ish. I’m typically home weekends. There is some flexibility with my schedule if I know in advance. I have the potential for half days or additional work from home if your pet needs more frequent attention. We have a fenced in yard with plenty of room for them to roam (supervised). 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: I was raised around all kinds of dogs and have cared for many pets over the years. Friends, neighbors, and family often rely on me to walk, feed, and watch their dogs. I’m comfortable with different breeds, personalities, and routines, and I always make sure pets feel safe, loved, and well taken care of. I currently have a very open and flexible schedule, so I’m able to provide plenty of time and attention to your pets. I can accommodate weekday or weekend visits and will work around your routine to make sure your pets get consistent care. I care for pets in clients’ homes, which helps them stay comfortable in their familiar environment. I’m gentle, patient, and attentive, and I always follow your instructions closely—whether that’s feeding routines, walks, or medication. Your pet’s safety and comfort are my top priorities.
“Samantha has been so wonderful with my Australian Shepard. She gives amazing updates and always sends multiple picture updates! She is a great and compassionate sitter, Jonee and I appreciate her!”

“Kelsey was amazing with our new pupper and followed all the instructions asked of her. She and Osa had a great time and Kelsey was sure to send thorough updates and pictures as well. While Osa was very excited to see us that evening, she definitely made a new friend today!”

“Brenda took great care of my recently adopted feline, Atticus, when I was suddenly called out of town. I found her punctuality and dependability assuring, and her approach to providing care to a skittish kitty in alignment with mine; when I arrived home, Atticus was in great shape, physically and emotionally. Absolutely recommend her with enthusiasm.”

Over 65 pet parents in Windsor have booked pet sitting
Windsor pet parents share their Rover experiences
Taryn was wonderful with our kitties! She took the time to come over and meet them and us in advance and make sure she understood what they needed and communicated wonderfully throughout the visit. They were happy campers when we came home after our first visit away. We would definitely use Taryn again.
Kelsey was great! We left town for a week to visit my parents, and only needed someone to check in on our cats a couple days. Kelsey took great care of our cats, and sent us some pictures too. She also brought in our packages which was appreciated so much! She's great at communication, and overall just so kind. Thanks Kelsey!

Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Windsor is $20
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 pet 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.
Sitters in Windsor average 7 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windsor on Rover as of Mar 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Mar 2026, there are 323 pet sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 84% of Windsor pet sitters respond in under an hour.
Pet sitters in Windsor have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windsor.
Rover makes it easy to find Windsor pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 323 pet sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.






