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

“Katie was a wonderful sitter for our two cats. She was very responsive and always gave us updates on how they were doing. Our cats loved her! Would definitely book Katie again the next time we’re away.”


“Very flexible with my last minute booking. Took wonderful care of my babies, both my older dog and brand new puppy! She was great at updating me and with photos! Definitely recommend!”


“Jillian is thoughtful, communicative, and caring. She was gentle with my cat who initially was a little spicy toward her. Because of her patience, he quickly warmed up to her and when I returned seemed very calm and relaxed. Would recommend Jillian to anyone needing pet care!”


“Jessica was my first Rover experience and I am very happy! She took care of my kitty Milo, fed him and cleaned his littler box. She was very prompt and open to communicate and send pictures everytime she visited. Next time I'm out of town again, she'll be the first one I reach out too :)”


“Kelsie does an amazing job with our two pups! My husband and I work third shift and she is beyond accommodating when it comes to drop in visits at odd times. One of our dogs has severe anxiety and was immediately at ease upon meeting Kelsie. Highly recommend ☺️”


About: i am a certified animal lover experienced across species. you can ensure i am truly dedicated to the care and well being of your beloved fur baby. I am available early mornings and evenings on weekdays and all day on weekends. I am transitioning in an effort to open my availability for more pets! i have a large apartment that is very safe. I have a camera in my apartment with live access directly from my phone and keep everything pet safe at all times (no plants, organized, etc). When approaching new clients, I am gentle and respectful of their spaces.

“Ashley did an amazing job with Brodi. He is a fearful little dog and she was just so patient with him and he really took to her so much better than I anticipated. I really appreciate the time she took with him patient she was with him. Ashley is a very personable upbeat person and it was a joy having her visit us!”


“Marlena did a great job checking in and looking after our shy cats and our home. We appreciated her being super responsive and very communicative. Its never easy leaving furbabies at home. Thanks Marlena we truly appreciate it.”


“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: Growing up on a farm, I’ve spent my entire life caring for a diverse range of animals, from livestock to beloved dogs, cats, birds and reptiles. This unique hands-on experience has given me an unparalleled understanding of animal behavior, health, and well-being that goes far beyond typical pet care. I offer a level of insight and compassionate care that truly sets me apart, ensuring your pet receives the most attentive and knowledgeable support possible. I’m currently working a mid day shift Monday-Friday. This will give me time in the morning to walk and care for your pets then again later in the afternoon and evenings. I will also be available most weekends! When you entrust your beloved pet to me , you’re choosing a caregiver committed to their safety, happiness, and well-being. I provide walks and in-home care with the utmost responsibility and trustworthiness, ensuring secure outings and attentive supervision. Your pets routine and comfort are paramount, and I always prioritize their needs in a safe and loving environment. You can have complete peace of mind knowing your furry family member is in dedicated and reliable hands.

About: I have taken care of 3 dogs, 2 cats and 10 chickens over the past 30 years and provide service in Naples FL and in Boston MA I am available Thursdays, fridays, and Saturdays 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

“I can’t recommend Megan as a dog sitter highly enough! When our original plans fell through just a week before my vacation, she stepped in without hesitation and immediately put my mind at ease. From day one, her communication was outstanding — she sent daily updates and adorable pictures that truly showed how much care and attention she was giving to my dog. It felt like she treated my furry friend like her own. Beyond just excellent care, she even left a thoughtful little note for us, which was such a sweet and personal touch. Her professionalism, warmth, and genuine love for animals went far beyond what I expected. If you want someone who will not only watch your dog but truly care for them like family, look no further — she is simply the best!”



About: Lifelong animal lover with 7+ years caring for my own 2 dogs, along trusted experience with friends and family’s pets. I make sure your pet feels loved, comfortable, and cared for at all times. I’m currently working part-time, so I have a lot of availability throughout the week. I love morning walks because they get me up to start my day while also being active. As well as mid-day and evening walks allow me to take a break from any tasks and get outside in the sun while having some fun! Whether I’m visiting your home or walking your pup, my goal is to keep them happy, safe, and comfortable. For walks, I make they get plenty of fresh air, exercise, a potty break, and time to sniff and explore while keeping a close eye. During home visits, I’ll refresh their water, feed them, give potty breaks and spend quality time. I’ll also follow any instructions you leave for me and always treat your home with respect.

About: In my personal extensive work with animals in my 10 years of experience, I am able to swiftly recognize different cues due to having owned many different types of animals as well as cared for them. I am actively taking care of my cats everyday and take care of a dog everyday. I’m well versed with both animals and am able to take care of both. With my own pets at home I make sure they each receive equal care. Furthermore, from having had dogs and cats for so long I’m able understand typically what each animal might need, to make sure that each of their needs are adequately met and addressed in a timely manner.

About: I have had dogs, cats, gerbils, fish and mice as pets for the last 57 years. As an adult, I have had cats and dogs as pets. Currently I have 1 dog in my home. Walking for about 1 hour is a daily ritual we all enjoy. I cared for an elderly person in her home for nearly 2 years in the evening and was responsible to care for the dog as well including walking and feeding. I provide care in my home for my friends and family dogs while they are on vacation. I have experience with puppies and potty training. I have experience with senior care including diapering and lifting dogs. Additionally, I administered insulin to a prior dog. I have expeince walking multiple dogs at a time. My dog is friendly. I work from home so I am available during the day for breaks. I am available to walk in the monring and at lunch but after work is our 1 hour walk in the neighborhood and around the school or on local trails in town. My son plays baseball at night and I enjoy taking the dogs to watch the games. The dogs join me in the yard when I am working in the gardens and are often under a shady tree or enjoying the sun. I do not have a fenced in yard so I usually take the dogs out in the yard on a retractable leash to keep them safe but allow them to roam around. I like to leave the glass storm door open so the dogs can sit in the sun and watch the outdoors. I enjoy daily walks with my dogs. I can replicate any routine for your pet in my home or your home.
Loving pet sitters in your neighborhood
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Mary M.Star Sitter

“Mary is excellent. She is super trustworthy, flexible and efficient. She sent us pictures about how our pup was doing, sent updates and gave great advice!”


Katie W.Star Sitter

“Katie was a wonderful sitter for our two cats. She was very responsive and always gave us updates on how they were doing. Our cats loved her! Would definitely book Katie again the next time we’re away.”


Julia W.

“Very flexible with my last minute booking. Took wonderful care of my babies, both my older dog and brand new puppy! She was great at updating me and with photos! Definitely recommend!”


Jillian H.Star Sitter
“Jillian is thoughtful, communicative, and caring. She was gentle with my cat who initially was a little spicy toward her. Because of her patience, he quickly warmed up to her and when I returned seemed very calm and relaxed. Would recommend Jillian to anyone needing pet care!”




Jessica & Christopher F.Star Sitter

“Jessica was my first Rover experience and I am very happy! She took care of my kitty Milo, fed him and cleaned his littler box. She was very prompt and open to communicate and send pictures everytime she visited. Next time I'm out of town again, she'll be the first one I reach out too :)”


Madison G.

“Madison was gracious enough to accept a very last minute request! Excellent communication, very nice, and easy to work with. Yana and Wiyon say thanks!”


Kelsie C.

“Kelsie does an amazing job with our two pups! My husband and I work third shift and she is beyond accommodating when it comes to drop in visits at odd times. One of our dogs has severe anxiety and was immediately at ease upon meeting Kelsie. Highly recommend ☺️”


Jordan C.

“Our cats are doing well under Jordan’s drop in visits. She communicates the schedule well with us & sends photos. Reaaly appreciates her help!”


Jessica G.

“She did a great job with my nervous puppy! Thank you! Will use again!”


Shannia C.
About: i am a certified animal lover experienced across species. you can ensure i am truly dedicated to the care and well being of your beloved fur baby. I am available early mornings and evenings on weekdays and all day on weekends. I am transitioning in an effort to open my availability for more pets! i have a large apartment that is very safe. I have a camera in my apartment with live access directly from my phone and keep everything pet safe at all times (no plants, organized, etc). When approaching new clients, I am gentle and respectful of their spaces.


KiAnna H.
Star Sitter


“Kianna was wonderful, went over and above what was asked, so nice. l am so pleased and more importantly, Milli was too:) VJD”


Ashley S.Star Sitter

“Ashley did an amazing job with Brodi. He is a fearful little dog and she was just so patient with him and he really took to her so much better than I anticipated. I really appreciate the time she took with him patient she was with him. Ashley is a very personable upbeat person and it was a joy having her visit us!”


Marlena M.Star Sitter

“Marlena did a great job checking in and looking after our shy cats and our home. We appreciated her being super responsive and very communicative. Its never easy leaving furbabies at home. Thanks Marlena we truly appreciate it.”


Liz W.Star Sitter

“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”


Debra M.
“I couldn’t be happier with the service and care that Deb gave to my boy while I was away on vacation. He is a German shepherd working dog who has specific requirements for handling and commands. Deb did a phenomenal job and I felt very comfortable while I was away. I will absolutely be going back to her anytime I need care for my pup, highly recommend!!”


Joseph F.
“I can’t think of a better person to care for your pet! Joseph has a remarkable love of animals. He will take the time to interact with your pet with the utmost dedication to detail. He exudes sheer joy while in the company of animals. Definitely the person I trust with my little Mimi. She absolutely adores him!”


Megan S.

“I can’t recommend Megan as a dog sitter highly enough! When our original plans fell through just a week before my vacation, she stepped in without hesitation and immediately put my mind at ease. From day one, her communication was outstanding — she sent daily updates and adorable pictures that truly showed how much care and attention she was giving to my dog. It felt like she treated my furry friend like her own. Beyond just excellent care, she even left a thoughtful little note for us, which was such a sweet and personal touch. Her professionalism, warmth, and genuine love for animals went far beyond what I expected. If you want someone who will not only watch your dog but truly care for them like family, look no further — she is simply the best!”




Jalah C.
“Jalah is a true pet lover. As she has her own dog and family dogs that she takes care of she is really a dog mom. She’s reliant and very communicative. She is very punctual and your little fur babies will have a blast with her.”


Maria Susanne D.
About: In my personal extensive work with animals in my 10 years of experience, I am able to swiftly recognize different cues due to having owned many different types of animals as well as cared for them. I am actively taking care of my cats everyday and take care of a dog everyday. I’m well versed with both animals and am able to take care of both. With my own pets at home I make sure they each receive equal care. Furthermore, from having had dogs and cats for so long I’m able understand typically what each animal might need, to make sure that each of their needs are adequately met and addressed in a timely manner.


Katie C.
“Katie is the most amazing, warm and compassionate person. She has watched our dog more than a dozen times. Her entire family provides any pet in their home with so much love and attention. we know she Katie takes the time to walk and provide love and affection and your pet(s) couldn’t be in safer hands! She is also very experienced as she has had her own pets her whole life! Your pet would be lucky to meet Katie and be cared for by her!”
Over 93 pet parents in Windsor have booked pet sitting
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 $22
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 5 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 Aug 2025 was about $22 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 Aug 2025, there are 356 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, 86% 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 5 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 356 pet sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! In Windsor, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.
