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.

“Took care of my babies just like I asked. Received plenty of photos. One of my dogs is more difficult due to her medication schedule and her personality but Rachel did an amazing job with her. Will book again in the future.”


“Rebecca did an amazing job caring for justice. She made sure to cater to her every need, even adjusting times when needed. I usually kennel justice when I go away so this was my 1st time using this type of service and I couldn’t be happier. Thank you Rebeccah for taking such good care of my baby and calming my nerves.”



“Kelly did an excellent job with our 2 dogs. Our girls love to play and Kelly made them so happy by playing fetch with them every visit. One of our dogs is a rescue that was abandoned and she deals with major separation anxiety. Kelly made her feel comfortable from the start! she took to Kelly right away. I look forward to having her take care of our babies in the future!”


“April has been amazing, this is my second time booking with her. The first time she visited my home to ensure she knew where everything was and to meet my very shy kitty Pepper. April really cares for your pet, making sure they get play, treats and pets. My kitty Pepper has really warmed up to her. I will certainly be booking in the future.”


“Lauren took care of my sweet Bailey like she was her own. From the moment they met, Bailey was completely smitten, and I can’t blame her. Lauren has this calm, loving energy that dogs (and people) instantly trust. She made sure Bailey was happy, safe, and spoiled with attention, and I never once had to worry. She’s attentive, patient, and somehow knows exactly what a dog needs before they even ask for it. I swear Bailey was happier than ever when I came back from work... probably because she spent her days with someone who truly loves the animals she cares for.”


About: Raised with animals big and small, I now care for 7 of my own. I’m passionate, patient, and skilled in both puppy training and senior pet care. l’m free everyday after 9am! Any day of the week I will be able to help with any needs that you and your pet will need! I prioritize safety by pet-proofing spaces and closely monitoring pets at all times. I create a calm, clean environment built on trust to keep pets comfortable and secure in any home.

About: Ive always been an animal lover from such a early age. I got my first dog when I was 10 years old and it was the most memorable day. Whenever I see animals strolling down the street I just have to stop and give them some love. I would really enjoy helping out with giving your animals love and attention while their mom and dad are away. Currently I am a single full time working mother to a fun and loving 5 year old. I have free time a couple days during the week and also on weekends. If I can make it work in my schedule I most def will! I prefer to bring the animals to my home and dog sit, but I am flexible. I like to think animals have feelings too. They deserve to be treated as part of the family and if Im responsible for the care of someones animal I feel as if Im responsible for someones loved one and treat the animals how I would want mine to be treated with respect and appreciation for the wonderful loyal creatures that they are.

About: Hello there! My name is Kevin I’ve been working in the animal care industry for about 10 years now. I’ve cared for many different kinds of animals such as Dogs/puppies, Cats/kittens, and much more. I walk up to 22 dogs a day on average Monday-Friday. I’ve been managing and operating dog and cat boarding facilities for many years. I can administer any type of medications and hold certificates in CPR, dog body language and behavior. I’d love to care for your fur babies. Polite, professional and passionate I’m working currently full time and I’m only looking for weekend opportunities at this time. Some PM services may become available after 4pm in the future. I practice safety first ALWAYS. All windows and doors must be locked and the animal secured in a crate or room. I use a dog walking belt with locking leash and provide my own collars. I double leash all dogs when taking them outside.

“Brielle was amazing! I booked her super last minute and she made time to come meet us before. She communicated well and took such good care of Khaleesi! 10/10!!! I will be using her again for sure!!”



About: I have a fenced yard and a sweet yellow lab that I treat like a child! I love dogs and will take care of yours like they are my own! Snuggles and kisses included! Will send you plenty of pics of your pup and won’t judge you for checking in (because I would do the same!) I work part time so I’m home a lot which means your pup will get plenty of playtime! Walks in morning and nights are a must as well! I have room for crates or beds or whatever your dog prefers and I have several crates of my own if you don’t want the hassle of bringing yours! Any other questions or requests just ask! I can’t wait to meet you and your pup! Thank you! I already take care of my own fur babies everyday so adding your pet to the mix is easy! Daily walks are routine, with weather permitting! I have a fenced yard and can crate your dog if needed as well! Also, my side door is also screened and opens to a porch that is gated as well, so chances of an escape are slim!

“Robert was amazing with my two dogs! He kept me updated with photos and took great care of them while I was away. They were happy and relaxed when I got back. Highly recommend him!”


About: Caring for dogs has been a lifelong passion of mine. With years of personal and professional experience—from running a 501(c)3 non profit dog rescue, to raising and training my own dogs—I bring a calm, confident presence and a deep understanding of what pets need to feel secure, loved, and well-cared for in their owner’s absence. Dogs who require daily medications and/or injections are accepted. Transportation may be arranged in a secure kennel in my car. Message me for more details. I have a flexible schedule and am home every day, with plenty of time to give my own pack and boarders lots of individual attention. They get frequent potty breaks, playtime, and companionship—never sitting bored in a kennel for long. I have a securely fenced yard to ensure a safe environment for all dogs in my care. Guest dogs are never left unsupervised outdoors. Visiting pups are assessed behaviorally and allowed ample time to settle before considering whether they’re a candidate for group play. I also offer bathing and light grooming services upon request for an additional charge.

About: To sum it all up, I have grown up with animals my entire life from rabbits to horses! I love them all.. I currently have 1 dog that travels with us wherever we go. I am currently in Suffolk, VA for the next 3 months. I love the outdoors and enjoy taking my pup out for new adventure hikes. I do not work,so my calendar is pretty flexible.I do travel to other states at times and will keep my calendar updated if travel plans are in my future. I currently am not providing home services or home boarding at this time . Possibly in the future . Drop in and walking only at this time.

About: I enjoy fostering dogs to help get more information about their personalities and in turn help them get adopted. I have also been a dog sitter for family and friends for years. I enjoy practicing my dog training hobby. I believe the more training a dog has the happier they will be. They will know their boundaries and what makes their human happy thus creating a positive environment. I currently work full-time from home therefore daycare or walks are the most ideal services for me. If we have a good established relationship (human to human and dog to human) I am open to overnight says. I have a larger fenced yard however the fence is vertically challenged. I like and want to go for a couple walks a day. I have a daughter who loves dogs and is very good with them. She's a gentle and loves to help train, feed or just sit and pet them.

About: A dog is truly Mans Best Friend. I do have a kind heart, and I love for animals. I would treat your baby as my own. I have been around animals for the most part of my life. Just this past year two my dogs (Shakee Biton age 15 and Casper Coton de Tulear age 16.5) have crossed over to the rainbow bridge. Snowball (Bichon age 17) is still with me and just loving fife. Snowball loves going for car rides to the local country store for a hotdog. She also loves her daily neighborhood walks. She has 27 sister Hens, tow Roosters and for baby chicks. I administered all oral medications for my animals. I have open availability. I just recently left my job to work for myself. With the experience and love I have for animals I feel that I am where I need to be. I have four acres that is fenced in. If I am providing services in your home I will follow what you want for the care and need of your fur baby.

About: I've taken care of animals ever since I was a teenager. Dogs, cats, hamsters, and even chickens. From cleaning out the liter box to stopping by to make sure your dog or cat has what they need, I'll be more than happy to look after your pet. I am currently at stay at home mom with a dog (Shadow), four cats, and four chickens that I like to call The Golden Girls. My schedule is flexible through most of the week while the kids are at school. I enjoy spending my time going on walks with my dog. We have a big yard so we also spend a lot of time playing fetch with many, many sticks. I also tend to take lots of pictures so I hope you don't mind getting bombarded with the photo drops!

About: I’ve dog/cat sat for many years throughout high school up until today because I am very passionate about the welfare of animals! I’ve bathed, gave medicine, and walked many dogs to prepare me for any scenario thrown at me! I’m currently unemployed, so I will have plenty of time to make sure the animal is cared for properly! I will make sure I follow every owners wishes in each visit! I will make sure the animal is comfortable around me in their homes by creating necessary space if need be. I make sure everything is the same as the owners care, so there isn’t any problems!
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Rachel M.Star Sitter

“Took care of my babies just like I asked. Received plenty of photos. One of my dogs is more difficult due to her medication schedule and her personality but Rachel did an amazing job with her. Will book again in the future.”


REBECCA W.

“Rebecca did an amazing job caring for justice. She made sure to cater to her every need, even adjusting times when needed. I usually kennel justice when I go away so this was my 1st time using this type of service and I couldn’t be happier. Thank you Rebeccah for taking such good care of my baby and calming my nerves.”




Kelly H.Star Sitter

“Kelly did an excellent job with our 2 dogs. Our girls love to play and Kelly made them so happy by playing fetch with them every visit. One of our dogs is a rescue that was abandoned and she deals with major separation anxiety. Kelly made her feel comfortable from the start! she took to Kelly right away. I look forward to having her take care of our babies in the future!”


April L.Star Sitter

“April has been amazing, this is my second time booking with her. The first time she visited my home to ensure she knew where everything was and to meet my very shy kitty Pepper. April really cares for your pet, making sure they get play, treats and pets. My kitty Pepper has really warmed up to her. I will certainly be booking in the future.”


Lauren K.

“Lauren took care of my sweet Bailey like she was her own. From the moment they met, Bailey was completely smitten, and I can’t blame her. Lauren has this calm, loving energy that dogs (and people) instantly trust. She made sure Bailey was happy, safe, and spoiled with attention, and I never once had to worry. She’s attentive, patient, and somehow knows exactly what a dog needs before they even ask for it. I swear Bailey was happier than ever when I came back from work... probably because she spent her days with someone who truly loves the animals she cares for.”


Carol P.

“Carol was the sweetest & my babies loved her! She was sure to take pics and even brought toys to play with! I will definitely use her again”


Kasie W.
“Kasie is a warm hearted, loving and thoughtful caregiver for your animals. She’s does amazing job and I love her. She does a very wonderful job at take care of and spoils them. Woof!”


DeHaven S.Star Sitter

“DeHaven was fantastic with our 3 kitties!!! I would highly recommend them! I loved the way they kept me informed on how everyone was doing so I never had to worry!”


Lindsay S.
“Lindsay goes above and beyond when caring for my two dogs. Her rates are extremely fair for the level of care she gives, she'll send pictures (which I love while I'm away), she walks them multiple times a day and even takes them to the park. I have even gotten them back smelling nice so she gives them baths too. I couldn't have asked for a better petsitter and I will only use her from now on!”


Kevin W.
“Kevin has an exceptional ability to work with animals, displaying both patience and a genuine care for their well-being. He has a natural talent for understanding animal behavior and can easily connect with dogs of all personalities.”


Brielle B.

“Brielle was amazing! I booked her super last minute and she made time to come meet us before. She communicated well and took such good care of Khaleesi! 10/10!!! I will be using her again for sure!!”




Rachel C.Star Sitter
“Rachel has watched my dog plenty of times and he is very well taken care of, I get tons of updates and pics, and he always comes home happy and healthy! Would definitely recommend her to anyone that loves their dog!”


Robert B.Star Sitter

“Robert was amazing with my two dogs! He kept me updated with photos and took great care of them while I was away. They were happy and relaxed when I got back. Highly recommend him!”


Wesley "Whitney" B.Star Sitter
“Great service! Dealing with a multi pet household (teeny to large dogs, cats) is no easy feat. I don’t trust anyone else to take care of my babies. Medical needs, dietary restrictions, grooming needs were no problem. Responsible, reliable and reasonable but most of all I know my babies were in the best hands.”


Lynesha B.
About: To sum it all up, I have grown up with animals my entire life from rabbits to horses! I love them all.. I currently have 1 dog that travels with us wherever we go. I am currently in Suffolk, VA for the next 3 months. I love the outdoors and enjoy taking my pup out for new adventure hikes. I do not work,so my calendar is pretty flexible.I do travel to other states at times and will keep my calendar updated if travel plans are in my future. I currently am not providing home services or home boarding at this time . Possibly in the future . Drop in and walking only at this time.


Gabby B.
“Gabby is a fantastic dog sitter! She is responsible, loving with dogs, while still maintaining gentle, but firm control. She is able to handle dogs of all sizes. My dog, Mo, loves Gabby! Your best friend will be in great hands with Gabby!”


Lisa C.
“Lisa is an excellent pet sitter and is very knowledgeable in the care of not only cats and dogs, but also poultry, horses and donkeys. She has taken meticulous care of my dogs, cats, parrot, rabbits, and flock of ducks when I have gone out of town. She even remained calm and knew just what to do when one of my ducks surprised her with new babies. There's no one I would trust more to care for the animals I love so much when I am absent.”


Yvette W.

“Yvette was wonderful. Good communication and pictures”


Leslie M.

“Leslie is an amazing caregiver. She loves taking her dog for walks or playing fetch in the yard on nice days. She helped me take care of my elderly dog up through her last days. Leslie assisted with walks, food management and giving medications. I know she made those last days for my Missy much more comfortable and I will always be grateful for that.”


Taylor H.
“Taylor’s amazing with animals she is loving has a big heart and treats them like they were her own. She is a VT sophomore majoring in biology. You will not be disappointed in choosing Taylor to care for your 4 legged babies”
Over 9 pet parents in Windsor have booked pet sitting
Windsor pet parents share their Rover experiences
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 $18
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 9 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 $18 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 130 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, 85% of Windsor pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 9 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 130 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.
