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


“We met Jess and her family for a meet and greet since she will be coming to check in on our dog while we are away. Great communication, both her and her husband are very friendly. We look forward to them watching our pup in the future.”


“Sophie is a great, trustworthy, reliable dog walker. She was amazing with my 2 chihuahuas and I have used her multiple times a week for months. She even administered medications to one of my dogs. I would highly recommend her for dog walking and drop-ins.”


“Gayla is awesome, not only did she house sit our pet during Easter week, she also went above and beyond in handling an emergency situation with our new puppy. She is responsible, reliable, and extra communicative. I would recommend her to all!”


About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.

“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’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.

About: I am certified in pet first aid and CPR, and am very serious when it comes to pet care, safety, and health. I have experience in pet care through all stages (puppy - senior), and complex medical cases. Each dog and cat is an individual with their own needs, wants, and traits that need to be fulfilled and noticed. BOARDING & DAYCARE: I LOVE pet care, and providing a safe, fun, and enriching environment. I will also analyze your pets individual needs and allow them to approach me as they become comfortable. I understand how important it is to choose the right person to take care of your beloved dog or cat. My primary focus will be the safety of all pets in the house. I will also make sure you feel happy and comfortable that your pet is in my home. I will also make sure you feel happy and comfortable that your pet is in my home by going through all of the details before your pets stay, and updating you with pictures and videos! DROP IN VISITS: Playing, potty, feeding, cuddling, bathing... I will do whatever needs to be done to make sure your pet is both happy and safe! PLEASE NOTE: - I work until 1:30pm on Fridays. - I will accept boarding OR daycare. I cannot accommodate both arrangements on the same days. - If you have one dog and more than one cat, I will accept them all. I will have a private, separate room for your cats. - I would like as much notice as possible to set up the pet care arrangement! CATS ONLY: You can drop off your pet on Thursday evening if needed I have a fenced in yard and two dogs that are very friendly, well-behaved, and playful! I will always monitor them, and never leave them alone without supervision. Our cat is blocked off by a 5-foot tall gate (she stays in the bedrooms) and the dogs are in the rest of the house. My previous dog, Johnny, passed away last year and throughout his life he experienced health issues that required daily oral medication (he had epilepsy and hypothyroidism, and during the last 6 months of his life he struggled with Cushing's Disease). I am experienced in how complicated medication and health issues are in pets, and I take it very seriously. I make sure our home is a calm environment filled with toys, playtime, cuddles, and mentally stimulating activities. My goal is to do what's best for the individual dog/cat and make them feel both safe and loved! If needed, there is a private pet room that will be changed to fit the dog or cat's needs. The set up will include toys, their own items the owner provides, and washable mats on the floor that will be washed/disinfected before use. If your pet needs their own private space, I will make this room a fun, and relaxing place to be! Please note: to ensure the safety of all pets in the household, I need to see the most recent Vet paperwork showing your pet is up to date on vaccines (unless health or age prevents them from receiving vaccines), and does not have a contractable health issue. Also, your pet must NOT be aggressive.

“All was well upon our return - thanks for all your help, Jillian! Our two cats definitely have different personalities. Glad you were able to connect with them both on their own terms 😊”


“Katie was quick to respond and very attentive. She was also very flexible. She is a very sweet person and you can tell she really loves animals. She was a terrific cat sitter!”


About: As a family, we had several dogs and they’ve been great family members. We’ve sat for friends dogs in the past and always enjoyed it. There are many dogs in our neighborhood and I enjoy stopping to say hello, to the owner and the dog. I’m semi retired and my schedule is flexible. Prefer the weekdays but I can fit in weekends with advance notice. I would leave my dog at home so I can focus on yours! At my home, leashed always when out side. We have a great neighborhood for walks. Northwest park is a favorite place of ours as is the griffin trail.

About: I have over 5 years of experience caring for my three dogs—Mya (14-year-old Silky), Maizie (6-year-old Australian Shepherd mix), and Zhu (13-year-old Black Lab). I’ve grown up with Maizie since she was a pup and have been with Mya and Zhu for five years, handling their care when my family is away. My deep bond with these dogs allows me to understand their unique needs and personalities. I specialize in attentive care for puppies and senior dogs and pride myself on making sure each pet feels comfortable, loved, and safe. As I work toward my CPA certification and prepare to start my accounting job in the summer, I have a flexible schedule that allows me to dedicate time to pet care. I’m used to balancing multiple responsibilities, and I enjoy taking care of my own pets, so offering pet care services fits naturally into my routine. Whether it’s walking dogs or caring for cats, I make sure to give each pet the attention they need while managing my study and job preparation time efficiently. When caring for pets in my home or in a client’s home, safety and comfort are my top priorities. At my home, I ensure a pet-friendly, secure environment, with plenty of space for pets to relax and explore. I make sure all areas are free of hazards, and I provide fresh water and safe spaces for rest. Whether it’s during walks or while watching pets at their home, I closely supervise them, ensuring they are always safe and comfortable. I also prioritize communication with clients to ensure they trust me with their pets' well-being, offering regular updates and being responsive to any specific needs or concerns.

About: I have been dog sitting for family and friends for many years. I also work at a doggie daycare for a year or so now. I love animals and would love to connect with your pet. I am a full time college student and I also work at a dog daycare and am looking to do something with my free time and would love to spend it pet sitting. I am a very trustworthy and responsible young adult and would love to be able to show love to someone’s pet while they are away and take care of any needs they may have.

“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: Local vet assistant ready to provide 5 star service to your pets! I love pets of all types and sizes and will spend all day with them to make sure they get the care they need from hiking and walks to just a nice brush and cuddle session whatever you need! Working at a vets office as well as a humane society I am experienced with pets of all types including those may need more patience and TLC. I have fostered many animals including puppies, bottle fed kittens, and elderly cats and dogs. Having dog reactive dog myself I know how to keep everyone safe while also giving an enriching. I am fear free certified and strive to make the most welcoming environment for everyone! I do work full time at a vets office but have a good schedule that allows me to give a morning afternoon and evening walk or drop in I also can house sit every day along with the drop is or walks. Weekends I can spend all day with your pet so they are never lonely and can spend the time making the most of things! Able to administer medications and SQ fluids *for safety reasons I do not administer injectable medication* Trust is the basis of everything you want someone you know if going to take amazing care of your pet. I also start off with doing a meet and greet so we and your pet can make sure everyone is comfortable before e going forward. When I am in your home my full attention is on your pet. Whatever they need I’m there. I feel that working with pets is the best. They bring the ball alright let’s play until you’re sick of it! Asking to go outside time for a walk.

About: I’ve grown up taking care of many household pets (dogs, cats, ferrets, guinea pigs, etc) I’ve taken care fully of my own kitties for the last 3 years and I’ve been walking/sitting my parents puppies since they were 8weeks old(they are now 6months old) I currently work part time, Sunday-Thursday for 5 hours a day. So I will have lots of free time to come walk and play with your fur babies! And I’m available pretty much every weekend, any time. I absolutely love caring for any and all household pets and will always make sure your baby is well taken care of and follow any safety instructions needed.

“Rachel is so kind and caring to my crazy dog Nash! Not everyone can handle him but she does a fantastic job and leaves detailed reports of her visit! Highly recommend!”


“Erica is just the best. We have used her exclusively for nearly a year at this point and we always feel so relaxed knowing she is looking after our cat when we are out of town 🥰”


“Elena is one of the best pet sitters I’ve ever used!! She’s very flexible, reliable and is absolutely amazing with my dog Rosie! She has done multiple drop ins as well as a few overnight stays with Rosie and always does a wonderful job. Rosie adores her! Elena will constantly keep you updated on your pet and what they’re doing. She send lots of pictures and videos. She really does love animals!!!! I will always use Elena for my pet sitting services!!! ❤️”


About: I am an occupational therapy student & I love spending time with dogs! I have experience boarding, walking, and drop ins for friends and family in the past. Growing up with dogs, I love all dogs of any size or breed. My love for animals will make this experience a privilege, rather than a job. As a dog owner myself, I understand how important it is to treat your pet as my own and I will provide them with the utmost attention and care. I am very friendly, reliable, and eager to spend time with your pet! I am currently in graduate school and I am very flexible with my schedule! I can always work around your needs to walk your pup! I have two friendly dogs at home to keep your pet company if they are boarding here. My dogs love to play with other dogs & is excellent about sharing his space.
Loving pet sitters in your neighborhood
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1. Jessica & Christopher F.

“We met Jess and her family for a meet and greet since she will be coming to check in on our dog while we are away. Great communication, both her and her husband are very friendly. We look forward to them watching our pup in the future.”


2. Sophie M.

“Sophie is a great, trustworthy, reliable dog walker. She was amazing with my 2 chihuahuas and I have used her multiple times a week for months. She even administered medications to one of my dogs. I would highly recommend her for dog walking and drop-ins.”


3. Gayla O.

“Gayla is awesome, not only did she house sit our pet during Easter week, she also went above and beyond in handling an emergency situation with our new puppy. She is responsible, reliable, and extra communicative. I would recommend her to all!”


4. William C.
About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.


5. 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 ☺️”


6. Nazim M.
“If you're looking for an awesome dog sitter who will love your furry family member as much as you do, look no further than Naz! Naz is reliable, responsible, and kind. He will take the time to understand your pet's unique needs and go above and beyond to make sure they feel comfortable in his care. He is a great communicator and will provide you with updates as often as you'd like to receive them. The hardest part of leaving home is leaving my dogs behind, but I know with Nazim they aren't missing me nearly as much as I miss them, because they are having the best time!”


7. Austyn D.
“Austin D. Reliable, punctual and generous in her care of all animals. Austyn has taken care of our dog, as well as our cat. In both cases, we felt confident entrusting our animals to her care. Austyn is highly responsible and has a wealth of understanding about the care of pets. She is a dedicated and recommended provider.”


8. Jillian H.

“All was well upon our return - thanks for all your help, Jillian! Our two cats definitely have different personalities. Glad you were able to connect with them both on their own terms 😊”


9. Katie W.

“Katie was quick to respond and very attentive. She was also very flexible. She is a very sweet person and you can tell she really loves animals. She was a terrific cat sitter!”


10. Christopher B.
“Chris has watched our dog “Blue” when we are out of town. Blue lives him and their walks. Chris is so patient and lets Blue smell everything, that’s why dogs go out, among the obvious. 😆”


11. Matthew M.
About: I have over 5 years of experience caring for my three dogs—Mya (14-year-old Silky), Maizie (6-year-old Australian Shepherd mix), and Zhu (13-year-old Black Lab). I’ve grown up with Maizie since she was a pup and have been with Mya and Zhu for five years, handling their care when my family is away. My deep bond with these dogs allows me to understand their unique needs and personalities. I specialize in attentive care for puppies and senior dogs and pride myself on making sure each pet feels comfortable, loved, and safe. As I work toward my CPA certification and prepare to start my accounting job in the summer, I have a flexible schedule that allows me to dedicate time to pet care. I’m used to balancing multiple responsibilities, and I enjoy taking care of my own pets, so offering pet care services fits naturally into my routine. Whether it’s walking dogs or caring for cats, I make sure to give each pet the attention they need while managing my study and job preparation time efficiently. When caring for pets in my home or in a client’s home, safety and comfort are my top priorities. At my home, I ensure a pet-friendly, secure environment, with plenty of space for pets to relax and explore. I make sure all areas are free of hazards, and I provide fresh water and safe spaces for rest. Whether it’s during walks or while watching pets at their home, I closely supervise them, ensuring they are always safe and comfortable. I also prioritize communication with clients to ensure they trust me with their pets' well-being, offering regular updates and being responsive to any specific needs or concerns.


12. Kaila R.
“Kaila is a responsible, caring, animal loving young woman. She is great with her own pet (Magic) who is a 6-year-old Goldendoodle. Kaila will be a great asset to your organization. She will play, walk, and feed dogs/pets as requested. I highly recommend her services.”


13. Liz W.

“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”


14. KiAnna H.

About: Local vet assistant ready to provide 5 star service to your pets! I love pets of all types and sizes and will spend all day with them to make sure they get the care they need from hiking and walks to just a nice brush and cuddle session whatever you need! Working at a vets office as well as a humane society I am experienced with pets of all types including those may need more patience and TLC. I have fostered many animals including puppies, bottle fed kittens, and elderly cats and dogs. Having dog reactive dog myself I know how to keep everyone safe while also giving an enriching. I am fear free certified and strive to make the most welcoming environment for everyone! I do work full time at a vets office but have a good schedule that allows me to give a morning afternoon and evening walk or drop in I also can house sit every day along with the drop is or walks. Weekends I can spend all day with your pet so they are never lonely and can spend the time making the most of things! Able to administer medications and SQ fluids *for safety reasons I do not administer injectable medication* Trust is the basis of everything you want someone you know if going to take amazing care of your pet. I also start off with doing a meet and greet so we and your pet can make sure everyone is comfortable before e going forward. When I am in your home my full attention is on your pet. Whatever they need I’m there. I feel that working with pets is the best. They bring the ball alright let’s play until you’re sick of it! Asking to go outside time for a walk.


15. Ashley D.
About: I’ve grown up taking care of many household pets (dogs, cats, ferrets, guinea pigs, etc) I’ve taken care fully of my own kitties for the last 3 years and I’ve been walking/sitting my parents puppies since they were 8weeks old(they are now 6months old) I currently work part time, Sunday-Thursday for 5 hours a day. So I will have lots of free time to come walk and play with your fur babies! And I’m available pretty much every weekend, any time. I absolutely love caring for any and all household pets and will always make sure your baby is well taken care of and follow any safety instructions needed.


16. Rachel C.

“Rachel is so kind and caring to my crazy dog Nash! Not everyone can handle him but she does a fantastic job and leaves detailed reports of her visit! Highly recommend!”


17. Erica P.

“Erica is just the best. We have used her exclusively for nearly a year at this point and we always feel so relaxed knowing she is looking after our cat when we are out of town 🥰”


18. Elena G.

“Elena is one of the best pet sitters I’ve ever used!! She’s very flexible, reliable and is absolutely amazing with my dog Rosie! She has done multiple drop ins as well as a few overnight stays with Rosie and always does a wonderful job. Rosie adores her! Elena will constantly keep you updated on your pet and what they’re doing. She send lots of pictures and videos. She really does love animals!!!! I will always use Elena for my pet sitting services!!! ❤️”


19. Katie D.
About: I am an occupational therapy student & I love spending time with dogs! I have experience boarding, walking, and drop ins for friends and family in the past. Growing up with dogs, I love all dogs of any size or breed. My love for animals will make this experience a privilege, rather than a job. As a dog owner myself, I understand how important it is to treat your pet as my own and I will provide them with the utmost attention and care. I am very friendly, reliable, and eager to spend time with your pet! I am currently in graduate school and I am very flexible with my schedule! I can always work around your needs to walk your pup! I have two friendly dogs at home to keep your pet company if they are boarding here. My dogs love to play with other dogs & is excellent about sharing his space.
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!
Why Choose Rover?
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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.
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 May 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 May 2025, there are 329 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, 81% 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 329 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, 94% 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.
