Pet Sitting in Winchester
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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Loving pet sitters in your neighborhood
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1. Mike M.

“Mike is great and did an awesome job as he did previously. Our cats do not like many people, but they get along with him very well! Thank you Mike!”


2. Kristen T.

“Kristen has a calming presence. My boy is anxious and relaxed with her. She is punctual and gave my boy just what he needed to make the visit successful. Highly recommend Kristen.”


3. Nova K.

“You did great watching Riley. It may be a while before we will need your services again, but you are definitely our choice for Riley. Thank you”


4. Brittany D.


“I can’t say enough about Brittany took care of our kitties while we were away. She gave us pictures and updates on them loved on them and feed them. We will be will be booking you again in the future!!!!”


5. Melanie C.

“Melanie did a great job taking care of my baby for a few days while I was out of town! She was on time and kept me updated throughout. She even took care of her an extra day when I needed her at the last minute. I would highly recommend her :)”


6. Amanda B.

“Amanda has been fantastic - she drove over before our initial dates to do a meet and greet with all of the animals as well as give us a chance to show her where everything was at. We had initially scheduled her for later dates but we had an emergency and needed her the next day over the holidays, and she was thankfully available. She sent photos and info everyday to check in and the kitties and chickens were all doing well upon our return. We will continue to have her back when we need longer term in home stays for our dogs as well!”


7. Lauren T.
About: I’ve taken care of & had animals since I was about 10, and would love to help whoever needs assistance. Whether that be puppies or seniors, I am here to help. I can work any day Monday through Friday, and some weekends depending on the schedule. Mornings and afternoons are preferred, but am willing to accommodate to certain needs. We do not own any current pets at the moment, but have a fenced in yard with room to run around. I can accommodate to certain needs.


8. Laila R.
About: As a Rover Dog Caregiver, I am committed to providing exceptional care for your beloved pets. With a background in veterinary technology and a passion for animals, I ensure that your furry companions receive the attention, exercise, and affection they deserve. Whether it's daily walks, playtime, or overnight stays, I tailor my services to meet the unique needs of each dog, creating a safe and comfortable environment for them to thrive in. With me, you can rest assured that your dogs are in loving and capable hands. I often volunteer at dog sanctuaries with disabled and senior dogs. And I have one puppy and one adult (both female) of my very own!! I also have a female cat I adopted 5 years ago!! I’ve cared for various small animals and reptiles also. I am an upcoming freshman in a Veterinary Technology program. I’m currently working part-time and there is never “not enough time” to care for pets!! Everyday I take time out of my day from my dogs to enjoy my company. There is no excuse for neglect! Although I do not have a fenced home I have a LOT of yard space and my neighborhood is perfect for dog walks. I also live 5 minutes away from a trusted dog park. Just tell me what I can do to best care for YOUR animal since not all dogs/cats are the same.


9. Chelsea S.
“I am writing this testimony about Chelsea. From day one she has had an amazing connection with my fur child. She loves Chelsea and enjoys their walks and play time with her. She is an excellent person and so amazing with animals. So glad she helps with mine.”


10. Marissa G.
“Marissa is a true animal-lover, caring for her two pup babies, Chloe and Winnie, as though they were her children (and her cat, Skittles)! She's gives wonderful pet hugs and is the best walking companion a dog/pet owner could hope for-responsible, reliable, kind, and animated.”


11. Shelby Sadler

“Shelby was great! She took most excellent care of Sophia and the Dew while we were out of town. She really cares, and we enjoyed getting the pics from her care visits, we would def use her talents again.”


12. Aubree T.
“Aubree is a responsible pet owner (2 cats, 1 dog) and a great pet sitter. Aubree is caring and has great work ethic. Anyone would be lucky to use her for your pet sitting needs.”


13. Christina R.

“If I could give 10 stars, I would! Christina takes exceptional care of our fur babes and goes above and beyond to help them feel comfortable and happy!!! Christina, you are simply the best!!”


14. Hannah B.
About: I’ve taken care of dogs since I was around the age 10-11. I love to be around and take care of dogs of all types! I’m currently working 38 hours a week at Dunkin! I am able to take of fur babies after 9 on some nights and mid day on other days! I can only take care of pets at my clients houses! I have 3 dogs of my own so I rather take care of the fur babies at their own house!




15. Ana F.

“Ana took care of my 2 cats including giving medication to my old cat. She was very thoughtful with them. Got pics everyday :).”


16. Morgan S.


“Amazing! Great pet sitter for my baby.”


17. Sasha L.
About: I have taken care of dogs and cats my whole life and would love to help you care for yours! I'm a new stay at home mom who would like to help others on the work force make sure their animals are taken care of! Other than school drops off and pick up times, I currently have open availability. I'm also taking same day appointments for the time being and am willing to negotiate on times when necessary. I am willing to do 25-30 minute drop in visits for small-medium dogs and cats. I'm also willing negotiate the care of other small animals. I may occasionally need to bring my 8 month old along, so please keep this in mind. She will either be in a stroller, carseat or carrier(strapped to me) and wouldn't be allowed to free roam in your home. But please keep this in mind if your animal doesn't do well with babies/children. She loves animals and will be excited to see and learn about each one.


18. Kaitlyn P.

“Amazing with our cat! And very thorough! Will definitely use Kaitlyn again!”


19. Nickie P.
About: I’ve grown up with dogs, cats, horses, you name it. Animals are underrated as members of the family in my opinion and I just want to make sure any animal in my care is treated like family. I take care of my animals (two dogs and a kitty cat) daily and they have a pretty set routine, I would be working my schedule around their routine and working on my days off. I’m happy to drop in and check on your babies and give them love and attention on long work days. I know how stressful it is to be at work knowing your baby is alone at home and I’m happy to help!


20. Teryn B.
About: I have taken care of pets for a number of years. I am very detail oriented and a fur momma myself. My pets are my family and I will treat your pets as my own family members. I work in Nashville Monday through Friday, but I can make arrangements for dog walking and quick drop-in visits through the week (if booked in advance). On Saturday & Sunday, I have more availability- just need everything to be booked in advance so I can plan my family's schedule accordingly too. Caring for your pets will work best in your home, as I cannot have pets in my home. But, I find that this is easier on your pet because I am in their element. I am very comfortable with giving medications and I have experience in this as my cat has kidney disease and my dog has a pain medication regiment from a knee injury. I recently went through a heartbreaking divorce and had to make the hardest decision of my life, to have my two boxers stay with their dad fulltime. While this was the best decision for them, I am lost without my fur babies, so helping you take care of yours will help me fill the massive void that I am left with.
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?
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.
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 Winchester on Rover as of Jul 2024 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 Jul 2024, there are 6 pet sitters in Winchester. 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, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Winchester.
Rover makes it easy to find Winchester 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 6 pet sitters in Winchester 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.
