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

“Savannah spent an hour with our Finn, playing and taking him for a walk. Very happy with her services. Will definitely use again.”


Sherri S.
“Sherri does an excellent job taking care of our 2 dogs and 2 cats (and fish) when we go out of town. She has been our exclusive pet sitter for the past four years. She is very conscientious about following our feeding and medicine instructions. If she has any issues, she texts to double check with us. I highly recommend Sherri as a pet sitter.”




Radhika M.
About: Hello! I had my own dog for 13.5 years (2009 - 2022) and we were the best of friends. I love giving both dogs and cats copious amounts of attention (unless they want to be left alone)! I also love playing with them and taking them for walks. I am also a strong believer in positive reinforcement and will never try to intimidate or dominate your pet. Finally, I am professionally in the animal field, although not as a dog trainer or groomer. I am a professional in the field of animal minds/human-animal interactions and love to apply my expertise when working with animals. I currently work full time at a university but work from home 3 days of the week. I therefore am available on Mondays, Wednesdays, and Fridays for all of your pet needs! I can take care of pets in my home and a client's home! Pets are welcome on my bed and I am also comfortable taking care of pets in their home.


Jeremy R.
“Jeremy has a big heart and is very responsible in all things, but especially when it comes to pets. He has patience with them, yet your pet still knows who is in charge. Jeremy has dog sat for me on a couple of different occasions and has taken good care of my dog. I've owned dogs for years yet Jeremy typically teaches me something new about them. I highly recommend Jeremy!”


Ebony H.
“Ebony was amazing. She delivered 7 healthy pups for my dog. She also boarded my her for week as she prepared for delivery and to ensure my dog would be comfortable and relaxed. She caters to all dogs, from small to large. One last thing, to see her multitasking delivering pups while boarding others dogs shows her love for what she does and why she is the best. Thanks again EBONY”


Gemma B.

“Gemma is very awesome and a trustworthy sitter. We were out of town when the sitter we hired let us know she could not continue checking on our pet. Gemma came to the rescue. She loved on our fur baby. We received great photos and updates. She even watered the indoor plants and put food out for the feral cats we feed. We highly recommend her and will be using her for all our pet sitting needs.”


Laurie F.
“Laurie is amazing with all animals. She has three dogs of her own that can’t get enough of her! Laurie is also a member of the track and field team at the College of Charleston so you know she is active, positive and hardworking. You will not regret choosing Laurie to take care of your pets while you are away!”


Pam D.
“Pam has been a pet sitter for several years, and does an excellent job. She is dependable, responsible, and punctual. Pam truly loves animals, and they would be lucky to have her pet sit.”


Miranda K.
About: I have had all kinds of pets of my own as well as when I was child. Love them all and very willing to care for you puppies! I am a work from home mom with two dogs of my own. Can come during my lunch breaks and in the evenings after work during the week and the weekends are typically free for me We love on our pets here they sleep in our beds with us. We have 2 pugs and they are the best thing ever! I have a soft spot for dogs particularly.


Miranda M.

“Miranda is a wonderful sitter. Bärli loved her and her sweet dog Jasmine. She is very conscientious and reliable. I will definitely use again to care for Bärli.”


Morgan S.

“Morgan was super sweet, we had a video chat and she was gentle with my baby girl. My pup tends to be a bit shy with newcomers but Morgan approached her slowly and Phoebe warmed up to her quickly. Thanks so much, Morgan!”


Kayla C.

“Kayla C. was very attentive and provided loving care to our furry beasts (Great Dane and MastiDane) while we were gone. We were kept up to date with pics and details of the visits on the cards. She is highly recommended for all your furry baby/beasts needs! We look forward to working with her again. Thank you, Kayla C. We appreciate you. ?”


Toni T.
“Toni is an incredible human being who embodies the qualities of compassion, responsibility, and kindness. Toni has proven on multiple occasions her commitment to providing safe and loving care for my fur babies! Toni's dedication to ensuring the well-being of my pups is evident through her years of experience and the countless positive reviews from other pet owners. Her attention to detail and genuine love for animals shine through in every interaction. Toni goes above and beyond to meet the unique needs of each pet and ensure they feel comfortable and cherished. Not only is Toni an exceptional caregiver, but she also excels in customer service. Her professionalism and communication skills make pet owners feel at ease, knowing that their beloved companions are in capable hands. Toni's reliability and willingness to accommodate various schedules and special requests demonstrate her commitment to providing the best service possible. Toni's combination of expertise, empathy, and customer service skills makes her a standout choice for anyone seeking safe, loving care for their pets. She is truly an awesome human being who dedicates her time to making the lives of animals and their owners better.”


Chay H.

“Chay took excellent care of my elderly dog while I was away on vacation. Kept me completely updated with lots of pictures along the way. I will definitely be booking with her in the future!”


Elizabeth R.
“I'm delighted to share my thoughts on Elizabeth as a pet sitter and dog walker. From the moment I met Elizabeth, it was evident that her love for animals is truly exceptional. She is not just a caretaker but a genuine friend to our furry family members. Elizabeth's dedication to ensuring the well-being and happiness of pets is unmatched. She goes above and beyond to create a safe and loving environment, making our pets feel right at home. Whether it's a leisurely stroll or a cozy pet sitting session, Elizabeth's attention to detail is impressive. One thing that stands out about Elizabeth is her reliability. She's always punctual, and her communication is top-notch. We never have to worry when our pets are in her care, knowing that they are in capable and caring hands. In addition to her professional skills, Elizabeth's compassion shines through. She takes the time to understand each pet's unique personality and needs, ensuring they receive personalized care and affection. I wholeheartedly recommend Elizabeth as a pet sitter and dog walker on Rover.com. She is not just a pet sitter; she is a pet's best friend. With her, your beloved furry companions will be in the best possible care. Sincerely, Phil”


Cheyanne R.

“Cheyanne was wonderful!! She was able to help with my animals in a crunch and provided detailed updates each day. She was comfortable with last minute requests and was super responsive. I would highly recommend her!”


Gokhan K.

“Our dog Ryder loves Gokhan! He sent amazing updates with great pictures and took him on walks, and Ryder definitely received the same loving cafe he is used to receiving from us. Thanks again Gokhan!”


Cheyenne C.
About: I have been around and taken care of dogs all my life. I've had dogs of all shapes and sizes! Right now my Fiancé and I currently have 5 dogs. They are all super friendly and love to play! I am a stay at home mom, so I am always available to do fun activities and spend quality time with your pets to make them feel at home! I have a large fenced in yard that allows your dogs to run and play, a doggy door for full indoor/outdoor access, and 5 loving fur babies looking to make friends! We have a ton of balls and toys for them to play with!


Dina J.

“Dina is awesome!! She is great with dogs and intuitively knows what they need. She always sends me adorable update photos of her loving on my puppy when I’m away at work!”




Lindsey B.

“Lindsey took good care of my kitties. She even brought over a laser to play with them and sent a video/pics. We recommend her and will request her services again! :-)”
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Winchester Pet Sitting & Drop Ins ratings
Pet sitters in Winchester are rated on average 5 out of 5 stars based on 7 reviews.