House Sitting in Winchester
Find a loving dog sitter to watch your dog overnight in your home.
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Daphne A.

“Appreciate daphne watching our two sweet girls more than anything! She did a great job of keeping us up to date on how they were doing. Sending us photos. Made us leaving them so much easier knowing they were in good hands.”


Erick L.

“Stop!! Stop searching! This is your guy! After searching for the right person for literally years we were lucky enough to find Erick. Erick is friendly and always on time. He took the time to ask questions on how we would like our dogs cared for. He not only ensured their safety while we were out but he played with them, engaged with them, feed them, let them potty and cleaned up afterwards. My doggies love seeing him and are excited every time he comes over to watch them for us. 5 stars is not enough. He honest and trustworthy, dogs love him, and he genuinely cares about the animals. He even helped feed my fishies for me. I can’t recommend enough!!! ?”




Rhonda B.


“Rhonda was really sweet to my pups . They where spoil and we’ll taking care off. You can tell she really cares for your pets and she leaves your house just like you left it. She was so kind she even put my patio furniture away during our hurricane like weather. Thank you so much Rhonda I would not leave my pets with anybody else. I know when you’re with them they’re in really good hands.”




Kerrie M.


“Wow! Kerrie was a complete lifesaver and deserves more than 5 stars. We had a family member cancel on us last minute and we thought our trip was ruined we contacted Kerrie explained we have a dog that hates all people and most likely won't like her but need someone to watch. She was willing to come by for a meet and greet with our anti social dog. Of course he was hesitant, but after a while he warmed up to her. She then contacted us every day about our dogs and how they would greet her and how smoothly everything went surprisingly. She was willing to work with us at a fair price too. Please if you want someone to watch your dogs give Kerrie your business. I wouldn't want to try and find anyone else to watch our dogs then her. ”


Jennifer B.
“Jennifer is a great person to work with, I have a pretty large german sheperd and he tends to be quite difficult at times. She handled him very well and we never had any issues. I'd recommend her to anyone because of how much she cares for dogs, she really does treat them like they are her own !”


Jocelyn T.

“She kept updating us with our animals while we were gone, sent frequent photos, picked up after herself and most of all bonded with our animals. She even bonded with our antisocial and mean cat, which is amazing. We are planning on using her for future trips.”




Karina S.
“Karina did a great job watching my dog and home. My bulldog has dry eye and she gave him his meds so she went above and beyond what I expected. I will definitely be using her services again. Thanks Karina!”


John P.
About: I've taken care of dogs of all kinds for over 21 years. My wife and I have been lucky to have been parents to 5 dogs. We currently have two but we have had up to 4 at one time 🤗. They've all lived long lives even though 2 passed from cancer. We still take in strays and make every effort to get them back to their homes. I ensure our pets have regular visits to the vet, eat good food, and are groomed regularly. I gently train them to be well behaved members of our pack. I love all animals and believe they should be treated well. I am retired and have plenty of time to walk and play with them on a daily basis basis. I look forward to making sure your fur babies get plenty of exercise and fun. I have a fenced yard on almost an acre of land with plenty of room to play and explore. Our two dogs are friendly while one is laid back and the other is a little more active and curious.


Maria C.
“Maria is very responsible when it comes to pets, she is very caring and patient with them. Maria is a person who truly enjoys caring for animals. I know this about her because she has a yorkie that she walks everyday in the morning, she feeds him 3 times a day and is always playing with him and takes him out for potty breaks. She does a great job and any pet would love her.”


Keren O.
“Keren is punctual - with Keren we know our dogs will get fed and walked as they are used to, on their normal schedule. She is very caring towards our pets and they like her. She is trustworthy to have around the house with Nala and Koda and we appreciate having her.”




Monica G.


“I cannot say enough wonderful things about Monica!! She responded very promptly to my request on the app and came over for a meet and greet. While I was gone, Monica stayed with my two dogs. She took excellent care of them and sent me many updates! I knew the dogs were in great hands while I was gone. She also took great care of the house. I recommend Monica with 5 stars! She is responsible, responsive, caring and considerate. Thank you Monica!!”


Luzi M.

“Luzi and fam were here to get me out of a big pickle and help take care of Gizmo. He absolutely loved his stay and it was great to hear that they loved him back.”




Vanessa C.

“My boy Deebo loved her. He has been looking for her ever since she left. I look forward to working with her in the future! Thank you for giving my boy all the love and care he deserves!”


Joel M.
“No other person I would trust my dog with more. Years of experience. Treats our furry childs as if they were his very own. And I can rest assured she's going to be in good, capable, caring, competent hands.”


Zul E.

“Zul did an amazing job watching Whiskey and Lucky. She kept me informed with text messages and pictures. It made my vacation so much more relaxing knowing my doggies were in great care.”


Kayla P.
About: I have been taking care of dogs ever since I was in middle school. My mom use to take us to AFV to volunteer and ever since then I have fallen in love with connecting with dogs and understanding them. I have used Rover for my own dog , Nova, and I understand the importance of updates, care, attention, play time , rest time and meal time. I have full availability to care for your pet and 100% of my time and attention will be directed to them at all times. Being a dog mom , I understand the importance of attention and love. I live on fenced in ranch! With plenty of room for play time and so many new scents to explore. We have no pool , and a completed gated property. If I am in your home I will be sure to make sure to understand every need you ask for your pet :)


Anthony W.
“I am writing to wholeheartedly recommend Anthony as an exceptional pet sitter. I have had the pleasure of knowing him for 5 years, and during this time, I have witnessed their unwavering commitment, responsibility, and deep affection for animals. I first engaged with Anthony to care for my beloved Golden Retriever, while I was away on vacation. From the very beginning, he impressed me with their professionalism and genuine love for animals. They took the time to meet with my dog before I left, ensuring a comfortable and smooth transition. Throughout my absence, I received regular updates, including photos and messages that reassured me that my puppy was in excellent hands. What truly sets Anthony apart is their dedication to the well-being and happiness of animals. They demonstrated an exceptional level of responsibility by adhering to my pets feeding schedule, administering any necessary medications, and providing regular exercise and playtime. He also kept a vigilant eye on my animals overall health and promptly alerted me to any concerns. Moreover, Anthony is not just a caregiver but also a genuine animal lover. Their affection and warmth towards my pets were evident in every interaction, making my animals feel secure and loved during my absence. In addition to their outstanding pet care skills, Anthony is highly trustworthy and responsible. I never had any reservations about entrusting them with access to my home, knowing that they would treat it with the utmost respect and integrity. I wholeheartedly recommend Anthony to anyone seeking a reliable and caring pet sitter. Anthony possess all the qualities one would desire in someone responsible for the well-being of their furry family members. I am confident that whatever pet and any other pet under Anthony's care will receive the love and attention they deserve. Sincerely, Aj”


priscilla danielle
About: Hello (: Between neighbors,friends,family im the go to girl for all the pet care (: I would love to put my energy into your pets! I think this is a great way for me and my daughter to get out of the house she’s almost 2 and is obsessed with dogs !! My daughter and I love the outdoors and exploring we know loads of fun parks and trails to take your fur babies to burn some energy or enjoy a nice stroll (: Mon-Fri 9-3 I’m open I love outdoors and would love to put my energy into your pets (: I am flexible if you need it (: I have a safe fenced yard and would treat your pet as my own my little sister has a small little yorkie her name is Sally (:


Michael W.
“Prior to Rover, Michael used to be that friend that I could count on to come to my house from 2 days to weeks long, that I could always rely on. Then I saw that he was non only good with respecting my home but also great with my cats: they were always fed, he would send me daily photos and updates to appease me and because of his patience finally tamed my two demons. This is why -not as a friend but as a person that truly needs services like Michael provides, I can blindly recommend for you to trust him with your loved ones. Charlotte”
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Winchester House Sitting ratings
House sitters in Winchester are rated on average 4.9 out of 5 stars based on 58 reviews.