House Sitting in Winchester
Find a loving dog sitter to watch your dog overnight in your home.
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1. Annette G.
“100% recommend. Best, best friend ever! Annette was delightful to work with. She was punctual, attentive and organized. She stayed with our pups for full 4 days and she was always in touch and feeding the animals the right medications and meals. On top of that she was organized and clean. Lastly, what we enjoyed the most is that our dogs seemed very happy and relaxed with her. She is a true find and look forward to working with her in the near future.”
2. Jonny S.
“Jonny is the absolute best! He goes above and beyond and genuinely cares about the dogs he sits. Our two dogs had a wonderful time, and we were not concerned about anything due to Jonny’s consistent updates and photos. My fiancée and I have never left our dogs for an extended period of time, and while we were initially anxious, this completely went away with Jonny taking care of them. He even went above and beyond to work on some of the leash pulling issues our dogs have. We will definitely be using Jonny again. Please book Jonny if he appears on your local sitters list, trust me, you won’t regret it!”
3. Andrew T.
“Andrew did a great job taking care of our two older but rambunctious dogs, and the house was very clean and tidy when we arrived back home! Andrew was friendly and professional from the get-go. He provided pictures as requested and was very responsive. Much appreciated!”
4. Elizabeth L.
“Elizabeth was the best! She sent us a ton of pictures and kept us in the loop the whole weekend. I was so nervous to have someone new stay with our two big, energetic dogs, but she was just wonderful. She did everything we asked, followed our pups’ routines + extra walks, and was just so good with them. We will 100% ask for Elizabeth next time we’re out of town!”
5. Molly D.
“Molly is fantastic. We have a 12 y/o Golden with lost mobility in his hind legs. Taking care of him is no small feat and Molly did a great job handling him. She’s responsive, super caring and very thoughtful about caring for our guy and for our home. She went above and beyond and we are so grateful to have such a thoughtful and capable partner when we’re away from home!”
6. Ella C.
“Ella took fantastic care of our dog! She was very communicative and sent lots of pictures - we could tell he was having a great time. We definitely want her to watch our dog again!”
7. Caleigh I.
“Caleigh was so wonderful!! Not only was she super understanding of me being late to pick up Jackson, she was also super responsive when I asked for updates on Jackson’s condition since he was recently put on new medications. I would recommend her to anyone!”
8. Jennifer B.
“Jennifer went above and beyond! They met Chance's every need, communicated amazingly, and I could tell that Chancellor got PLENTY of cuddles and exercise. They made time to come for a meet and greet the day before, even though I only booked them 2-days out. I feel very safe sharing my home with them and will 10/10 book them and recommend them to friends. Jennifer is great and has such positive energy.”
9. Annika H.
“Annika was amazing ! She took such wonderful care of our golden retriever Eddy. She was thoughtful, attentive and loving!! I would recommend her to anyone one looking for pet sitting! I will definitely use her again!”
10. Renee R.
“Renee worked with our family to take care of our two labs (5 mos and 3 years) while we were traveling overseas. She was available for a quick Zoom interview, as well as providing references quickly. While we were away she provided daily or more frequent updates with photos. She gave us great peace of mind and we came home to happy pups!”
11. Sophia M.
“Sophia was communicative and everything went smoothly with the dogsitting weekend! Churro can be anxious with new people, but it seemed like she was patient with him and he did great. Thanks!”
12. Vanessa T.
“Vanessa house sat for our dog and did a wonderful job. She was attentive to detail to ensure he had all of his usual comforts. She was flexible and able to accommodate our schedule when it changed, and she provided us with regular updates throughout her stay. Would definitely recommend!”
13. Ana R.
“Ana was fantastic! She is an incredible communicator and was really great with my special needs rescue animals! They have some quirky habits and she worked with me the whole time to keep them comfortable. Also, this was a last minute booking which is so incredibly helpful. Will definitely book again!”
14. Johnna S.
“There are very few people I would trust with my dog and Johnna is one of them! She is respectful and cares deeply for the well being of all animals. I highly recommend her for any of your pets needs as she is attentive, caring, friendly and loving to both people and animals. You will not regret picking her!”
15. Illeanna G.
“Truly no words for how comfortable I felt leaving my dog with Illeanna. My dog is a senior dog adopted during COVID and is very weary of strangers but Illeanna did a great job making her feel comfortable and sending me updates! Would book with her again!”
16. Angelic S.
“We were so grateful to have Angie stay with our dog for a long weekend. We could immediately tell at our meet & greet how comfortable with and knowledgeable about dogs she is. She took great care Lucy and they snuggled all weekend! We look forward to having Angie back the next time we go out of town.”
17. Zoe C.
“Zoe was fantastic with Sunny! She got there right on time and on short notice too. I felt completely secure the entire time and she sent many wonderful pictures. She even helped take care of the plants! Thanks Zoe!”
18. Zel M.
“Zel was absolutely incredible from the very start. As soon as I requested her to watch my Beau man, she almost immediately responded and agreed, was very communicative and flexible in scheduling a meet and greet. It only got better from there. She was very inquisitive and thorough when meeting Beau and understanding important things about his diet, routine, health/mediations as well as my living space and property. During the stay Zel kept me updated with photos and messages letting me know how things were going which put me at ease. I live in an apartment building and my front door staff all told she was very attentive to Beau and extremely respectful of the property and building, and very kind to them. I would recommend Zel 10 out of 10! Look forward to using her again.”
19. Jacob Z.
“Really easy to schedule and communicate with Jacob. Harvey was timid at first but warmed right up to him. He took Harvey on a walk in the cold/rain that would’ve stopped me. Puts the dogs first”
20. StacyLynn S.
“StacyLynn stayed at our home with Leo and did a fantastic job taking care of both him and our home! Leo seemed calm and happy when we came back, no chewed-through blankets like he does when he's nervous! While we were gone, StacyLynn sent messages including photos of Leo which helped us feel relaxed during our trip, and everything about the house looks just as it did when we left. We plan to use her again for future dog-sitting! Thank you, StacyLynn!!”
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Winchester House Sitting ratings
House sitters in Winchester are rated on average 5 out of 5 stars based on 43 reviews.