Dog Boarding in Winchester

Frank and Saleha are the best! My two dogs had a great time with them. They are so communicative and provided many pictures and videos every day so I was never left guessing how they were. I highly recommend them and will be contacting them first any time I need to board my dogs in the future.

Jennifer was an amazing sitter for our Lil Tiny! This was my first time leaving my fur baby overnight with a sitter and Jennifer was wonderful with her. She sent me daily videos and had great communication, not to mention our Tiny had so much fun with her. We highly recommend Jennifer and we will definitely be using her services again!

We are so glad we found Malissa. She was very accommodating and such a sweet heart! We received pictures and videos whenever we asked. She treated our babies as if they were her family. She’s actually a little far from where we are, but the drive is worth it. We are definitely going to hit up Malissa next time we need to board our dogs.

Stephanie was absolutely amazing with my Beau while I was out of the country for 17 days. From the very beginning, she made me feel completely at ease. She provided regular updates, photos, and messages that reassured me my dog was happy, safe, and well cared for the entire time. It was clear that Stephanie treated my dog like her own…with so much love, patience, and attention. Leaving your pet for that long can be stressful, but Stephanie made the entire experience worry-free. I am incredibly grateful for her care and would 100% trust and recommend her to anyone looking for a reliable, kind, and truly dedicated dog sitter.

Jenny is the absolute best that I have seen using Rover. Thanks to Jenny and her family my Nat came home really happy, also kept me in touch with lots of great pics.

Amazing job! Took care of a somewhat skidding cat and hesitant job. Very sweet, sent lots of pictures and updates! Very communicative and so caring. Love love love!!!

Breeanna watched my dog for a night, she was very sweet with him. Was my first time using rover and I felt comfortable leaving him with her and her family. Marley had a blast with her kids. She sent me photos of him and kept me updated.

She was amazing and very nice! Very responsive sent videos and pictures!

I felt so at ease with Edgar and Denise watching my Jackie Poo. They kept me informed and sent me pictures of home throughout his stay. They were patient and kind with him through all his anxieties. I really appreciate them and will be using them again the next time I have to go out of town. Thank u both again!!!

Banshee had a great time! Sent many updates and was flexible with drop-off and pick-up.

Savannah was great! In fact fantastic! This was our first time using a sitter and she always updated us with the status & pictures. Light appeared relaxed & happy. We will definitely use her again! ☺️

They were aware of how timid my dog is and were gentle with him while he attempted to warm up. He was well taken care of and kept separate from other dogs because of how he was and I appreciated the attention he got and needed!

Tami was amazing with our 2-year-old Scottish Terrier, Archie! She took such great care of him during the week we were away, keeping us updated with photos and messages that gave us peace of mind. Archie came home happy, well-loved, and clearly enjoyed his time. We’re so grateful to have found someone we can trust—highly recommend Tami to anyone looking for a reliable and caring sitter!

Abigail was able to accommodate Ottis & I last minute. She is very sweet & replies quickly. She sent me photos & made sure she got Ottis to eat. I would recommend her to anyone who wants a smooth sitter experience!

we needed a last minute sitter as i was leaving town for a couple of day and found Rachelle and did AMAZING! weren’t really open to leaving our pup with someone but Rachelle did amazing with keeping us updated and constantly sending us pictures! would 100% rebook and recommend.

Caramel had such a good time with May. She got to play with other dogs and seemed very happy. We will definitely rebook again when needed. Thank you so much!

Kimberly and her family were amazing. My dog has a couple specific needs and it was never an inconvenience. My dog loved her stay with Kimberly and was well taken care of. I will have her pet sit again if needed in the future.

Edith was great with Gracie. Gracie is a very anxious girl but she went right in the house and explored. I loved the updates and pictures she sent. She really made me feel at ease and I knew my baby was being well taken care of. I 100% recommend Edith Thank you so much ☺️

Melissa and Richard are great dog sitters, I would recommend them 100%!!! Throughout our vacation they would send us updates and photos of our fur baby, which really helped ease my mind and I could tell by the pictures that Kevie felt right at home. If needed, I would definitely re-book with Melissa and Richard. Thank you so much for taking such good care of our Kevie!!!

Luzi is amazing! She always sends frequent updates and pictures. Our pup always looks happy and relaxed during his stay at Luzi’s home. We have found a great dog sitter! We can enjoy our trip and never worry when we leave our pup with her!