Dog Boarding in Winchester

Alexsys came through for us at the last minute when our hometown pet sitter canceled. We were 2.5 hours from home without a meet and greet but it ended up being the best possible outcome. We are so appreciative!

Walter and his family have watched Milo several times now. I love knowing that when I have to leave town Mr. Milo is well taken care of and adored by the whole family.

Luna had a wonderful stay! We loved seeing pictures and videos of her playing with Jasmine. This was her first time away from home and while she did miss us and was so happy to see us, we know she had fun and was very well taken care of by Joshua & Kristen. We would definitely book again!

Gabby was great! Great communication and peace of mind, while we were away. This was my first time using Rover and it went smoothly, will use again!

Karen was able to take my dog on short notice and was very responsive. Highly recommended

I can't say enough great things about Haejin & Herscel. Professional, experienced, caring, and communicative. I only used them once but do plan to utilize them again in the future.

Excellent cat sitter! Lisette took wonderful care of Rebecca over the 3 days we were away. Her communication was superb—we got regular photo and video updates, and she answered all our messages right away. It was a huge relief to know Rebecca was in such good hands.

Our dog had a great time with Kalley and her family! We were gone for a long vacation and between the good communication and sweet pictures we were never worried. We’ll definitely do this again!

Both dogs were happy and tired when I picked them up after their first stay at Lori’s, which is what you want! One of my dogs had been recently bitten at a dog park and since then unpredictably reactive. Lori wasn’t daunted at all and sent me photos and messages of how much fun and love the dogs were getting and giving! Would recommend!

Outstanding Service! I cannot recommend Yzabella enough! From the moment we met, it was clear that she genuinely love and understand dogs. She took excellent care of my puppy Finn, ensuring he was well-fed, exercised, and loved while I was away. Yzabella went above and beyond, sending me daily updates and photos, which put my mind at ease. It was evident that Finn was happy, comfortable, and having a great time. Her professionalism, reliability, and caring nature truly set her apart. I returned home to a happy, healthy, and relaxed puppy. If you’re looking for someone trustworthy and compassionate to care for your furry family member, look no further. She’s an absolute gem!

Sarah provided excellent care for our golden doodle while we were gone for 2 weeks out of the country. When we dropped off our pup, she happily ran into the house and barely looked back at us Obviously she had good memories of her last stay. We knew we were leaving our pup in good hands. In addition to updates and pictures Sarah pays attention to details that are helpful. She is organized and communicates well. Most importantly Sarah provides safety and TLC. Thank you Sarah for having our doodle stay with you and your family ! See you next time!

I could tell my two dogs had a good time with Katherine when I went to pick them up. They both very excitedly greeted me, but they also went right over to her for more attention and pets. My wife and I enjoyed the picture updates of the dogs relaxing around the house and out on walks. Would book with her again.

Jessica was an amazing sitter. She took care of Taco like he was her own and it showed in the photos she sent and in his demeanor directly after his stay. He came home extremely happy like his entire stay was free of any of his normal separation anxiety. 100% recommend and will definitely be a repeat customer.

Tamara was wonderful with our little guy, Max. We got lots of pictures during his stay, which always made us smile! We can't wait for her to watch him again!!

Excellent experience. Our two dogs were well cared for, happy, and relaxed when we got back, which says everything. We really appreciated the updates and photos—they gave us peace of mind. They clearly love dogs. Highly recommend to anyone looking for a trustworthy and caring sitter!

Michelle and family provided top-notch care for our “little old man,” Harry! Said we were lucky to get him back because they fell in love with him. 💖💖💖 Seriously, Harry was given extra special TLC when giving his meds, meals and snacks. He even made some new feline friends!! Michelle and family were also great at communicating his antics and sending pictures! Would not hesitate to recommend and reach out again when we need a sitter!!!

Briana was a wonderful sitter for my Chihuahua, Rocket! She was very responsive during the booking process and asked lots of questions about Rocket ahead of time to be sure she was ready to meet all his needs. Multiple tomes a day she gave me updates with photos and videos, and he was very well-cared for and happy while he was with her. I also appreciate that she only takes one pet at a time. It gave me peace of mind that he would get plenty of love and attention.

Coco spent 2 days away from home for the first time with Jaclyn, she made our trip easier by sending us updates and pictures throughout her stay. We also got a gift and some treats for coco, it was the cutest thing ever !!💕 We will be back. Thank you, Jaclyn💕

Coco had a great time at Ingrid's home. We left her for a week and she had the company of two other gentle dogs that were playful. Ingrid sent regular updates and she seemed to love dogs a lot. Will reach out to her again in future for sitting Coco.

Maddie loves staying with Barbara, who understands dogs and relates to them. Exception care is give to our Lab, she is comfortable with Barbara. Setting is special: rural, wooded, casual. Lots of interesting things for a dog to investigate.