Dog Boarding in Winchester

“Walter and his family are amazing! We are new pet owners and they let us come over for a meet and greet prior to booking to help calm our nerves. Our puppy was excited to be there with his caring children. He would give us updates with pictures and videos throughout her stay. When our flight was delayed and diverted to another airport, Walter was gracious enough to have her stay one more day. Thank you for taking such great care of our girl! We look forward to working with you and your beautiful family again soon!”

Ali G.

“It was a last minute booking, but Cindy and her family were wonderful with my puppy. She had a blast at her place with her Shitzu pup. Great communication, daily update, and very patient with my puppy. Definitely rebook in the future!”

Alice V.

“Alexsys took great care of both of my dogs. She was very communicative through the week she had them. She was very accommodating and understanding to my dogs needs. I would highly recommend her!”

Matthew H.

“Yzabella is one of the best dog sitters we have ever hired. She is very dedicated to the pets and shows them love. We can tell because our dog return back home after nearly 2 weeks very happy. While we were away, Yzabella has been staying in frequent communication with us, sending pictures and we can really tell that she show pets a lot of attention. She is very caring and we will definitely be back to her and hire her for dog sitting again when we need to go on another trip where we can not take our dog with us. Great job, really thankful for everything she did. 5/5 definitely! Thank you really so much from bottom of our hearts, Yzabella! See you again soon!”

Roman S.

“Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!”

Stephanie E.

“Linda did an amazing job watching our little pup Bentley. We were gone for 5 days and she accommodated us with even picking him up a bit early. Bentley has only been with us for 4 months so we weren't sure how it would go. It went amazing. So much so he even looked a little sad to be leaving Linda. She gave updates even when I wasn't able to ask or get right back with her. Bentley has a bit of a finicky stomach and has zero problems since we brought him home. Linda is very kind and attentive not only to the needs of Bentley but ours too. We definitely will be back when we plan our family trip next year. I can't tell her thank you enough. She truly put all my worries at ease. No question that she was the perfect pick for us and Bentley. Thank you again Linda!”

Jennifer A.

“Tamara was great with Toby! She sent pictures of him every day during his stay! I can tell he was cared for as well as he is at home, and that he enjoyed his time with her! I have already rebooked with Tamara for my next trip! Thanks Tamara! :)”

Lanna P.

“This was Oliver's first time separated from us. Kenneling was not an option as Oliver is such a people pooch. I found Lori on Rover.com as a friend recommended the site. Lori sounded wonderful and was close by. Lori came by for a 'meet & greet' and hit it off with Oliver straightaway. We dropped Oliver off and left on our trip with great relief. While we were away Lori sent me a photo of Oliver in the backyard loving life. I highly recommend - your pooch will be in not just good, but caring hands.”

Tony R.

“First time visiting Northern VA, and we wanted to do some exploring in Washington DC for Memorial Day weekend. Nervous about having to leave our dogs in the hotel while we went out… we decided to give Rover a try and find a sitter! So glad we did! Upon meeting Katherine, I knew right away our two furbabies would be in the best of hands! We never once had a single worry while away! Perfect environment for our beagle and lab to explore and they enjoyed their other playmates too, because they are both wore out from their fun-filled weekend! If we are ever in this area again, we know who to call!! Thanks again!”

Arielle P.

“I cannot thank Michelle and her family enough for watching Bella multiple times! Michelle is great with sending pictures, and keeping me updated as to how she is doing, Of course Bella loves to cuddle with the entire family as well. I would give more than 5 stars if I could!”

Dan L.

“We will never use anyone but Barbara to watch our pups if we can help it! They are so spoiled when they’re there and always come home exhausted.”

Maddie M.

“Gabby was absolutely wonderful throughout our entire trip. She was friendly, easy to talk to, and communicated clearly from the moment we booked. She went above and beyond by sending us regular pictures and updates of our dog while we were on vacation, which gave us a lot of peace of mind and made us feel connected even while we were away. She was flexible, accommodating, and genuinely seemed to care about our dog’s comfort and routine. Overall, the experience was excellent, and we truly appreciated everything she did to make the stay smooth and stress-free. We would gladly book with her again!”

P. Michael A.

“Janelle and Joel took excellent care of our two shepherds while we were away for a week. They were so naturally good with them from the first moment we introduced them. We were able to relax and sleep at night, knowing they were being loved and cared for! They sent regular updates and pictures, even a special one from each dog on Mother’s Day. ❤️”

M M.

“Lizette and her family are so sweet! They took the best care of Harvest and were such a pleasure. She made sure to keep me updated by sending regular pictures and Harvest surely loved them as well!”

Jovana D.

About: What sets me apart from other sitters is my lifelong experience and genuine passion for animals of all sizes and personalities. I have cared for many dogs of various breeds & sizes throughout my life and currently have three dogs and two cats at home. Besides cats & dogs, I have also cared for rabbits, guinea pigs, parakeets, hamsters, chickens, goats, and sheep! For the past two years, I have also volunteered at the SPCA in Winchester, gaining hands-on experience with pets of all ages, temperaments, and care needs. I am confident working with playful puppies, senior pets, and everyone in between. I am patient, outgoing, and truly love providing animals with the care and attention they deserve. I am a student at Virginia Tech, so I have availability here and there throughout the day! I am also available most evenings/nights for longer periods of time. Whether I’m caring for pets in my home or a client’s, I prioritize safety, trust, and comfort above all else. At my home, pets enjoy a fully fenced-in backyard for safe outdoor play, a walkable neighborhood for daily walks and fresh air, and a spacious deck that’s perfect for lounging and sunbathing. Inside, animals are treated like family in a clean, pet-friendly space with constant attention and care. When caring for pets in a client’s home, I always respect their routines and space, ensuring their pets feel secure, loved, and well cared for in their own environment.

“Chris and his family are always so kind and awesome. This is the fourth time we've left our snuggle baby with them, and he always feels like he's at his own home and is so happy staying with them. Thank you once again, Chris, Carla, and Bob, for taking care of our boy like always. We will miss you guys but will keep in touch and will leave our snuggle with you, even though you are moving to a new place soon.”

Yasir K.

“Jessica was the perfect fit for my two babies. The minute the got out of the car they were exploring. Tails up! She has a wonderful space for animals to run and play outside and plenty of room inside as well. Her home is clean and inviting. She sent frequent updates and pictures. It was evident my doggies had a blast. I'm very thankful to have found her. I would give her 10 🌟 She's above and beyond a great sitter 🙌”

Candace R.

“Yogi enjoyed his stay. I like that there are options. Dogs can stay in the house. But if they are more comfortable outside, she has a deck with access to a fenced in grass area. Good communication. No problems.”

Greg G.

“What an amazing experience! From the very beginning Kristen was so helpful! This was our very first experience using Rover, and also our first experience with leaving our precious Furbaby in someone else’s care! We drove all the way from Florida to visit Washington DC and unfortunately we were not able to bring Eleanor with us to the Smithsonian museums! Lol! So we were in need of someone to take care of her while we were sightseeing and I am so thankful that we found Kristen and her beautiful farm! We left Eleanor at the farm for three days, and it seems like she had a blast! Kristen was great with communicating even though I was a little neurotic about checking on Eleanor, she had no hesitation with reassuring me that Eleanor was in good hands, and well taken care of! I highly recommend her Kristen and her beautiful farm to anyone that needs their precious babies to be taken care of and loved just like they are when they at home!”

Angelica B.

“Erin and her family were absolutely amazing! Our dog Millie was so well cared for and genuinely loved during her stay. The communication was excellent throughout—we always felt confident that she was in great hands. We will definitely book with Erin again the next time we travel. Huge thanks to Erin and her family for taking such wonderful care of Millie!”

Penny E.