Dog Boarding in Winter Garden

“Brittany was a lovely sitter! She took care of my pet in every way. I was kept updated over the stay, received pictures, and knew my pet was in a comfortable and safe space.”

Mia V.

“Christina was amazing! We used her as our first dog sitter who wasn’t family. She took amazing care of our baby and even sent us daily updates of their adventures while we were away. Highly recommend and would use her again in the future!”

Kailyn G.

“I had never used Rebecca before and needed someone to watch my senior dog last-minute. Rebecca took a chance on us, and I am so happy she did! She was very friendly and sent lots of pictures and updates. Even though I had not used her before this stay, I felt very comfortable dropping my dog off with her and he returned happy and healthy. Will definitely use her again!”

Sarah B.

“Carilyn & Jorge were just amazing!! My dog boarded with them for 5 days, and they sent daily updates and pictures and took excellent care of my dog. I would use them again and Would highly recommend them to anyone in need of professional dog care. 10/10”

Jacob B.

“What a relief I felt after I found Kymry in the city I was traveling to! She was extremely communicative before and during my dogs stay in Orlando! I felt at total ease with her and highly recommended Kymry for any of your pet needs! Next time when I am in Orlando and bring my dog , I will definitely reach out to Kymry again.”

Robyn S.

“Andrew and his family truly were the best. This was my first time boarding my new puppy and it came with a lot of anxiety. Andrew made it very easy from start to finish. I received multiple videos and pictures of my puppy Luna. My favorite ones were of his kids doing homework with Luna. I’m so glad that my puppy got the best weekend getaway! Thank you so much and we will definitely book Andrew again for his awesome services.”

Kiara G.

About: I’ve grown up with dogs of all sizes my whole life, from tiny pups to gentle giants, and have always had a passion for caring for them. I spent years volunteering at animal shelters, gaining experience with dogs of all breeds and temperaments. Becoming a sitter lets me combine my love for dogs with the joy of giving them the care they deserve. Plus, my mini dachshund would love some new playmates to hang out with! Working remotely allows me to dedicate my full attention and energy to your pets throughout the day. Whether it’s playtime, walks, feeding, or cuddles, I’m always there to meet their needs. My flexible schedule ensures they get all the love and care they deserve, just like my own mini dachshund! In my home, your pets will be treated like family. I provide a safe, loving, and fun environment where they can play, relax, and feel at ease. From daily walks and playtime to cozy nap spots and plenty of cuddles, I ensure they’re happy and comfortable. I follow your care instructions closely so they feel right at home while you’re away.

“Gabriela was great with Benji. She did everything to make him comfortable and was very communicative with me. I would definitely recommend again.🥰”

Lee A.

“Amanda was amazing! She kept me updated on how Finn was adjusting and sent pictures. Finn was well cared for and really enjoyed spending time with the other pups in Amanda's care. Will definitely recommend and book again.”

Rebecca A.

“Mimi was amazing! I really enjoyed getting updates on Reese and hearing about how she was eating and getting along with the other dogs. Reese seemed content and comfortable in the pictures. We will be booking again!”

Jakeria W.

“5 Star Service Savannah is a joy to work with. She's not your standard sitter. She is professional, understanding and willing to go above and beyond. Savannah knows a lot about what she does and is not put off by regular, smegular dog behavior. She willingly accepts your baby and communicates. I highly recommend”

Vanessa H.

“Feliska was absolutely amazing. She was in constant communication with me, sent pictures of my pup, and was overall amazing. I felt comfortable as soon as I met her, she was welcoming and I could tell my baby would be in good hands. It was my first time ever letting anyone watch my dog, and she made it a great experience. Highly recommend.”

J D.

“We are so grateful to have found Sarah and her adorable family. My dogs immediately took to them and made themselves home. Sarah sent so many adorable photos making me know that my babies were well cared for. I highly recommend Sarah - she will treat your dog(s) like her own.”

Caroline C.

“Jennifer is the best! She is the only sitter our dog has ever been visibly excited to see, which is the best feeling when you have to leave your dog. She gets our dog’s quirks and takes the best care of her. We’re so grateful we found Jennifer!”

Alicia M.

“Poliana was a blessing! Having moved to the area from another state, I had a need to travel on short notice due to a family member death. My dog bandit has only stayed overnight at one caregiver’s home back in the state we left. He is a senior dog with the energy of a pup and was injured and scheduled for surgery. Given all these dynamics, I was nervous. Fortunately, Poliana explained how her services work and the described the care, love and support she provides to pets in her care. She sent me text messages and videos with updates while I was away. She truly helped me be at ease while I was gone. Upon returning, Bandit seemed very comfortable with her and happy with his visit. Special thanks! If I need dog care services in the future, I certainly will reach out to Poliana.”

Karla K.

“This was our first time using this app and we are very happy how well Maria took care of our dog. Our dog is older and seemed to be very comfortable in all the great pictures and video. We highly recommend using her to watch your pets.”

Beth H.

“She was absolutely amazing. Sent pictures and stayed in communication. She was able to meet all of my pups needs and did a fantastic job. Thank you so much!!!!! She will be ask to sit again for sure :)”

Christian G.

“Mara and Marco were amazing with my little princess. Cali is 13 and a half and has arthritis, which makes mornings tough with some pain and difficulty walking. They sent me a video of her swimming in the pool and having a good time. I could tell she was happy and well cared for, which gave me peace of mind and allowed me to fully enjoy my vacation with my daughter. Thank you Mara and Marco.”

Lizbeth C.

“With giving only 3 day notice, Kassandra was a life saver! Since I didn’t allow time for a meet and greet, I was obviously nervous to leave my incredibly anxious dog with her. First impression, her house was beautiful, clean, and welcoming for me and for Salem. Kassandra listened to everything I had to say about Salem and in the span of walking back to my car to get the crate, she had already gotten Salem to come to her. Kassandra also has 2 dogs that were very well-behaved and Salem warmed right up to all of them faster than I’ve ever seen. I receive pictures and updates throughout the stay. When I came to pick Salem up, she was in the best mood! I could just tell she had the best time. Kassandra and her family were wonderful hosts for Salem and I would definitely use her services again!”

Jessica H.

“Milo had such a good time and we felt so at ease leaving him with Rebecca and Sophie. She kept us updated daily with pictures and videos, and Milo came back to us as happy as ever! Highly, highly recommend!”

Rachel P.