Dog Boarding Winston

“Butterscotch had a great vacation at Cheyenne’s! It was clear from the photos that she was very well taken care of and loved on lots! I super appreciated Cheyenne’s clear communication style and flexibility around my schedule.”

Amy B.

“Selena was absolutely wonderful! So many pictures and updates. We were so happy with all the continuous communication throughout our dogs stay with her. She is so nice and the dogs had plenty of outdoor time and play with her friendly dog! Would definitely recommend!”

Pat L.

“We are really thankful with Kim and her husband, both are great! You can tell they love animals and that they take care of them while at their house. The communication with them is great, they would keep us posted all the time , send us pictures and an awesome video of Marley :)”

Emilia O.

“Madison was amazing!!! Ranger is a very energetic pup and he had the best time with her and her dogs. She worked with all my requests and sent tons of pictures. I would give 10 stars if I could!!! I will definitely recommend her.”

Samantha O.

“Our dog had a great time with Erin. She was happy when we dropped her off and happy when we picked her up. We already have plans to have our dog stay with Erin again.”

Arabeth B.

“Olivia went way beyond expectation! She took excellent care of our 70+ lb. golden doodle who needs lots of love and attention while we were out of town. This was the absolute best dog sitter experience we have had and we will definitely be using her again!!”

Bill K.

“Emily is always fantastic with our two dogs! We have one senior dog and one really active pattie mix, and she loves them both! We have already booked her for our next trip...10 days away!!”

Margo G.

“Desha took care of our 2 dogs for a couple of days while out of town and we are so thankful of the great care she provided! She was so communicative and sent photos of the happy pups at bedtime and morning. Her cute kids also gave the dogs a lot of affection and the dogs loved that! I hope to book with Desha again in the future!”

Alison J.

“Victoria did a fantastic job with my dog! She lives on a beautiful piece of land with hobby barn animals as well as cats and dogs. As a trainer she knew the best way to introduce my dog to them. She was extremely responsive to messages as well!”

Ariana C.

“Megan was great!! She sent regular updates and sent lots of pictures. Bella fit right in with her crew of dogs. I highly recommend if needed a pet sitter!”

Danielle E.

“We are so impressed with Kathryn and so grateful for her taking great care of our babies for the weekend!! She was attentive and caring, and our boys had such a great time playing in her yard. We will definitely be utilizing her services again in the future and would recommend her to anyone needing their dogs cared for!!”

Kayla N.

“Brooke & Jason took anazing care of my sweet girl. They were very accommodating for small time changes and super quick to respond. They sent tons of pictures to ensure me that NOLA was having a great time. I look forward to booking with them again in the future 🙂”

Brittany P.

About: I have 3 cats and 2 dogs of my own right now and have always had fur families - small to medium dogs, cats, and hamsters, young and old and anywhere in between. I train my puppies/dogs and kittens/cats for basic safety and helping them get used to being handled for grooming. I also do pee pad and/or outside potty training and crate training for puppies/dogs. I’m experienced with giving medicine to both dogs and cats as well as using diapers on senior dogs. I’m able to check on or walk your fur family typically after 5:30 p.m. during the weekdays. I’m available for boarding after 5:30 p.m. on Friday and through the weekends. One of my dogs particularly loves playing with other dogs to keep your dog company! We have a long leash that can be used for the dogs to run around in our big backyard. The neighborhood is very safe and quiet overall. I can also crate your dog as needed or to provide a quiet environment inside the house. I will do my utmost best to respect your wishes and prioritize the safety and comfort of your fur family. I love taking and sending pictures and updates!

“Angela was a fantastic host for my dog Bubbles! She had great communication skills and my dog was well taken care of and loved. Great experience. Highly Recommend!”

Jay R.

“Maggie is sweet! Our dog seemed to have a great time with her, her dog, and cats. Her dog took a bit of time to warm up to our dog, but it seemed they became good friends shortly thereafter.”

Leslie P.

About: About Me Animals have always been a huge part of my life, and caring for them isn’t just something I enjoy—it’s something I do professionally. I own a pet-sitting business serving Central Kentucky. I have extensive hands-on experience caring for dogs, cats, and horses of different ages, sizes, personalities, and needs. I’m comfortable with multi-pet households, senior pets, animals with special routines, and pets who need a little extra patience to become comfortable with someone new. I’m also a lifelong animal owner myself, so I understand how important it is to find someone you genuinely trust with your pets. I pay attention to the little things—changes in appetite, behavior, bathroom habits, mobility, or anything else that seems unusual—and I believe in keeping owners updated so they can relax while they’re away. What You Can Expect I’m comfortable following detailed feeding and care instructions, maintaining your pet’s normal routine, walking dogs, cleaning litter boxes, providing playtime and companionship, and giving each pet the individual attention they need. I especially enjoy working with animals who may be shy, particular, anxious, or simply need time to decide that a new person is trustworthy. I don’t expect every pet to immediately love me—I’m happy to earn their trust at their pace. Safety & Communication Your pet’s safety comes first. I follow owner instructions carefully, keep a close eye on the animals in my care, and communicate promptly if I notice anything concerning. You’ll also receive updates so you know how your pets are doing while you’re away. I know how difficult it can be to leave your pets in someone else’s hands. My goal is for you to come home to happy animals who have been well cared for and whose normal routine has been disrupted as little as possible. Whether you have one spoiled house cat, an energetic dog, a senior who likes to take things slowly, or a whole household of four-legged family members, I’d be happy to care for them. Although I work as a substitute teacher, there are many days I am home part or all of the day. While I have a generic routine, I like to know the pets usual routine so I can cater to that as much as is possible. I have a small fenced yard, but most importantly, my apartment is set up with pet safety in mind. I have gates and latches to prevent accidental runners, my cat has her own space to keep away from other animals, I have the space and ability to separate dogs if needed. Ultimately I treat them like my own. They are welcome in my bed, have free run of the common areas, have lots of toys... I am always up for snuggles and fun!

About: Hi, I’m Kaitlyn! I’ve always loved animals, and pet sitting is the perfect way for me to earn a little extra while settling into my new full-time job. I know how important it is to find someone trustworthy to care for your furry family members, and I’d love to be that person for you! Whether it’s daily walks, feeding, or companionship, I’ll make sure your pets feel safe, loved, and well cared for while you’re away. I’ve had experience caring for pets of different sizes and personalities, and I understand every animal has their own needs and routine. Let’s connect—I’d love to meet your pet and provide the care they deserve! I work a full-time job at UK and im just settling in, so if you have a furbaby that's in need of caring for because of a busy summer schedule. Book with me and dont send them to a kennel or dog day care. I have a strict no dog policy at my house as I live at home rn and my parents have 3 huskies and its chaotic as is. Will up date if changes.

“Justin was great! Sent updates and was flexible with pick up and drop- off times, which I really appreciate. Would definitely recommend”

Karah M.

“My favorite sitter in Lexington! Couldn’t recommend her enough. She sent me videos and photos everyday, and my dog looked so happy! He got to play with other dogs, and in their fenced in yard. So so communicative and helpful. I will be using her every chance I get.”

Annalise D.

About: Ready for tail wags and endless fun! Having raised my own pups for over a decade, I’ve experienced it all—from the wild puppy phases to the sweet senior years. I know exactly how to keep animals engaged, safe, and thoroughly entertained. Your dog will get all the playtime, attention, and expert care they deserve! Pet care fits seamlessly into my daily routine because my schedule is highly flexible! Whether I am hanging out with cats or walking dogs, my open availability allows me to easily match your pet's established routine. I can accommodate early morning feedings, mid-day potty breaks, high-energy afternoon play, or late-night cuddles. Because I am so adaptable, I can quickly adjust to whatever timeline your pets need to stay happy, comfortable, and stress-free Whether at my home or yours, I focus on safety and mimicking your pet's normal routine. In your home, I strictly follow your rules, keep litter boxes pristine, walk dogs on their usual routes, and secure your property. In my home, I provide a fully pet-proofed, welcoming environment where cats and dogs get dedicated attention, structured playtime, and their own safe spaces to rest comfortably.