House Sitting Chesterville

About: Welcome to C & L’s Cozy Dog Retreat I have 2 pups, Chip & Lucy, ages 11 & 8, that I have raised from puppies. Many of my friends have dogs, and they frequently come over. I also enjoy riding horses when I can. I have experience working with anxious dogs & dogs in shelters also (as a volunteer). I love taking dogs for walks, playing with them, & give them attention. I limit the number of dogs I take at any given time so each pup gets lots of individual attention. You can see some of the dogs I have walked/played with in my profile pictures. I’m frequently in the Chestertown area and am more than happy to help with your pet-sitting needs. I offer drop-off and pick-up for your pups' boarding. I am available 24/7, Monday-Friday. I accept boarding and doggie daycare on a limited basis. Please message me if you are interested. This ensures I can give each pet the attention they need while ensuring safety. I am also happy to do multiple check-ins a day while your friend stays in their familiar home. I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. A meet-and-greet with the dogs would be required before any overnight stays with us. Also, proof of immunizations.

“Busara was an incredible dog sitter! From the moment she came for the meet and greet, I was impressed. My dog was calm and took to her immediately, which gave me so much peace of mind. She even took notes about his care, showing how attentive and thorough she is. After the meet and greet, she sent a detailed care summary and promptly accepted the booking. Throughout our trip, she communicated amazingly, sending multiple updates and photos of our baby every day through out the day. It made being away so much easier knowing he was happy and well cared for. When we returned home, everything was in perfect condition. She brought in our mail, watered our plants, and most importantly, our dog was happy, relaxed, and clearly well loved. I would absolutely recommend Busara to anyone looking for a trustworthy, caring, and professional pet sitter. We will definitely be booking with her again the next time our family travels!”

Danielle K.

“Chris was great with my dog. She sent me updates and pictures each day to let me know how it was going. She was very reliable and responsible!!”

G P.

“This was my first time using a dog sitter and Robyn went above and beyond. Incredibly attentive and provided frequent updates. My dogs absolutely loved her. Can’t recommend her enough!”

ani p.

“Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!”

Leah O.

“Cole was spectacular with our older basset hounds. He was able to get both of them on walks (not easy with one being a little grumpy with new people). Both dogs while happy to see us, didn’t seem like they had been stressed while we were away- a big improvement for us! Cole also kept our home on great order, dealt with a clogged sink, and even watered my plants (without me asking!). We can’t wait to use him again for future times away- the boys seemed to enjoy his presence.”

Matthew A.

“Nina was awesome, she was always on time when we met up, took care of Roo and the house the same way i would. House was just the way we left it. Roo definitely made a new best friend and we found out house sitter for the future, she sent us pics and updates on how things were going and she even sent pictures of the snakes. Lol. Couldn't go wrong booking with Nina if you need a house sitter, will definitely be using her in the future.”

David C.

“Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️”

Jean D.

“Kathy was fantastic with our two dogs and cat. She stayed at our house for a week, kept them safe, happy, walked and fed. She is reliable and provided daily updates. We will definitely use her again!”

Kerry S.

“Terry is absolutely amazing!! I can’t say enough good things about her and how she went above and beyond in taking care of our two dogs while we were out of town. She loved and cared for them like they were her own, sending us updates and videos each day. We had an amazing vacation and was able to not worry a bit about how the dogs were adjusting - they were so happy and got so much attention with Terry!! She will be the first person we call whenever we need a sitter! Thank you Terry!!”

Carrie H.

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.

“Heather was great with our 75 pound yellow lab, Whitby. Simply said, she is a fantastic dog/home sitter. Heather being present allowed my wife and I to truly vacation without concern for how our pup is being cared for. We look forward to working with Heather again soon.”

Nate L.

About: I grew up with rabbits and various small pets. My first dog, Toto, was trained by me in elementary and middle school. Now, I spend my evenings caring for others animals whenever possible! I work 7:30 am to 3 pm as a teacher! My day does allow for a mid day visit, distance depending! Free every evening for walks and lots of attention! Experienced with crate trained dogs and more free range styles. Love building trust with animals and keeping their days typical and calm while their owners are away!

“Ashley is a wonderful dog and house sitter! She took great care of Sadie for a week while we were out of town. She did everything I requested and was always very kind and courteous. The house looked exactly how we left it. Not a thing out of place. She is very trustworthy and highly dependable. I would recommend her to anyone!”

Anne H.

“Heather was great with Freddy! She was very communicative and punctual.”

Thomas B.

“Taylor is a huge help and Maxwell loves spending time with her! She is attentive and makes sure Maxwell is entertained and has someone to snuggle with during the day. 10/10 for sure!”

Ryan G.

“We had a great experience with Alexxis. Our dogs absolutely loved her — it was clear they were comfortable and well cared for the entire time. She was communicative, kind, and made sure to keep us updated with photos. On top of that, we came home to a spotless house, which we really appreciated. It made the whole experience stress-free. Highly recommend and would definitely book with her again!”

Macey W.

About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.

About: When I was around 8 I started volunteering at a barn simply because I loved to be around animals. I was constantly walking my neighbors dogs and my own. I now work at a boarding facility where I take care of dogs and cats. I love it and enjoy nothing more than making sure your pets are happy and cared for when you are not able to be there all the time. My friends and neighbors often ask me to watch their pets when they are away. My family currently has 3 rescue dogs, a cat and 3 horses. I look forward to the opportunity of caring for your fur babies!! I am going into my freshman year of community college and love the opportunity to be able to do something that I love in my free time I currently have 3 dogs that get along really well with each other and other dogs. I pay very close attention to how dogs act around each other and their environment to ensure they are safe.

“Lillian took great care of our dog while we were away. She gave him such good attention and took care of him like he was one of her own. It was a relief to know she was there with him and he was safe. She kept us updated and sent pictures of our pup. We already booked her for another stay! Our dog loved her too!”

Kelly B.