Doggy Day Care in Chesterville

About: 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 with working with anxious dogs & dogs in shelters also (as a volunteer). I love to take dogs for walks, to play with them & give them 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 of your pups for boarding. I am available weekday mornings 6-11 /evenings 5-10 and all day on the weekend. I can do boarding in my home after a meet and greet. I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. Meet and greet of dogs would be needed before any overnight stays with us.

“Jen did a great job watching our greyhound Cleo! We had a very last minute need as we moved homes and Jen made it happen. We loved getting the photo updates of how Cleo was doing.”

Hannah B.

“I am always nervous about leaving my anxious dog with new people but Emily was fantastic. She communicated and handled him with care. I even got photos of a clearly fun day. I can trust her and will for sure be back!”

April D.

“Madhu and their fur babies Kento & Minnie are Junior's extended family! Junior can't contain his excitement when he arrives for his play day. Madhu is so caring. She works with my long workday and sends regular updates and pictures. Highly recommend this family!”

Sherri L.

“Ollie loves playing at Jenny’s!”

J D.

“Rackeem took great care of Toby and sent constant updates, pictures and videos. Would highly recommend”

Laila O.

About: Welcome to Adia's Animal Alcove! With over 20 years of experience, I offer top-tier pet care services, including pet sitting, dog walking, drop-in visits, pet daycare, house sitting, and boarding. I prioritize your pet's well-being, providing tailored care and attention, ensuring they feel at home while you're away. Your pets are cherished family members, and I commit to creating a safe, comfortable environment. From exercise routines to personalized care for unique needs, I guarantee reliable and trustworthy services, fostering lasting relationships built on respect, love, and happiness. Let Adia's Animal Alcove be your pet's sanctuary! I am a full-time home educator and a stay-at-home mother of two. This allows me to allocate significant time from my week to Rover activities. *Due to religious reasons, I refrain from conducting business on Saturdays. If your booking happens to conclude on a Saturday, I would be happy to return your beloved pet(s) on Sunday at no additional cost. Warm and loving home with one friendly dog. Park nearby with plenty of room for frolicking. Spacious living area with ample room for crates. Quiet and safe community with friendly neighbors.

About: As someone who works from home, I'm able to provide constant companionship and attention to the dogs in my care. I'm always with my own dog, and I'd love to welcome yours into our daily routine as well. We enjoy frequent walks, playtime outside, and plenty of downtime together indoors. Because I'm home throughout the day, your dog will never be left alone or crated for long periods. I treat every dog like part of the family -offering a calm, loving environment where they can feel safe, relaxed, and well cared for. Caring for Pets in My Home: In my home, pets are treated like family. I provide a safe, clean, and calm environment where they can feel comfortable and secure. I follow each pet's regular routine closely —whether that's feeding schedules, walks, playtime, or medication. I work from home, so your pet will never be left alone for long and will receive plenty of attention, exercise, and affection throughout the day. I also ensure dogs get outdoor time often and have a cozy, quiet space to relax when they need it. When caring for pets in their own home, I respect your pet's routine. I follow all instructions carefully to maintain consistency and reduce stress-this includes feeding times, walks, medications, and any specific care preferences. I also keep you updated regularly with messages, photos, and any notable changes in your pet's behavior or health. Your pet's comfort and safety are always my top priorities. Requested information about your pet Basic Info Name & age - Helps with communication and choosing age-appropriate activities. Breed or size - Can influence energy level, exercise needs, and physical limitations. Health conditions - Arthritis, allergies, or respiratory issues may limit certain activities. Medical & Safety Needs Vaccination status - Especially important for social settings or parks. I provide more than just pet sitting — I offer dependable, personalized care tailored to each dog's unique personality, needs, and routine. What truly sets me apart is: Experience You Can Trust: With 30 years of hands-on experience caring for dogs of all breeds, ages, and temperaments, I'm confident handling everything from energetic puppies to senior dogs needing special attention. Individualized Attention: I only take a limited number of clients at a time to ensure every dog gets the time, affection, and care they deserve. Consistent Communication: I keep owners updated with regular messages, photos, and videos, so they feel connected and reassured while they're away. Genuine Love for Dogs: I build real relationships with the dogs I care for. I treat them like family, and that bond shows in every tail wag and happy greeting. We run a YouTube channel and sell on Ebay, so we are home together most all the time and can fit playtime in basically anytime we want to. We have about an acre fenced in, plenty of shade trees, interesting places to explore. As for rules, your rules are our rules. If you want them to run the place and be on the furniture, that is allowed. If you want them to stay off the couch we will oblige. I have multiple dog beds that they can use spread out around the home ( when pups are here) so generally speaking I don't have them in the bed, but if they are used to being in the bed with you, I will allow it here at my home as well.

“Elizabeth was fantastic!! Watched our girl Lylah on short notice, and was great about our time running long! It’s obvious she took great care of our baby! She was good with giving updates and pics! I would highly recommend her to anyone looking for a sitter ! We will definitely be using her again!”

Chris G.

About: Skillful pet caregiver for your fur baby. I’ve taken care of pets and have had a love for animals my entire life. Friends and family know that they can rely on me to love, socialize, walk, feed and bathe their pets. I work a very flexible schedule which allows me to have control of my schedule therefore I’m able to be super flexible with the hours that I choose to care for your pet(s). Pets are under my supervision at all times. If needed I’m also able to crate your pet as well. When going on walks all pets will be securely leashed.

About: I grew up on a farm and ranch, caring for animals of all shapes and sizes. While living in South Carolina, I assisted with service dog and obedience training. Dogs have always been a part of my life, and I’ve cared for them throughout my entire adult years. I can’t wait to offer your pup a safe, loving environment while you’re away! Usually home all day Sat and Sunday. Mon - Friday I’m gone from about 9am to 12pm. Home for the rest of the day to keep your pups company, aside from life errands that are few and far between. Drop offs/Pick ups no later than 830pm. As of right now I can have one client at a time, Thank you. I have a 6 foot privacy fence and the front room is set up for your pup to stay in and there is a XXL crate and for smaller pups I have a large play pen and a canopy bed. I do have three dogs that are friendly, however my house is constructed to where I can keep everyone separated and comfortable.

About: Enjoy spending times with dogs , i have experience from volunteering through my job with animals and see it as a good pastime thank you Work until 3 Monday through friday and usually available in the weekends. I also work from home one day out of the which allows me more flexibility. I am willing to follow all client requests regarding their pet to ensure a safe environment and allow your pet to have a great time.

“My pups change home happy and tired! Karen did an amazing job caring for them. She was very responsive and friendly! They will be going back soon!”

Valerie J.

About: I own It takes a village animal rescue, though I am taking a 2 year break, I have had 451 dogs come through my rescue in the last 10 years. I can help with house training, and basic puppy skills. I have probably had about 100 plus puppies in the last 10 years. I have a facebook account for the rescue and you can see all that My Volunteers and I have done over the years. Pet care has been a way of life for me for the last 10 years, I own an animal rescue, but am taking a 2 year hiatus, but miss haveing dogs around all day. I am home 90% of the time so I am there to let dogs out who might not be potty trained or sometimes it is just for company, laying on the couch watching TV and getting rubbed. I have a fenced in yard with lots of room to roam. I also have Mr Donovan, 110 pound hound mix that lost his 2 playmates in the last 2 months, so he would love having anotherfriend to hang/ play with.

“Ann was very sweet and patient to my little rescue pup who has trust issues with new people. Within a short time, he was very comfortable and happy staying with her. She took great care of him!”

Sarah M.

“Angelene and her family are the best thing that happened to me this year! Without her I would never have been able to have my Goober! She treats him as if he was her own and has watched him as long as I've had him :) I am so greatful! She is the best; truly the best! ”

Abbe W.

“Liza had a great time with Jen!! Jen is really caring and was really attentive to put Liza at ease, not always a simple task as Liza has separation anxiety. Jen was very responsive, took a bunch of pictures, and sent me lots of updates. I really appreciated it and highly recommend her!”

Tatiana G.

“We have been looking at other options for boarding and daycare for Bella. Jill & Tommy made us feel very welcomed and comfortable with leaving her in their care. Bella took to them immediately as well as their dogs. You can truly tell that they enjoy what they are doing and make every effort to make your dog feel like part of their family.”

Paul H.

“paris watched my pup for the second time and it won’t be the last! she sends great updates and pictures! i feel at ease leaving my pup in her care.”

Britney N.

“Thanks for giving our girl a try!”

Angela M.