Personalized care for your dog or cat - Chestertown
Highly-rated overnight sitters - Chestertown
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We had another wonderful experience with Gisel and her family. Toby and Milo were so happy to see her again, which says everything about the comfort and trust they feel with her. We truly appreciate the attention, updates, and the warm environment she provides. Thank you again for taking such great care of our babies. We’re so grateful!”
“Sadie did really well staying with Jacob and Megan – with getting older, she has some anxiety when she’s not at home and can be a little 'stubborn'. They were very accommodating and I appreciated the extra effort. I would definitely use them again to watch Sadie!”
“This was our first time with Lindsay, and we couldn't be happier! We'll definitely be repeat customers. She took great care of our boys, and we felt completely at ease leaving them in her hands. Our dogs absolutely loved the interactions with the other dogs and her children, and it was clear they felt right at home. Lindsay provided a safe, loving, and fun environment, and we’re so grateful for her care. Highly recommend!”
“Katelyn provided the most amazing care for our puppy!! He was spoiled with multiple walks, many treats, and tons of snuggles while we were away for a long weekend. He became friends with their sweet husky as well. Can’t wait for him to stay with her family again soon!! Thank you!!”
“Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.”
“After multiple sitters canceling, I found Rover and Danielle, who was happy to watch Remi at the last minute. The universe knew what it was doing, as Danielle and Remi bonded the moment they met. As he spent the majority of his life as a puppy mill papa, Remi can be challenging. As a teacher and a mom, Danielle had the skills and patience to work with him. She kept us updated throughout the weekend and it was easy to see the Remi was happy and content. I’m fairly certain Remi didn’t want to come home !! We couldn’t be happier to have found someone to care for our dog like one of her own! Next time we need somebody to care for our pup, she will absolutely be our first call!”
“Sampson had a great stay! I received updates & pictures while he was in her care. He was exhausted when he arrived back home, which means he had a great time. Thankful for the care he received, and will definitely be using again.”
“Shuling was very attentive and kept in contact with us during Gizmo’s stay. We received several photos throughout the weekend. With Gizmo being blind, we are always concerned for her safety but Shuling set our minds at ease. Will definitely use her again when we come to Annapolis. 🥰”
“I’ve officially found my permanent pet sitter! Ms. Paris is a very reliable and flexible sitter. She’s very informative and always sends up to date pictures. My dog was very comfortable in her home ☺️”
“Theresa is the best!!!! My pup takes a while to get used to to new people but by the end of his stay with Theresa he loved it!! She’s so kind and caring after your fur baby 🥰 Sent me updates and pictures to let me know how everything was going which definitely made me feel comfortable knowing my pup was with someone who cares about him as much as I do! Will definitely be booking with Theresa again 😊”
“Tango had a wonderful time, and was very happy with her stay with Dawn and her family. She fit right in as a member of their “pack” I was very pleased with the care she received, she had plenty of fun and stimulation too.”
“Thomas and his sons took great care of Tucker while I was away. He responded quickly every time I reached out and Tucker seemed right at home when I picked him up at the end of his stay!”
“Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter”
“Pamela was wonderful with our boy Vito, she took care of him like he was her own. We got tons of pictures, she took him for walks, Also he got to run around in her fenced yard, and she followed his schedule for foods and medicines. I would use pam again for sure when we need a sitter for him. Thanks Pam!”
“Pat and Bee are A+ sitters. They provide daily updates, pictures and videos throughout the stay. Each time our dog has stayed with them she has come home happy and well cared for. Highly recommend and will book again.”
“Chili had a great time. He loved snuggling lol. Thank you so much for making him feel at home and taking great care of him 🩷. And we appreciated all the pics while we were away.”
“Just had our 2nd stay with Barbra and it was fantastic! She takes such great care of our dog and we will be using her anytime we can. I think our dog was very sad to leave with all the fun he had playing and roaming her huge yard. Highly recommend her services!!!”
“⭐️⭐️⭐️⭐️⭐️ I don’t know how to explain this except: Jess is basically Dodger’s second family now. ⭐️⭐️⭐️⭐️⭐️ If you’re looking for the type of sitter who treats your dog like FAMILY…like actual family…Jess is the one. I honestly don’t think Dodger realized he was being “boarded.” He thought he was on vacation with his new cousins, new uncles, and his new favorite person on earth (Dan 😆). From the minute we dropped him off, Jess was so reassuring and kind. She sent constant updates, pictures, and little stories that made my heart feel so much better. And not just “here’s your dog existing” pictures…NO. We’re talking: *Dodger cuddling her husband like they’ve been best buds for 10 years *Dodger snuggled up with her youngest like they were watching Saturday morning cartoons *Dodger and Tanner acting like long-lost brothers reunited *Dodger eating, relaxing, wagging his tail like a helicopter blade *Dodger getting a whole spa bath after rolling in the yard mud 😭💀 He even chewed through a Kong, which honestly deserves its own award. I warned her he was a super chewer, but I don’t think ANYONE was ready for him to destroy the “indestructible” toy. She just laughed and sent pictures like, “Welp, he’s having the time of his life.” 😂 The whole time she made sure I felt comfortable…even when my baby stole my phone and I panicked thinking I missed messages 😅 She was patient, flexible, and genuinely cared about him AND about us. Dodger came home happy, clean, tired, and FULL of love. His tail literally didn’t stop wagging the entire stay. And I’m pretty sure he thinks Jess’s house is his second home now…which I’m honestly fine with, because I know he’s safe and adored there. Jess and her whole family are wonderful, warm people. They treated Dodger like he belonged with them, and that’s all a dog mom could ever want. We will definitely be booking again (unless Dan steals him permanently 😂). Thank you, Jess, for loving our boy so well. He misses you all already! ❤️🐾 P.s thank you for being so accommodating and helpful with his bath, I loved getting to pick him up early and snuggle him with us the moment he came home🥹💕”
“Molly was very accommodating to me and my fur babies needs. She communicated daily with beautiful pictures. Although it was hard for me to be away from them for so long, I felt comfortable knowing they were well taken care of. She took them on multiple walks and kept them busy. I highly recommend her services.”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Chestertown
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Marissa was incredibly professional! My cat was well taken care of during my 5 day business trip! Marissa followed all my instructions carefully and had immaculate attention to detail! My cat was very happy with her and not stressed when I returned home! Marissa was easy to communicate and work with! Absolutely would recommend her and I hope she will cat-sit for me in the future! She even accommodated me when I messed up meeting with her the first time! She’s the best.”
About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time (5+ days) to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.
About: I was a cat sitter during my first few years of high school. My neighbor was out of state and asked me to take care of her cat. During this time, I would visit at minimum, three times a day to make sure the cat had food and water, had some playtime, and to clean and freshen the litter box. The owner had specific instructions for feeding that I would follow and prepare accordingly. Like dogs, I have a special place in my heart for cats and I always make sure their needs are fulfilled.
About: 🐾In-Home Pet Care! 🐾 Hello pet parents! My name is Brianna Cummings and I'm excited to offer professional pet sitting services right in the comfort of your own home. With a deep love for animals and a commitment to excellence, I offer comprehensive care tailored to meet the unique needs of your furry family members. 🏠 About Me: As a dedicated pet lover, I understand the importance of maintaining your pet's routine and environment while you're away. Whether you're heading out of town for work or going on vacation, you can trust me to keep your furry friends happy, healthy, and well-loved in the familiar surroundings of their own home. 🐾 Services Offered: * Feeding & Watering: I'll make sure your pets are well-fed and hydrated according to their usual schedule, including any special dietary requirements they may have. * Dog Walking & Exercise: Your pups will enjoy plenty of outdoor adventures, whether it's a leisurely stroll around the neighborhood or an energetic romp in the backyard. * Playtime & Enrichment: From interactive games to cuddle sessions, I'll provide plenty of mental and physical stimulation to keep your pets entertained and engaged. * Medication Administration: If your pet requires medication, I'm experienced in administering oral medications, injections, and other treatments as directed by you or your veterinarian. 📸 Regular Updates: I know how important it is to stay connected with your pets while you're away, (I know from my experience) so I'll send you regular photo and video updates to keep you informed on all the fun we're having together. 🤝 Meet & Greet: Before booking, I'd love to schedule a meet and greet to get acquainted with you and your pets. It's a great opportunity for us to discuss your pet's routines, preferences, and any special instructions you'd like me to follow. 🔒 Trust & Security: You can rest easy knowing that your home and pets are in good hands. I'm committed to maintaining the highest standards of care and professionalism, ensuring a safe and stress-free experience for both you and your furry family members. And please Don't never hesitate to reach out if you have any questions or would like to schedule pet sitting services for your beloved companions. I can't wait to meet you and your pets! My schedule allows for pet care on weekdays after 3 PM and flexible availability on weekends. I prioritize scheduling pet care activities, such as feeding, walking, and playtime, around these times to ensure consistency and meet the needs of each pet. This structured approach ensures that pets receive the attention and care they deserve, while also accommodating the client's preferences and schedule. Ensuring safety, trust, and a comfortable environment for pets in a client's home is paramount. I prioritize familiarizing myself with the pet's routine, preferences, and any special needs. This includes following feeding schedules, administering medications if necessary, and providing ample exercise and playtime. I maintain a clean and hazard-free environment, securing doors and gates to prevent escapes and removing any potential dangers. Regular communication with the client helps build trust, as I provide updates on their pet's well-being and address any concerns promptly. Additionally, I respect the client's home by adhering to their rules and maintaining confidentiality. Overall, my goal is to create a secure and nurturing atmosphere where pets feel happy and loved in their own environment.
“Maranda took excellent care of my two cats while I was out of town. I never had to worry and knew they were in great hands. She was kind, communicative, very reliable, and always went the extra mile. Would rebook again in a heartbeat. I really can’t thank her enough for the peace of mind she gave me! Highly recommend!”
About: I currently own a Pitbull she’s now 5 and my partners is 6 or so. I have had 3 other dogs in the past. I love all dogs big or small and am happy to give them the attention they need. If you have other pets in your home that is okay I have no allergies and am good with most other pets. Each pet is unique and may need extra care and I am more than okay with that. I am a nice, kind, and caring person and love animals with all my heart. I am great with specific schedules, being punctual, and love giving pets attention. I am here to make your life easier and help take care of your best friend(s). I work full time 8-5pm and I am free Saturdays. I always will be transparent about my schedule to be sure everything goes per expectation. I’m very respectful of your home and space. I want you to be able to go about your life and not be worried about your pets or anything on my end.
About: I’ve had dogs and cats growing up. I have always stepped up to take care of them when it comes to feeding, walking, bathing, etc. I am a full time 3rd grade teacher working in a near by county. I am available nights after 4:00pm and anytime on the weekends! I do not have a fenced yard but it is pretty big for a dog to roam around in. I have plenty of room in my house for the animal to be crated if needed. I also allow animals to be on furnitures and in bed. I am a big animal lover/cuddler. I have no issues with a dog who likes to cuddle, jump, etc.
About: I grew up with cats in the home and cat sitting was my very first job. I love cats and they will always hold a special place in my life. I have a kitty of my own (pictured here) and can’t wait to meet yours!
About: As a dedicated pet caregiver, I have hands-on experience caring for dogs of all ages, breeds, and energy levels. I currently care for my own three dogs—a 5-year-old Rottweiler, Koda, a 1-year-old Shepherd/Pit mix, Gus, and an 8-year-old English Bulldog, Daisy—each with their own unique needs and personalities. From high-energy walks to gentle care for senior dogs, I’m well-versed in providing attentive, reliable, and loving support. I manage daily routines including feeding, bathroom breaks, and exercise, and I understand the importance of consistency and patience in pet care. My experience makes me confident in handling a wide range of canine behaviors and ensuring pets feel safe and comfortable while you’re away. Pet care fits naturally into my routine, as I’m passionate about caring for animals outside of my full-time job. I work weekdays from 8 AM to 3 PM, which allows me to be available for evening visits during the week and fully available on weekends. This schedule gives me the flexibility to provide consistent, attentive care—whether it’s for evening walks, feeding, or full-day care on Saturdays and Sundays. Whether caring for pets in my home or a client’s, I focus on creating a safe, comfortable, and low-stress environment. In my home, pets are treated like family—with plenty of affection, structured routines, and supervised play. I ensure regular feeding, bathroom breaks, and exercise, tailored to each pet’s needs. In a client’s home, I respectfully follow their established routines to help pets feel secure in their familiar surroundings. I’m attentive to each animal’s behavior and comfort, and I’m always focused on providing consistent, reliable care.
About: My feline expertise is extensive, thanks to my experience caring for my five cats. I understand the unique needs and personalities of cats, from playful kittens to senior companions. Whether your cat prefers cuddles, playtime, or just a quiet spot to nap, I can provide a comfortable and enriching environment. I’m skilled in recognizing feline behavior, ensuring their health and happiness. I’m also experienced in administering medications and providing specialized care for cats with health issues. With me, your cat will receive the personalized attention and loving care they deserve while you’re away.
About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love all animals and I have family members of my own. Plus I have a little helper who isn't scared of anything and loves to help her momma as much as she can. I'm will to do what ever it takes to make sure everyone is a happy camper and provide the best care I can to keep your mind at ease knowing you family is in good hands. Feel free to ask me anything and if you have any special requests let me know I will do what I can to make it happen. I'll treat your kids as if they were my own. I'm currently employed part-time but I'm looking to get out of the retail business and starting my own pet sitting business where I can enjoy doing what I love. I currently live in a small apartment, so it ideal that I travel back and forth from my house to clients home. I have fur babies and a family of my own, hopefully when I get a home of my own I could introduce the doggy daycare and pet sitting at my home.
“Sydney met with me and Jojo beforehand and then did a drop-in visit with Jojo. Jojo loved her visit. It was nice knowing I can count on Sydney while I am at work and I received a report card, pictures & a video! Thanks so much!”
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Perfect for high energy dogs - Chestertown
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our golden retriever puppy, Loki had the BEST time in Tarina’s care! He was extremely comfortable there and was treated like part of the family. We are excited to have Tarina watch him again soon! :)”
“It was very easy to book the stay for our fur baby. Paris communicated with me from the start of my inquiry, throughout my booking, my pup's stay & after pick up. I don't leave my baby with other people often but I felt at total ease leaving her with Paris. She has earned my trust and my future business. If you book with Paris, you and your fur baby with be super happy. Thank you so very much for taking great care of our girl!”
About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.
“Trishelle was wonderful with my dog, Ruthie! Communication was excellent, she kept me updated throughout the day with pictures and even provided a detailed report card at the end of the day. She was very flexible with my work schedule and patient with Ruthie, who is still learning to socialize with different people and animals. I truly appreciate the care and attention Trishelle gave, highly recommend!”
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
“Katie is amazing! This was the first time I left my puppy with anyone. She sent pictures and updates all day. Winston had a blast. He can’t wait to come back tomorrow ?”
“Bridget was a very good sitter for my fur baby. She was on time on point showed lots of care and love. I really appreciate her help. She is great. Kept in touch with me all day. I’ve really appreciate all that she did. She is amazing.”
“Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.”
“Megan & Jake took such good care of Willa while we were visiting for a funeral. I didn’t have to worry at all about her and she had Dunkin to play with! Will definitely contact them again in the future for care 👍🏻”
“Joyce is great and communicates very well. She really cares for Zeus and truly work to ensure he is always in a good place. I recommend Joyce and will be using her services again.”
“I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.”
“This was my first time using Danielle, I was truly impressed, from the first picture she sent me I could see that my fur baby was in love from the way he was looking at her with his paw on her arm, that put my mind at ease. Danielle was a ten out of ten and I will definitely be using her again. ❤️”
“Our Pup had a great time at Shanon's. He enjoyed the company of her older dogs. Her backyard is fenced, huge, and safe. Very good at communication, and we received updates with pictures. Shanon listened to us on our specific instructions and followed them. She always responded timely to our texts. Fed the pup on time and also arranged a cozy bed for him. We recommend her and would definitely book again when in the area.”
About: I have taken care of animals all my life. I love dogs, they are part of the family here in my home. Fenced yard for exercise, allowed on furniture and friends to play with. Your dog will be right at home here. I am home all day to care for your fur baby. Dog door to the back yard so they can go play and potty when they need to. Exercised daily. I have a safe fun environment for your fur baby. Love and treats given freely. Pictures sent to you daily to your phone of your fur baby.
“Frosty was having separation anxiety and Vince and his mom helped Frosty to calm down. Thank you for taking such great care of him! I definitely recommend Vince as a dog-sitter and I’m already planning on rebooking him sometime this month.”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Chestertown
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I grew up on a farm in Eastern Washington, around many different animals. My whole childhood was waking up early, to feed and care for all the animals. I have fostered 18 dogs until they found furever homes. I have experience in dealing with special needs animals to include, horses, cats, dogs, cows, chickens and goats. I have lots of experience in dealing with with dogs who have a more aggressive personality as I have fostered many and they needed time to adjust to new environments. I currently have two dogs and a cat. I would love to spend time and care for other animals while you’re away!! With being a stay at home parent I have a pretty flexible schedule. I go to the gym mon-fri 9-11 but am free before and after. My 3 year old goes to daycare Tuesday and Thursday. I can accommodate for her to go elsewhere if you prefer to not have a child in the home I completely understand it! If not, she is very respectful and kind to animals. I will follow whatever instructions are provided to me. I understand wanting your pets taken care of exactly how you want them to be and what makes the pets most comfortable. I am currently not accepting for pets to be in my home as I have an elderly dog who doesn’t do well with that set up.
About: I’ve spent the last 15 years caring for animals and treating every pet like part of the family. I have hands-on experience with 3 cats, a lovable Frenchie Pug, and plenty of experience handling different pet personalities, routines, and energy levels. From daily walks and feeding schedules to playtime and cuddles, I make sure every pet feels safe, comfortable, and cared for while their owners are away. As a pet owner myself, I understand how important it is to have someone trustworthy and dependable caring for your pets. I focus on creating a calm, loving environment while keeping routines consistent so pets feel at ease. Whether your pet is energetic, shy, playful, or needs extra patience, I’m committed to giving them personalized care and attention every step of the way. I take care of my animals everyday I walk them and feed them and they use the restroom in our fenced in yard I give them lots of love as well I have a fenced in yard and 5 friendly animals 3 cats and 2 dogs who are docile and very friendly to any pet that comes in to my home
About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.
“Beverly was awesome. We needed someone on short notice and she stepped right in for us. She met the dogs the night before and today she kept us updated on both the walks. Highly recommend her services.”
About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love all animals and I have family members of my own. Plus I have a little helper who isn't scared of anything and loves to help her momma as much as she can. I'm will to do what ever it takes to make sure everyone is a happy camper and provide the best care I can to keep your mind at ease knowing you family is in good hands. Feel free to ask me anything and if you have any special requests let me know I will do what I can to make it happen. I'll treat your kids as if they were my own. I'm currently employed part-time but I'm looking to get out of the retail business and starting my own pet sitting business where I can enjoy doing what I love. I currently live in a small apartment, so it ideal that I travel back and forth from my house to clients home. I have fur babies and a family of my own, hopefully when I get a home of my own I could introduce the doggy daycare and pet sitting at my home.
About: As a CPDT-KA certified trainer, I offer dog walking services that go beyond basic exercise. Each walk incorporates training and enrichment tailored to your dog’s unique needs. My expertise is ideal for dogs who are fearful, nervous, hyper, or reactive—especially those other walkers may find challenging. A training walk is a perfect way to advance your dog’s progress when your schedule is too packed for regular training sessions. Please note: My walking services are not suitable for aggressive dogs. If you’re dealing with aggression, please contact me directly or explore my specialized training services. I offer training walk services Monday through Friday, with both daytime and evening availability. For the best results, I recommend scheduling two sessions per week, such as Monday/Tuesday or Wednesday/Thursday. I exclusively use positive reinforcement techniques to care for and train dogs, whether during training walks or in your home. My focus is on creating a safe, encouraging environment that builds trust and confidence in your dog. Each session is tailored to meet your dog’s unique needs while reinforcing good behaviors in a kind and effective way. With this approach, I ensure your dog feels supported and thrives in their routine.
About: I’ve had several dogs through out my life. I’m an animal lover. I’ve had Shetland sheepdogs and I currently have 3 English Bulldogs in my home. I have a very flexible schedule. I’m available to do multiple drop in visits throughout the day and night. I have weekday and weekend availability I do not offer pet care in my home. I am able to come to your home to care for your animals. Client home care only
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
About: As a dedicated pet caregiver, I have hands-on experience caring for dogs of all ages, breeds, and energy levels. I currently care for my own three dogs—a 5-year-old Rottweiler, Koda, a 1-year-old Shepherd/Pit mix, Gus, and an 8-year-old English Bulldog, Daisy—each with their own unique needs and personalities. From high-energy walks to gentle care for senior dogs, I’m well-versed in providing attentive, reliable, and loving support. I manage daily routines including feeding, bathroom breaks, and exercise, and I understand the importance of consistency and patience in pet care. My experience makes me confident in handling a wide range of canine behaviors and ensuring pets feel safe and comfortable while you’re away. Pet care fits naturally into my routine, as I’m passionate about caring for animals outside of my full-time job. I work weekdays from 8 AM to 3 PM, which allows me to be available for evening visits during the week and fully available on weekends. This schedule gives me the flexibility to provide consistent, attentive care—whether it’s for evening walks, feeding, or full-day care on Saturdays and Sundays. Whether caring for pets in my home or a client’s, I focus on creating a safe, comfortable, and low-stress environment. In my home, pets are treated like family—with plenty of affection, structured routines, and supervised play. I ensure regular feeding, bathroom breaks, and exercise, tailored to each pet’s needs. In a client’s home, I respectfully follow their established routines to help pets feel secure in their familiar surroundings. I’m attentive to each animal’s behavior and comfort, and I’m always focused on providing consistent, reliable care.
About: I am a dedicated and compassionate individual with a deep understanding of the physical and emotional needs of animals. I currently own two dogs of my own. A huge goldendoodle and a tiny yorkie, so I know how to handle many sizes of animals. I’m also currently working as a kennel tech at a business near by. Vim experienced in feeding. Administering medication and monitoring animal health, always prioritizing their wellbeing and comfort. I treat each animal I meet with the respect and love they deserve. Please feel free to message me with any questions. I hope I get the chance to meet you and your fury bestie/ besties soon My availability is always open. I will not have other commitments other than your fur baby/babies. Once booking they are my priority. I also I make sure I have lots of communication if wanted/needed when your dogs with me! As I would be coming to your home, I will do exactly as told, by you the owner. My main priority is your animals health and well-being.
About: Although my family has never owned a dog, I have always loved taking care of my aunts, neighbors, and family friends dogs. I always make sure to pay attention to detail when watching a dog and meet each dogs needs whether that be a walk, playing with a toy, belly rubs, or even just relaxing. As a part-time graduate student at USM, I will have time during the day for a dog walk, or to check-in on your pup! I will be available on most weekends for house and dog sitting. I am available to come to your dog and stay with him/her so they do not have to move out of their comfortable environment and stay at a new space with new people.
About: I will take care of your pets as I would my own. I currently have three rabbits and a cat of my own. Over the years, I have provided pet sitting services for many clients, primarily caring for dogs. You can reach out to me at any time during the period that I am looking after your pets. This is my side job, I am a professional photographer as well but if I get a request I will accept to the first of my availability! Is my house equipped with a large mansion for my rabbits, where they are free to roam. As of your home i will go as your home rules are.
About: As dog owners, we understand how important it is to find someone trustworthy to care for your pets. We have two dogs and truly enjoy spending time with animals of all kinds. We know that pets are family, and we strive to provide dependable care and regular updates so you can have peace of mind. We look forward to meeting you and your furry family members! 🐾 I currently work in HVAC but there are 1-2 days a week I typically have off so on those days I would have a good amount of availability. Also have weekend availability and holiday. I don’t plan on transporting or bringing dogs to my house but I can do any care plan you would like at your house.
About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.
About: I’ve taken care of dogs including raising 5 of my own for over 30 years. Happy to drop in or provide walks as needed. Look forward to hearing from you. I work from home every other week which enables me the flexibility to drop in and take your pup for a walk or feed and let them out. I’ve taken care of dogs including raising 5 of my own for over 30 years. Happy to drop in or provide walks as needed. Let me know how I can help
About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Chestertown
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sadie did really well staying with Jacob and Megan – with getting older, she has some anxiety when she’s not at home and can be a little 'stubborn'. They were very accommodating and I appreciated the extra effort. I would definitely use them again to watch Sadie!”
“This was our first time with Lindsay, and we couldn't be happier! We'll definitely be repeat customers. She took great care of our boys, and we felt completely at ease leaving them in her hands. Our dogs absolutely loved the interactions with the other dogs and her children, and it was clear they felt right at home. Lindsay provided a safe, loving, and fun environment, and we’re so grateful for her care. Highly recommend!”
“Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.”
“Sampson had a great stay! I received updates & pictures while he was in her care. He was exhausted when he arrived back home, which means he had a great time. Thankful for the care he received, and will definitely be using again.”
“Tango had a wonderful time, and was very happy with her stay with Dawn and her family. She fit right in as a member of their “pack” I was very pleased with the care she received, she had plenty of fun and stimulation too.”
“Thomas and his sons took great care of Tucker while I was away. He responded quickly every time I reached out and Tucker seemed right at home when I picked him up at the end of his stay!”
“Pamela was wonderful with our boy Vito, she took care of him like he was her own. We got tons of pictures, she took him for walks, Also he got to run around in her fenced yard, and she followed his schedule for foods and medicines. I would use pam again for sure when we need a sitter for him. Thanks Pam!”
“Pat and Bee are A+ sitters. They provide daily updates, pictures and videos throughout the stay. Each time our dog has stayed with them she has come home happy and well cared for. Highly recommend and will book again.”
“Chili had a great time. He loved snuggling lol. Thank you so much for making him feel at home and taking great care of him 🩷. And we appreciated all the pics while we were away.”
“⭐️⭐️⭐️⭐️⭐️ I don’t know how to explain this except: Jess is basically Dodger’s second family now. ⭐️⭐️⭐️⭐️⭐️ If you’re looking for the type of sitter who treats your dog like FAMILY…like actual family…Jess is the one. I honestly don’t think Dodger realized he was being “boarded.” He thought he was on vacation with his new cousins, new uncles, and his new favorite person on earth (Dan 😆). From the minute we dropped him off, Jess was so reassuring and kind. She sent constant updates, pictures, and little stories that made my heart feel so much better. And not just “here’s your dog existing” pictures…NO. We’re talking: *Dodger cuddling her husband like they’ve been best buds for 10 years *Dodger snuggled up with her youngest like they were watching Saturday morning cartoons *Dodger and Tanner acting like long-lost brothers reunited *Dodger eating, relaxing, wagging his tail like a helicopter blade *Dodger getting a whole spa bath after rolling in the yard mud 😭💀 He even chewed through a Kong, which honestly deserves its own award. I warned her he was a super chewer, but I don’t think ANYONE was ready for him to destroy the “indestructible” toy. She just laughed and sent pictures like, “Welp, he’s having the time of his life.” 😂 The whole time she made sure I felt comfortable…even when my baby stole my phone and I panicked thinking I missed messages 😅 She was patient, flexible, and genuinely cared about him AND about us. Dodger came home happy, clean, tired, and FULL of love. His tail literally didn’t stop wagging the entire stay. And I’m pretty sure he thinks Jess’s house is his second home now…which I’m honestly fine with, because I know he’s safe and adored there. Jess and her whole family are wonderful, warm people. They treated Dodger like he belonged with them, and that’s all a dog mom could ever want. We will definitely be booking again (unless Dan steals him permanently 😂). Thank you, Jess, for loving our boy so well. He misses you all already! ❤️🐾 P.s thank you for being so accommodating and helpful with his bath, I loved getting to pick him up early and snuggle him with us the moment he came home🥹💕”
“Our 9 month old lab enjoyed his first time away from us at Jenn’s house. We did a meet and greet beforehand and received updates throughout his stay which put us at ease! We also loved the papers that came home that gave daily details about his stay. We will definitely book again!”
“Fantastic people who took excellent care of my dog while I was away for work. They were very communicative and easy to work with. Also very accommodating when my work training schedule changed. Highly recommend!”
“Rich is an amazing sitter! He was very nice and easy to talk to. He kept us updated and sent pictures of how our pup was doing. We were able to enjoy our vacation knowing that Luna was being taken care of. I would definitely recommend using Rich as a sitter!”
“Jeren did an amazing job with my dog! She was even flexible with my pick up time when my flight got delayed. Would definitely recommend if your dog likes other dogs and is very shy like mine”
“They took great care of our dog! I appreciated the updates, and he enjoyed playing with their dogs during the week. Thanks for taking great care of our Max!”
“Steph is absolutely AMAZING! First off it was short notice maybe 4 hours before I had to leave and everyone kept turning me down until this wonderful woman was kind enough to take her in . My baby had a blast with her and Jax. She sent me pictures and you could see the happiness in my baby’s eyes . Anytime I go out of town Valkyrie will be hanging out with her new bestfriend Jax . Definitely 10 out 10”
“Elizabeth took great care of my dog. She gave lots of updates and was a pleasure to work with. My dog loves her and seemed so happy while she boarded with her.”
“Jasmine was very accommodating so that we could meet before the booking, even though it was a bit of a last-minute for a holiday weekend. Cucumber immediately became comfortable with Jasmine and her home. Jasmine send us a bunch of pics of our baby and made us feel very comfortable leaving Cucumber for longer than she's ever been away before. I absolutely would recommend Jasmine!”
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