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.
“Michelle has been caring for our dog, Lucy, for years now... and we have been nothing but pleased with her loving care for Lucy, her great communication, and dependability. Lucy loves her vacations with Michelle, and we always feel 100% confident in the care we know she will receive. Definitely 5 stars in every area!”
“Gisel did an awesome job accommodating my last minute emergency need to board my dog for a few days. She was patient, responsive and flexible given this was the first time I ever used this service. I would definitely use her again.”
“Danielle was fantastic! She took excellent care of my dog during his overnight stay. She was attentive and sent me picture updates frequently. I would definitely book her for another stay.”
“After a meet and greet we decided to do an overnight trial and our dog loved it! The whole family is very warm and inviting and our dog felt at home the moment he walked in the door. Their house has a nice fenced in backyard as a plus. We have already booked our summer vacation and plan on booking other trips as well. Very happy to have found such a perfect fit.”
“Working with Megan and Jacob was a pleasure! Cooper looked like he was having a wonderful time in all the pictures they sent. Dunkin’ and the other buddies were great companions while he was there, too.”
“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!”
“This was our first experience with Rover and it was absolutely wonderful! We have an older dog and she is both blind and deaf and Katelyn took such good care of her. She welcomed her into her home and treated her as if she were her own. Her communication was great. We received pictures/videos/updates several times a day. We will definitely use Katelyn again and highly recommend her!”
“Wonderful host. I had a last minute booking, Cecil was responsive and helpful. Also very flexible when I had to extend my trip. Great environment, my dog had a great time. They sent updates and were super accommodating. Thank you!”
“We are very pleased with Shuling as she is very friendly and easy to work with. Our dog gets excited when we arrive at her house. Leia runs to her front door without even looking back to see where we are.”
“⭐️⭐️⭐️⭐️⭐️ 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🥹💕”
“Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius”
“I had an excellent experience with Pat and Bee. They truly cared for my dog as if it were their own, which gave me so much peace of mind while I was away. I especially appreciated the daily photo updates and how quickly they responded to any questions I had about my dog’s day. Their large backyard was a huge plus—my dog had plenty of space to play, explore, and have fun. It’s clear they provide a safe, loving, and engaging environment for pets. I will definitely be booking with them again and highly recommend them to anyone looking for a trustworthy and attentive sitter!”
“What an amazing experience for my dogs! From the moment I first spoke to Theresa to the moment we picked our dogs up, I knew this was an exceptional experience. Theresa goes above and beyond to make your pet feel comfortable while they are away from home. She customized their feeding, treats, and even their lounge time. It’s so hard to know if someone will love your pet like you do, and no question Theresa does. I would highly recommend her to anyone looking for a sitter while they are away!”
“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.”
“Jeren was absolutely incredible! I had to make several changes within a few days before our booking and she was so quick to respond and accommodate. Jeren constantly kept us updated with pictures and videos of our baby throughout his visit. We are so grateful and will definitely be booking again!”
“Barbra took amazing care of my little senior yorkie and he had a blast staying with her. She kept me updated while I was away and sent the cutest pictures. You can tell Barbra cares about animals and wants to make sure they are comfortable during their stay. I 100% recommend her services to anyone who reads this!!”
“Jill and Chad were AMAZING to work with. I have a puppy who is still in her needy stages and they were so accommodating! My dog had such a good time with them and their family. I 100% will be sending her to Jill and Chads house for her next puppy vacation!”
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 is a superstar with animals!! Her attention to detail and proactive communication is the best. She’s in tune with both my needs and my animals needs! She’s the best! 10/10 recommend Marissa!”
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.
“Maranda was fantastic. I really can’t say enough positive things about our experience with her. She was quick to learn and work with the idiosyncrasies of our two cats, took care of our house which was immaculate when we returned and communicated with us while away as much/or as little as we requested. She is very personable, respectful and responsive.”
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 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!
“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!”
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: 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 pet sit for dogs, cats, horses, donkeys and chickens. I care for animals as if they are my own. I have worked at pet stores and started learning about dog training. I am working full time remotely so I have lots of time to help your pets with their needs! I am available most every day with notice! I will give your pets as much attention as they want and need. I will take them on walks, play with them, and protect them as if they are my own.
About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.
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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.
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.
“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!”
“Tarina was great with Dolly who has some anxiety issues. She was welcomed into Tarina’s home and, apparently , did well with her own dogs. I felt very comfortable leaving Dolly after I met Tarina and her daughter. Thank you🐾💕”
“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.”
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.
“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.”
“Trishelle was great! I’ve been nervous leaving KB with other people as I’ve had both good and bad experiences on Rover, but since Trishelle also has a dachshund, I thought this would be a great fit and opportunity for KB to socialize. Trishelle is very communicative, keeping me updated throughout thr day, sending pictures and videos. Her dachshund, Ollie was super excited to meet KB, which is great but KB is a bit shy in the beginning. By the time I picked him up, they were playing walking side by side and KB looked right at home! I would definitely recommend Trishelle to anyone looking for a sitter, and will look to book with 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.”
“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.”
“Katie was AMAZING! Margo got along with both her dog and the other dog she was watching. Katie sent me numerous pictures through the day to let me know how Margo was doing. When my fiancé picked Margo up she cried the whole way home ??? We will definitely be using Katie’s services again! 10/10 recommend!”
“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. ❤️”
About: My farm is a beautiful sanctuary that we love to share with all furry friends! Whether they want to splash in the pool, run outside in a safe CLEAN secure area, or just have a nice snuggle in their indoor kennel or maybe even stretch out on the couch- just know they’ll be wagging to come back! I have 6 horses on the property, 13 chickens, 2 turkeys, 2 outdoor barn cats, and my Friendly Laid back dog Archie. I provide love & care which is more important than anything else. But of course- I follow parents rules! My entire life revolves around my farm and caring for all of my animals. I am on the property 24/7 as this is my full time job. And luckily it’s my passion. We have a beautiful fenced in pasture with lots of space to run. We are in a very private and rural area. We also have a pool- only if parents are OK and the Pup chooses to take a dip! Your Pup will always be supervised. If there are restrictions we will always abide by them. We also have dog crates if needed or requested and a beautiful inside area as well. Basically your Pup is gonna have free range and feel a home away from home.
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: 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: 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: 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 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: Animals have always been the center of my life, and caring for them is so much more than a job to me — it’s truly my passion. I currently have four dogs and five cats of my own, so I understand firsthand the love, attention, patience, and responsibility that go into providing excellent pet care every single day. My experience with animals goes far beyond personal pet ownership. I worked at a dog rescue for three years, where I gained hands-on experience caring for dogs of all ages, sizes, temperaments, and special needs. During that time, I also fostered 52 dogs, helping them transition into safe, loving homes. That experience taught me how to build trust with nervous pets, handle different personalities, and provide compassionate, individualized care. In addition, I have been working as a veterinary technician for the past two years, which has given me strong knowledge of animal health, behavior, safety, and overall well-being. I’m comfortable recognizing signs of stress or illness, administering attentive care, and making sure pets feel safe and supported. What sets me apart from other sitters is the genuine love and dedication I bring to every animal I meet. I treat every pet as if they were my own, and I’m committed to making sure they feel comfortable, happy, and loved while you’re away. Whether your pet is energetic, shy, senior, or needs a little extra patience, I have the experience and heart to provide exceptional care. Pet care is seamlessly integrated into my daily and weekly life. Each day, I set aside dedicated time for feeding, walking, playing, and providing companionship to ensure every pet receives consistent attention and care. Every pet receives the love, care, and attention they need to thrive, making their time with me a happy and fulfilling experience. When caring for pets, safety, trust, and a comfortable environment are my top priorities. In my home, I ensure a secure and pet-friendly space by removing hazards, providing comfortable bedding, and maintaining a clean environment. I follow the owner's instructions meticulously, maintaining their feeding schedule, exercise routine, and any specific care requirements. I build trust by being patient, gentle, and attentive, allowing pets to adjust at their own pace. Regular playtime, cuddles, and positive reinforcement help create a bond and alleviate any anxiety they may feel. In a client's home, I respect their space and maintain their pet's routine as closely as possible. I follow their instructions regarding feeding, walking, medication, and playtime. I ensure the home is secure, checking that doors and windows are properly closed and that there are no potential hazards. I communicate regularly with the owner, providing updates and photos to reassure them that their pet is in good hands. My goal is to provide a safe, trustworthy, and comfortable environment, whether in my home or theirs, so pets feel secure and loved in their owner's absence.
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
“Paul and his fiancée do a great job with my Husky. My dog normally doesn’t enjoy other humans, and he loses his appetite when I travel. But Paul’s energy didn’t bring any of those concerns out.”
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: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.
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: I have pet sit for dogs, cats, horses, donkeys and chickens. I care for animals as if they are my own. I have worked at pet stores and started learning about dog training. I am working full time remotely so I have lots of time to help your pets with their needs! I am available most every day with notice! I will give your pets as much attention as they want and need. I will take them on walks, play with them, and protect them as if they are my own.
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.
“After a meet and greet we decided to do an overnight trial and our dog loved it! The whole family is very warm and inviting and our dog felt at home the moment he walked in the door. Their house has a nice fenced in backyard as a plus. We have already booked our summer vacation and plan on booking other trips as well. Very happy to have found such a perfect fit.”
“Working with Megan and Jacob was a pleasure! Cooper looked like he was having a wonderful time in all the pictures they sent. Dunkin’ and the other buddies were great companions while he was there, too.”
“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!”
“Wonderful host. I had a last minute booking, Cecil was responsive and helpful. Also very flexible when I had to extend my trip. Great environment, my dog had a great time. They sent updates and were super accommodating. Thank you!”
“⭐️⭐️⭐️⭐️⭐️ 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🥹💕”
“Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius”
“I had an excellent experience with Pat and Bee. They truly cared for my dog as if it were their own, which gave me so much peace of mind while I was away. I especially appreciated the daily photo updates and how quickly they responded to any questions I had about my dog’s day. Their large backyard was a huge plus—my dog had plenty of space to play, explore, and have fun. It’s clear they provide a safe, loving, and engaging environment for pets. I will definitely be booking with them again and highly recommend them to anyone looking for a trustworthy and attentive sitter!”
“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.”
“Jeren was absolutely incredible! I had to make several changes within a few days before our booking and she was so quick to respond and accommodate. Jeren constantly kept us updated with pictures and videos of our baby throughout his visit. We are so grateful and will definitely be booking again!”
“Jill and Chad were AMAZING to work with. I have a puppy who is still in her needy stages and they were so accommodating! My dog had such a good time with them and their family. I 100% will be sending her to Jill and Chads house for her next puppy vacation!”
“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!”
“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!”
“Our dog loved staying with Rich, took to him immediately and showed no anxiety of being left. He is a Covid dog and very attached us. Rich sent photos. His fenced yard is great for our dog, we will be return customers.”
“Justine did an amazing job boarding my golden retriever, Gibson, for 4 nights. Communication was great, drop-off and pickup were easy, and Gibson came home happy and relaxed. It’s clear she genuinely cares about the dogs she watches. I had zero concerns while I was away, and I’d absolutely book with her again. Highly recommend.”
“Wonderful that she sends updates with pictures of Dan while I’m out of town. She was very flexible about what time I picked him up from boarding when my flight came in earlier than expected.”
“Liz is amazing! This was my first time leaving my dog with someone and I was nervous but she made everything so easy. She took such great care of my dog that I think he misses her now. We will be booking again in a few weeks ☺️☺️☺️”
“Becca was amazing!! She was able to take care of our beagle on last minute notice. She communicated with me multiple times a day and sent updates and pictures. Our dog was very happy and comfortable with her and I will have her as my go-to sitter from now on ☺️ HIGHLY RECOMMEND !!!”
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