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.
“Megan and Jacob were wonderful hosts for our rambunctious large lab pup!! He was well taken care of and played so well with their cute lab mix! They were very kind and welcoming and calm!! We will be using them again and referring our friends too. This was a trial overnight for longer stays in the future. I loved that they suggested this. Highly recommend!”

“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.”

“She was wonderful with my puppy! I was worried since it was going to be the first sleepover for him since adopting him, but after meeting her I knew he was in good hands. Super thankful that everything went great and will totally go with her again!”


“Amazing! Went home to visit family and it was super comforting to know my pup was in good hands. Michelle sent so many pictures it was great! She also took such great care of my pup! 10/10 recommend!”

“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”

“This is maybe the 4th time our dog has stayed with Paris and he always comes home happy! We get updates and Paris is quick to respond to questions. She's also been flexible with drop off times when we had scheduling issues. Will def be back! ❤️❤️❤️ Already booked again for a weekend getaway! She send the best videos and my big boy just loves Paris and her family .Thank so much”

“Theresa has been caring for our dog for years, and she has always been absolutely wonderful. She is incredibly sweet and kind, and our dog truly loves her. She will forever be our go-to person. Theresa has even stepped in to watch our dog at the very last moment without hesitation. If you’re looking for someone with a truly kind heart, stop right here and give her a chance. We love her—and so does our little dog.” 🐾💖”

“Shuling was outstanding with her loving care for our 4 year old Venus. She followed our feeding instructions and provided pictures and/or videos daily. The pics showed how happy Venus had adjusted in her home with her dog Bear and other dogs at times. Shuling could be a photographer because she took the best pics. I am so thankful for the loving care Shuling provided for our pup. This was the longest we left Venus and she was well taken care of. I believe Venus is missing her new friend Bear because when I mention his name she gives a positive response. We will definitely use Shuling in the future. I would highly recommend Shuling for anyone considering a dog sitter. Thanks again Shuling and your family!”

“Outstanding dog sitter! My dog had a blast and Pamela C. was wonderful about documenting it through photos and sharing. Excellent communication and clearly a wonderful dog person. Highly recommend!”

“Could not have asked for a better experience. Our pup Margarita loved her stay and can't wait to come back! Lindsay is very responsive and sends lots of pictures. So happy to have found a sitter I can feel so comfortable leaving in her care. Will definitely be booking again!”

“First time boarding my puppy and had to book last minute. Briana & Isaiah responded quickly and made the experience easy and stress free. I could tell quickly that was Benny in great hands! When I picked him up he had the best send off, they truly care. Will definitely book again.”

“Bentley was in such great care with Danielle! We had daily updates with pictures which eased our minds while we were away. You could just tell he was loved and cared for those days. We appreciate all you do. I highly recommend Danielle and will be booking with her in the future!!”

“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!”

“Leia was living her best life like she was at a pet resort. Marliez treated Leia like her own with great care and attention, making her feel right at home. I received regular updates and photos, which gave me complete peace of mind! I’d definitely rebook with Marliez. Leia has 3 new friends and thinks she’s the boss of cats now!!”

“Smooch had a great time during her stay and was a very happy pup when she returned! I am especially thankful she had so much room to roam on your property. Thank you so much for loving her like we love her!”

“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!”


“We had the absolute pleasure of having Brittany watch our Toby for extended stay while we were on vacation. From the first meet and greet, we were certain we made the right choice as it is apparent Brittany genuinely loves animals and pet sitting. Her beautiful home and farm is such a welcoming place for animals of all kinds and our dog even used the pool for swimming. We really enjoyed the daily pictures and updates from Brittany to put our minds at ease. She even gave our dog a bath at the end. Highly recommend Brittany if you are looking for a loving pet sitter!”

“We had an excellent experience! She was absolutely awesome and took great care of Jireh. She kept us updated with pictures, which gave us so much peace of mind. Jireh looked happy, comfortable, and well cared for the entire time. We truly appreciate the love and attention she gave him. Highly recommend! 🐾”

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 compassionate, loving, and passionate about animals! It’s obvious she cares about each pet. My cats love her. She’s attentive to their needs and proactive about helping care for them while I’m away. She’s the best! I highly recommend her. I will book her every time I need to travel!!!”

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.

“Elizabeth did a great job taking Zuma on his walks and keeping us posted on everything including sending pictures! We highly recommend Elizabeth for your pet care needs!”


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: I have been around animals my whole life; owning, house sitting, and walking. I have pet sat all different ages of animals, mainly dogs, since I was young. I am a very active person! I’m currently an assistant basketball coach. While I am busy during the days, I do have a lunch break to give your animal love. But after the day, my time is spent with your pet giving them all the love and exercise they need! The pet(s) are the main priority, so their needs with be met swiftly. I also maintain a very organized, clean area that I stay in.
About: I have lots of compassion when it comes to animals, and I have years of experience working for cat/dog rescues as well as pet transports, I currently have a four day weekend at my current job and have way too much free time! I also have no problem with early mornings or late nights! I have two small dogs that I take for a couple walks a day, and I Help prepare their food which is home made and all natural. I also have a cat with urinary tract issues so I’m used to keeping their litter boxes spotless.
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.

“Excellent and thorough! Clearly loves dogs and cats. She was on time and did everything I listed for my pets. The Rover site was easy to use and it gave me quick access to pick Summer as our sitter. Will definitely have her back!”

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: 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 love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed
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.


Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
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.
“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🐾💕”


“Omg I cannot say enough good things about Brittney…first off her place is such an amazing doggy heaven, from the large fenced in yard to the pool it is all so dog friendly…Brittney is amazing with the dogs and mine felt right at home with her and at her place ….i cannot recommend her enough…trust me your dog will love spending time at Brittney’s farm”


“We have a last minute drop off and Katie is very responsive and helped us taking care of our baby Raka. We can tell Katie is a dog lover! Thank you again for having Raka!”

“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!”

“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.”

“My puppy River means the world to us and Jen watching her from the time she was picked up to dropped back off was a long full day and not once did we worry or felt scared River was away from us! We absolutely LOVE Jen❤️”

About: ***drop off and pick up times are between 9 am -2:30 pm or between 5 pm and 10 pm***** as I have zoom meetings in mornings and afternoons ; Rover will not let me put in specific times I do apologize****I have two fur babies of my own! They are spoiled rotten. Their names are Rainy and Stormy . I am well trained in giving oral medications as I had a fur baby that had congestive heart failure for 4 years whom also was a senior dog when he passed at 18 years old. I have taken care of other people’s dogs and cats. Where they are treated like my babies while here as well and get spoiled and lots of attention. I work from home and care for my grandmother so I will home with them at all times. I can administrate pills/medicine if needed. I am able to take the dogs out whenever it is needed. My babies are always by my side like shadows. I have a fenced in yard.My dogs love to play with friends dogs. The more the merrier!
“Joyce was amazing. I contacted her super last minute because I wasn’t feeling well and she came to my rescue and took good care of my puppy Houston. He came home so happy and energetic. I received videos while he was in her care and he had so much fun.”

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.
“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.”

“Theresa was awesome with my pup. She made me feel at ease with leaving my dog with someone for the first time. Knowledgeable, Friendly, and pleasant to the both of us. I highly recommend Theresa to care for your dogs.”


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.
“Liliana was great! She was communicative and punctual and was awesome with my dog Ziti! Ziti is high-energy but Liliana did a great job of tiring her out with a nice long walk which was very much appreciated! Would recommend Liliana and would definitely book her again in the future!”

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.
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 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 also have experience as a kennel tech. Im 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: 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: Over the past several months, I've had the pleasure of caring for dogs and cats of all ages, from energetic puppies to sweet senior companions. Every pet has their own unique personality and routine, and I take the time to make sure they feel safe, comfortable, and loved while you're away. I have experience administering medications to senior dogs and understand the importance of following care instructions carefully and consistently. Whether it's sticking to feeding schedules, giving medications, going for walks, or simply providing companionship, I treat every pet as if they were my own. When I house sit, I also take great pride in caring for your home. I always aim to leave it cleaner than I found it, so you can come home to happy pets and a tidy, well-cared-for space. My goal is to give you complete peace of mind, knowing both your furry family members and your home are in caring, reliable hands. Caring for animals is already woven into my daily rhythm. I work part-time with flexible hours, giving me plenty of space in my schedule for peaceful walks, playtime, and check-ins with pets. I’m used to creating a balanced routine around my own dog, and bringing that same calm, attentive energy to other pets feels completely natural. I am currently free to sit/walk any day of the week as well as house sit for as long as you need. When caring for pets in a client’s home, I focus on creating a safe, calm, and familiar environment for them. I follow your routines exactly as you outline them — from feeding instructions to walk times to any training cues your dog is used to. I keep doors and gates secured, monitor their body language closely, and make sure they always have fresh water and a comfortable space to relax. Trust is extremely important to me, so I communicate clearly, send updates/photos, and treat your home with the same respect and care I treat your pet.
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.
“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 lots of compassion when it comes to animals, and I have years of experience working for cat/dog rescues as well as pet transports, I currently have a four day weekend at my current job and have way too much free time! I also have no problem with early mornings or late nights! I have two small dogs that I take for a couple walks a day, and I Help prepare their food which is home made and all natural. I also have a cat with urinary tract issues so I’m used to keeping their litter boxes spotless.
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 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: 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’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: 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.
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.
“Megan and Jacob were wonderful hosts for our rambunctious large lab pup!! He was well taken care of and played so well with their cute lab mix! They were very kind and welcoming and calm!! We will be using them again and referring our friends too. This was a trial overnight for longer stays in the future. I loved that they suggested this. Highly recommend!”

“She was wonderful with my puppy! I was worried since it was going to be the first sleepover for him since adopting him, but after meeting her I knew he was in good hands. Super thankful that everything went great and will totally go with her again!”

“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”

“Outstanding dog sitter! My dog had a blast and Pamela C. was wonderful about documenting it through photos and sharing. Excellent communication and clearly a wonderful dog person. Highly recommend!”

“Could not have asked for a better experience. Our pup Margarita loved her stay and can't wait to come back! Lindsay is very responsive and sends lots of pictures. So happy to have found a sitter I can feel so comfortable leaving in her care. Will definitely be booking again!”

“First time boarding my puppy and had to book last minute. Briana & Isaiah responded quickly and made the experience easy and stress free. I could tell quickly that was Benny in great hands! When I picked him up he had the best send off, they truly care. Will definitely book again.”

“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!”

“Smooch had a great time during her stay and was a very happy pup when she returned! I am especially thankful she had so much room to roam on your property. Thank you so much for loving her like we love her!”

“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!”


“We had the absolute pleasure of having Brittany watch our Toby for extended stay while we were on vacation. From the first meet and greet, we were certain we made the right choice as it is apparent Brittany genuinely loves animals and pet sitting. Her beautiful home and farm is such a welcoming place for animals of all kinds and our dog even used the pool for swimming. We really enjoyed the daily pictures and updates from Brittany to put our minds at ease. She even gave our dog a bath at the end. Highly recommend Brittany if you are looking for a loving pet sitter!”

“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.”


“Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”

“My husband & I were ever so grateful to have our dog, Star, board with Rich. We had never been away from her for 2 weeks before and we hated the idea of leaving her in a cold, cinder-block kennel. Rich provided a warm, friendly home where we could trust that Star enjoyed her stay. We were happy to get updates and pictures of Star throughout our vacation. Even though these made us miss her all the more, we were happy to know she was being cared for with love. We will definitely contact Rich the next time we need to board Star.”

“Wonderful person and family. Provided lots of pics to ease my mind because this was our first time. Allowed us to do a meet and greet the day before and was so accommodating to his allergy needs. Will definitely use again.”

“She had done greet with our dog lili she is about a year and six months old no issues at all very knowledgeable of dogs in their situations as well as understanding their behavior with no issues she took care of my dog and my dog played with her dog so now my dog has a friend they went to the park together and everything and she bought my dog back, clean safe and sound no issues Thank you very much once again for watching her for the five days. It’s been great. We definitely use her again just for dog play dates. Also she’s amazing. Don’t hesitate.”

“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”

“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”

Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.






























