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!”
“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”
“Gisel and her family took great care of my girl Kola. Kola had a case of severely itchy paws pop up the day before we were set to leave town. I was able to get some meds from the vet before we left. I let Gisel know what was going on with Kola, as she was licking and chewing her paws and they were very red. I kept socks on her paws and gave her Benadryl in between the meds from the vet. Gisel also kept this up for the four days Kola stayed with her family. I was so thankful and appreciative of the extra care Gisel and her family gave Kola. Kola’s itchy paws popped up so last minute and Gisel assured me she would take great care of her and she did just that! I would definitely use Gisel again for Kola!”
“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!”
“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!”
“PARIS WAS AMAZING! WE RECEIVED DAILY UPDATES AND PICTURES WHILE SHE HAD MOCHA. I WAS VERY PLEASED WITH HOW SHE WAS CARED FOR!! THANKS PARIS I WILL DEFINITELY USE HER AGAIN FOR OUR NEXT TRIP!!”
“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!”
“Danielle helped give me peace of mind during my trip. I haven’t been able to take a vacation in a long time due to not having anyone to watch over my old guy to make sure he stays safe. She provided updates and gave him love as I would. 100% recommend.”
“So glad we had Briana and Isaiah take care of our pup for a few days. They are very nice and we know our pup was well cared for. Highly recommend! Will definitely use them again next time. Steve n Linda W”
“Barb was fantastic! We chose her because of her experience with dogs of all ages, especially older pups. Although our pup was a bit nervous, she seemed to settle in well and made herself at home. Really appreciated the updates and pics to let us know all was good.”
“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”
“Katelyn is amazing and helped our family on short notice when we had to fly to another state for a funeral. She took amazing care of Gary and he was well-loved by her children and her husky, Balto. I highly recommend her!”
“Shuling was like a second mom to Wally while I was away! They treated him like he was their own and he loved playing with their dog. Shuling sent pictures and videos every day so that I felt comfortable. Looked like he was having a blast! Will definitely book again.”
“If I could pack them up and move them with me to new house I would. Jenn and her husband were great very flexible were happy to add two more days of care when our plans changed. Jenn sent pictures everyday with updates. Tahoe was also clean and brushed when I picked him up and a happy pup.if I was still in area would definately use again”
“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!”
“The level of detail and care that Patrick & Bahiya is above my expectations. This is the second time boarding my dog with them due to their trust and professionalism.”
“We were looking for someone to care for our Luna who would treat her like one of their own and keep her safe while we were away on vacation, and we found that person in Brittany. Her love for animals of all kinds and sizes is obvious and we are so grateful to have found a place like Safe Hayven Fields. The property is a perfect getaway with a large fenced in yard for running and playing, and the pool for pups that like to swim. Brittany is such a great caretaker, sending us daily photos and updates, even going above and beyond to replace Luna's bed when another pup made a hole in hers! We will be back and look forward to having Luna spend more time on the farm 💜”
“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.”
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.”
“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 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.
“Zelle was tremendous! When we first met she put me at ease right away, so friendly and asking such good questions. She really wanted to understand our dogs differing needs. During our absence, she checked in at our agreed upon times and sent lovely pictures at each check-in. It was such a comfort to know my fur babies were cared for so lovingly. Will not hesitate to call on her again.”
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 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.
“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: Hi! I'm Jordan, a lifelong animal lover with a special appreciation for cats and their unique personalities. I understand that every cat is different—some love attention and playtime, while others prefer quiet companionship and routine. My goal is to make sure your cat feels safe, comfortable, and cared for while you're away. Whether that means feeding, litter box maintenance, play sessions, administering basic care, or simply providing company, I'll treat your cat with patience, kindness, and respect. I'll also keep you updated with messages and photos so you can have peace of mind knowing your feline family member is in good hands.
“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 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 am a mature and reliable cat sitter. I operate with a genuine love for all all animals and have a history of community service and donations to animal shelters and causes. I have been a cat owner for over 12 years and currently have one senior cat. When it comes to cat care, my extensive experience and commitment to feline companionship shine through. I specialize in socializing skittish cats, exercising larger cats, and soothing senior cats. I am detail-oriented, ensuring that your pets get the care and attention they are accustomed to, including medication management, grooming, and in-home care. I am proactive in communication and am also highly responsive, giving pet-owners piece of mind. With me as your trusted pet sitter, you can confidently leave your cat/s in capable hands. Your pets' happiness, safety, and well-being are my top priorities, and I take pride in delivering exceptional care tailored to their individual needs.
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 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!
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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: ***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!
“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!”
“Can’t thank Sydney enough for a wonderful day at her home for Aurora! Everything was perfect, with plenty of room to run outside and enjoy the outdoors. Even made a new friend! Can’t wait to be back again soon.”
“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🐾💕”
“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!”
“Emma was so sweet with Puddin' - just the kind of energy that makes my nervous standard comfortable. She was also very flexible with me as I needed to drop off Puddin' way later than originally planned.”
“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.”
“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!”
“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”
“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.”
About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!
About: I have walking experience cleaning up after pet playing or just hanging out with them whatever they are in the mood for.your pet will be the main focus for my visit This is my primary focus at this time so my schedule is pretty open for availability.i can also help with special requests if needed . I would like to meet the owners to make sure I am a good fit but I will listen and take notes on everything needed or expected for their furry friend
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’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 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 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: 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: Hi! I’m Chloe, a reliable and caring pet sitter with a genuine love for animals of all kinds. Whether your pet needs daily walks, playtime, or just some extra affection while you’re away, I’m here to make sure they feel safe, comfortable, and loved. I’m attentive, patient, and experienced with pets who have special routines or unique personalities. Your furry family member will be in good hands! Im a Healthcare worker, beach lover and enjoy cruising in my Jeep. Available Fridays,Saturdays and Sundays some mondays. I do work Tuesday Wednesday Thursday 12 hour shifts but I wouldn't mind stopping over before work or after work. I will treat pets like they are my own. I will feed them,play with them and make sure they are comfortable and happy before I leave.
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.
“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 grew up on a farm in Maryland and were around animals daily! My business is financially affordable and will give you peace of mind that your pet or pets will be taken care of when you are not at home. I’am not working anywhere else at this time and have the time to love and care for customer’s pets. I will follow all my customers instructions to ensure their pets safety and general well being. Sorry I don’t watch pets in my home. I feel your pets are more comfortable in their own homes. Pets feel more relaxed in their own environment.
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 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 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.
“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”
“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!”
“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!”
“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!”
“So glad we had Briana and Isaiah take care of our pup for a few days. They are very nice and we know our pup was well cared for. Highly recommend! Will definitely use them again next time. Steve n Linda W”
“Jasmine took wonderful care of our dog Hank over a long weekend for us. Hank came home happy and healthy and had a fun time with Jasmine! Jasmine is communicative, flexible, responsive, and a real animal lover. Your pets are in good hands here with her!”
“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 lost count of how many times my fur baby has been with nicole. she does an amazing job, from drop off to pick up. my baby is always taken care of by not just her, but the whole family. i wish i could gatekeep her, but others deserve her amazing hospitality as well!! smores always has a blast and she’s great for helicopter moms like me who like updates 24/7. i couldn’t recommend enough!”
“If I could pack them up and move them with me to new house I would. Jenn and her husband were great very flexible were happy to add two more days of care when our plans changed. Jenn sent pictures everyday with updates. Tahoe was also clean and brushed when I picked him up and a happy pup.if I was still in area would definately use again”
“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!”
“Rich was amazing and took great care of my Shiba Inu! He has a fenced in yard, my boy got lots of time outside, Rich was very communicative and sent pictures, I picked up a very happy dog! Overall 1000/10 would recommend and will be in touch with Rich again in the future! I appreciate you Rich!”
“The level of detail and care that Patrick & Bahiya is above my expectations. This is the second time boarding my dog with them due to their trust and professionalism.”
“We were looking for someone to care for our Luna who would treat her like one of their own and keep her safe while we were away on vacation, and we found that person in Brittany. Her love for animals of all kinds and sizes is obvious and we are so grateful to have found a place like Safe Hayven Fields. The property is a perfect getaway with a large fenced in yard for running and playing, and the pool for pups that like to swim. Brittany is such a great caretaker, sending us daily photos and updates, even going above and beyond to replace Luna's bed when another pup made a hole in hers! We will be back and look forward to having Luna spend more time on the farm 💜”
“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.”
“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.”
“Ceil took care of my dog for a few overnights and I could not be more happy with the care he gave. From the time I dropped him over I knew right away my dog was in good hands. He kept me updated with pictures and videos which was very warming. If there were 10 stars I woukd of gave all 10”
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