Dog Walkers in Chestertown, NY
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Chestertown dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I am a reliable and compassionate pet care provider with a genuine love for all animals of all sizes and personalities. I have dogs, cats and a rabbit of my own. I have decades of experience walking, feeding, administering basic care and providing lots of attention and affection. I understand that pets are family, and I take pride in treating every animal as if they are my own. I am dependable, patient, and attentive to each pet's unique needs and routines. Whether it's daily walks, drop in visits, overnight care, or extended sitting. I strive to keep pets safe, comfortable, happy and loved while giving pet parents peace of mind. I am committed to providing trustworthy, high quality care, and building lasting relationships with both pets and their owners. I am a stay at home mom of 5 sweet, lovable, playful dogs. So plenty of time for any of you and your fur baby's needs! We have a fenced in yard, and 5 sweet fur faces to help keep your pup entertained, engaged and all around happy. With constant supervision.
About: I have spent my entire life surrounded by animals. From childhood pets to caring for my own senior dogs, animals aren't just a hobby for me—they are family. Most recently, I was the proud "pet parent" to a beautiful Weimaraner for 15 wonderful years. While I’m not quite ready to bring a new dog into my home permanently, I have a surplus of love and care to give, and I miss the daily joy that canine companionship brings. My Daily Routine: Integrated, Flexible Care Pet care isn't just a side task for me; it’s a seamless part of my family’s daily life. While I work full-time, I am fortunate to have a highly flexible schedule. My office is located nearby, which allows me to be "on-call" for my furry guests throughout the day. A Typical Day Includes: Morning Kick-off: We start the day with a potty break and some fresh air in my fully fenced yard before I head to the office. Midday Check-ins: I prioritize dropping back home (or to your home) during my lunch break for potty breaks, midday walks, and plenty of head scratches. This ensures no pet goes too long without a stretch and some affection. Afternoon Enrichment: After work, the real fun begins! We spend time outdoors watching the chickens (our favorite "Chicken TV") or playing in the yard with my two young children. Evening Wind-down: Evenings are for relaxing. Whether I’m doing an overnight stay at your place or hosting at mine, your pet will have constant companionship, evening walks, and plenty of couch cuddles. Because of my proximity to home and my flexible hours, your pet will never feel lonely. I prioritize quality time and active engagement during every visit, ensuring they feel like a true member of the family while you're away. Supervised Socialization With two young children (ages 5 and 6) who adore animals, safety is my absolute top priority. My children have been raised to respect a dog’s boundaries, understanding "dog language" like when a pup needs space or is finished playing. All interactions between my children and your pet are 100% supervised to ensure a positive, stress-free experience for everyone. Secure Physical Boundaries My home is set up for safety and peace of mind: The Yard: I have a fully fenced-in backyard where dogs can run freely and securely. The Chicken Safety Zone: My chickens are kept in a separate, double-fenced area. This allows dogs to enjoy the mental stimulation of watching the birds ("Chicken TV!") without any risk of physical contact or prey-drive incidents. Indoor Retreats: I maintain dedicated "quiet zones" where your pet can go if they need a break from the family action. Whether it’s their crate or a specific cozy corner, I ensure they have a place that is off-limits to the kids. Experienced Oversight Having cared for a Weimaraner for 15 years, I am highly attuned to a dog's subtle cues. I work full-time but have the flexibility to be home frequently throughout the day, ensuring the yard is supervised and everyone is following the "house rules." I treat your pet’s safety with the same level of seriousness I apply to my own children’s.
About: I grew up surrounding myself with animals, since I was seven I spent all of my time at our horse farm and I learned to take care of animals big and small. This grew into my life passion which is animals. I studied animal science at UMASS Amherst and UNLV and also have worked at various animal clinics with different roles as a kennel technician and a veterinarian assistant learning so many skills along the way. Yet my favorite thing I have done so far is taking care of animals while their families enjoy a vacation away! It takes the stress out of going to the kennel, the animals get to show me the ropes and the owners always have daily updates and pictures! I currently work part time at a local restaurant, and my shifts are typically mid afternoon to the evening, but I am flexible upon request!! I am more comfortable coming to a clients home. I own two cats and unfortunately do not have a fenced in yard. But there are parks around my neighborhood that are great for walks.
About: Ive taken care of all types of animals large and small. From monarch caterpillars and goldfish to pigs and horses. I was entrusted with the care of neighbor's pets, friend's farms, and took on the care of the rescued strays as part of the dog control in my hometown. Im no stranger to administering medication as needed. Animals are my livelihood so you can rest assure that your furry, feathered, or scaly family member will be happy, safe, and loved with me :) Last minute changes aren't a problem so if you decide to vacation a little longer, thats no problem. I am flexible with scheduling most days. I am able to come to your house and petsit there making it easier on your fur-family. I can do drop-ins or overnights, daily walks and playtime, feeding, and medication administration. Anything your pet needs, i can provide.
About: I've had pets since I was 7 years old and have always loved animals. My husband and I have 3 cats, Olive, Marcel and Gus. I enjoy being able to spend time with other people’s pets and ensure they are cared for and have the same routines and schedules as when their pet parents are home. I’ve cared for friends and family's animals in the past. I can administer medicine, follow feeding schedules, walk, play and spend quality time with your pets while you are away. My husband and I moved from Indianapolis to New York in October of 2022. We’ve been spending most our time on home renovations and loving how peaceful our new home is. I am available to stay in client’s home and/or provide drop in care and walks as well. I will follow instructions provided so that you feel confident your pet is well cared for and I will update you with pictures and check in regularly.
“Jaimi is fantastic!! She is a phenomenal communicator and took wonderful care of our sweet but high-energy dog. It was such a relief to know that our dog was in capable hands.”


About: Hi, I'm Lillian. My husband and I own a golden retriever, Fitz, and love to hike, bike, and explore our gorgeous surroundings! We are new in town after spending recent years in Utah and Montana. I look forward to meeting your wonderful furry friend(s)! I have owned and cared for many types animals from chickens to guinea pigs, bunnies, and cats for most of my life. Spending time outdoors and being around animals of all kinds are things that energize me and bring me joy! I take my responsibilities as a caretaker seriously while also having fun. When appropriate, I love to take the dogs I care for along on hikes. Thanks so much for considering me for your pet care needs. I'm often free on weekends, holidays, and evenings. I typically work in person during business hours, so I like to care for pets who can be left home alone for 8-9 hours on weekdays. I live with my husband and our golden retriever who loves other dogs. If you hire me for dogsitting it will be just me, though! I'm very tidy and happy to help with little things such as looking after plants and getting mail while I’m there.
About: I’ve been the go-to sitter for my sister’s and in-laws’ pups over the years. I’ve cared for my sister’s diabetic dog, following medication and feeding routines closely, and looked after my in-laws’ dogs while they were away on vacation—making sure they were walked, loved, and well cared for. I’m calm, reliable, and treat every dog like family. Whether your pup needs playtime, belly rubs, or a little extra medical attention, I’m here to help! Pet care fits naturally into my daily and weekly routine. My schedule is flexible, allowing me to be available whenever needed, including mornings, afternoons, evenings, and weekends. I truly enjoy spending time with animals—whether it’s walking, feeding, playing, or simply keeping them company. I’m reliable, attentive, and committed to providing consistent, loving care tailored to each pet’s individual needs. Although I’m based in Granville, I also spend time in the Queensbury area and am happy to offer services in both locations and surrounding towns. When caring for pets in their own home, I focus on keeping their routine as normal and stress-free as possible. I follow any instructions closely—whether it’s feeding times, walks, medications, or playtime—and make sure your pet feels safe, loved, and comfortable while you’re away. I give them plenty of attention, keep their space clean, and send updates so you can relax knowing they’re in good hands. My goal is to treat your home with respect and your pet like family

“Colleen D is fantastic!!!! She cares for every need (and wants!!! LOL) my pooches Bella and Sophie have. She is reliable, caring, attentive and loves my dogs as if they were princesses and her own. She is always there for me even in short notice. I am extremely greatful for her attentive care, passion for animals and over all kind spirit. It comes without any reservation that I would wholeheartedly recommend Colleen for any type of care.”
About: I have had pets my whole life. I currently have a small farm. I have chickens, ducks, turkies, pigs, dogs and cats. Alone with rabbits and guinea pigs. we are a very pet friendly area. Live in a wooded area on a dead end street. I currently work from home and have time for pet care. My youngest daughter is also in the home. Also have my granddaughter here on the weekends. she is 11. I will provide care in my home since I work from home this is the best for me at this time. I also have my 11 yr old granddaughter here on weekends.
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Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Chestertown.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.

