Dog Walking Chestnut Hill

“Jessica did a great job walking our Australian Shepherd! It was my first time using Rover and she made it super easy. She was right on time, professional, and friendly. Will definitely be reaching out to Jessica next time I need helping walking my dog! Thanks Jessica!!”

Annie N.

“Excellent and reliable care! DAMACIA was available with short notice planning and ensured that Bear got everything he needed. She even made sure he got excellent care on the rainy day and bear, like most pups, is not a fan of the rain. I highly recommend DAMACIA and will book with her again when I’m looking for help!”

Kyle W.

About: I’ve been watching neighborhood and family pets since I was 13, both cats and dogs, elderly and young. I know when to give attention or whether to give them space. Hey! You can also call me Jaxon (he/him.) I’m auditioning for local theatres in Richmond, so my schedule is rather flexible. Weekends and weekdays are currently open, with room for rehearsals and show dates. I’d cater to whatever the pet needs. Some animals like to explore, so I’d supervise as they do so. Others are more reclusive, so I’d keep watch from a respectful distance.

“Got along very well with my mini poodle, she may be his new best friend 🧡 they did great together from the moment they meet at the meet and greet, she did an awesome job”

Cristina C.

“Sarah was amazing! I especially loved the videos she shared. It really made us feel so much better being able to see them! Sarah gave our babies love and cuddles, was very good with communication, and really is a wonderful pet sitter. Highly recommend and will book again when needed. 💕”

Cameron

“Kiara was extremely reliable and patient with both of my dogs. One has a neurological condition and Kiara was able to handle her with grace. Would highly recommend and use again.”

Rochelle R.

“Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.”

Erin D.

“Wesley was Fabulous with our dogs Dega and Ripley. He spent a lot of time with them and gave them lots of attention. This is what I want in a Dog Sitter / Walker.”

Brigitta Sylvia S.

About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)

“Kristy did a great job with our pups and was very patient with them. Looking forward to more walks with her.”

Chuck B.

About: Dogs and cats aren't just pets to me—they are family, confidants, and absolute best friends. My own pets are my genuine besties, and I promise to treat yours with that exact same level of unconditional love, respect, and playful energy! My house is a happily packed pet paradise, and all five of my fur-babies are adopted rescues! I have a massive heart for rescue animals and am the proud pet parent to two wonderful dogs—Harry, a Portuguese Podengo Pequeno, and Sally, a Cairn Terrier/Corgi mix. We also share our home with two gorgeous Norwegian Forest Cats, Chaussette and Hugo, and our sweet senior calico queen, Greta (lovingly nicknamed Goose). I have spent my entire life raising, loving, and working with animals. Over the years, I’ve owned and cared for Corgis, German Shepherds, Black Labs, and unique mixed breeds of every shape and size. Professionally, I have extensive experience working housesitting and petsitting jobs for giant breeds, tiny pups, and everything in between. Why In-Home Care Matters: I focus entirely on taking care of pets in their own environment. Boarding facilities can be loud, chaotic, and scary. By keeping your dogs and cats at home for walks, drop-ins, and weekend stays, we maintain their exact eating and sleeping consistency, heavily reduce their separation anxiety, and eliminate the stress of an unfamiliar place. Your pet gets to stay in their favorite spot on the couch, and I bring the love directly to them! Specialized Care You Can Trust: * Senior & Special Needs Care: Because I care for my own sweet senior rescue Greta at home, I have a deep understanding of senior dogs and cats who need a slower pace, gentle handling, extra bathroom breaks, and patient companionship. * Medical & Medication Management: I am fully confident and experienced in administering medications (oral pills, liquid supplements, or topical treatments) safely and strictly on your required timeline. * True Cat Adoration: I absolutely adore cats! I respect their boundaries, will happily scoop litter boxes to keep their space pristine, and am always ready to whip out the feather wand if the mood strikes your kitty for some playtime. * All-Size Confident: From massive, energetic guard dogs to small, independent pups, my professional sitting background means I know how to handle and lead dogs of any size safely. When your besties are with me, they get a dedicated friend who will send you plenty of fun photo updates, respect your house rules perfectly, and keep them safe, happy, and completely spoiled in the comfort of their own home! I work a standard full-time day job, but my schedule is highly optimized for local pet care! I am available for weekday lunch-break check-ins, daytime drop-in visits, and refreshing dog walks. I also specialize in weekend overnight house sitting stays (and can occasionally accommodate weeknights by special request), making sure your fur-babies get dedicated evening cuddles, structured morning routines, and constant love. I always recommend a free 30 minute meet & greet with you and your pet(s) prior to booking. This helps everyone involved and especially your pet.

“Kassandra is just the best. You can tell she cares and she took the best care of my dogs. I will absolutely be using her in the future. Thank you!”

Jared L.

About: I’ve watch dogs and cats for four years when needed, from a one time visit to 2 weeks of checking in three times daily. I’ve also handled turtles and fish in the same capacity. Am happy to clean out a litter box, take a dog on a walk, or do more. Any added bookings within 24 hours of the first check in, or during visits, is subject to an additional 16$ fee. Any bookings more than a 15 mile drive may be subjected to an additional one time 20$ fee! I’m a student full time and therefore am out of the house from around 9-2 most days but am otherwise available for your pet care needs. I love to spend some extra time at a clients home giving their animal more love and affection to ensure they don’t feel lonely or abandoned.

“Bruce is great. He showed up minutes before the appointed time to be certain he was not late. He thrilled the dogs with their first ride in a convertible. He sent plenty of pictures including those that look like the dogs are smiling ear to ear. He was prepared with water during the walk and gave them breaks to rest from the heat. Our yellow lab is usually restless and constantly pulling my husband but she behaved for Bruce. I would highly recommend him.”

Kathy C.

“Kiki had the best time with Janini. Pick and drop off was perfect, she was nice and sleepy when she got home. She can’t wait for her next visit with Mrs Janini!!”

Kristin C.

About: Hi there! I’m Fabrizio, proud dog parent to Bruno, my 5-year-old buddy who taught me that every pup has their own personality and needs. Over the years I’ve also cared for the pets of friends and family — from playful puppies to older dogs that just need extra love and attention. I’m flexible, reliable, and love keeping owners updated with pics and messages. With me, every walk is an adventure and every cuddle feels like home. 🐾🐶 I work as an independent sports agent, which means most of my job is done from my phone and laptop. Because of this, I have a very flexible schedule and can easily adjust my day around walks, drop-in visits, or pet sitting. Whether it’s mornings, afternoons, evenings, or even weekends, I can usually make it work. I’m happy to discuss your pet’s routine and find the perfect times to keep them happy and cared for. Your pet’s safety is always my top priority. When I’m in your home, I respect your space and follow all instructions carefully to make sure your pets feel comfortable and secure. I treat every house as if it were my own, with responsibility and care. On walks, I’m always alert to surroundings, traffic, and other animals. I keep dogs safely leashed, avoid risky situations, and make sure they get exercise in a fun but safe way. You can trust that your pets will always be in good hands with me.

About: Hi, I’m Cindy! I’m a lifelong animal lover and experienced pet sitter who truly enjoys caring for dogs. I specialize in small dogs and small-breed puppies, providing a safe, loving home where they can relax, play, and feel like part of the family. Dogs around 20–25 lbs may also be considered if they are small in stature, such as Corgis or Pugs. If you’re unsure whether your pup is a good fit, feel free to reach out! I’m home with the pets most of the day as a stay at home mom, so your pup will have plenty of companionship, attention, and playtime. Days are a mix of supervised backyard play, making new friends, cuddles, and relaxing together. I’ll keep your pup’s normal routine as much as possible so they feel right at home. Flower and Cupid love having friends over! Your pet’s safety and comfort are my top priorities. Our home is safe, secure, and designed with small dogs in mind. We have a large, fully fenced backyard with locked gates, and I stay outside with the dogs during playtime. Security cameras provide an extra layer of protection, and pets are fed separately for safety. I also carry separate liability insurance for added peace of mind.

“Emily has done a great job walking Teddy while I’m at work. I highly recommend here and I will be using her walking service in the future.”

James D.

About: Hi! I’m a lover of all pets, young, old, big, and small! I have two dogs, a 12 year old Chesapeake Retriever Lab mix and a 4 year old Great Pyrenees mix, and I genuinely enjoy caring for animals of all kinds. Whether your pet is playful, shy, energetic, or prefers a quiet companion, I’ll make sure they feel safe, loved, and well cared for. In addition to providing exceptional care, I believe in great customer service. I’ll follow your instructions carefully, keep you updated, and treat your pets like family while you’re away. So, when can I start? I am excited to meet your adorable pets! Please reach out to me if you have any questions or need certain times for your loves! Hi there! I have a townhome with two dogs and prefer to take care of your pups at your home where they feel comfortable the most! 😃

About: I have always been raised around dogs and love all breeds. A few years ago we adopted our own three- legged mixed pup who has filled our hearts with love! We also have another rescue mix that is high energy and keeps his friends playing all day! They love to play, but also love to cuddle and relax. We have never had trouble with our fur babes getting along with others. We and our dogs love to play and go on walks! We have a nice sized backyard that is fenced in and a great neighborhood to walk in with a park near by. Due to our opposite work schedules someone is almost always home to be with the dogs. We would love to meet your furry friend and let the playing and cuddles begin!