Dog Walking Oakwood

“Baylie was so great with our dogs! We have two Belgian malinois (one of which is a puppy), and she handled our very difficult breed so well! She walked them both every weekday for about a month and I can confidently say I would absolutely recommend her!! We will be calling Baylie up if our babies ever need more walks!! Big thanks to her!!”

Jordan H.

“Laura has been excellent for us. Our dog can be a handful around other dogs and Laura shows her expertise in keeping things calm during walks. Communication has been great and we’ve never had any scheduling issues. Laura’s rover cards are excellent and we get plenty of pictures! We’re really grateful we found Laura and that she had the availability for us. Highly recommend to anyone who is looking for a kind, reliable, trustworthy dog walker.”

John S.

“Thomas is so good working with our 14 1/2 year old black lab with some serious arthritis. He helps her up the stairs and competently gets her on and off the boat. When Thomas is here, we don’t worry about her while we are away. He goes above and beyond for our old girl with a smile and kind words.”

Dottie L.

About: I have always grown up surrounded by dogs of all breeds and cats as well! Personally, my family always had golden retrievers (okay, I have a soft spot). Over the years, I have always watched neighbors or family pets, including my own. I’ve helped manage any illnesses that may have come along with any dog or cat needing medications or special therapy! I have a LOT of experience with puppies and the training/ time that goes into that development as well. I also am active, so spending time and keeping the dogs and cats I watched busy and playful is super important to me. Overall, treating the pets around me like family has always been second nature to me and I hope to bring that quality to you! I will be starting a new sales role 9-5 in downtown Annapolis! With that said, my availability April 1st will move to mornings and evenings - drop ins/ walks. The remainder of March is free for all times of day! I live in an apartment that is not quite the right size for a dog of my own - however, I am excited to be taking up this opportunity through Rover as a way to still hang out with animals whether it be check ins or walking through town. Building trust is huge for me and so I hope that with future clients that is something that can be earned! I am reliable and respectful and most importantly eager to work with you 🙂

“Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.”

Sadie S.

“Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.”

Andrew L.

About: I have been dog sitting for three years. I am also working in a dog kennel, so I have experience feeding, playing, and cleaning up after dogs. I have experience with medication and making sure a dog has their medication everyday. I can not wait to meet you and your fury- babies. I am currently working full-time at a kennel and daycare facility. I have a passion for working with dogs and I am looking for a way to incorporate that into my weekends. I have a roll of poop bags on me and an extra slip leash for walks. I also keep different varieties of treats in case of allergies.

About: Hi everyone this is an update as of July 2026. I am a retired American Airlines Flight Attendant. I like to travel, do volunteer work, workout, meet my good women friends for coffee, lunch, etc, and spend time with my partner (a retired pilot). We occasionally sit together and he enjoys all my lovable pets as much as I do. I am about as risk free and responsible as they come! Hopefully, I can help out those who need pet/ house sitting. Also available if you just need someone to come for a few hours. These services are for dogs under 20 lbs and cats. If you have larger dogs that do not require walking, I can let them in and out (if you have a fenced in backyard) play with them, exercise, feed, water, meds, etc. Otherwise, if they need walking I need to stick to the under 20lbs. I can sit and housesit/ visit cats also, my only request is that there is a room for me to sleep in that the cats do not use. Yes, I am slightly allergic and I do wear my mask when brushing them. I have unfortunately, put my Bichon/ Maltese of 16 years down about 4 years ago. So I do not own a dog or cat at present. She had a collapsed trachea and some heart issues and was starting to have high risk seizures at 16. Hence, I am familiar with elder dogs and giving them medications. Before Maddie I had a female golden who lived to be 15 and 1/2. I have also owned two cats over my lifetime. Thank you for your interest and let me know if I can help you out. Also feel free to ask me any questions you may have. I am retired with a couple of hourly volunteer positions and I travel on occasion. Consequently, I have plenty of time to give your dog(s) or cat(s) special attention! Unfortunately, I cannot have the Fur babies over to my house because of my landlord's restrictions, but more than willing to come by to let your dog out for exercise, walk, feed, water, snuggle, and give medications. I can also spend the night while you're on vacation, check your mail, and water plants.

“Maribeth is so attentive and loving to the dogs she walks, she treats them like her own!”

Grace K.

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

About: Recently I moved away from my two big, affectionate, quirky dogs who have given me lots of dog experience: playing, walking, dog beach days, hikes, and just hanging out giving dogs the individualized quality time they deserve. Having grown up with pets, my experience is thorough, my personality is calm, quiet and attentive. I have experience with walking and caring for dogs other than my own and with overnight dog sitting, nannying for families with dogs, and spending time with dogs we have watched at our house for other families. Pets should get intentional and quality time, love, and play time, and I am a very patient, responsive, and dedicated person who would love to help out in giving this to your dog/s! I’d love to be available to meet and care for the pups you care so deeply for in your busy times. Dogs fill my cup! I am available and flexible. Willing to work with whatever you may need. Weekends, weekdays, mornings, daytime, evenings, I will coordinate with my schedule and yours as well, contact me to discuss availability. Most importantly I can honor owner's requests. Time spent meeting and learning your pet is always helpful and preferred before caring for them. Depending on the service, let’s discuss your thoughts!

About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.

“Snowden is great! We were new to working with a dog walker. We usually would drop Grace off at the dog sitter’s place because she can be protective of our house. Snowden worked with us the first two dog walks - taking time for Grace to get to know her. But Grace liked her from the start. Yesterday Snowden came by to take Grace on an hour long walk through the nearby park. She also was thoughtful to bring in some packages that were delivered on the front porch.”

Katie D.

About: I’ve grown up around dogs, from friends to family, and have a family diva shih tzu in Maryland that is mostly family trained. I’ve also fostered a pitbull mix for a month! I’m also a dog walking volunteer at a local animal shelter. I’m good with animals and as an eldest sister I have a natural caretaking instinct (as well as being responsible and hard working ) :) I currently am a Ballet Dancer with the St Louis Ballet and have a part time job. That being said most of my morning and nights are available for all your pups / kitties needs :) I am an avid walk talking and will indulge in a run if your pet is up to it! I make sure to follow the owners instructions and treat the pet as it was my own, as well as the owners property and belongings

“Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!”

Keith K.

About: I have experience caring for dogs of different breeds, sizes, and personalities. I’m dependable, patient, and always make each pet’s safety and comfort my top priority. I understand that every pet has its own routine, so I follow feeding schedules, medication instructions, exercise needs, and any special requests exactly as provided. Pet care fits well into my daily routine, and I have a flexible schedule that allows me to provide reliable care throughout the week. Whether it’s morning walks, midday check-ins, evening visits, or overnight stays, I’m committed to making sure pets receive the attention, exercise, and companionship they need. I also make it a priority to stick to each pet’s normal routine so they feel comfortable and well cared for while their owner is away. I treat every pet with patience and respect, paying close attention to their behavior and needs. Whether they enjoy active play, long walks, or simply relaxing with company, I adapt my care to help them feel happy and comfortable while their family is away.

About: Hi!! I work from home and am looking to make a little extra money. I am 27 years old and have been a pet owner my whole life. I currently have two dogs and one cat. I have a lot of experience with pet sitting and am comfortable with all animals! My work schedule varies but it does allow me to be pretty flexible, especially during typical working hours. I am also an early riser so anytime in the mornings is great for me! I am extremely reliable and responsible and can assure that your pets and your home will be in good hands. I have been entrusted to house sit many times and can provide references.

“Justine was awesome! We asked her last minute for a walk and she was available and understanding. She took my pup on a great walk and sent lots of pictures! Highly recommend”

Holly N.

“On time, would recommend definitely recommend. She’s good with Roxy and follow instructions great”

Gearld k K.

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.