Dog Walking Rolling Hills
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 41 pet parents in Rolling Hills have booked dog walking
Rolling Hills, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I selected Marley as a back-up to my regular walker. She has been professional, dependable, flexible, and fun for my puppy. I would highly recommend her and plan to use her much more in the future!”


About: I’ve grown up primarily caring for and riding horses which has remained my life until now. I live on a farm with my 2 horses, 2 barn cats, and 3 dogs - Sawyer, a 9 year old Siberian husky, Teagan, a 5 year old Australian Shepherd/Basenji mix, and Dozer, a 2 year old pittie. All were privately rescued from their own unfortunate situation, but landed them safe safely here with me through the end of their journeys - as all my previous rescues have been fortunate enough to experience. I take my relationships to animals, very seriously, balancing a level of compassionate empathy that allows me to be president enough to tune in to their energy and emotions, with a knowledgeable and experience mindset with the ability to read body language and observe social dynamics allowing me to always be proactive and advocate for an individual animals needs. This ensures a superior level of safety, as well as promotes overall well-being under my care. I have a seasoned an extensive background in animal welfare with a focus on rescuing and fostering Siberian Huskies & other northern breeds. I successfully ran a small dog walking and pet sitting business for the Anne Arundel County area from 2013 thru 2017. I’m grateful to be back & offering my services full time with a focus on daily dog walking. I am educated & experienced with dogs, cats, horses, exotic, reptiles & livestock of all breeds & sizes having worked & learned from alongside various animal professionals, trainers & behaviorists, welfare leaders, & veterinarians. I’ve worked in 40+ horse stables to 50+ dog boarding facilities & cared for many animals from mixed livestock farms to backyard homesteads to large exotic pet set-ups. I am also certified in Animal Reiki Healing. I look forward to loving your pets almost as well as you! 😉 I am very attentive to your pets needs, whether it be in a fenced yard or on leash, I engage with them in play & offer individualized attention making sure they are happy & well taken care of. You’ll receive updates with photos during &/or after their care is complete! Not a single pet will be neglected on my watch! We will coordinate a schedule that mimics your pet’s current routine as closely as possible I do not allow your dogs to greet strangers or other dogs, whether they may know them or not. I offer plenty of space when walking them, do not allow them off leash or take them to public dog parks. I do carry pepper spray in the rare occasion an off leash dog is aggressive. (This has happened unfortunately, but I feel safer being prepared than not).
“Amber was absolutely awesome. She walked our dog Cisco for a few days during the week when I was out of town on business and my wife was working late in DC. She was on time, she was kind and she even dried her paws off when it was a rainy day. We will definitely be using her services again! Thank you Amber.”
“Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.”


About: Hi! I’m Courtney — a true dog lover, experienced pet caregiver, and someone who treats every pet like family. As a dog mom myself, I understand how important it is to trust the person caring for your pet. Whether your dog loves long walks, playtime, couch snuggles, or just a calm and reassuring presence, my goal is to make them feel safe, comfortable, and loved while you’re away. I have extensive experience caring for dogs with a wide range of personalities, energy levels, and care needs, and I pride myself on being dependable, communicative, and attentive to details. For house sitting, my standard rate includes typical care such as feeding, walks/potty breaks, companionship, overnight care, and lots of love. If your pet requires additional support — including senior care, medication administration, frequent potty breaks (every few hours), mobility assistance, separation anxiety management, or near-constant supervision — please let me know before booking, as these higher-needs situations may require custom pricing to ensure I can provide the level of care your pet deserves. Please be as detailed as possible about your pet’s routine, behaviors, and care needs so I can make sure we’re the right fit. Looking forward to meeting your furry family member!
About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.
About: I have taken care of family pets for the last 10 years along with regularly dog sitting for a few families and decided to expand my dog sitting to more people. I absolutely love pet sitting for all types of animals! I am a college student with plenty of time in my class schedule to pet sit at peoples houses and regularly walk dogs or check in for letting the out I am happy taking dogs for walks or runs depending on what type of exercise they need. I am good with putting them in crates if they need that. If they need company for longer of periods of time i’m also happy to do that and not leave them alone for too long.
About: Besides my own dogs that I have taken care of since I was very young, I also have been relied on to take care of family and neighbor dogs. Most dogs that I have cared for have been geriatric, and I am extremely patient with them, and strong enough to even lift the larger dogs when they can’t lift themselves. Before coming to MD, I worked on a farm and interacted with dozens of dogs every day. I have never met a dog that hasn’t liked me, or one I haven’t liked. I work from home and so can easily step out for a drop-in or house sit and work from your home. I can do early morning or late evening according to need. I am unable to board your dogs. However, I am more than able to watch your dogs in your home. When in a client’s home, my philosophy is to only touch what is needed. The client’s direction and privacy is key to a good relationship, as well as my discretion.
“Stacie was able to come on short notice to walk Riley. She was responsive, professional and I could tell loved meeting Riley! I’ll definitely be using Stacie again in the future!”

“Mike was very accommodating for a last-minute walk. He came over and got to meet. Coco asked some good questions before taking her for a walk. She was really happy to meet him and she was really happy when she returned from her walk so I know she had a good time. Mike was very respectful to me and my property. I will definitely be using him again!”

About: I’ve always grown up in a pet loving household with multiple pets. I’ve been not only babysitting but pet/house/farm sitting since I was 12 years old. I am very comfortable in all different environments and love to walk, run, & snuggle! I’m currently a part time pediatric nurse and have fallen in love with the Annapolis area. On my off days I am very willing to accommodate all your pet needs as early/late and as many times as needed! I have cared for pets in multiple different environments. I’ve cared for pets who have a fenced in yard and others who needed to be walked on a leash. I am comfortable with whatever your preferences are.
About: I have been around animals my entire life! Growing up my family had dogs, chickens, cats. Currently we have 2 beagles and a black cat named Izzy! My other family members began asking me to watch their animals when they went away on trips or to stop by the house if they were stuck at work. This branched to them recommending me to their friends and now here we are! I have been watching the furry loved ones of others for about 4-5 years now and have loved every second of it. I know how scary it can be to leave behind the animals that you consider your children so I am here to make that process a little easier! I’ve taken care of puppies, dogs, cats, chickens, sheep, and horses. All animals deserved to be spoiled and loved by all 💛 I am currently a therapist that works mostly afternoon/evening hours. My daytime availability ranges day to day but getting to create my own schedule allows for flexibility! Owners know their pets best! Any information provided to me about your furry friend will be implemented so that all parties feel safe and well cared for!
About: All my life, I’ve owned and cared for dogs, cats, rabbits, and hamsters, so I’m comfortable with pets of different sizes, personalities, energy levels and routines. I have experience in handling reactive dogs of all sizes as well as couch potatos. You can count on me to follow any specific feeding routines and dietary needs, as well as administering medications. Pups, kitties, bunnies, and everything in between are welcome! I'm currently working a flexible part-time schedule which gives me plenty of time to walk your reactive pup, play with your crazy cats, or sit (and crochet) while keeping your pets company! Most pets don't want strangers in their space! I pay close attention to body language, and let them set the pace so each visit feels as safe and comfortable as possible. When staying in your home, I follow your pet’s routine closely, including feeding, waste cleanup, playtime, medications, and as many walks as requested. I keep your home secure, never invite guests over, follow household instructions, and always clean up after myself.
About: Hi, I’m Ashley — a dedicated and dependable animal lover with over 25 years of experience as a professional, a homeowner and pet caregiver. Over the years, I’ve had the joy of sharing my home and life with dogs, cats, and even rabbits, and I understand just how important it is to know your pets and home are in safe, capable hands while you’re away. What I Offer: 🐾 Experienced Pet Care – From energetic pups and senior dogs to independent cats and cuddly bunnies, I’ve cared for a wide range of pets with various personalities and needs. I’m confident with administering medications, maintaining feeding routines, and providing lots of love and attention tailored to each animal. 🏡 Reliable Home Stewardship – As a long-time homeowner myself, I know how to care for a home with the same respect and responsibility as my own. Whether it’s bringing in the mail, watering plants, or keeping things tidy and secure, you can travel with total peace of mind. 💬 Clear Communication – I believe trust is built through communication. I’ll keep you updated with regular messages, photos, or videos of your pets, so you’ll never feel far from home. I work from home and have a flexible schedule. My roommate, Holly, and I tag team boarding, pet walking or house sitting jobs depending on our availability. We have a fenced in yard with lots of space to run and sniff! We also live very close to a local park and walking trails. Your pet is like family when at our house, we have 3 high schoolers and 1 preschooler!
About: I've had pets my entire life. My pets were a Tabby named Mischief (always got in trouble), her son Harddrive (born next to a desktop), and a black cat named Lucky. I have house sat overnight multiple times, including pets that had to have medicine and special diets. My friends always ask me to watch their pets, which I happily do. I have dealt with a 4 cat household, as well a two dog two cat household. I enjoy taking dogs for walks, a highlight of which was walking a young, lovely, and hyper German Shepard named Iris for several weeks while her family vacationed. I used to work at a pet store that specialized in healthy food, where I learned useful information in regards of proper care and diets.

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: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

About: I have watched dogs and cats for the past 2 years. I’ve always loved animals and bonding with them! I love dog walking and playing with dogs outside to make them happy. I am very good with caring for dogs and making them feel loved! I am not working another job but I do have practice most nights during the week. However, during the day I will always be around unless I am at the gym or running an errand! I have a fenced yard and 2 very friendly dogs. I take them out every 3 hours and keep a routine schedule of when to feed them. Any dog is able to sleep in my room and bed if they would like.
The median cost per walk for dog walking in Rolling Hills is $20
Dog parents share their Rover experiences - Rolling Hills
Chance loves Caitlyn! She’s always great with him. She’s reliable, communicative, and clearly cares about the dogs she works with. I always feel comfortable knowing Chance is in good hands with her, and he’s always happy and well cared for when I get home. Highly recommend her!

Elif was absolutely wonderful! My dog is nervous and reactive, which can make meeting new people and walks challenging, but Elif handled everything with patience, confidence, and care. Their professionalism and genuine love for animals really shine through. She communicated well each day which I greatly appreciated as well. Highly recommend Elif to anyone!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Rolling Hills
Select a filter and find qualifying sitters offering dog walking.Sitters in Rolling Hills average 4 repeat dog walking clients
FAQs for Dog Walking - Rolling Hills
Frequently asked questions about Rover
The average cost of Dog Walking in Rolling Hills on Rover is $20 per walk as of October 2026. Most bookings cost between $16 and $34 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 13,871 sitters on Rover offering Dog Walking across Rolling Hills. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Rolling Hills. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Rolling Hills after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Rolling Hills. On Rover:
- 85% of walkers can help with special care needs
- 90% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.









