Dog Walking Annapolis
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 319 pet parents in Annapolis have booked dog walking
Annapolis, 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.
“Laura was great! I made a mistake on the booking date, and she was kind enough to still go by and make sure my babies were taken care of despite my mistake. I will absolutely be working with her again. Highly recommend.”
“Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!”
“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.”
“Charles is A++++! He was great with our dog who took to him immediately! He was also very thoughtful in his questions to better understand our dogs needs, likes and dislikes. We've re-booked with him again and will continue to do so. Highly recommend!”
“Kacie is a lifesaver! My dogs are notoriously high-energy and can be a handful, but they absolutely adored her. She was patient, understanding, and knew just how to handle their quirks. I came home to happy, well-exercised pups, and I could tell they had a blast with Kacie. I'm so grateful for her reliable and professional service. I highly recommend her to anyone looking for a dog walker who can handle even the most challenging furry friends!”
“Today was Kayla’s first time walking Maeve and I totally recommend her! She is super friendly & Maeve warmed up to her right away & didn’t want to leave Kayla even after their walk was over. Thank you, Kayla! ?”
About: Hello! I am a teacher and parent who is reliable and trustworthy. I have always had a dog of my own and currently have 2 dogs, one 6 month old dachsund mix and the other is a 4 year old cattle dog mix. I am very passionate about helping others care for their dogs! When I was a teenager, I worked as a vet clean up tech at my local veterinarian. Everyone who knows will tell you that every time I see a dog, I always want to go pet it right away! I’m a true dog lover and would love to help people out caring for their pets! I am available in the early mornings and afternoons for walking and pet sitting! Holidays are also a great time for me because I’m off work then! I look forward to taking care of your fur babies! I am a teacher, so I'm available on the weekends and have more availability in the summer months to take care of dogs. I prefer to take care of dogs and cats in the mornings, but can do mid-day or afternoons if needed. I have a fenced in yard and a great neighborhood to walk dogs around. I also have a crate that can be used for small and large dogs if needed.
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 owned dogs my whole life, and know how to take care of them. I also have experience with cats, I have helped my grandfather with a stray cat that chose him! I'm openly available, as of today. I like to volunteer, but that usually only takes about 4 or 5 hours. I will give your pet the time it needs. You make sure that they have plenty of fresh water, eat on time, and walk them every day when the sun is not too hot, eg in the morning or evening.
About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.
About: I have had pets since the age of 5 ranging from rabbits, cats, and dogs. I am the go to for my friends and family to sit and care for their animals. I recently lost my dog of 14 years, and miss caring for a pet, but am not ready to start looking. I would love the pleasure of caring for your fur baby. I currently work from home full time. My schedule is pretty flexible with a few meetings sprinkled throughout the way. I am available Thursday-Sunday to care for your fur baby. I live in a very dog friendly apartment complex on the second floor. I have an 8 year old son who is currently home during the day(summer break), but will be in school during the week once school is in session. I’m home during the day and am available for most services throughout the week. I can also manage drops during a majority of the week I live in a pet friendly community with plenty of areas to explore. I can crate your fur baby if necessary. I am home during the day and am able to give them plenty of attention.
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!
“Alex is extremely responsive, professional and is absolutely everything a dog owner could ever want from a person looking after their pet. 5 stars is simply not enough!!”
“Heather was fantastic, responsible, punctual, and clearly great with dogs. Chance warmed up to her right away, and I appreciated the updates and photos. I will definitely book her again.”
About: Hi! I’m Avery, and I absolutely love spending time with dogs of all sizes and personalities. As a personal trainer, I’m active, dependable, and enjoy getting outside, so whether your pup needs a quick potty break, a long walk, or some playtime while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pet. I’ll treat your dog like they’re my own, making sure they get plenty of attention, exercise, and love during every visit. I’ll also keep you updated with photos and messages, so you can feel confident your dog is happy and well cared for. I look forward to meeting you and your pup! I currently work part time. I work mostly early mornings and some evenings so I am always around during the day and can be flexible! I will treat each dog like they’re my own! I’ll make sure the house is the way it was when I arrived and the dogs are well taken care of.
About: I have taken care of all pets including cats, dogs, Guinea pigs, and lizards. Friends, families, and even strangers have trusted me with their pets!! I was student at Salisbury University. I have a 9-5 that is flexible and I can leave at times to take care of your pets! I will ensure the safety of every animal I care after! I have my own pets as home so I will treat them as my own.
The median cost per walk for dog walking in Annapolis is $20
Dog parents share their Rover experiences - Annapolis
I can’t say enough good things about Liza! She truly goes above and beyond and genuinely cares about the pets and people she works with. She’s been incredibly kind, thoughtful, and compassionate from the very beginning. She’s reliable, communicative, and always on time. She sends lots of pictures and updates, and even takes extra time to play with Chance. It’s clear she genuinely cares about him, and it gives me so much peace of mind knowing he’s in such good hands while I’m at work. I’m so grateful to have found her and would absolutely recommend her to anyone looking for a trustworthy and caring dog walker!
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 - Annapolis
Select a filter and find qualifying sitters offering dog walking.Sitters in Annapolis average 4 repeat dog walking clients
FAQs for Dog Walking - Annapolis
Frequently asked questions about Rover
The average cost of Dog Walking in Annapolis is $22 per walk as of November 2026. Most bookings cost between $16 and $33 per walk. On Rover, 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 November 2026, there are 12,739 sitters on Rover offering Dog Walking across Annapolis. 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 Annapolis. 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 a map of the walking route, 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 Annapolis 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 Rover Guarantee, 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 Rover's Trust & Safety page.
Yes, you can find walkers who have experience with handling special pet needs in Annapolis. 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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.
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