Dog Walking Hillsmere Shores

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Over 113
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Hillsmere Shores, 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.

1 / 1
Sitter Profile Image: Alexa D.
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Alexa D.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Annapolis, MD, 21401

About: Hi! I have grown up around dogs all my life and love taking care of them. I have a dog of my own now, Loki, who is my pride and joy. Genuinely my best friend. I know it is hard finding the perfect sitter for your dog(s), but I am experienced and love to be around dogs. I have had some experience walking dogs in my old neighborhood. I really enjoyed that job and wanted to find something similar. I also love to visit my local animal shelter to just look around and potentially help if they need me to. I don’t just want to walk the dogs, but interact with them and make sure they feel comfortable. Thank you for considering me and please contact me if you have any questions! I currently have a full time job, but work from home 3 days out of the week. I am very flexible when it comes to working. I have pet sat for many of my family friends. I am always attentive to any dog/cat that I have in my home. I am putting them first and making sure they are happy throughout the day.

Sitter Profile Image: Megan T.
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Megan T.
from
$15
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Lucille F.
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Lucille F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
6 years of experience
Annapolis, MD, 21403

About: I've had numerous experiences caring for dogs of different temperaments and medical conditions, whether the animal was closely related through family or friends or through my place of work. Additionally, I am a former animal studies major and have spent several years learning and understanding different ways domesticated animals can communicate their needs. My goal is to ensure each animal is given the proper mental and physical enrichment they need to thrive in their loving home. Through my extensive research and knowledge, I foster a safe environment that ensures your dog/cat will receive the best care for their specific breed's needs and requirements. I strive every day to give each fur baby the love and life they deserve:) I have taken a few months away from my job to pursue personal passions of mine before I return to college, so my schedule from Monday to Sunday is very flexible and readily available. Times and schedules may vary depending on personal appointments or familial obligations. If for any reason an emergency visit is needed, I can swing by and check in with your fur baby. I can crate dogs easily and work on building confidence with shy/anxious dogs. Additionally, I update owners about patterns of feeding, bowel movements, or any changes in everyday life to ensure comfort. The safety of your pet is my top priority, and I strive to uphold that through attentive one-on-one play and monitoring of any physical or mental changes.

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
49 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

Elizabeth is so reliable and so caring! She will care for your pet as her own. We are so grateful to have found someone to help with our fur baby and someone who loves our pup as much as we do!

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Brittany S.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 reviews
33 repeat clients
20 years of experience
Annapolis, MD, 21409

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

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Natalie E.
Sitter Profile Image: Charles H.
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Charles H.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
35 years of experience
Annapolis, MD, 21401

Charles is very friendly and is great with our pup. You can tell he genuinely cares about the animals in the way he reports back and the pictures he takes. He was also super responsive and showed up for us in a pinch.

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Jessica W.
Sitter Profile Image: Alina L.
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Alina L.
from
$22
per walk
5.0 out of 5 stars
181 reviews
53 repeat clients
6 years of experience
Annapolis, MD, 21403

Alina helped me out big time on short notice. Found my dog a fenced park to play in that i didn't even know existed. Also made sure that he was hydrated on a very hot and humid day. Really went the extra mile. Would definitely recommend

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Sean H.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
88 reviews
20 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas is more than a terrific dog walker; he is amazing. He has patience with our 14 1/2 yo lab. He treats her like she is the only dog in the world. Scuppers looks forward to Thomas's visits!

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Dottie L.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

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.

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John S.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
66 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
7 years of experience
Annapolis, MD, 21403

About: Hi, I’m Stephanie and walking dogs is my favorite part of the day! I bring energy, love, and a calm presence to every walk. Whether your pup needs exercise, company, or a quick potty break, I’ve got you covered—rain or shine 🐾 I’m available from 8:00 AM–7:00 PM to let your pups out for a walk around the neighborhood or stop in for a quick drop-in visit. Happy to give your furry friends some extra love, exercise, and attention while you’re away! 🐶❤️ I provide loving, attentive care tailored to each pet’s routine and needs. I make sure pets are safe, comfortable, exercised, and given plenty of attention. I’m happy to follow feeding instructions, provide walks and playtime, and give pets the care and companionship they need while their owners are away.

Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
74 reviews
34 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth helped me out in a pinch and was great!

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Dana H.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$17
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!

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Kaitlin N.
Sitter Profile Image: Allison M.
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Allison M.
from
$30
per walk
5.0 out of 5 stars
74 reviews
21 repeat clients
27 years of experience
Annapolis, MD, 21403

Allison has been a wonderful dog walker! She is reliable, keeps me updated, and our dog absolutely loves her! She also sends the best pictures of our dog ❤️ I highly recommend her!

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Janna C.
Sitter Profile Image: Katie B.
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Katie B.
from
$30
per walk
5.0 out of 5 stars
37 reviews
9 repeat clients
37 years of experience
Annapolis, MD, 21403

Katie was absolutely amazing! She went above and beyond when my pup was sick and I really don’t know what I would have done if she weren’t the person looking in on him. She truly cared for my dog’s well-being and I can’t say enough how much I appreciated her help in his time of need!

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Basilia N.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per walk
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

Sitter Profile Image: Mary H.
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Mary H.
from
$15
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Annapolis, MD, 21403

About: Hi! I’m Mary, but I usually go by Amber. I’ve raised and cared for dogs most of my life. I would love to help you with your check ins, walks, daycare, or boarding needs. I also have experience with medication administration if needed. I work part time, so I have a wide range of availability. I have a car and can drive to your location or host your loved one in my home. I have a single family house with a large fenced in yard. I also live in a big lovely neighborhood with plenty of space for walks. I do not currently have any pets, so your pet to have individual attention if required.

Sitter Profile Image: Mark D.
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Mark D.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!

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Terry J.
Sitter Profile Image: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
116 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

Thank you for all your kindness towards Gunner. He had nothing but nice things to say about your care.

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Scott R.
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The median cost per walk for dog walking in Hillsmere Shores is $20

Dog parents share their Rover experiences - Hillsmere Shores

1 / 1
5.0 out of 5 stars

Beth was so helpful, caring, and just generally great with my pup! I will definitely book again in the future!

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Caitlin I.
Dog Walking
5.0 out of 5 stars

Ali was on time and provided a detailed note of her visit with Lucy. Also provided good photos. Happy with the service.

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Charles V.
Dog Walking
5.0 out of 5 stars

Liza helped out with a last minute request. She was punctual and communicated well throughout the process.

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Jaime G.
Dog Walking
5.0 out of 5 stars

Bridgette was on time, attentive and kept me up to date on how my pup was doing. Thanks for all the detailed messages, Missy would love to see you again!

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Aarti C.
Dog Walking
5.0 out of 5 stars

Harrison is always on time and keeps me up to date on how my pet is doing! I know I can count on him!

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Aarti C.
Dog Walking
5.0 out of 5 stars

Jessica is fantastic and I don’t think I could feel any more comfortable when traveling out of town. My pups are always in the best of care with Jessica.

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Drew M.
Dog Walking
5.0 out of 5 stars

Megan was prompt, communicative, and sent lots of cute photos of Baker! Look forward to having her take care of our pets again.

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Alexa E.
Dog Walking
5.0 out of 5 stars

Ella has been an excellent dog walker for Cannon. She is extremely reliable and a great communicator. We would highly recommend her to care for your pets!

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Sadie S.
Dog Walking
5.0 out of 5 stars

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.

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Andrew L.
Dog Walking
5.0 out of 5 stars

Blinne was fabulous with my highly energetic pup and offered great feedback as to Kali’s behaviors after every walk. Kali would wait excitedly at the door each day for Blinne’s arrival. I will definitely reach out to Blinne again!

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Alison W.
Dog Walking
5.0 out of 5 stars

Liz is THE BEST!!! Always shows up on time, has positive energy and is great with communication. My dog absolutely loved her!!

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Olivia M.
Dog Walking
5.0 out of 5 stars

Thomas was so thoughtful and caring with our geriatric dog. He went above and beyond for us (and him). It gave us a peace of mind we really needed to be able to go away. We couldn’t recommend Thomas more!

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Lauren H.
Dog Walking
5.0 out of 5 stars

Lauren is the best! I would highly recommend her to anyone. She is really patient and kind with my pups, takes them on good walks, and gives them lots of treats to keep them happy. Shes very punctual, responsive, and reliable!

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Megan M.
Dog Walking
5.0 out of 5 stars

Ellie was great with my dog. She stayed in close communication and was both trustworthy and very sweet. I would hire her again.

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Mary R.
Dog Walking
5.0 out of 5 stars

Camilla came over for a meet and greet yesterday with my two senior Pyrenees. They loved her! We look forward to working with her more in the future!!

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Christina K.
Dog Walking
5.0 out of 5 stars

I really appreciate MaKayla she is always on time and keeps me posted on what is going on. I feel like we make a great team for Cooper.

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Debbie E.
Dog Walking
5.0 out of 5 stars

Totally awesome. Coop tried to drag me up the sidewalk to her house on our walk this morning, so I guess he's a fan too! So happy that we found Margriet.

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Michael B.
Dog Walking
5.0 out of 5 stars

Arem was reliable and great with Lexi. He consistently did an excellent job and I’d absolutely use him again.

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Elsie V.
Dog Walking
5.0 out of 5 stars

Thank you for being so available last min with an emergency! Madison really came through and made sure my pups were cared for and happy! Highly recommend!

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Katie N.
Dog Walking
5.0 out of 5 stars

Kristine is our go to dog walker in the Annapolis area. She is reliable and we feel confident that our dog is getting great exercise and being well cared for when she comes.

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Devon D.
Dog Walking
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Popular requests for dog walking - Hillsmere Shores

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Sitters in Hillsmere Shores average 4
repeat dog walking clients

FAQs for Dog Walking - Hillsmere Shores

Frequently asked questions about Rover

The average cost for Dog Walking in Hillsmere Shores on Rover is $22.2 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 13,455 sitters on Rover offering Dog Walking across Hillsmere Shores. 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 Hillsmere Shores. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Hillsmere Shores.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Hillsmere Shores. On Rover:

  • 90% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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