Dog Walkers in Highland Beach, MD

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Highland Beach dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ellie H.
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Ellie H.
from
$14
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
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: Elizabeth G.
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Elizabeth G.
from
$18
per walk
5.0 out of 5 stars
41 reviews
19 repeat clients
10 years of experience
Annapolis, MD, 21403

Thank you Elizabeth for taking great care of both dogs for us! We appreciate Elizabeth being patient as one of our dogs was hiding, afraid in a closet and she helped to get him out and comfortable on a walk.

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Brooke T.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

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.

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Catie K.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$19
per walk
4.9 out of 5 stars
19 reviews
12 repeat clients
16 years of experience
Annapolis, MD, 21403

Excellent dog walker. Sarah bonded with my dog right away. Would highly recommend.

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Janie M.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
83 reviews
19 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: Makayla M.
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Makayla M.
from
$25
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
11 years of experience
Annapolis, MD, 21403

Makayla has been great with Cooper! It also makes me feel content knowing that he has company and getting exercise in the middle of the day.

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Debbie E.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
65 reviews
32 repeat clients
17 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: Pam J.
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Pam J.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
168 reviews
49 repeat clients
40 years of experience
Annapolis, MD, 21401

Pam is wonderful! She goes above and beyond and has been able to do walks for me even at the last minute and when schedules change. I feel completely at ease going out now knowing Pam will be coming to walk my little Pug, Mocha.

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Tina L.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
65 reviews
29 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: Sarah S.
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Sarah S.
from
$23
per walk
5.0 out of 5 stars
429 reviews
131 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah takes my pup for regular walks, and has a great comfort level and patience in working with my rescue, who has her quirks. I also appreciate her informative updates and responsiveness. Definitely recommend!

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Anna B.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$18
per walk
1 repeat client
7 years of experience
Annapolis, MD, 21401

Responsive, kind and caring. 10/10 recommend!

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Katie N.
Sitter Profile Image: Sydney S.
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Sydney S.
from
$15
per walk
15 years of experience
Annapolis, MD, 21403

About: Hi there! I have so much love to give your fur babies! I grew up with dogs and currently own two cats, so I have experience with both. I have pet sitting experience with dogs and cats of all ages, and have particular experience with older pets. I understand the specialized care they need, such as medication administration, slower walks, and more patience. I currently work full time Monday through Friday, so my availability is evenings and weekends. I am excited to return to my love of pet sitting, with the hopes of turning thus into a long term career path. Let me know if you have any questions! I currently work full time Monday-Friday, so my availability at this time is evenings and weekends, and potentially overnight care! Though my availability is a bit limited, I am excited to return to pet sitting and am hoping to make this a long-term career path. I learn about each pets individualized needs and allow time for them to get used to me, especially if they are shy or skittish. I understand that each pet is different and needs a different approach to care.

Sitter Profile Image: Dejah P.
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Dejah P.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
24 reviews
7 repeat clients
20 years of experience
Annapolis, MD, 21401

Deja was wonderful with keeping in touch. At first my older German Shepherd was a bit hesitant warming up to her but she was patient and gave him time to do his thing to warm up to her.

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Emily L.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
75 reviews
18 repeat clients
17 years of experience
Annapolis, MD, 21401

Liza was awesome! She kept our girl so happy with lots of exercise, food & water, and she cleaned up paws after muddy playtime outside. Liza was so communicative and easy to get in touch with from the moment we booked with her. Highly recommend Liza! We look forward to having her back again.

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Kassie B.
Sitter Profile Image: Isabella W.
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Isabella W.
from
$16
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21401

Isabella was absolutely perfect for our doggos. Super flexible and understanding, easy to communicate with and never late! Very knowledgeable and provided some tips after the service. We will definitely be asking for her help again. It was a joy ♥️

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Princess J.
Sitter Profile Image: Blinne F.
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Blinne F.
from
$18
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
20 years of experience
Annapolis, MD, 21403

Blinne helped me out with a bit of a last min booking for a walk. My pup was super happy.

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Jessica G.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Edgewater, MD, 21037

Have had Jessica walk our dogs and also provide drop in visits while we were on vacation. She does a great job, lots of pics and our dogs love her. Would not hesitate to hire her again! Iggy and Obi love her.

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Hillary H.
Sitter Profile Image: Jeff T.
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Jeff T.
from
$15
per walk
3 years of experience
Annapolis, MD, 21401

About: I’ve cared for dogs for many years. My family has owned 3 dogs total over the years. I’ve also dog sat a thousand times for many different varieties of dogs including ones with special accommodations just as being much older, blind, or deaf. Dogs and cats generally seem to like me and respond well to me, they perk up whenever they see me and they enjoy my company which makes it easier to take care of them. I’m very familiar how to care for cats and dogs such as remember what kinds of foods are best for them and what to keep out of reach from them, and how to handle them when they interact with other cats/dogs or humans. I know how to read cats and dogs body language and emotions to tell how they are feeling and how I should tend to them. I firmly believe that animals are just as important as humans and that they should be treated with the same kind of love and care as the rest of us! I work as a busser for the Cheesecake Factory 2 days per week. I also do Instacart grocery shopping whenever possible. With working minimal days at the Cheesecake Factory and with Instacart being flexible in the sense of choosing your own hours and when you want to work each day, I’m guaranteed to be almost always available to take care of somebody’s animal who needs it. That’s the way I want it and that’s the way it will be because after all caring for another living being is far more important than delivering groceries or cleaning tables! I plan on sticking exclusively to just dog walking to start off. However, I could be open to pet sitting in the future. If this were to be the case, I would be pet sitting in other peoples homes as I would not be able to sit in my own place since I live with 3 other roommates. When it comes to caring for pets in other peoples homes, it goes without saying that I would be in the house the entire time making sure that the animal always has water available as well as feeding it during its scheduled eating times, letting it outside continuously to go to the bathroom/play, etc. It is also very important to make sure to take into consideration any instructions or guidelines that the owners may have left me in regards to caring for their pet, and following those instructions exactly as they are written to ensure that the pet receives the exact kind of care that they need.

Sitter Profile Image: Shelby B.
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Shelby B.
from
$22
per walk
5.0 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

About: I’ve had animals growing up all of my life including goats, horses and dogs from small to large. I have experience in both their care and for understanding their needs through hand on situations and passion. I especially love dogs because of their loyalty, love and tail wags! I’ve had my current dog from a puppy for the last year and a half and have loved seeing her grow! Your dog will always be the only dog I am watching along with mine and you can rest assure that your pup is well taken care of! I only am only available weekends with occasional changes upon request and that’s simply so that I can devote myself to being with your pet for as much of their stay as I can provide. My husband also is in the house will assist in any care needs, as he is passionate about dogs as well :) I typically take my dog on walks 4-5x a day or fetch sessions in the yard and can adjust scheduling as needed. My dog is friendly (very) with dogs of all shapes and sizes, is up to date on all shots and vaccinations, and has no history of violence. We are a pet friendly household that can accommodate crate training or more spoiled pups who enjoy being on the furniture as much as my Ellie does. I heavily respect rules and any needs/boundaries that you may have with caring for your pet all within good reason.

Sitter Profile Image: Mark D.
Verified Enhanced Background Check
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.
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Highland Beach dog parents share their Rover experiences

1 / 1
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

Thomas did a great job taking care of our dog!! It was great getting detailed updates/pictures after every walk! We will definitely hire him again!

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James M.
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

Kayla is our favorite dog walker!! Super reliable, great communicator, and trusted by our anxious, neurotic old dog ❤️

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Katy L.
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

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
5.0 out of 5 stars

Stella is awesome with a great personality! She is timely and very reliable. We have 2 dogs and 1 puppy. She did an excellent job caring for them. She definitely loves animals. We felt so comfortable and had no worries leaving our fur babies with her.

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Charisse B.
Dog Walking
5.0 out of 5 stars

Christine does great with walking my shy senior dog! She is patient and very caring and gentle. She is great at communicating with me about scheduling and giving me updates and reports with pictures.

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Diana F.
Dog Walking
5.0 out of 5 stars

We so appreciate Gregory taking care of our fur babies while we were away. He responded promptly, sent us photos throughout his service, and our animals loved when he visited! Thanks Gregory!

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Alexis N.
Dog Walking
5.0 out of 5 stars

Ali was great to work with and walked Scout just as expected. Everything went smoothly, and I would definitely request her help again!

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Cooperz D.
Dog Walking
5.0 out of 5 stars

Taylor did a great job walking my super senior 15year old during a heat wave. She was very communicative and will definitely be rebooking with her again!

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Caitlin J.
Dog Walking
5.0 out of 5 stars

My Pups had a Great Time with Catherine. She made sure they got lots of exercise and even let them have some good sniffing time along the way!

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Cyndi R.
Dog Walking
5.0 out of 5 stars

Sylvia did a great job walking our pup! Very communicative and flexible throughout. Would definitely book again!

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Aisling C.
Dog Walking
5.0 out of 5 stars

Taylor is very kind and responsive. He truly loves all dogs. Thank you for your patience with me to understand Indigo’s needs.

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Sandra V.
Dog Walking
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How Rover works

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    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Highland Beach is $20

Why Choose Rover?

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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Highland Beach average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Highland Beach on Rover as of Apr 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Highland Beach dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, there are 3,286 dog walkers in Highland Beach. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 87% of Highland Beach dog walkers respond in under an hour.

Dog walkers in Highland Beach have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Highland Beach.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 3,286 dog walkers in Highland Beach on Rover, so you’re sure to find the perfect match for your dog! In Highland Beach, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.