Dog Walking Highland Beach

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

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Over 25
pet parents in Highland Beach have booked dog walking

Highland Beach, 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: 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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
44 reviews
20 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: Ellie H.
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Ellie H.
from
$15
per walk
5.0 out of 5 stars
10 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: Katherine V.
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Katherine V.
from
$15
per walk
15 years of experience
Annapolis, MD, 21403

About: Hi! I’m a dependable and caring pet lover who understands how important it is to feel confident leaving your pets in someone else’s care. I provide drop-in visits and dog walking services for both dogs and cats, and I treat every pet like part of the family. I have years of hands-on caregiving experience and am comfortable with pets of different ages, personalities, and energy levels — from playful puppies and active dogs to shy cats and senior pets who need a gentler approach. During drop-in visits and walks, I focus on giving pets attention, exercise, and consistency with their normal routine. I always provide updates and photos so owners can feel reassured their pets are doing well. Cats deserve just as much attention and care while their owners are away. I’m happy to provide: Feeding and water refresh Litter box cleaning Playtime and enrichment Medication assistance if needed Quiet companionship for shy cats Daily updates and photos

Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
59 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: Megan T.
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Megan T.
from
$15
per walk
5.0 out of 5 stars
4 reviews
4 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: 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: Sarah S.
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Sarah S.
from
$23
per walk
5.0 out of 5 stars
439 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah was great from the start. Very responsive to set up, proactively suggested meet and greet options since we were using her for the first time. Was prompt for both meet and greet and scheduled visit and spent a good amount of time on the walk/visit.

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Brian W.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
87 reviews
19 repeat clients
7 years of experience
Annapolis, MD, 21403

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.

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Dottie L.
Sitter Profile Image: Ella L.
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Ella L.
from
$15
per walk
1 repeat client
6 years of experience
Annapolis, MD, 21403

About: I’m a reliable pet sitter who treats every pet like my own! I’m comfortable caring for puppies and have lots of experience taking care of neighbors dogs, as well as my own. I currently work part-time, which gives me flexibility to provide dependable pet care throughout the week. I’m able to make time for walks, feeding, playtime, and giving pets the attention and care they need. I provide loving and reliable care in your pet’s familiar home environment, helping them stay comfortable and stress-free while you’re away. I follow your pet’s routine closely and make sure they get plenty of attention, playtime, exercise, and care.

Sitter Profile Image: Madison L.
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Madison L.
from
$20
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
edgewater, MD, 21037

Madison is our go-to! She takes such great care of Wally and Pip, always gives detailed updates, and goes above and beyond. We feel totally at ease knowing our pups are in her hands!

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Caroline J.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
9 reviews
4 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: Stella N.
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Stella N.
from
$22
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

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.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$25
per walk
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! My older dog recently passed in March. He had a pericardial effusion and diagnosed anxiety. My other pup is about to turn 2 in July. I’m familiar with ensuring the environment is right for your dog whether they are in my home or I am dropping in to spend time / walk your dog. I understand the importance of making sure your guidelines for your pet are followed. I can give medications, follow training rules, walk large dogs, handle dogs that aren’t friendly with other people or dogs, high anxiety, and have disabilities (ex. Deaf, blind). If you have any additional questions for me, please don’t hesitate to ask. I believe in open communication to ensure the safety of you, your pet, me and mine! I work fully remote and am able to support drop ins, walks and daycare. I walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in our home, they need to be friendly with other dogs and potentially able to be closed into a room for a period of time if I have a meeting. I’d make sure to communicate this information when you are booking. For walks / being in your home, I ask for honesty in how you want your dog to be cared for. Ideally I’d prefer they are friendly so that I can bring my dog for walks too but understand that’s not always the case.

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
9 reviews
3 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: Madison H.
Verified Enhanced Background Check
Madison H.
from
$22
per walk
5 years of experience
Annapolis, MD, 21403

About: As someone who strives to do her very best in every aspect of life, taking care of furry friends is no exception. I assure that under my care, your pet will experience my highest care and attentiveness to their needs. I understand that every owner has their own specific preferences when caring for their pet, so I pay attention and value the importance of adhering to those priorities as well. As a fellow dog owner myself of two large dogs, I am very aware of the various tasks that come with dogcare, as well as their needs. I have a plethora of experience handling most types of dogs, and I assure that under my care, your companion won’t be short of the love and attention it deserves from their caretaker! Im currently a student at UNCW working part time during the summer, however I am very flexible and I have a car to easily come to you! I have open availability on the weekends and most weekdays! I have two dogs myself, so I am aware of the necessary requirements that may come with watching your pet. I also like to clean, so I understand the importance of keeping the house clean whilst caring for your pet! However, of course I pay my utmost attention to your animal!

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.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
71 reviews
32 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: Alyssa B.
Verified Background Check
Alyssa B.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Alyssa walked our two poodles while we were out for the day. She sent pictures and kept us updated. Would definitely ask her to care for them again!

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Lisa M.
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
65 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.
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The median cost per walk for dog walking in Highland Beach is $20

Dog parents share their Rover experiences - Highland Beach

1 / 1
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

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

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

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
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How Rover works

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Sitters in Highland Beach average 4
repeat dog walking clients

FAQs for Dog Walking - Highland Beach

Frequently asked questions about Rover

The average cost for Dog Walking in Highland Beach on Rover is $27.75 per walk (as of June 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 June 2026, there are 12,909 sitters on Rover offering Dog Walking across Highland Beach. 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 Highland Beach. 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 Highland Beach.

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 Highland Beach. 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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