Dog Walking Chesapeake Beach

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

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Over 30
pet parents in Chesapeake Beach have booked dog walking

Chesapeake 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.

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Sitter Profile Image: Jake S.
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Jake S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 289 reviews
12 repeat clients
4 years of experience
North beach, MD, 20714

“Was searching for a walker very last minute and I could not have been luckier to have been able to get Jake to care for my dog! I felt so secure and comfortable with him in his care and he was so responsive and kind, and I will surely be looking him up well in advance of my next trip so I have a good chance of being able to have him walk my little guy again! Thank you so very much, Jake!!!”

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nikki
Sitter Profile Image: Rose K.
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Rose K.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
North Beach, MD, 20714

“We started communicating with Rose a few weeks ago in preparation for our upcoming trip. She was tremendous and so patient with all my questions and communication. Rose came over for a meet and greet and again for a dog walk. She is very genuine, caring and and understanding of dogs “with baggage”. We highly recommend her and wouldn’t hesitate to be a reference.”

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Sheila H.
Sitter Profile Image: Savanna B.
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Savanna B.
from
$30
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
15 years of experience
Chesapeake Beach, MD, 20732

“Wonderful dog walker. Very dependable. My dog is always excited when she comes to the door. My dog is getting older and she moderates the walk to his needs which we appreciate.”

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Kristen S.
Sitter Profile Image: Benjamin H.
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Benjamin H.
from
$20
per walk
5 years of experience
Chesapeake Beach, MD, 20732

About: I have 5 years of experience working at a kennel as a kennel technician. In this position I worked with all different breeds and ages of dogs. I learned how to take care of dogs with all sorts of health needs depending on their abilities and conditions. I have no problem with any dogs and I love working with them! I'm working a full time job but I am able to do overnight on weekends (thursday through Monday since I work from home sometimes) and I can yelp out throughout the week after normal work hours. I am comfortable with whatever specific needs your dog has. I have no problem crating a dog, walking a dog, hanging out, whatever is needed for your specific pet, I am willing and able to do.

Sitter Profile Image: Amanda D.
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Amanda D.
from
$30
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience

About: I’ve cared for dogs of all ages, from energetic puppies to senior pets who need a gentler pace. What sets me apart is my patience, reliability, and attention to each pet’s unique needs. I’m comfortable with daily walks, feeding routines, administering basic medications, and providing extra snuggles for anxious pups. I have had years of experience, with having three labs currently to raising two litters of lab puppies. I have grown up with dogs and love being around them I am in school during the week Monday-Friday. Pet care fits best for me during the evenings or the weekends depending on the week of school. I follow your pet’s routine closely — from feeding schedules and walk times to favorite toys and cuddle spots. I make sure your pet feels secure in their own space, keep their environment tidy, and send regular photo updates so you know they’re happy and well cared for.

Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$24
per walk
40 years of experience
Chesapeake Beach, MD, 20732

About: ​Dogs have been a central part of my life for as long as I can remember! I currently have two wonderful dogs of my own, so I fully understand the peace of mind that comes with knowing your pup is in safe, loving hands. ​What I offer for your dog: ​Active Walks & Exercise: Customized walks tailored to your dog’s pace, energy level, and favorite sniffing spots. ​Medication Administration: Experienced and confident administering oral, liquid, or topical medications accurately and on time. ​Personalized Attention: Whether your dog is a high-energy ball-fetcher or a calm cuddle bug, I adapt to their routine and personality. ​Reliable Routine Care: Timely feedings, fresh water, and attentive supervision to keep your dog comfortable and happy. I maintain a very flexible schedule with wide availability most days of the week. Whether you need last-minute drop-in visits, consistent midday dog walks, or customized care times, I’m easily reachable and happy to accommodate your pet's regular routine. ​I make every visit smooth and worry-free by following your exact entry and security instructions—whether using keypads, lockboxes, or garage codes. If we aren't able to meet in person prior to your booking, I am fully equipped to handle seamless remote onboardings via detailed written notes, photos, or a quick phone call. During every visit or walk, I treat your home with total respect, keep safety as my top priority, and send detailed Rover cards with clear photos so you always know your pet is secure, comfortable, and well-cared for.

Sitter Profile Image: Brayden P.
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Brayden P.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
1 year of experience
Huntingtown, MD, 20639

About: While I have little experience in this field, I have a heart for all pets and will take care of your pets like my own. I’m currently in school from 7:15 to 8:55 but I am available for drop ins and walks during the day from 9:15 to 1:30-1:45 because I must be back for basketball at 2 At my home I enjoy walking and playing with my dog and I hold most of the cat responsibility when it comes scooping litter and feeding them

Sitter Profile Image: Crystal J.
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Crystal J.
from
$18
per walk
1 repeat client
20 years of experience
Dunkirk, MD, 20754

About: I was an owner of a 8yr old Cane Corso who has now passed away from bone cancer. She has had 2 litters whom I cared for. 7 puppies each litter for 8 weeks was such an amazing experience! We have 4 sons and she was always attached to our 3rd son’s hip. We also rescued a beautiful cat, Misaki, who is now 1 1/2. My youngest son begged us for her and she has claimed me. She is the most sweetest thing and loves to cuddle. She follows me everywhere which we should have named her Shadow. If I could bring all the animals into my home I truly would! Myself and my youngest boys ages 16 & 15 would love to care for your animals as we would our own! We now have Briahs grandson Deuce is now 1 1/2 and is huge and a ball of fun! I’m currently a homeschool mom for I’m very flexible. I work part time but I’m available at anytime. I will make sure your babies are well taken care of! I am available three times a day for services and anytime you need your babies needs met. If they need play time we can do that or even just a belly rub after dinner :)

Sitter Profile Image: Christianna T.
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Christianna T.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 125 reviews
50 repeat clients
8 years of experience
Dunkirk, MD, 20754

“Christianna is awesome! She picked up 2 walks for me last minute & my puppy loved her! Will definitely be using her services in the future!”

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Lily W.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
15 years of experience
Huntingtown, MD, 20747

About: I have a rescue dog and I’m very aware of rescues special needs, Iv cared for all sizes of dogs and treat them like my own! Along with cats, pigs and lizards ! I have a full time job , I work four ten hour shifts I am off every Thursday and every weekend and after work hours too if needed I am willing to do morning and evening shifts on the days I work I have a open yard , If your dog needs to be crated that’s fine my dog sleeps on the couch and gets in beds

Sitter Profile Image: Kasey S.
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Kasey S.
from
$18
per walk
1 repeat client
1 year of experience
Dunkirk, MD, 20754

About: When I was growing up I had 6 dogs and 2 cats and one of my dogs had puppy’s. I also have a cat of my own and I used to work at Dogwood Pet Retreat for about 10 months and it was so much fun! I have two dogs at home and two cats I take care of with my boyfriend. We feed the dogs and take them out to play and get them bones and toys all the time! I will let the dogs out and feed them on time. They will get TONS of love and cuddles but I will also respect their boundaries. Treats that are approved with the owners will be given of course! I’m very reliable and will love your fur babys!

Sitter Profile Image: Layla O.
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Layla O.
from
$20
per walk
6 years of experience
Dunkirk, MD, 20754

About: I have experience caring for both dogs and cats through helping friends, neighbors, and family. I’m comfortable with feeding routines, walks, playtime, and giving lots of attention. I really enjoy being around animals and making sure they’re happy and well cared for Hii! 🐾 I work part-time, so I have a flexible schedule and plenty of time to give your furry friends the love and attention they deserve! I’m available after 1 PM Monday through Thursday, and my weekend availability may vary by day, with additional time often available. I can’t wait to meet your pets! ❤️ I provide a safe, clean, and calm environment, follow routines, secure doors, monitor behavior, and give pets consistent attention, comfort, and supervision at all times.

Sitter Profile Image: Gabby D.
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Gabby D.
from
$20
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Huntingtown, MD, 20639

About: I have 4 dogs of my own that range from all sizes and breeds. I also work as a kennel attendant at a local boarding facility and when not caring for my own dogs I enjoy helping others care for theirs in the comfort of their own home. While currently a part time student and part time employee some days are busy. Weekend availability will always vary but will be known in advance. During the summer weekday availability is more open due to being out of school. While caring for your dog in your home I am always ready to adapt to their environment and care for them as you would on any ordinary day and do what it takes to make them feel comfortable and loved.

Sitter Profile Image: Chasity P.
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Chasity P.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
Shady Side, MD, 20764

About: I'm a very energetic person so I will always play with the pets and I'm always making sure they are well looked after. I have taken care of plenty of pets aging from young puppies and kittens to older. When taking care of cats I have plenty of toys and things for them to climb on. I have also taken care of pets that have special needs. Like diabetics and other things. I know how to give medications oral and in shot form. Special skills would be probably that I can keep up with any animal and I love all of them. They put a smile on my face. And I love seeing owners with the same smiles. It warms my heart every day. ? I'm usually free most of the day and love cuddles and walking with the pups and kitties. So scheduling will be easy and always available. I have a fenced in yard and a dog and cat that love others. We can play and go for walks. Also tons of activities to do.

Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Galesville, MD, 20765

About: Hi guys! My name is Emily, I’m a 27 year old who loves animals. I really like to read, go to concerts with my friends, and spend time with my family. I’ve been house sitting and pup sitting for over 10 years now. My availability is very open at the moment considering I’m doing school virtually. Please feel free to contact me anytime for all of your dog, cat, fish, bird, turtle, hamster, cow, horse, etc needs! I also have a huge vegetable/flower garden so have plenty of experience with that if necessary. Look forward to hearing from you! I currently am working part time and doing school virtually so I have a very flexible schedule that would allow me plenty of time to help care for your babies! I’ve had 10 plus years experience with pet sitting so have had to handle many different situations that have made me a better sitter. I’m prepared for anything and love these pets as my own!

Sitter Profile Image: Valerie P.
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Valerie P.
from
$18
per walk
15 years of experience
Port Republic, MD, 20676

About: I have been pet sitting and caring for neighbor's pets since a teenager. They have always trusted me with their pets and know I will be cautious and attentive. I am currently a stay at home mom to a toddler and we are looking for extra income. I have lots of time to entertain your pets and take care of them. I have a nice neighborhood with lots of scenery for walking your pet. You're pets will love hanging around the house with me and playing all day!

Sitter Profile Image: Vanessa S.
Verified Enhanced Background Check
Vanessa S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 82 reviews
37 repeat clients
30 years of experience
Prince Frederick, MD, 20678

About: I treat every animal like my own and have years of experience rescuing, fostering, and placing cats and dogs in loving homes. I’ve worked with ill and high-anxiety pets, providing patient, compassionate care. My passion is helping animals — and their owners — feel safe and supported. I offer flexible pricing to fit your needs and budget, with a military discount available. I am a full time pet sitter. I am available anytime that works with your schedule and the schedule of your pets needs. I do my best to keep your pets on the schedule you have established. I do my best to keep your house as clean as possible so when you arrive home from your vacation or business trip all you have to worry about is relaxing and spending time with your pet

Sitter Profile Image: Mckayla B.
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Mckayla B.
from
$20
per walk
10 years of experience
Harwood, MD, 20776

About: I have been working in boarding and daycare facilities for many years, as well as having my own foster organization ran out of my home, and I also have two dogs of my own! I work as a babysitter/nanny part-time, but my schedule is very flexible and I am able to change hours and days very frequently or as needed I will treat your home as I would want someone to treat mine, as well as the animals. I will take as best care as I can, and keep everything clean and tidy, as well as following any rules. Instructed.

Sitter Profile Image: Erick M.
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Erick M.
from
$24
per walk
5.0 out of 5 stars
• 4 reviews
5 repeat clients
8 years of experience
Upper Marlboro, MD, 20774

“I couldn't ask for a better person to walk my pup Ollie. This was our first time trying out Rover so we didn't know what to expect and Erick gave us comfort the first day we've met him. 10/10, very patient and communicates quick when we have a question about anything relating to Ollie.”

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Toron S.
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The median cost per walk for dog walking in Chesapeake Beach is $20

Dog parents share their Rover experiences - Chesapeake Beach

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5.0 out of 5 stars

Faith was wonderful with our dog. He came back from his walk very happy. He loved the all the attention she gave him.

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Kristen S.
Dog Walking
5.0 out of 5 stars

Jake is just wonderful with Shine. Always goes the extra mile to adjust for weather and made sure she had access to her water after it had accidentally been picked up. Really appreciate the level of detail and photos Jake provides too!

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Tara J.
Dog Walking
5.0 out of 5 stars

My dog was anxious this time before I left but once he saw Aleah, he settled right down. He adores his walks with her and she is so good with him.

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Kristen S.
Dog Walking
5.0 out of 5 stars

Rose is fantastic! She is patient, attentive, and truly caring. Emily is a re-homed pup who can be wary of new people, but Rose has done an amazing job earning her trust and making her feel comfortable. She sends plenty of pictures and provides thoughtful, detailed updates, which gives me great peace of mind. I highly recommend Rose to anyone looking for a compassionate and reliable pet sitter!

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Leilani A.
Dog Walking
5.0 out of 5 stars

As always, Savannah does a wonderful job. Cymie adores her and is so excited when she comes to walk him.

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Kristen S.
Dog Walking
5.0 out of 5 stars

Laura was fantastic! The app didn't update my address change and she still made it to take my babies out.

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Christina C.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Chesapeake Beach

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chesapeake Beach average 4
repeat dog walking clients

FAQs for Dog Walking - Chesapeake Beach

Frequently asked questions about Rover

The average cost of Dog Walking in Chesapeake Beach is $20 per walk as of October 2026. Most bookings cost between $18 and $22 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 October 2026, there are 6,904 sitters on Rover offering Dog Walking across Chesapeake 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 Chesapeake Beach. 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 Chesapeake Beach 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 Chesapeake Beach. On Rover:

  • 86% of walkers can help with special care needs
  • 91% 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.

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