Dog Walking Princess Anne

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

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Over 4
pet parents in Princess Anne have booked dog walking

Princess Anne, 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: Heather C.
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Heather C.
from
$25
per walk
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

About: I have 33 years experience with animals I have a small yard live in a townhome I have 1 dog and 2 cats now. I have also had 4 chickens birds fish turtles and rabbits in the past I love animals and can do anything for them Bathing walking playing feeding anything you need I can do for a animal and any animal. I have a 14 year old son who also loves animals very much I have kennel to keep animals in the house. My dog is a Chihuahua terroir mix. My 2 cats are a tabby and main coon cat. I am also willing to take care if any other animals you may own. I look forward to playing with your dogs cats I’m not working so I have open availability to be with your animals they will be fed twice daily and walked at least three times daily they will be played with and loved I can take your pets in my home they will be allowed to sleep in a kennel or bed and in your home I will follow how ever you usually take care of your pets I go by your Routine

Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.

Sitter Profile Image: Kayla M.
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Kayla M.
from
$15
per walk
3.7 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Salisbury, MD, 21801

About: Hello! My name is Kayla and I am a dedicated animal lover. I have an intense passion for animals that stems from being surround by them at a young age. In my free time I like to learn details about different dog breeds such as the best environment for them, common health issues, grooming needs, and training methods. Here's what I offer when it comes to dog walking. Having my own supplies I am always prepared to scoop up some poop. I will use the entire 30 minutes to allow your dog adequate time to use the restroom. During that 30 minutes we're going to burn some energy with intense playtime. This will allow your dog stimulation helping your dog to calm down without having too much pent up energy while you're away. When it comes to Drop-In Visits it is similar to a walk but here's how they differ. With a visit I will be able to refill your pets water or food dish while you're away. If you have cats I can ensure their needs are taken care of such as cleaning litter boxes. Finally, I can take care of some simple household tasks. (I.E. Putting trash out and up to the curb) Furthermore, I am willing to provide training. Depending on your preference I can do clicker, treat, or a combination of both trainings. I can teach your dog fundamental commands such as sit, leave it, kennel up, and come. Thank you for your time. I look forward to scheduling our meet and greet. 😁 My availability is currently flexible. Need a same-day visit? Feel free to send a request and I'll see what I can do for you. Your pet will be in safe hands. I will follow your instructions on how you want the pet handled. Such as if you want your pet outside for most of the visit then I will do so.

Sitter Profile Image: Carla C.
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Carla C.
from
$15
per walk
5.0 out of 5 stars
• 28 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so great and patient!! happy to have found her!”

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Olivia P.
Sitter Profile Image: Grace M.
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Grace M.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
5 years of experience
Salisbury, MD, 21801

“Grace was great with my dogs Brooklyn and Ziggy! She sent pictures and my girls loved her. Would recommend her and will be using her again.”

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Jennilee B.
Sitter Profile Image: Anna D.
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Anna D.
from
$35
per walk
5.0 out of 5 stars
• 78 reviews
12 repeat clients
8 years of experience
Salisbury, MD, 21801

“Met Anna at the nearby dog park and hired her the next day to walk my 1yo Pittie mix who has some major energy he needs to get out! When they got back and I saw how happy Charlie was I knew I’d found the perfect match with Anna. She was amazing so I hired her the Remaining 4/5 days Id be here. We just bought a 2nd home on the island and I’ll be using Anna every day we are here:)”

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Jenny F.
Sitter Profile Image: Allegra R.
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Allegra R.
from
$30
per walk
10 years of experience
Pittsville, MD, 21850

About: Hello, my name is Allegra. I have some free time on my hands and I love animals so I thought this job would be the best fit for me. I grew up with multiple dogs, chickens, goats, rabbits. I currently own 3 ducks, 3 quail, and 6 cats. I have experience with dogs of all sizes, bearded dragons, hamsters, guinea pigs, rats, and small snakes. I absolutely love animals and caring for them. I have no problem helping with any special needs or extra care that a pet will need. Both cats and dogs are perfectly fine and I’m okay with taking care of any other animals in the household if needed. I would be happy to be your next helper for your pet! I am currently available most days 7AM to 8PM, but I am open to staying overnight and after these hours if needed. I have a flexible schedule! I feel comfortable coming to your residence in order to care for your animal due to me having multiple indoor and outdoor pets at my home.

Sitter Profile Image: Richard B.
Verified Enhanced Background Check
Richard B.
from
$30
per walk
10 years of experience
Willards, MD, 21874

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Chelsea-Rose L.
Verified Enhanced Background Check
Chelsea-Rose L.
from
$20
per walk
5.0 out of 5 stars
• 43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

“Chelsea was awesome. 👏 She paid careful attention to Winston and was patient with him as he was a bit reluctant to walk with a new person. She followed all my instructions and took care of our baby. Will use her anytime I need help with Winston in the future.”

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Susan H.
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The median cost per walk for dog walking in Princess Anne is $20

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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 - Princess Anne

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Sitters in Princess Anne average 3
repeat dog walking clients

FAQs for Dog Walking - Princess Anne

Frequently asked questions about Rover

The average cost of Dog Walking in Princess Anne is $17 per walk as of October 2026. Most bookings cost between $17 and $19 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 219 sitters on Rover offering Dog Walking across Princess Anne. 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 Princess Anne. 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 Princess Anne 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 Princess Anne. On Rover:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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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