Dog Walking Whispering Woods

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

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Over 92
pet parents in Whispering Woods have booked dog walking

Whispering Woods, 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: Elena K.
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Elena K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 25 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21409

“Elena helped us walk our dog(Blue) when we were visiting Annapolis. She can be 100% trusted and dependable. We didn’t even get a chance to meet Elena. But she took care of the walk as if she has known Blue for years. Thanks again!”

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Subbiah S.
Sitter Profile Image: Abby D.
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Abby D.
from
$15
per walk
6 years of experience
Arnold, MD, 21012

About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.

Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 67 reviews
12 repeat clients
10 years of experience
Severna Park, MD, 21146

“Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.”

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James T.
Sitter Profile Image: Ryan B.
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Ryan B.
from
$23
per walk
5.0 out of 5 stars
• 8 reviews
8 years of experience
Annapolis, MD, 21409

About: Hi everyone! My name is Ryan, and I’m beyond excited to walk/hang with your pets! I take this job very seriously, as I’ve grown up with dogs and cats my whole life and have experience walking/sitting for many different pets (of all sizes/breeds/and temperaments). Send me a message with any requests! I work part time and do freelance so I have a lot of availability to take care of your pet’s needs, whether that be some extra attention, playtime, walks, drop-ins etc. Just shoot me a message and I can more than likely make myself available for whatever your needs may be! I am very respectful when entering clients homes to take care of their pets. I myself have grown up with dogs and cats, and completely understand all boundaries pet parents may have - whether they’re allowed on the furniture, outside, crate-time etc. The rules and routine you've established with your pets is what's most important! Whether you have a shy cat that just needs to be fed, or a rambunctious dog that needs to get its energy out, I've got you covered!

Sitter Profile Image: Code & Dana S.
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Code & Dana S.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Arnold, MD, 21012

About: My wife and I had a dog for 13 years and enjoyed taking her hiking and swimming throughout her active years and snuggling on the couch when she became a senior. I'm familiar with the whole life cycle of dog care. From helping puppies get all the wiggles out to carrying seniors whose legs are arthritic and no longer at their best. Now that our girl, Nala has passed away, we are enjoying connecting with others' pets. I have an unconventional schedule for work and am available to let your dog out from 9 am until noon on Monday, Tuesday, Friday, and Saturday. Wednesdays and Thursdays are my days off and I'm free to hang with your pup any time! I'm very committed to pet safety and will want to understand all situations in which your dog may become reactive so that we avoid putting your pet in a situation that will make him or her uncomfortable. I also have a tracker that I like to put on all dogs in my care just in case they get spooked or something unexpected happens while we are together.

Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Annapolis, MD, 21409

“Highly recommend Ryan! He took the time to do a meet and greet and really understand my dog’s specific needs. He was very communicative and flexible whenever any changes came up, which I truly appreciated. What stood out most was how he followed my dog’s training routines and even used the exact phrases we’ve been working on. He handled my dog’s reactivity with care and confidence, and it made a huge difference. I felt completely at ease knowing my dog was in such good hands!”

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Stacie Z.
Sitter Profile Image: Susanne W.
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Susanne W.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
Annapolis, MD, 21409

About: My biggest priority is communication! I love to send check ins and pictures throughout the day, and often ask questions. I will always double check instructions to make sure your pet has the care you intended. I am also outdoorsy and love to walk! I will always extend a walk if I can, not cut it short or do the bare minimum. I am committed to giving your pet the exercise and attention the deserve! I am a nanny, student, and big fan of exercise! I have alot going on in my day, but often have gaps in between that allow me to visit your animals and get them outside. I can often be found doing homework in the evenings, and I always seem to get so much more done when dogsitting! I will always follow instructions and ask questions if I am not sure. I will never feed your pet anything that is not from you, and I will use proper precautions, leashes, harnesses, etc, when outside. I will always clean up after myself and be diligent about locking doors and leaving the house as I found it.

Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 59 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

“Marley was absolutely wonderful with Fiora! The photos she sent during each walk were beautiful, and Fiora always came home happy and pleasantly worn out — which is everything you could ask for. We couldn't recommend her more highly, and she'll be our first call whenever Fiora needs her daily walk covered.”

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Joseph C.
Sitter Profile Image: Rachel S.
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Rachel S.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 47 reviews
17 repeat clients
33 years of experience
Arnold, MD, 21012

About: I enjoy taking care of animals! I’ve been around dogs my entire life and helped my mom breed labradors growing up. I enjoy pet sitting because I get to enjoy that extra love from dogs/cats and the opportunity to play with them and go for walks! I have been pet sitting for about 10 years now and enjoy having them in my home and treating them like family. Pets bring so much joy to myself and my children that we love to have them around all the time! I do spoil them by letting them lay on the bed/couch in my home and I always have extra treats! We have a nice park in my neighborhood and love to go on long walks! Thank you!

Sitter Profile Image: Justine P.
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Justine P.
from
$20
per walk
5.0 out of 5 stars
• 74 reviews
36 repeat clients
31 years of experience
Pasadena, MD, 21122

“Justine was awesome! We asked her last minute for a walk and she was available and understanding. She took my pup on a great walk and sent lots of pictures! Highly recommend”

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Holly N.
Sitter Profile Image: Baylie A.
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Baylie A.
from
$22
per walk
5.0 out of 5 stars
• 30 reviews
17 repeat clients
10 years of experience
Annapolis, MD, 21403

“No words for Baylie she’s doing an amazing job with Morgan! She’s always kind and send a loc of pics of him! And I can tell on his face how much he loves her! Thank you so much”

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Leticia P.
Sitter Profile Image: Allison K.
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Allison K.
from
$21
per walk
4.9 out of 5 stars
• 301 reviews
132 repeat clients
15 years of experience
Crownsville, MD, 21032

“Allison is an excellent dog walker. She is very attentive to our dog’s needs. She spends an hour to walk and play with Duke while we are at work. Allison leaves very thorough reports after each walk and communicates if any scheduling updates are needed for the week ahead. We really appreciate having Allison spend time with our dog and we would absolutely recommend her to others. Thank you.”

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Christopher M.
Sitter Profile Image: Emma W.
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Emma W.
from
$40
per walk
6 years of experience
Arnold, MD, 21012

About: I’ve taken care of dogs since I was 13, I have watched family, friends, and neighbors dogs. I also have experience with dogs that need medication or extra care! I have watched dogs of all ages as well! I’m currently a college student so I have plenty of time to play with pets on days I don’t have class, and during class days I can stop by and do quick potty breaks! I love to make sure that pets have everything they need, including lots of pets and cuddles. I have one dog of my own at home as well!

Sitter Profile Image: Ella O.
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Ella O.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Severna Park, MD, 21146

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.

Sitter Profile Image: Aidan M.
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Aidan M.
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
15 years of experience
Charles Village, Severna Park, MD, 21146

“Aidan took wonderful care of our foster, Tango, who had just recently gotten neutered. I was nervous about leaving him, but after a meet and greet with Aidan, I knew he was in great hands. They were very respectful of the notes I left and were attuned to Tango's needs in his vulnerable state. Their calm and grounding energy was just what Tango needed during his recovery. I would highly recommend Aidan to anyone who is looking for a thoughtful, kind, and reliable person to care for their pets.”

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Nicole C.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 572 reviews
263 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle is professional and provides great / detailed feedback on stays with Rosie. She is reliable, accessible, and consistent in her performance and can be trusted to do her job well. Highly recommend!”

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Reed W.
Sitter Profile Image: Anna B.
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Anna B.
from
$25
per walk
5.0 out of 5 stars
• 1 review
12 years of experience

About: Recently I moved away from my two big, affectionate, quirky dogs who have given me lots of dog experience: playing, walking, dog beach days, hikes, and just hanging out giving dogs the individualized quality time they deserve. Having grown up with pets, my experience is thorough, my personality is calm, quiet and attentive. I have experience with walking and caring for dogs other than my own and with overnight dog sitting, nannying for families with dogs, and spending time with dogs we have watched at our house for other families. Pets should get intentional and quality time, love, and play time, and I am a very patient, responsive, and dedicated person who would love to help out in giving this to your dog/s! I’d love to be available to meet and care for the pups you care so deeply for in your busy times. Dogs fill my cup! I am available and flexible. Willing to work with whatever you may need. Weekends, weekdays, mornings, daytime, evenings, I will coordinate with my schedule and yours as well, contact me to discuss availability. Most importantly I can honor owner's requests. Time spent meeting and learning your pet is always helpful and preferred before caring for them. Depending on the service, let’s discuss your thoughts!

Sitter Profile Image: Stacie Z.
Verified Background Check
Stacie Z.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
28 years of experience
Annapolis, MD, 21401

“Stacie was able to come on short notice to walk Riley. She was responsive, professional and I could tell loved meeting Riley! I’ll definitely be using Stacie again in the future!”

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Lauren D.
Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$25
per walk
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Danielle P.
Verified Background Check
Danielle P.
from
$35
per walk
5.0 out of 5 stars
• 23 reviews
5 repeat clients
20 years of experience
Arnold, MD, 21012

“Danielle was great to work with! Everything went smoothly and Rory loved her walks!”

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Jaime D.
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The median cost per walk for dog walking in Whispering Woods is $20

Dog parents share their Rover experiences - Whispering Woods

1 / 1
5.0 out of 5 stars

Nico was very great meeting our pets for the first time! Our dogs very much took to her aright away!

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Bradley T.
Dog Walking
5.0 out of 5 stars

Cool Whip and I really grateful to have Nolan take Cool Whip on her walks! He is very prompt and generous with his time. He is great with communication. Cool Whip looks forward to more walks with Nolan in the future!

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Krista K.
Dog Walking
5.0 out of 5 stars

We have used Debi several times to take care of our young black lab and cat. She’s great! Very responsive and loving towards the animals.

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Alexa W.
Dog Walking
5.0 out of 5 stars

Amber has great energy and was so caring with my pup! I had complicated instructions each visit and Amber was understanding and happy to make sure everything went safely and smoothly. Definitely will book in the future!

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Caitlin I.
Dog Walking
5.0 out of 5 stars

Elena helped us walk our dog(Blue) when we were visiting Annapolis. She can be 100% trusted and dependable. We didn’t even get a chance to meet Elena. But she took care of the walk as if she has known Blue for years. Thanks again!

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Subbiah S.
Dog Walking
5.0 out of 5 stars

Kevin takes such wonderful care of our pups!! He is a great communicator and sends photos when he is with them. We appreciate that he often is able to help us out at the last minute. We will give him a call the next time our pets need him!!

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Eliza N.
Dog Walking
5.0 out of 5 stars

Cade did a fantastic job! Hendricks had a blast. He was right on time and took great care of our pup! Definitely will be having him help us again with Hendricks!

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Julianne H.
Dog Walking
5.0 out of 5 stars

Cheri is the best! Super communicative and reliable, our dog is not easy but she knows how to take great care of him.

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Carley C.
Dog Walking
5.0 out of 5 stars

Dejah is so great! Always timely and makes the extra effort. Very reliable and we are super grateful of how great our pup is cared for.

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Sarah S.
Dog Walking
5.0 out of 5 stars

We had a wonderful experience with Yarimar. She was consistently kind, reliable, and flexible when we had to reschedule. I would highly recommend her.

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Jessica O.
Dog Walking
5.0 out of 5 stars

Captain is a bark greeter and Alexia did a great job at keep calm and welcoming his excitement. He seemed very happy after the walk and hung around her a bit before she left. Overall fantastic experience.

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Jessica G.
Dog Walking
5.0 out of 5 stars

Kayla is conscientious, responsive, and truly seemed to enjoy being with our doggie. Highly recommend

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Jennifer G.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Whispering Woods

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Sitters in Whispering Woods average 4
repeat dog walking clients

FAQs for Dog Walking - Whispering Woods

Frequently asked questions about Rover

The average cost of Dog Walking in Whispering Woods is $32 per walk as of October 2026. Most bookings cost between $17 and $33 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 11,216 sitters on Rover offering Dog Walking across Whispering Woods. 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 Whispering Woods. 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 Whispering Woods 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 Whispering Woods. On Rover:

  • 85% 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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