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
$15
per walk
5.0 out of 5 stars
20 reviews
5 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: Ryan L.
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Ryan L.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
11 reviews
3 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: Leah B.
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Leah B.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Arnold, MD, 21012

About: I have been around animals my entire life! Growing up my family had dogs, chickens, cats. Currently we have 2 beagles and a black cat named Izzy! My other family members began asking me to watch their animals when they went away on trips or to stop by the house if they were stuck at work. This branched to them recommending me to their friends and now here we are! I have been watching the furry loved ones of others for about 4-5 years now and have loved every second of it. I know how scary it can be to leave behind the animals that you consider your children so I am here to make that process a little easier! I’ve taken care of puppies, dogs, cats, chickens, sheep, and horses. All animals deserved to be spoiled and loved by all 💛 I am currently a therapist that works mostly afternoon/evening hours. My daytime availability ranges day to day but getting to create my own schedule allows for flexibility! Owners know their pets best! Any information provided to me about your furry friend will be implemented so that all parties feel safe and well cared for!

Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
68 reviews
34 repeat clients
20 years of experience
Annapolis, MD, 21409

Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.

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Andrew L.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
28 years of experience
Severna Park, MD, 21146

Benjamin was excellent! He was on time and took great care of our two dogs! We will definitely be using him again in the future!

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megan w.
Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
111 reviews
35 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi is great! She is quick to respond to messages, was puntual to the appointments, very caring towards my dog, asked questions to get clarification on how to best care for my dog. You can immediately tell she’s knowledgeable about dogs and a huge dog lover! She’s amazing, highly recommend!

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Xiomara E.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
58 reviews
10 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: Lisa H.
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Lisa H.
from
$15
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Arnold, MD, 21012

About: I've been taking care of family and friends dogs for over 5 years. And used to have dogs and cats of my own. I have many fur-nieces and fur-nephews and love them as my own. Because I work remotely, I can take my work anywhere. So, I will be able to stay with your pet for the duration you are gone. I work from home. And have the ability to work from anywhere. I will bring my laptop and be able to work and keep your baby company. Taking care of them in familiar surroundings.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
47 reviews
16 repeat clients
10 years of experience
Annapolis, MD, 21409

We absolutely love, Alexia! She is consistently punctual and genuinely engages with our dog during his walks. What really stands out as how well she manages him, especially when he gets reactive around cars and certain dogs. Alexia took the time to do a meet and greet before our first walk, which made all the difference in ensuring everything went smoothly. We've already booked her for multiple walks and will definitely continue using her services. We feel so fortunate to have found her!

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Nathaniel V.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.

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Sadie S.
Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

Sitter Profile Image: Taylor B.
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Taylor B.
from
$25
per walk
4.9 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Arnold, MD, 21012

Taylor was awesome! My dog doesn’t alway do well with strangers (she’s very shy and timid), but she warmed right up to Taylor. I would definitely recommend her as someone to take excellent care of your fur-baby.

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Kelley S.
Sitter Profile Image: Avery B.
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Avery B.
from
$25
per walk
5.0 out of 5 stars
2 reviews
7 years of experience
Annapolis, MD, 21409

About: Hi! I’m Avery, and I absolutely love spending time with dogs of all sizes and personalities. As a personal trainer, I’m active, dependable, and enjoy getting outside, so whether your pup needs a quick potty break, a long walk, or some playtime while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pet. I’ll treat your dog like they’re my own, making sure they get plenty of attention, exercise, and love during every visit. I’ll also keep you updated with photos and messages, so you can feel confident your dog is happy and well cared for. I look forward to meeting you and your pup! I currently work part time. I work mostly early mornings and some evenings so I am always around during the day and can be flexible! I will treat each dog like they’re my own! I’ll make sure the house is the way it was when I arrived and the dogs are well taken care of.

Sitter Profile Image: Debra P.
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Debra P.
from
$20
per walk
50 years of experience
Arnold, MD, 21012

About: Ive taken care of my personal and family pets since i was 6 years old. Over these many years, other friends/ family have entrusted me with the care of their furry, feathery, and swimming family members. I have taken care of youngsters to older pets. From dogs, to chickens... I have you covered. I prefer to stay at your house. It keeps your loved one in their familiar environment. The care and safety of your pets( and your house) is my highest concern. I will become you pets second favorite human, after you. I currently work a very set schedule for work but am able to adjust it to my clients needs. My reliability and flexibility makes me an ideal caregiver. I prefer to keep your family member/s in their own environment. It helps to make them feel safe and comfortable. Each client is given my full attention especially to keep their routine and follow any instructions that is special to each of my clients. And always keeping your loved ones happy, healthy, and safe.

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
31 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!

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Keith K.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$32
per walk
4.5 out of 5 stars
9 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

So nice and living toward our dog, Captain.

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Kathleen M.
Sitter Profile Image: Nicole C.
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Nicole C.
from
$20
per walk
15 years of experience
Arnold, MD, 21012

About: I’ve always grown up in a pet loving household with multiple pets. I’ve been not only babysitting but pet/house/farm sitting since I was 12 years old. I am very comfortable in all different environments and love to walk, run, & snuggle! I’m currently a part time pediatric nurse and have fallen in love with the Annapolis area. On my off days I am very willing to accommodate all your pet needs as early/late and as many times as needed! I have cared for pets in multiple different environments. I’ve cared for pets who have a fenced in yard and others who needed to be walked on a leash. I am comfortable with whatever your preferences are.

Sitter Profile Image: James C.
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James C.
from
$25
per walk
5.0 out of 5 stars
7 reviews
16 years of experience
Arnold, MD, 21012

About: Pet Care Experience & What Sets Me Apart I have a lifetime of hands-on experience as a pet owner and caregiver. My two white Pitt-mixes, ages 9 and 7, have given me a deep understanding of raising dogs from puppyhood through their senior years. I'm set apart by my ability to connect with animals of all temperaments. I have a solid grasp of dog behavior, honed by training one of my own dogs and patiently working with another to overcome social anxieties. This experience allows me to build trust and confidently manage a wide variety of personalities. For over 17 years, I've provided both short and long-term care for numerous German Shepherd mixes, so I'm comfortable with large, high-energy breeds. More recently, I regularly helped a friend with their foster dogs, acting as a dog walker, playmate, and emergency contact. I'm also reliable with cats and have routinely cared for my neighbor's cat, including feeding, refreshing water, and daily litter box scooping. I offer a professional and consistent approach to pet care. My goal is to provide a stress-free experience for both you and your pet by ensuring their specific needs are met with attention and care. Weekends I am flexible enough to assist with pet care. Likewise, on Wednesdays I WFH, which allows me some flexibility to help with mid-day walks and bathroom breaks. When I come to your home, I'll always provide your pets and your space with the utmost care and respect. I will always match their energy: if they want to play, we'll play; if they want to snuggle, we'll snuggle; if they need space, I'll be sad, but I'll completely understand.

Sitter Profile Image: Nora S.
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Nora S.
from
$21
per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Arnold, MD, 21012

Nora was great!! She followed our instructions perfectly and was communicating with us the whole time she was there! Will definitely be rebooking!

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Rachel K.
Sitter Profile Image: Anna M.
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Anna M.
from
$15
per walk
5.0 out of 5 stars
1 review
6 years of experience
Annapolis, MD, 21409

About: I’ve taken care of dogs and cats since I was in high school. I am patient attentive, and have a flexible schedule to take care of your pets. I work part time and mostly at night so I will be able to spend a lot of time during the day with your pets. I can easily get to a clients home and am able to stay there with them as needed. I can spend plenty of time with your pets and give them plenty of attention.

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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

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

We have used Nico to care for our elderly dog Goose for a few months now when we are away. He is communicative and takes great care of Goose. I highly recommend Nico.

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Connor G.
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
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Whispering Woods

Select a filter and find qualifying sitters offering dog walking.

Sitters in Whispering Woods average 4
repeat dog walking clients

FAQs for Dog Walking - Whispering Woods

Frequently asked questions about Rover

The average cost for Dog Walking in Whispering Woods on Rover is $32.1 per walk (as of September 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 September 2026, there are 11,319 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 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 Whispering Woods.

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 Whispering Woods. 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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