Dog Walking Whispering Woods

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

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Over 89
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: 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: Alexia M.
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Alexia M.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
37 reviews
13 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: Anna M.
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Anna M.
from
$15
per walk
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.

Sitter Profile Image: Yarimar B.
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Yarimar B.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Arnold, MD, 21012

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.
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
5 reviews
3 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: Nolan C.
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Nolan C.
from
$15
per walk
8 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc. I have lots of experience in caring for animals from reptiles to mammals. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal I have an invisible fence with a front and back yard, two parks that allow dogs in my neighborhood including water access. I have open space in the home and can easily follow any typical rules or care needs for your pet

Sitter Profile Image: Owen K.
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Owen K.
from
$15
per walk
4.9 out of 5 stars
51 reviews
4 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: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 reviews
33 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: Marley D.
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Marley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
13 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley has been an awesome dog walker for our dog twice a week. She takes very good care of him and has been great with communication. Would highly recommend Marley!

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Brad F.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$15
per walk
3 repeat clients
4 years of experience
Annapolis, MD, 21403

About: I’ve had dogs and cats my whole life growing up and been a pet owner for 18 years. I have walked, feed and cared for our family’s, friends, and neighbors. I’m am great with younger pets that need to release some energy and great with older pets that need a little bit more patience and time. I can’t wait to meet your pet and give a helping hand to your family. I’m completely flexible any days and times. Happy to do a meet and greet free of change! I currently own two pups named Dunkin and missy and a cat named bonnaroo. Which I care routinely. I don’t have any other big jobs right now so my main goal is focusing on the animals and making sure they get exercise. I love to get exercise and walk with my dogs. Also love to throw the ball with my dogs. By also Making sure they have food and water and stay healthy.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
19 years of experience
Arnold, MD, 21012

MacKenzie has been great with walking my very energetic (and demanding) Yorkie. She is professional, polite, prompt. Any complaints? Psssh, nope. Thank you MacKenzie!!

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April J.
Sitter Profile Image: Lisa H.
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Lisa H.
from
$15
per walk
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: debi t.
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debi t.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
104 reviews
33 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: 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: Alice A.
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Alice A.
from
$15
per walk
10 years of experience
Annapolis, MD, 21401

About: I have been caring for animals my entire life and currently help care for two energetic golden retrievers and two cats. Through years of pet ownership, I have experience with feeding, walking, playtime, and maintaining daily routines. As a UCLA student with a flexible schedule, I am available for dog walking, drop-in visits, and pet sitting. I love animals of all kinds and am committed to providing attentive, reliable care while treating every pet like my own. I am a college student home for the summer and available take care of your pets most anytime! I am happy to do early mornings or late nights I am happy to spend as much time as needed with your pet and take care of any special needs they might have! I am highly attentive and love bonding with new pet friends

Sitter Profile Image: Amy W.
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Amy W.
from
$15
per walk
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: Hello! I am a teacher and parent who is reliable and trustworthy. I have always had a dog of my own and currently have 2 dogs, one 6 month old dachsund mix and the other is a 4 year old cattle dog mix. I am very passionate about helping others care for their dogs! When I was a teenager, I worked as a vet clean up tech at my local veterinarian. Everyone who knows will tell you that every time I see a dog, I always want to go pet it right away! I’m a true dog lover and would love to help people out caring for their pets! I am available in the early mornings and afternoons for walking and pet sitting! Holidays are also a great time for me because I’m off work then! I look forward to taking care of your fur babies! I am a teacher, so I'm available on the weekends and have more availability in the summer months to take care of dogs. I prefer to take care of dogs and cats in the mornings, but can do mid-day or afternoons if needed. I have a fenced in yard and a great neighborhood to walk dogs around. I also have a crate that can be used for small and large dogs if needed.

Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Annapolis, MD, 21409

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.
Sitter Profile Image: Laura W.
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Laura W.
from
$15
per walk
15 years of experience
Arnold, MD, 21012

About: I have had pets my entire life. I currently have 2 dogs- Bucky and Abbie. I love animals and will treat yours like my own. I am a teacher, so currently I am available only on the weekends. Once summer comes I have open availability! Please contact me! Thank you! I will care for your pets like they are my own. I will play with them, feed them, walk them, cuddle with them, and anything else that is part of their routine.

Sitter Profile Image: Leah B.
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Leah B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
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: Sylvie L.
Verified Enhanced Background Check
Sylvie L.
from
$17
per walk
22 years of experience
Annapolis, MD, 21401

About: I've recently graduated college and now have a lot of free time on my hands. I love animals so much(perhaps more than people...). I have experience in taking care of dogs of various sizes and temperaments. Growing up I've had a puggle, boxer, and now two german shepherd mixes who were adopted from shelters. I've volunteered at animal shelters where I walked, cleaned, brushed, and fed dogs. Furthermore, I've pet sat for neighbors and family members. My dogs live with my parents in Cascade, so I don't live with dogs nor other humans at my house in Annapolis. I would love to take care of your pets! I will be starting a program that runs from M-F 9-3:30 soon, but am available after 3:30 M-F and all day on Saturdays/Sundays. I could walk, feed, or let out your pets before 9 as well. The M-F schedule will change come the end of July which would give me more availability on those days. When I'm at my parent's house, I let my dogs out in the mornings, feed them breakfast and dinner, give them medicine, go on walks/hikes, practice tricks and obedience tasks with them, and play with them. I'm more than happy to provide these services in my client's home too!

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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

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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  • 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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Why Choose Rover?

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
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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 for Dog Walking in Whispering Woods on Rover is $32.1 per walk (as of July 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 July 2026, there are 11,417 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
  • 97% 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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