Dog Walking Whispering Woods

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

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Over 91
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: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
46 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: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
53 reviews
8 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: Heather B.
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Heather B.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
169 reviews
53 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather was fantastic, responsible, punctual, and clearly great with dogs. Chance warmed up to her right away, and I appreciated the updates and photos. I will definitely book her again.

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Sitter Profile Image: Donna R.
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Donna R.
from
$15
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
24 years of experience
Glen Burnie, MD, 21060

Donna & Mars just connected. 💖 She must be the 🐶 pup whisperer !!

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Bennie H.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$12
per walk
5.0 out of 5 stars
5 reviews
2 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: Liza S.
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Liza S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
98 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

Liza was awesome! She kept our girl so happy with lots of exercise, food & water, and she cleaned up paws after muddy playtime outside. Liza was so communicative and easy to get in touch with from the moment we booked with her. Highly recommend Liza! We look forward to having her back again.

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

Debi was our first experience with Rover. She was excellent, kind, flexible, and on time. She provided a bunch of great pictures of our dog throughout his walk and play time as well. I recommend!

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Thomas M.
Sitter Profile Image: Nolan C.
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Nolan C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. 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 am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

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: Alexa D.
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Alexa D.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Annapolis, MD, 21401

About: Hi! I have grown up around dogs all my life and love taking care of them. I have a dog of my own now, Loki, who is my pride and joy. Genuinely my best friend. I know it is hard finding the perfect sitter for your dog(s), but I am experienced and love to be around dogs. I have had some experience walking dogs in my old neighborhood. I really enjoyed that job and wanted to find something similar. I also love to visit my local animal shelter to just look around and potentially help if they need me to. I don’t just want to walk the dogs, but interact with them and make sure they feel comfortable. Thank you for considering me and please contact me if you have any questions! I currently have a full time job, but work from home 3 days out of the week. I am very flexible when it comes to working. I have pet sat for many of my family friends. I am always attentive to any dog/cat that I have in my home. I am putting them first and making sure they are happy throughout the day.

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

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

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Natalie E.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$32
per walk
4.4 out of 5 stars
8 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: Marley D.
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Marley D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

I selected Marley as a back-up to my regular walker. She has been professional, dependable, flexible, and fun for my puppy. I would highly recommend her and plan to use her much more in the future!

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Kathy G.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
19 reviews
4 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: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
12 reviews
3 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: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

Jessica has been wonderful! I needed help on short notice for my energetic Staffy/Lab mix while I worked overnight shifts, and she exceeded my expectations. She was great with my dog from the very first meet and greet, and clearly has experience handling larger, high-energy dogs. She provided a full 30 minute walk, updates with photos, notes about the visit, and even tracked potty breaks and checked her water. Knowing my dog was getting exercise and attention in the middle of my 12 hour shift made a huge difference and greatly reduced my stress. Jessica has been reliable, professional, communicative, and caring. My dog absolutely loves her, and I feel completely comfortable having her care for my pet. I highly recommend her to anyone looking for a trustworthy and experienced dog walker!

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Francesca S.
Sitter Profile Image: Rowan E.
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Rowan E.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Severna Park, MD, 21108

Showed up on time and Super nice + great with my dogs.

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Masn M.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Parole, MD

About: Hi! I’m Courtney — a true dog lover, experienced pet caregiver, and someone who treats every pet like family. As a dog mom myself, I understand how important it is to trust the person caring for your pet. Whether your dog loves long walks, playtime, couch snuggles, or just a calm and reassuring presence, my goal is to make them feel safe, comfortable, and loved while you’re away. I have extensive experience caring for dogs with a wide range of personalities, energy levels, and care needs, and I pride myself on being dependable, communicative, and attentive to details. For house sitting, my standard rate includes typical care such as feeding, walks/potty breaks, companionship, overnight care, and lots of love. If your pet requires additional support — including senior care, medication administration, frequent potty breaks (every few hours), mobility assistance, separation anxiety management, or near-constant supervision — please let me know before booking, as these higher-needs situations may require custom pricing to ensure I can provide the level of care your pet deserves. Please be as detailed as possible about your pet’s routine, behaviors, and care needs so I can make sure we’re the right fit. Looking forward to meeting your furry family member!

Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
66 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Victoria H.
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Victoria H.
from
$30
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
18 years of experience
Annapolis, MD, 21409

Victoria was amazing! She took care of my dog while I was on vacation—walked him 3 times, fed him, and made sure he always had fresh water. She even brought her own leash and was super professional throughout. Highly recommend

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Alex S.
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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

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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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

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

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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 August 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 August 2026, there are 11,343 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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