Dog Walking Woodland Way

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Woodland Way, 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: Matthew P.
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Matthew P.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
48 reviews
16 repeat clients
8 years of experience
Middletown, MD, 21769

Matt is very dependable and communicates very well on every walk he takes Bella on. I know I can rely on him to take care of my baby while I am away every time.🐾

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Shawna H.
Sitter Profile Image: Arnaldo Z.
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Arnaldo Z.
from
$15
per walk
5.0 out of 5 stars
73 reviews
12 repeat clients
23 years of experience
Fairplay, MD, 21733

Arnie is very good with Bella, as he understand little dog behavior and cues. Bella loved her walks and affection from Arnie, and looks forward to more walks in his care.

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Kate M.
Sitter Profile Image: Amber G.
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Amber G.
from
$15
per walk
4.8 out of 5 stars
63 reviews
35 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was great. She communicated everything clearly, asked great questions and she and Winnie bonded immediately. I highly recommend Amber for dog walking!

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Margaret P.
Sitter Profile Image: Dominika W.
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Dominika W.
from
$20
per walk
5.0 out of 5 stars
50 reviews
11 repeat clients
15 years of experience
Frederick, MD, 21769

Highly recommend Dominika. You can tell she is a dog lover and did great with both of my Chihuahuas who take some time to adjust to new people!

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Stephanie G.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
40 reviews
14 repeat clients
17 years of experience
Boonsboro, MD, 21713

Tiffany took great care of our guy on her visit! Looking forward to hiring her again!

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Jess M.
Sitter Profile Image: Adrienne C.
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Adrienne C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
66 reviews
33 repeat clients
20 years of experience
Frederick, MD, 21701

Adrienne is thoughtful and caring and very very good at communicating. This is my 3rd time leaving my dog (a somewhat demanding pug) in her care. It will certainly not be our last.

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Garret W.
Sitter Profile Image: Brittany H.
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Brittany H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
10 repeat clients
20 years of experience
Middletown, MD, 21769

Brittany was good with Alli and very flexible and safety conscious with weather challenges.

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Carlotta J.
Sitter Profile Image: Ky S.
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Ky S.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Frederick, MD, 21702

About: HAWKINS DOES NOT LIVE WITH ME FULL TIME, HE LIVES WITH MY FATHER :) I've been a dog lover since childhood! I've been watching, walking and giving lots of love to my own dog (Hawkins) for about 3 years now! However, I was asked to walk and check-in on dogs several times in my complex and neighborhood! This happens especially in my family, as a lot of my family members have one or more dogs they ask me to take care of when they go out of town, or just need a break! I've been caring for a diverse range of breeds, from a Shih Tzu to a Golden Retriever since I was basically 10 years old! I love to work, play with dogs, and save to pay off my student loans! I'll have some availability on the weekends when I don't have class, usually starting around 12pm! There are plenty trails, parks and squares around Maryland, which will provide your dog plenty of room for extra exercise, plenty of playing, and exploring! I will happily take your dog for long walks, play with them however your living space will allow, and play with them as long as you are comfortable with in the parks!

Sitter Profile Image: Kaila M.
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Kaila M.
from
$20
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
9 years of experience
Frederick, MD, 21702

Kaila is great! She was able to visit my dog on short notice :)

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Kendall G.
Sitter Profile Image: Ava O.
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Ava O.
from
$15
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
2 years of experience
Frederick, MD, 21702

Ava was absolutely fantastic! She was reliable, professional, and clearly has a genuine love for animals. From the very beginning, she was communicative, punctual, and made me feel completely at ease knowing my dog was in such caring hands. She went above and beyond by making sure my dog got plenty of exercise and attention. I highly recommend Ava to anyone looking for a trustworthy, compassionate, and dependable dog walker. I'll definitely be using her services again. Thank you, Ava, for taking such wonderful care of my pup!

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Andrew S.
Sitter Profile Image: Marilyn S.
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Marilyn S.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
18 years of experience
Frederick, MD, 21703

Professional. Kind. Made my dog comfortable.

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Cody S.
Sitter Profile Image: Leah H.
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Leah H.
from
$30
per walk
5.0 out of 5 stars
51 reviews
15 repeat clients
10 years of experience
Boonsboro, MD, 21713

We can’t thank Leah enough for dropping in on our pups for us. She spent time with all 3 and was careful to follow all instructions for our foster babies! We’ll definitely be having Leah watch them again in the future!!

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Jessica F.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
81 reviews
38 repeat clients
30 years of experience
Middletown, MD, 21769

About: With over 30 years of pet care experience growing up on a small farm, I’ve had the privilege of caring for a wide variety of animals—from dogs and cats to livestock. My experience has given me a deep understanding of animal behavior, health, and care needs. Living on 100 acres, I offer a unique environment where pets have plenty of space to explore and play in a safe, supervised setting. Unlike many sitters, dog sitting is my main source of income, which means I am fully dedicated to giving your pet my full attention, love, and care. Whether it’s puppy training, senior pet care, or just providing lots of love and exercise, I treat every pet like they’re my own! *I also offer a contactless pet drop-offs and pick-ups if needed for early morning/late evening pick ups(+$fee per dog). You can drop your fur baby off in my outdoor kennel, text me and I will be sure to come get you pup as soon as I can and move them inside or to the fenced in area! I prefer to do this after we have met in person at least once to show you the kennel drop off/pick up. Pet care is at the heart of my daily routine. As a full-time pet sitter living on 100 acres, my day revolves around providing attentive, personalized care. From morning walks and playtime to feeding, grooming, and cuddling, I ensure every pet gets the love, exercise, and attention they deserve. Since pet sitting is my main source of income, I have the flexibility and time to accommodate individual needs—whether it’s extra potty breaks, medication schedules, or play sessions. Your pet’s happiness and well-being are my top priority every single day. There isn't an option to mark for older kids, Rover considers under 12yrs a child. I have a teenager and my youngest is about to turn 12. They have been raised around dogs and cats their entire lives, also my kids and our cats have their own side of the house that is gated off from all dogs. We have some outside barn cats that are used to running and hiding from our own dog Nala. It's ok if your dog doesn't like cats-they are very good at avoiding cars and dogs. I provide a safe, comfortable, and fun environment for all pets in my care. My property includes a fenced-in area detached from the house, allowing for secure, off-leash playtime where pets can run, explore, and enjoy fresh air safely. In addition to regular walks and exercise, I also offer bathing services, with pricing based on breed and size. My priority is ensuring each pet feels loved, comfortable, and well-cared for—whether they’re getting their zoomies out in the fenced area or enjoying a calm, cozy space indoors. Please make sure fur baby is up to date on all their vaccinations, flea and tick meds.

Sitter Profile Image: Heather C.
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Heather C.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Middletown, MD, 21769

About: I have been around animals my whole life and want to spoil yours! I have owned cats and dogs both and take care of many of my neighbors pets all the time! I am the person who is always getting distracted and running late because I ran into a dog that needed to be pet! I am not currently working so I am free to walk and take care of your pets full time! I can easily adjust my schedule to stay overnight if needed and just visit if not! I have lots of experience walking dogs safely (my last dog was a beagle, so I know how the nose can lead a dog!) I am happy to crate your dog and keep them safe at your home and in your yard and neighborhood!

Sitter Profile Image: Abigail T.
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Abigail T.
from
$25
per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
7 years of experience
Myersville, MD, 21773

Awesome experience working with Abigail and she took great care of my dogs while I was away. I would definitely recommend her to anyone if they need a dog walker while they're gone.

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Ryan T.
Sitter Profile Image: Shelby Y.
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Shelby Y.
from
$12
per walk
5.0 out of 5 stars
1 review
20 years of experience
Frederick, MD, 21702

About: I’ve been dog and cat sitting since I was a teenager. In this house we have fur babies, not pets and we take getting our daily dose of fresh air seriously. Our home is a safe and fun place for your babies to play and relax just as they would in their home. Currently my schedule is very flexible; let me know your needs and I’ll do my absolute best to meet them! I care for my pets every day and have no problem ensuring yours are cared for too! I live in a very dog friendly neighborhood, have a fenced in back yard, and walking distance from a dog park. Tell me what works best for your dog (how many walks a day and when, any quirky habits, what works best for feeding) any thing that will help me care for your baby as I care for mine.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$18
per walk
25 years of experience
Hagerstown, MD, 21740

About: Hi, I’m Ashley! I provide attentive, reliable care for your four-legged family members. Whether your pet needs an afternoon stroll, engaging yard playtime, a gentle drop-in visit, or quiet companionship while you’re away, I ensure they feel safe, engaged, and well cared for. My Background & Experience I’ve shared my home with cats my entire life and currently care for two beloved felines of my own. Two of my family's cats were diabetic, giving me hands-on experience administering feline insulin. I understand subtle body language, strict feeding schedules, and how to help reserved pets feel at ease. When it comes to dogs, meeting neighborhood pups while out on my daily delivery routes is always the highlight of my day—I always keep treats on hand to make fast friends! My hands-on dog experience includes: Playful walks & companionship: Great with friendly, moderately active dogs who enjoy neighborhood strolls, interactive playtime (fetch or gentle tug), and backyard sniff sessions. Senior dog fostering: Fostered an older pup through the Humane Society, providing patient, medication-aware care suited to a relaxed pace. Sitting for friends & neighbors: Experienced handling reliable feeding routines, potty breaks, and check-ins. Midday flexibility: Operating as an independent courier allows me to easily accommodate midday walk breaks and playtime drop-ins during prime work hours. What You Can Expect Safety & Respect: I always confirm dietary restrictions before offering treats and adhere strictly to your leash, feeding, and house rules. Clear Communication: Photo and status updates with every visit so you know your pet is happy and secure. Grounded, Caring Energy: Attentive company for friendly dogs and a gentle, quiet presence for cats. I’d love to schedule a meet-and-greet to see if we’re a great match! I am an independent contractor and online student, which means I don't work a rigid 9-to-5 desk job. My schedule allows me to quickly adjust to your pet’s routine—whether you need regular mid-day potty breaks while you're at work, evening visits, or flexible weekend care. I focus solely on drop-in visits and walks at your home, keeping stress low for your pets. I respect your home's security, follow your exact feeding and care instructions, and practice careful door awareness so indoor cats and pups never slip out. Your pet receives my undivided care and attention.

Sitter Profile Image: Scott W.
Verified Enhanced Background Check
Scott W.
from
$15
per walk
25 years of experience
Myersville, MD, 21773

About: I've had dogs and cats for over 25 years and have trained many puppies and raised many rescue animals. Animals are like family to me and I've loved every one. Now that I have the time to help other animals, I'd love to help yours. I'm a retired Federal employee who is available in the morning or afternoon for pet check ins and walks. I live in the Myersville area and would be available to help in the surrounding vicinity. If you need a little space for your dog to run free, I have a fenced in yard with 2 friendly dogs. We usually take our dogs on walks and let them run in the fenced in area. I can walk your dog, check in on them, feed them, and let them out in your fenced yard.

Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$13
per walk
5 years of experience
Middletown, MD, 21769

About: Hi!! I’m Tatiana and I’m here to take the best care of your pet! I love all sorts of animals, big and small, mighty and shy. I am reliable, have my own car, and am free 95% of the time! I am currently unemployed and looking for extra ways to make income. I am available practically all of the time. I am not picky! Taking care of animals is part of who I am. My cat, Mila, can testify! Unfortunately I am unable to bring pets into my house, but I am more than willing to provide my exceptional services at your comfy home! I have experience with many animals!

Sitter Profile Image: Manasa Y.
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Manasa Y.
from
$18
per walk
10 years of experience
Frederick, MD, 21702

About: I’ve grown up surrounded by dogs and cats and currently have Berlioz, my 6-year-old tabby, and Chibi, my 6-month-old Husky. I love giving pets the time, attention, patience, and affection they deserve. As a nurse, being responsible and attentive comes naturally to me, and I’d love to give your furry family member the same loving care I give my own! 🐶🐱❤️ I'm currently working as a full-time nurse, but I only work 3 days a week which gives me plenty of time in the rest of the week to take care of your furry pets! We live in a single family home with an unfenced backyard but in a quiet neighborhood. There's plenty of lawn space and a 10x10 ft dog pen in our backyard.

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The median cost per walk for dog walking in Woodland Way is $20

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Popular requests for dog walking - Woodland Way

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Sitters in Woodland Way average 3
repeat dog walking clients

FAQs for Dog Walking - Woodland Way

Frequently asked questions about Rover

As of September 2026, there are 2,174 sitters on Rover offering Dog Walking across Woodland Way. 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 Woodland Way. 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 Woodland Way.

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 Woodland Way. On Rover:

  • 90% of walkers can help with special care needs
  • 97% 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 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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