Dog Walking Fairplay

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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: Arnaldo Z.
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Arnaldo Z.
from
$20
per walk
5.0 out of 5 stars
• 75 reviews
12 repeat clients
23 years of experience
Fairplay, MD, 21733

“Arnie is terrific! He's always early, has a smile on his face, and comes prepared with poop bags! Very efficient and flexible. Arnie has been a God send. I'm glad I chose him to take care of Cannoli while I recovery from.surgery. highly recommend!”

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Sherrie-Lynn H.
Sitter Profile Image: Arlene C.
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Arlene C.
from
$15
per walk
5.0 out of 5 stars
• 36 reviews
15 repeat clients
25 years of experience
Falling Waters, WV, 25419

About: I'm certified in CPR emergency vet services and have watched dogs in my home for years. If you are working long hours and or regular hours and need someone to take care of your dog while you're at work, I'm the one. Sometimes when we leave our dogs alone at home while we work they can get into a lot of things. They can get bored. They can be destructive and they get very lonely. Most of the clients that I work with have a job work long hours and their dogs at times have torn their house, their furniture or whatever they can find completely up and then they have such a mess when they get home. We love our dogs. We love them more than anything and it's hard to come home like that. So if you're tired of it and need someone to help, I'm the one for you. I'm retired. I have two dogs that are so used to other dogs. They don't get out of my sight. Believe me. I have leashes harnesses beds. Anything they need? Lots of toys and lots of activity. I don't have a fenced-in yard but that's why I take small dogs and I can walk them two to three times a day. Whatever you would like to have done. They are allowed on my furniture and in bed with me if they happen to spend the night. They have full run of the household just like mine does. My two dogs are small and they love other dogs after their first initial visit. My dogs are used to other dogs in my house that are not mine and we all get along. Meet and greets are essential. I love animals of all kinds, but I find that dogs are my ones that I can handle the best. It gives the owner peace of mind knowing that their dog is with someone that will take good care of them. So if you need somebody like me just me know. We'll see what we can work out. Randomly I will be able to watch them overnight. If something happens you have to work late or the weather gets bad and you can't make it to my home. That's not a problem. I've got a big bed and lots of blankets and lots of pillows and lots of dog beds if that's where they like to sleep. 🐾 All dogs must be up to date on shots and flea and tick medicine. All dogs will be checked when they come to my house to make sure that there's no fleas. If they do have fleas then I will bathe them And let you know that they need flea and tick medicine before they return. I have plenty of references if you request. I’m retired and am home all day. I’m prepared ahead of time for hosting dogs. The reason I have a one-day notice is so I can prepare my house with anything I may need so that there is no leaving the dogs by theirself. All pets free roam my home. They get to sleep wherever they are used to. They are fed according to the pet parents instructions. All pets get two to three walks a day .Lots of potty breaks, water provided outside and of course inside. They get lots of hugs and treats if aloud by pet parents.

Sitter Profile Image: Jaden W.
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Jaden W.
from
$20
per walk
4.8 out of 5 stars
• 17 reviews
11 repeat clients
2 years of experience
Hagerstown, MD, 21740

“I messaged Jaden and she was able to come that same evening for a meet and great, and start walks as early as the next day. I highly recommend her! Jaden has been walking my puppy Toby for 3 weeks now. On time, great communication, super flexible and has great availability. Will continue to work with Jaden moving forward.”

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Gabriela C.
Sitter Profile Image: Cari Y.
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Cari Y.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 114 reviews
23 repeat clients
15 years of experience
Hagerstown, MD, 21740

“Thanks Cari, your a life and stress saver”

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Kate M.
Sitter Profile Image: Christina H.
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Christina H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 13 reviews
8 repeat clients
30 years of experience
Hagerstown, MD, 21740

“Thank you for taking excellent care of Phoebe! I appreciate your flexibility and prompt responses!”

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Billy H.
Sitter Profile Image: Jenna H.
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Jenna H.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
Martinsburg, WV, 25403

“She is so sweet and so gentle and Kratos enjoyed his time out with her.”

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Michele L.
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: Hannah M.
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Hannah M.
from
$20
per walk
4.8 out of 5 stars
• 29 reviews
17 repeat clients
6 years of experience
Hagerstown, MD, 21740

About: I'm Hannah! I have two boys, ages 3 and 7. My kids are great with dogs as we have been doing Rover for over 6 years. We are dog lovers and we would love to have your doggy in our home while you are away! I can offer as much or as little outside time that’s needed. Your baby will be in great hands while you’re away and you won’t miss a beat with all the pictures that are sent your way. Your dog will get a lot of outside time, exercise, play time, snuggles and freedom. Please feel free to message me with any questions or special requests. (: I have a flexible work schedule and work from home 3 days a week. We love to be outdoors playing but are also completely fine staying inside and relaxing. We treat any dog in our home like family. We try to make them feel as comfortable as possible as we understand that being out of their home and away from their owners can cause different behaviors such as anxiety, sadness, hyperness, etc.

Sitter Profile Image: Tara L.
Tara L.
from
$20
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
6 years of experience
Martinsburg, WV, 25404

About: I have been a dog walker for 6 plus years and have my own 4 year old bully mix! I regularly care for another dog as well! I give love as if they are my own and spoil them rotten! I give medications, care for wounds, post surgery care and have done chemo treatment trips and after care! I currently have part time hours at work. I am available mornings, evenings and weekends! I have plenty of extra time and love for all your pets! A nice home with a good sized fenced in yard for lots of play time and sunbathing! I have a very playful and loving pup myself who loves everyone and everything! During the work week our pup is only alone about 4 hrs a day and we do have a camera so we can check in on her. When there is another pup in our home we do keep them separate while no one is home for safety and comfort for all. When home they can all run and play as much as they want! Lots of toys and outdoor time! Supervised meal times as well!

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

“Dominika took great care of Stella. I would have her walk and care for my dog again. She was attentive, shared lots of pictures, and even went out of her way to text my mom to schedule based on her availability.”

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sapana a.
Sitter Profile Image: Lana S.
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Lana S.
from
$40
per walk
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Sharpsburg, MD, 21782

About: Dogs have always been a part of my life. I look out for them. I believe exercise is critical. I care about their comfort and nutrition, including constant fresh water! I like to have notes on personalities and habits of the dogs I care for so as to help the animal feel comfortable. I prefer dogs that have been crate trained or trained for healthy habits. A crate is a necessary tool and a dog should feel safe in a crate. If I need to step out for any reason, your dog will be put in a crate for their safety (or your preferred method). Favorite toys and bedding is encouraged. Please know that your dog is safe and cared for while in my supervision. I'm home most of the day with the exception of a few hours(3-3 1/2) so, your dog will have my attention and care! Besides, all dogs need naps, right? :-) Holiday rates will apply to all of my services. Mostly retired. Why not use my time to care for wonderful animals? I currently have 3 cats. My dogs are gone but not forgotten, r.i.p. ♥ I have a fenced yard and a cat-tio. Safety is utmost important to me while caring for animals. Trust me, I care immensely. No worries.

Sitter Profile Image: Shannun T.
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Shannun T.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Middletown, MD, 21769

About: Hi! I’ve always been an animal lover, dogs, cats, horses, I love them all. Being a pet owner myself, I know how special they are, they truly are family, we wouldn’t want someone incompetent watching our kids, and our furbabies deserve the same trust! I promise to give them love, attention, treats (if allowed) and my full attention! I also have a playmate for them, named Cheyenne, so yours will never be alone! She’s a German Shepherd, very sweet and playful, she does great with small and big dogs, but she will wants to sniff them out first (as im sure yours will too) I’ve owned animals my whole life, I was that kid wanting to walk my neighbors dogs instead of going to the park. If your pup has any special needs, or has restrictions, please let me know ahead of time

Sitter Profile Image: Taylor G.
Verified Enhanced Background Check
Taylor G.
from
$20
per walk
20 years of experience
Boonsboro, MD, 21713

About: I’ve had a dog my entire life. Since moving out on my own, I knew a way to keep myself busy was getting a dog of mine. So puppy hood it is! Enjoying every minute of it! Pet care fits into my everyday routine with currently having a puppy! Many walks, lots of playing and learning new things every day! Caring for my puppy is my top priority I would be happy to come care for your dog during the day, go on walks, play dates, anything to get them moving and out of the house!

Sitter Profile Image: LilliAna S.
Verified Enhanced Background Check
LilliAna S.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Shepherdstown, WV, 25443

About: Hi! I’m Lilli, a dependable animal lover with 4+ years of petsitting experience and a lifetime of caring for my own pets. I understand how important it is to know your furry family members are safe, happy, and well cared for while you’re away. I’m comfortable with feeding, walking, playtime, administering basic medications, and providing plenty of love and attention. Whether your pet is energetic and playful or prefers a calmer routine, I’ll make sure they feel comfortable and cared for every step of the way. I have just graduated high school and currently working part time while also starting real estate. I have plenty of free time and mostly an open schedule for your convenience! My own animals have a full backyard they love to play in they love to have their indoor time as well playing with as many toys as they can! I constantly take my dogs on walks in the mornings and evenings to ensure they are getting all their needs met

Sitter Profile Image: Adriana M.
Verified Enhanced Background Check
Adriana M.
from
$14
per walk
5.0 out of 5 stars
• 68 reviews
27 repeat clients
4 years of experience
Greencastle, PA, 17225

“Adriana spent extra time walking Ivy any giving her attention while I was away. I feel very confident that Ivy is receiving the best care in my absence.”

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Brittany B.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$28
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Shenandoah Junction, WV, 25442

About: Ive taken care of and owned dogs for 20+yrs. I have alot of love to give an will love yours like they are my own. I am currently off for summer break and am available all days and hours. I live alone with my furbaby Koda,and I love all animals! I have a year old chocolate lab who loves new friends. I have a fenced in back yard and I have a crate if needed.

Sitter Profile Image: Jaid S.
Verified Enhanced Background Check
Jaid S.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
12 years of experience
Falling waters, WV, 25419

About: I have had dogs and cats my entire life I currently have 5 dogs and 3 cats of my own. I have worked with show dogs and had a grand show champion myself. I spend most of my day with my animals I just moved here so I don’t go very many places. I am willing to bathe and cut a dogs nails as long as they aren’t violently aggressive. I do work full time at a dog care facility it consists of 4 days and it’s 10 hour shifts please consider this before trying to book with me. I live with my fiancé so I will be able to be in and out or stay overnight if necessary with little hassle. I am always on time and allow plenty of notice if I can not make it at the time we agreed. My yard is completely fenced, I can kennel or crate a dog, I have no problem working with dogs that are not crate trained but it is preferred. My dogs and cats are allowed on my furniture however I do have baby gates up in front of each room to allow the cats to have a space away from the dogs. Following whatever rules someone else has for their home is no issue for me.

Sitter Profile Image: Chelsy E.
Verified Enhanced Background Check
Chelsy E.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Kearneysville, WV, 25430

“Does a great job walking my puppy and she looks forward to seeing Chelsea when I tell her she’s coming to walk her”

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Belinda B.
Sitter Profile Image: Heather C.
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Heather C.
from
$20
per walk
5.0 out of 5 stars
• 13 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: Kim T.
Verified Enhanced Background Check
Kim T.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
25 years of experience
Martinsburg, WV, 25403

“Kim was amazing, I love it when walkers go out of their way for me since I have a limited income, she kept him out for an hour and only had to do 30m and she picked me flowers too, how sweet, we will call on her again!!!”

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Michele L.
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The median cost per walk for dog walking in Fairplay is $20

Dog parents share their Rover experiences - Fairplay

1 / 1
5.0 out of 5 stars

Arnie is the best! He's always on time, available, he and my dog get along great. Very dependable! Can't say enough good things about Arnie. He's been helping during knee surgeries and its so nice to have him walk Cannoli when I can't. She loves him!

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Sherrie-Lynn H.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Fairplay

Select a filter and find qualifying sitters offering dog walking.

Sitters in Fairplay average 4
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FAQs for Dog Walking - Fairplay

Frequently asked questions about Rover

As of November 2026, there are 1,402 sitters on Rover offering Dog Walking across Fairplay. 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 Fairplay. 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 a map of the walking route, 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 Fairplay 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 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 Fairplay. On Rover:

  • 90% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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