Pet Sitting Fairplay

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Fairplay, Find top rated pet sitting

Prices are estimates per visit. 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 visit
5.0 out of 5 stars
• 75 reviews
12 repeat clients
23 years of experience
Fairplay, MD, 21733

“Arnie is incredible! He came over a few days before my first booking to meet my 2 dogs. My senior dog warmed right up to him, and my 3 year old rescue even allowed some scratches and to be held. I was able to tell they both felt safe and secure with Arnie around. My senior needs a little extra help up and down the stairs, and I’m still working on leash confidence with the 3 year old. These things didn’t faze Arnie or stand out as a problem. He was ready to tackle them head on. This made me feel safe and secure knowing my babies would be in goods hands with him. I’m so thrilled that Arnie will be a buddy for my pups, and give me some peace of mind when I have a long work day!”

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Kristen P.
Sitter Profile Image: Deann P.
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Deann P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 43 reviews
16 repeat clients
18 years of experience
Hagerstown, MD, 21740

“Dee took great care of my Cocker Spaniel and cat during a drop-in visit and she took the time to befriend them and make them comfortable. I will be checking with her in the future for more drop-in visits!”

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Mark S.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$17
per visit
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: heidi f.
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heidi f.
from
$20
per visit
43 years of experience
Boonsboro, MD, 21713

About: Ive never known a time I didnt have dogs and cats. I have experience working with large breed working dogs as well as smaller dogs and everything in between. The only dogs that intimidate me are Rottweilers and chiuahahas! I love cats. I have extensive experience with fish and some birds too. I currently have 2 conures. I have a saltwater fish tank and a fresh water betta tank so I can easily care for your fish as well. I have a german shepherd pup myself and shes super friendly. I dont have to bring her around your pets. I let her outside about wvery two hours to play. We play ball and fetch. When the weather is good we go on long walks or hikes in the woods. I currently use a wireless gps fence for my dog. In your home I would certainly rely on a fence or a leash. I would not want to be responsible for an injury to your fur baby.

Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 56 reviews
17 repeat clients
8 years of experience
Middletown, MD, 21769

“Matthew came last minute for me and did a phenomenal job. I have a Cane Corso and German Shepherd and he handled both without any issues. Def will be using him again and highly recommend him.”

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Chad W.
Sitter Profile Image: Jaden W.
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Jaden W.
from
$30
per visit
4.8 out of 5 stars
• 17 reviews
11 repeat clients
2 years of experience
Hagerstown, MD, 21740

About: I never had a dog of my own growing up, but I always had a blast watching animals for my family and friends! Taking dogs on walks and simply playing with them is so much fun. I love to be able to bond with pets and really get to know them. I’m not a professional dog trainer, however I’ve attempted to crate train and teach other simple tricks to dogs and was successful. I have experience with senior dogs as well as high energy puppies. I am able to adapt to any dogs personality to ensure they have a great time while their owner is away! Pet care is an important part of my daily routine. I am currently available full time, Monday-Sunday. I make sure to set aside time for walks, feeding, and playtime with the pets I care for. I also ensure they have regular check-ins and any necessary medication or grooming is done on time. I prioritize their needs around my other commitments, and I’m always flexible to adjust my schedule to accommodate their care. I am not currently able to have pets in my home, however I can travel to your home if dog sitting or an overnight stay is needed!

Sitter Profile Image: Mary Katherine T.
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Mary Katherine T.
from
$16
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
29 years of experience
Martinsburg, WV, 25404

About: I have two dogs of my own. My older dog, Ive raised from puppy to dog and give oral meds to him daily. My younger dog, I took over caring for from my parents but he is the best addition to my home. I have cared for dogs in the past for my parents, friends and others dog owners when they go out of town. I am experienced with all dog types and would love to meet your pet! I love to get outside with my dogs after work, either playing fetch or eating bubbles! I would love to do the same with your pets. I have watched both peoples houses and pets while they have been on vacation so you don't need to worry about either when you are away from your pets. I can also take care of any house plants and other types of pets as well!

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

About: I’ve been surrounded by cats and dogs my entire life and have over the last 8 years been a pet parent myself! I currently have 6 cats and 1 sweet, cat-loving dog which has made me very familiar with different pet personalities, routines, and individual needs. My dog has also struggled with separation anxiety since he was first adopted and I worked patiently with him to help him feel more comfortable and secure. This assured me even more the importance of patience, consistency, understanding, and creating a calm, loving environment for animals who may need a little extra reassurance. Whether your pet is energetic, shy, anxious, playful, or just loves to cuddle, I’ll treat them with the same love, attention, and care I give my own. I know how important it is to trust someone with your furry family members, and my goal is to make sure both you and your pets feel safe, happy, and comfortable while you’re away! I currently am a stay at home mama, homeschooling my young kiddo so I have plenty of flexibility during the week and weekends to hang out and love on your pets. I strive to create a safe, loving, and comfortable environment where every pet feels right at home! In my home, there is a designated cat room that only my kitties and humans can access, giving my cats a peaceful space to relax and have their own privacy when needed. There are also plenty of cozy beds, blankets, and comfy spots for naps, cuddles, and snuggles! My home has a spacious, open-floor basement and main level, providing lots of room for indoor playtime, toys, and fun! I also live near several parks and in a walkable neighborhood where I enjoy taking my furry friends on walks, exploring, and getting fresh air! When caring for pets in your home, I do my best to maintain their normal routines so they feel safe, happy, and comfortable in their familiar surroundings. Whether that means feeding, walks, playtime, litter box care, cuddles, or simply keeping them company, I’ll make sure they receive plenty of love and attention.

Sitter Profile Image: Brittany H.
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Brittany H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 18 reviews
15 repeat clients
20 years of experience
Middletown, MD, 21769

“Brittany was amazing we have two dogs and let’s just say the dogs were not missing us :) they were well cared for! Brittany left great updates and we did not have to worry about anything!”

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Desiree G.
Sitter Profile Image: Leslie S.
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Leslie S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 56 reviews
24 repeat clients
50 years of experience
Martinsburg, WV, 25403

“Leslie is an absolute joy and feels like an addition to the family. Her care for our fur babies and the intentionality she has for meeting all their unique needs is soo appreciated. She is a reliable rockstar who always goes above and beyond.”

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Asli N.
Sitter Profile Image: Natalie M.
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Natalie M.
from
$25
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Hagerstown, MD, 21742

“Natalie is fantastic! Very communicative and I could tell from the questions she asked that she was going to provide great care to my cats on her drop-in visit. Everything went smoothly and I will definitely rebook!”

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Chaney D.
Sitter Profile Image: Faith H.
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Faith H.
from
$16
per visit
2 years of experience
Shepherdstown, WV, 25443

About: Hi, my name is Faith! I’m a resident of Shepherdstown, Wv, raised here my whole life. I am a reliable and experienced pet sitter with 2 years of experience! I will always make sure your pets will be comfortable, safe, exercised, and happy under my care. I am currently pursuing a degree in Animal Science, so I have a busy schedule, but I always make time for your pets! I am passionate about animals and would love the opportunity to provide your pets with the care, attention, and exercise they need. **Please Read Schedule first before messaging** My current availability: Monday: Available after 1:00 PM Tuesday: Available after 4:00 PM for a quick walk or drop-in visit Wednesday: Unavailable Thursday: Available after 4:00 PM for walks or drop-in visits Friday: Available for a couple of brief walks or drop-in visits Saturday: Available after 1:00 PM for walks or drop-in visits Sunday: Available after 12:00 PM for a quick walk or drop-in visit My pets are used to routines, so if you have any sort of routine would like me to follow I can do it. Anything from feeding, playing, walking, medicine, not a problem!

Sitter Profile Image: Erika P.
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Erika P.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
1 year of experience
Hagerstown, MD, 21740

About: I am the go-to with friends and families to take care of their fur babies. I have the ability to teach your fur baby basic tricks. I am flexible with whatever needs. I am available Friday, Saturday, and Sunday for majority of the day. Please feel free to reach out with any questions. I do have a fenced yard however would love coming to clients home so your fur baby is comfortable and at ease while their loved ones are way! Always want to meet pet(s) and owner(s) prior to ensure a smooth transition!

Sitter Profile Image: Brandon M.
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Brandon M.
from
$25
per visit
10 years of experience
Falling Waters, WV, 25419

About: I’ve worked with K9s military and currently in the federal government. I have a background in training and quality inspections. I have a fur baby German shepherd that has special dietary needs. Poop scooping is a pain but is needed! I am available most weekends, holidays and week day evenings! Reach out and we can make a schedule work! Safe and happy experience for all! I am here for your fur baby. Play time to nap time. I have the background to get the job done. Ease of mind for the parents. Safe and happy experience!

Sitter Profile Image: Lana S.
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Lana S.
from
$38
per visit
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Sharpsburg, MD, 21782

“Was extremely pleased with Lana. She provided two home visits a day and kept us up to date with pictures. Will definitely use her services again in the future.”

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Lisa H.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$15
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
16 years of experience
Hagerstown, MD, 21740

About: I have 3 cats, 2 dogs, and 4 snakes. I’ve been helping and taking care of pets since i was around 5. I love animals, and go to shelter’s frequently to hang out and interact with the cats and dogs. I’ve dogsat for my family members as well I am currently in college, and am looking for an extra way to make money by doing the things that i love! My hours are pretty open as I have few classes. All my cats are indoor cats. My dogs go out on leashes when i walk them. My snakes cages are locked and only are unlocked when they are being handled. Any rules/regulations for the animal and or home will be followed to a t.

Sitter Profile Image: Abigail T.
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Abigail T.
from
$16
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
7 years of experience
Myersville, MD, 21773

“Abigail went above and beyond to care for a stray mother who had her kittens who tragically passed away before I got home. She is a very caring and attentive sitter who I completely trust with my home and babies :)”

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Brigitte F.
Sitter Profile Image: Alana F.
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Alana F.
from
$25
per visit
20 years of experience
Smithsburg, MD, 21783

About: I was born and raised on a family farm. From the time I was born I have been riding in tractors and taking care of all sorts of animals. Growing up we always had dogs and cats in our home. I have always loved rescuing strays and rehabilitating injured animals of all shapes and sizes. I now have three fur babies of my very own and they are my life! If you entrust your pet with me I will not take it lightly as it is a deep honor and privilege. I love spoiling animals and giving them all the love. If I ever won the lottery I would adopt all of the oldest animals at the shelter and take them to my pet sanctuary. Please consider booking me so that I can continue to stay at home with my human baby as much as possible! 🐾 I am very part time right now since I stay home with my little one. I pick up evening shifts here and there but I am fairly free in the evenings once my husband gets home from work. Let me know what you need and we can work out a routine! I typically work with children and for that reason I understand the importance of trust, flexibility, and kindness. I will always uphold your privacy and I promise to do my best in every situation. I like to call myself an “over communicator” so I will always share details on your pet and I’m pretty good at taking pictures of fur babies too!

Sitter Profile Image: Madelyn C.
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Madelyn C.
from
$15
per visit
4 years of experience
Martinsburg, WV, 25404

About: From playful puppies and cuddly kittens to senior dogs and cats, including those with special needs like diabetes, I offer a wide range of pet-sitting services tailored to your furry friend's unique needs. Rest assured, your beloved companions will receive the love, care, and attention they deserve while you're away. In my everyday life I take care of my home and my two furry friends. I have a pretty open schedule and love to share the love with other furry friends Whether your furry friend stays with me or I come to them, they’ll be treated like family. My home is cozy, safe, and pet-friendly — filled with fun toys, comfy spaces, and even a large cat tree for our feline guests to climb and explore. While I don’t have a fenced-in yard, I’m happy to take dogs out on leashed walks for fresh air, potty breaks, and exercise. I understand that every pet has their own personality and routine, and I’m committed to keeping them comfortable, stimulated, and loved — just like they would be at home. Whether it's playtime, cuddle time, or quiet time, your pet will get personalized care and attention. I can also provide visits in your home, keeping your pets in their familiar space while you're away.

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

“Shannun was very kind and professional. Highly recommend her!”

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Jennifer P.
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The median cost per visit for pet sitting in Fairplay is $20

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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?

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How to book pet sitting

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Popular requests for pet sitting - Fairplay

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Sitters in Fairplay average 6
repeat pet sitting clients

FAQs for Pet Sitting - Fairplay

Frequently asked questions about Rover

As of November 2026, there are 1,492 sitters on Rover offering Pet Sitting across Fairplay. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Fairplay. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters 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 sitter.

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