Pet Sitting Fairplay

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Over 38
pet parents in Fairplay have booked pet sitting

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
• 73 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: Tiffany B.
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Tiffany B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 41 reviews
15 repeat clients
17 years of experience
Boonsboro, MD, 21713

“Tiffany did a wonderful job caring for our two dogs and cat while we were out of town. She took lots of great photos which was awesome, and provided an appropriate amount of updates allowing us to enjoy our time away without worry. She obviously loves animals very much and was communicative and professional!”

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

“I've been with Rover for over a decade and have been on both sides--needing pet care and giving pet care. Deann sets a new standard for care, communication, dependability, knowledge, and being a joy to work with. She was exceptional in every definition. I will be a regular with her!”

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Lisa M.
Sitter Profile Image: Heidi W.
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Heidi W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
13 years of experience
SHARPSBURG, MD, 21782

“Heidi is a great pet sitter! She took amazing care of our dog while we were gone for 4 days. I received updates in the form of messages, photos and videos from every visit. We are grateful for her and will not hesitate to hire her again.”

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Gina C.
Sitter Profile Image: Cari Y.
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Cari Y.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 107 reviews
21 repeat clients
15 years of experience
Hagerstown, MD, 21740

“For our first time using rover we were very pleased with Cari and the services provided. I felt comfortable with leaving my animals in her care. All her visits were right at the time agreed upon and the dogs were well taken care of with updates at every drop in.”

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Sarah T.
Sitter Profile Image: payten h.
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payten h.
from
$20
per visit
5.0 out of 5 stars
• 45 reviews
11 repeat clients
10 years of experience
Hagerstown, MD, 21740

“Payten was amazing. She got great pictures of my cats. Even the outside community cats were coming to see her. My foster kittens were a challenge and ahe handled it beautifully.”

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LaDawn D.
Sitter Profile Image: Amber G.
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Amber G.
from
$15
per visit
4.9 out of 5 stars
• 64 reviews
35 repeat clients
17 years of experience
Hagerstown, MD, 21740

“Amber is a life saver! She is super flexible, responds quickly and is very considerate about how we raise and train our pup. We have used Amber’s services several times this month and we’re very happy with the care she provides. Boba is always very excited (and relieved) when she visits!”

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Rochell E.
Sitter Profile Image: Christina H.
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Christina H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 12 reviews
6 repeat clients
30 years of experience
Hagerstown, MD, 21740

“Christina was lovely with our two cats and even provided medication and let us know when we had an ant problem while we are gone! Great sitter who loves animals! 🐈‍⬛🐾🖤”

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Heather H.
Sitter Profile Image: Satsuki W.
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Satsuki W.
from
$25
per visit
4.9 out of 5 stars
• 56 reviews
20 repeat clients
16 years of experience
Hagerstown, MD, 21740

“Satsuki was an excellent sitter, and would be my first choice in the future. She was very communicative, easy to coordinate with, and took great care of my senior cat Sadie. Sadie seemed very taken with her, which speaks to Satsuki's kindness and care. I would highly recommend her for anyone looking for a professional, kind, and communicative sitter. Thank you!!”

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Elizabeth F.
Sitter Profile Image: Moriah H.
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Moriah H.
from
$14
per visit
10 years of experience
Boonsboro, MD, 21713

About: I am a lifelong animal lover who genuinely enjoys caring for both dogs and cats. I understand how important it is to know your pets are safe and comfortable while you are away. I have experience caring for energetic puppies, independent cats, and animals with different personalities and needs. I am attentive, patient, and treat every pet like family. I am happy to provide regular updates and photos so you always know how your pet is doing. My home has a large backyard that is partially fenced, along with a smaller fully fenced area for safe outdoor time. We also have a finished open basement where pups can run, play, and relax comfortably indoors. Pet care fits naturally into my daily routine because I am home full time and enjoy spending time with animals. Dogs receive regular potty breaks, playtime, and attention throughout the day. I am able to follow your pet’s normal feeding and activity schedule so they feel comfortable and settled while you are away. I am also happy to send regular updates and photos so you always know how your pet is doing. Your pet’s safety and comfort are my top priorities. Our home has a large backyard that is partially fenced, along with a smaller fully fenced area where dogs can safely spend time outside. Inside the home we also have a spacious finished basement where pets can play and relax indoors. I carefully follow feeding schedules, routines, and any special instructions you provide. I treat every pet like my own and make sure they feel safe, comfortable, and well cared for during their stay.

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 do work full time but have 3 day weekends for my schedule. I love to get outside with my dogs after work and would love to do the same with your pets! If this works for you, please contact me through Rover to schedule a time to meet. 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: Heather & Melina I.
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Heather & Melina I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 102 reviews
38 repeat clients
40 years of experience
Martinsburg, WV, 25405

“I can’t recommend Heather highly enough! From the moment we met, it was clear she genuinely cares about my pup and takes her responsibilities seriously. Heather provided excellent care for him and kept me updated with photos and messages, and made me feel completely at ease while I was away.”

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Keith W.
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: Leslie G.
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Leslie G.
from
$25
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
40 years of experience
Hagerstown, MD, 21740

“Leslie was terrific! Communication was clear and easy and she was great with my dogs.”

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John H.
Sitter Profile Image: Corrinna P.
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Corrinna P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 47 reviews
13 repeat clients
40 years of experience
Hagerstown, MD, 21740

“I absolutely recommend Corrinna as a care giver for anyone's pets. We were away for Memorial Day weekend and were thrilled that she was able to fit our fur babies into her busy schedule. Knowing that she is retired and dedicating all her time to pet sitting and drop-ins put our minds at ease. We knew our pups would be well cared for, and they were. Corrinna was on time for the drop-ins and sent pictures and messages with every visit. It was obvious that she was loving on them and that they were happy and content while we were away. We will definitely be booking Corrinna in the future!”

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Paula T.
Sitter Profile Image: Jordan W.
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Jordan W.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Shepherdstown, WV, 25443

About: Hi! I’m a college student and huge dog lover with hands-on experience caring for dogs of all sizes and personalities. I currently have a German Shorthaired Pointer, so I’m very familiar with high-energy dogs and the attention, exercise, and care they need. I also volunteer with a local shelter through their Doggy Day Out program and help out with a local rescue, which has given me experience working with dogs from many different backgrounds and temperaments. On top of that, I regularly dog sit and care for dogs in my area for friends, family, and neighbors. I genuinely love spending time with dogs and making sure they feel safe, comfortable, exercised, and loved while their owners are away! 🐾 My schedule is very flexible! I nanny Tuesday, Wednesday, and Thursday mornings, but I’m available most afternoons, evenings, weekends, and many weekdays for pet care. Your pet’s safety and comfort are always my top priority. I take time to learn each pet’s routine, personality, and needs to help them feel safe, loved, and stress-free while you’re away.

Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 48 reviews
16 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: Evangeline N.
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Evangeline N.
from
$20
per visit
4.8 out of 5 stars
• 21 reviews
9 repeat clients
8 years of experience
Hagerstown, MD, 21740

“Evangeline is a great communicator and awesome cat care taker. I am grateful to have found her and she has my recommendation!”

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Paul D.
Sitter Profile Image: Lana S.
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Lana S.
from
$30
per visit
5.0 out of 5 stars
• 24 reviews
7 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: Jaden W.
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Jaden W.
from
$30
per visit
4.7 out of 5 stars
• 15 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!

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

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  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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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

The average cost for Pet Sitting in Fairplay on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting 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 Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 1,500 sitters on Rover offering Pet Sitting across Fairplay. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Fairplay stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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:

  • 89% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 92% 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 pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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 sitter.

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