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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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: Robin L D.
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Robin L D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
109 reviews
35 repeat clients
40 years of experience
Keedysville, MD, 21756

This was our first long trip (1 week) away from our boy and we couldn't be more pleased with the care given by Robin! She obviously loves all animals, but she actually has bonded with Toby judging by his behavior reported during the visits. She gives excellent daily write-ups and photos which gave us great comfort while overseas. We will definitely use her services again and highly recommend anyone reading this to do the same.

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Robert V.
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: Christina H.
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Christina H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
10 reviews
5 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: Amber G.
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Amber G.
Star Sitter
from
$15
per visit
4.8 out of 5 stars
62 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: Cari Y.
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Cari Y.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
99 reviews
19 repeat clients
15 years of experience
Hagerstown, MD, 21740

Cari did a wonderful job caring for our kitty babies while we were on vacation. She checked in every day and provided photos of the kitties, which was very reassuring to us while gone. I would recommend her and we will use her services again!

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

About: I have a passion for animals and helping those who need their pet to have company. I have the kids who can make sure they get lots of play time and cuddles. And a middle aged golden retriever to have a friend to play with too I am a stay at home mom who will be so happy to watch your dogs. I am available Monday through Sunday and the time is flexible. Our yard is fenced in so they can be let out anytime. We do have fenced in chickens a d ducks. We also have our own dog a golden retriever as well as a rescue fenchie who would love a friend to play with.

Sitter Profile Image: Lauren L.
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Lauren L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
6 years of experience
Shepherdstown, WV, 25443

Great experience while we were out for the day. Very prompt visits and the dogs were very well taken care of. Definitely will be getting her services again when the needs arise.

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Kevin D.
Sitter Profile Image: payten h.
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payten h.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
42 reviews
9 repeat clients
10 years of experience
Hagerstown, MD, 21740

Patten was a God send, since I had to pull last minute shifts with the wife being away for work. Daisy took to her so well and she really made sure to keep Daisy company and not just feed her take her out and leave for the day. She truly cared enough to play with Daisy and make sure that she ate all her food before she would take her out. Again cannot be more grateful how helpful and caring she was to Daisy.

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Patrick H.
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
94 reviews
31 repeat clients
40 years of experience
Martinsburg, WV, 25405

My kitty is a spicy girl and Heather has experience with cats like this. I’m grateful because it’s so difficult to find!! My cat ended up becoming more friendly than I’ve seen her be with anyone! Heather kept me completely updated on every visit and took great care of my baby! Thank you!!!!!!

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Mia F.
Sitter Profile Image: Deann P.
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Deann P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
32 reviews
13 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: Evangeline N.
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Evangeline N.
from
$20
per visit
4.8 out of 5 stars
20 reviews
8 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: Arnaldo Z.
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Arnaldo Z.
from
$14
per visit
5.0 out of 5 stars
71 reviews
12 repeat clients
23 years of experience
Fairplay, MD, 21733

Arnie was fabulous! My dogs love him and feel comfortable to let him in the house without us being there. He did a great job take care of the babies. Will book with him again when we need it!

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

Great sitter! Detailed visit notes and daily pictures. My cats were in great hands, happy as clams when I got back. Will definitely recommend and book again!

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J. L.
Sitter Profile Image: Autumn S.
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Autumn S.
from
$20
per visit
12 years of experience
Hagerstown, MD, 21740

About: I took care of my shih tzu for 12 years, he recently passed of old age. I had dogs growing up but Oreo was the first that really attached to me. He whined if he couldn't get into the bathroom with me. He slept in my bed with me until he got too old to be that high up without supervision. I gave him embarassing mom haircuts for 10 years because I knew he hated the entire experience of going to the groomers and I wanted to spare him the discomfort. I was always looking for ways to make that dog more comfortable. I have experience in caring for senior dogs, so you can rest assured I will do everything I can for your senior furbabies' comfort. I'm currently working part-time weekdays caring for children but my weekends are open for watching your fur babies!! I usually wake up around 10-11am so I can be available any time after that Friday-Sunday! I always check the water after being gone to make sure there's still enough in there and that it's clean, and feed the cats 3 times a day when possible. Some days just twice usually when I have work. I am happy to follow whatever feeding schedule you have for your fur babies! I also try to brush the cats once a day to cut down on shedding. If you have brushes I am happy to give your pets all the brushin's! We also play with chew toys, cat wands, laser pointers, and socks! Whatever toys you have I'm sure we will have a blast!

Sitter Profile Image: Emma M.
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Emma M.
from
$18
per visit
4.7 out of 5 stars
9 reviews
6 repeat clients
4 years of experience
Hagerstown, MD, 21740

Emma was wonderful! I got multiple pictures. And updates on how Rico was doing. She definitely went above and beyond for my baby. I was able to have a worry free vacation.

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Lia D.
Sitter Profile Image: Kierstan W.
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Kierstan W.
from
$15
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
4 years of experience
Sharpsburg, MD, 21782

Kierstan is a wonderful cat sitter! She always sends great photos to let you know that your pets are doing well, goes above and beyond taking care of them!

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Meredith H.
Sitter Profile Image: Laura M.
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Laura M.
from
$20
per visit
45 years of experience
Hagerstown, MD, 21740

About: I am able to care for dogs, cats and small animals (ferrets, hamsters, birds, etc) in your home. I have experience as a Vet Tech and a Kennel Manager. I have volunteered for the Humane Society and Mid-Atlantic Pug Rescue. I've had training specific to feline health and behavior and earned an Associate of Science degree in Veterinary Technology from Wilson College. Receive $40 off of your first booking - using promo code LAURAM77377 I work full-time as a Registered Nurse. I am currently available for early morning, evening and weekend visits. I have plenty of time to play with your pets! Contact me to schedule a meet and greet to get started. When you're away, you can have peace of mind knowing your pets are in safe, caring, and trustworthy hands. I provide reliable drop-in visits for dogs and cats, as well as dog walking, in the comfort of your pet's familiar environment. Keeping pets in their own home helps reduce stress, maintain their routine, and allows them to feel secure while you're away. Every visit includes plenty of attention, affection, and personalized care, because your pets deserve to feel loved and comfortable until you return.

Sitter Profile Image: Matthew P.
Verified Enhanced Background Check
Matthew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
46 reviews
14 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: Jesse M.
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Jesse M.
from
$25
per visit
5.0 out of 5 stars
194 reviews
73 repeat clients
30 years of experience
Hagerstown, MD, 21740

First time user and my old man burn was well cared for and loved on. So greatful!

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Kassy H.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$20
per visit
5.0 out of 5 stars
1 review
12 years of experience
WILLIAMSPORT, MD, 21795

About: There's nothing more frustrating than having to board your dog when away from your house. I know because I have the same problem. My Achilles has separation anxiety. I want someone with him; to walk and talk to him; to take care of him like I would. That's why I'm here. I currently have two very well behaved dogs, Achilles (4 1/2) and Mocha (12). They are literally the light of my life. I rescued Mocha from the ASPCA and I consider Achilles a rescue as well. He was going to be sold to some undesirable people. I have a part time job. I work 24 hours a week and only for 6 hours at a time, so your pup wont be alone for long. I know how hard it is thinking about when someone will be there... No worries. I'll be there. I'll make sure doors are shut and your pets are secured before I leave. I'll even feed your other animals. All I need is instruction! :)

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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.

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

Meet local sitters who will treat your pets like family

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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 Drop-In Visits - Fairplay

Frequently asked questions about Rover

The average cost for Pet Sitting in Fairplay on Rover is $22.2 per visit (as of July 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 July 2026, there are 1,585 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
  • 93% 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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