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
111 reviews
35 repeat clients
40 years of experience
Keedysville, MD, 21756

Robin did a wonderful job taking care of our kitties. One is senior,shy and needs daily medication and the other is young and full of energy. She took excellent care of both of them. Robin sends daily photos and updates, which is really reassuring when you are out of town. She responds right away when you reach out. Highly recommend her! This was our first time using Robin, but we will definitely be using her again!

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Laura W.
Sitter Profile Image: Cari Y.
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Cari Y.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
101 reviews
19 repeat clients
15 years of experience
Hagerstown, MD, 21740

I seriously can’t recommend Cari enough! I was so nervous about leaving my cats because they’re both pretty shy with new people, but they ended up loving her. Seeing them so comfortable with someone they had just met says everything about how kind and patient she is. This trip was pretty hard for me because my boy, was recently diagnosed with oral cancer, so leaving him was honestly really stressful. He needs medication and some extra attention right now, and I was worried the whole time leading up to my trip. Cari took such great care of him, made sure he got his medicine, and kept me updated, which helped so much with that stress. For the first time in a while, I was actually able to focus on my work trip instead of constantly worrying about my cats. Coming home to two happy, relaxed kitties was the best feeling. Thank you so much, Cari, for taking such amazing care of them. I wouldn’t hesitate to book with you again, and I know my cats would be excited to see you too!

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Star
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 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: Heather & Melina I.
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Heather & Melina I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
97 reviews
34 repeat clients
40 years of experience
Martinsburg, WV, 25405

Heather did an amazing job!! She took great care of my kitty, loved on him, is very experienced, reliable and focused on petsitting. Oh, and she's very friendly! Thanks much Heather!

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Robert L.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
17 years of experience
Boonsboro, MD, 21713

Tiffany always takes such great care of our dog. She is communicative, takes fun photos for us to enjoy while we are away and takes him on great walks around our neighborhood! She's the best!

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Jess M.
Sitter Profile Image: Deann P.
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Deann P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
34 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: Heidi W.
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Heidi W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
21 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: Adriana M.
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Adriana M.
from
$15
per visit
4.9 out of 5 stars
58 reviews
23 repeat clients
3 years of experience
Greencastle, PA, 17225

Adriana was fantastic! We have two dogs, and one is still working through some fear of new people from her time before us. We had a long time sitter that recently moved away and we're very nervous about introducing someone new. Adriana took the time to come meet us and our dogs prior to the requested service and was very patient with both of our dogs. She spent the entire visit outside playing ball and letting our dogs run even on a cold, rainy day. We will be booking with her again!

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

Lauren was great with our girl Calliope. She always updated us with photos every day so we knew what was going on while we were out of town. Would definitely recommend her!

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Brian C.
Sitter Profile Image: Sarah F.
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Sarah F.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
136 reviews
40 repeat clients
4 years of experience
Middletown, MD, 21703

I recently had the pleasure of entrusting Sera with the care of my beloved fur baby, Pixi, and I couldn't be happier with the experience. Sera is an outstanding pet sitter who goes above and beyond to ensure the well-being and happiness of the animals in her care. From the moment I met Sera, I could tell she had a genuine love for pets. Her warm and friendly demeanor instantly put me at ease, and I knew Pixi would be in good hands. Sera took the time to ask detailed questions about Pixi's routine, dietary needs, and any special considerations, demonstrating her commitment to providing personalized care. Throughout Pixi's stay with Sera, I received regular updates, including photos and messages, which brought me immense comfort. It was clear that Sera was not only meeting Pixi's basic needs but also showering her with love and attention. Pixi looked happy and content in every picture, which was a testament to the nurturing environment Sera provided. Sera's professionalism and reliability were also exceptional. She was punctual for drop-off and pick-up, and she accommodated my schedule without any issues. Additionally, Sera maintained a clean and safe environment for Pixi, ensuring her health and well-being were top priorities. What truly sets Sera apart is her willingness to go the extra mile. She engaged Pixi in stimulating activities, including walks, playtime, and even some basic training exercises. Pixi came back home not only well-cared for but also with new skills and improved behavior, which was a pleasant surprise. I highly recommend Sera to anyone in need of a pet sitter. Her genuine love for animals, attention to detail, and exceptional care make her an outstanding choice. I am grateful to have found Sera and will undoubtedly entrust Pixi's care to her in the future. Thank you, Sera, for taking such wonderful care of Pixi!

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Faiz R.
Sitter Profile Image: payten h.
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payten h.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 reviews
10 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: Leslie S.
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Leslie S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
45 reviews
21 repeat clients
50 years of experience
Martinsburg, WV, 25403

Leslie is a blessing! I have three large dogs and she is able to manage them and to get their energy out. I love it that she plays with them and gets them in the best poses.

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Elisabete L.
Sitter Profile Image: Michael P.
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Michael P.
from
$18
per visit
4.8 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Martinsburg, WV, 25404

Michael was great. Very clear communication and had no issues. My animals seemed to love him and I have no issues with rebooking with him as needed.

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Lou S.
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: Baylin H.
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Baylin H.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
14 years of experience
Brunswick, MD, 21716

Attentive and communicates well.

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Scotti C.
Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
46 reviews
15 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: Christina H.
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Christina H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
11 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: Emily B.
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Emily B.
from
$10
per visit
4.8 out of 5 stars
23 reviews
8 repeat clients
35 years of experience
Hagerstown, MD, 21740

Emily was fantastic. She was timely and communicated everything. She went above and beyond in caring for my dog Nala while I was away via Drop-Ins. Thank you so much Emily for giving me invaluable peace of mind while I was away! Would book again and again :)

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

Brittany is very professional and loved my kitty kat Tucker even though he is terrified of strangers and wouldn't visit with her when she dropped in during the vacation week! She did everything needed for Tucker to be on his own and we would have her back with no hesitation - Thanx Brittany!

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

Kirsten did an excellent job. Responded to any question I had. We felt comfortable having her in our house. We had a good time while away, and did not worry about our kitties care.

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

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    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

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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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 August 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 August 2026, there are 1,552 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:

  • 90% 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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