House Sitting in Fairplay

Find a loving house sitter to watch over your pets and your home.

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Top rated Fairplay house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Katherine G.
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Katherine G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
372 reviews
141 repeat clients
25 years of experience
Hagerstown, MD, 21740

Katherine was great with Jake. Sent plenty of pictures and updates to let us know what was going on. very happy with her service and will definately be calling her in the future.

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Patrick B.
Sitter Profile Image: LaDawn D.
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LaDawn D.
from
$40
per night
4.5 out of 5 stars
11 reviews
4 repeat clients
40 years of experience
Hagerstown, MD, 21740

LaDawn is always so great with my high energy pup. Gives me great updates and is timely. She even helped with administering her meds for me this time.

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Kendra B.
Sitter Profile Image: Amber G.
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Amber G.
from
$25
per night
4.9 out of 5 stars
59 reviews
32 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was great with our two dogs while we went on a long weekend trip. She sent pictures, and the house and dogs were in great shape when we returned! Thanks Amber!

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Katrina C.
Sitter Profile Image: Lindsey J.
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Lindsey J.
Star Sitter
from
$80
per night
5.0 out of 5 stars
46 reviews
13 repeat clients
10 years of experience
Martinsburg, WV, 25404

This was our first time utilizing ROVER sitters, and I am so glad we were led to Lindsey. From our initial meet and greet, our three-year-old playful and energetic Shepherd Theo loved her.She asked very thoughtful questions about his routine, and we could tell she genuinely loves animals. She quickly put our minds at ease as we had to go out of town for the day. I highly recommend Lindsay and we will definitely be reaching out to her again.🤗

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Denise A.
Sitter Profile Image: Terry F.
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Terry F.
from
$26
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Smithsburg, MD, 21783

About: My background includes fostering for the local SPCA, volunteering at a horse rescue/therapeutic riding lessons and supporting my senior citizens by helping care for their beloved pets. Whether it daily care, companionship, or special attention for senior pets. I am dedicated to providing reliable, gentle care that gives pet owners peace of mind and keeps their pets happy, comfortable and well care for. I currently work full-time. My routine with pet care during the week while working is walking at least twice a day with lots of cuddles and talks before leaving, make sure house is secure and safe and puppies are crated, special room or outside depending on safety/weather. Left with toys and/stress relievers. After work, potty, fetch, catch and walks. They depending on weather playtime until bedtime. Non working days, Walks are the same plus plan social play time or easy hike walk, or water play etc. Anxious days usual comes with lots of attention. Hyper days lots of fetch, catch and brain games. Even spa days of bath and brushing. Fresh water throughout the day and follow feeding schedules plus meds if needed. Illness or injury call parents and/or vet with permission transport to location that needed regular vet or emergency vet Safety and less stress is best for all. Safety checks and walk throughs house and yard daily. Monitor pets and be aware of their whereabouts. Check fur and skins at least once a day depending on season and living area. Follow schedule and requirements of the family. Communicate to family on daily basis and share pictures.

Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$33
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
8 years of experience
Hagerstown, MD, 21740

This was the first time we left our puppy Fiona. We left her with Evangeline and couldn’t be more pleased. Fiona loves her. Our puppy and home were very well taken care of. We would definitely use Evangeline again!

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Patricia K.
Sitter Profile Image: Aly P.
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Aly P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
16 years of experience
Martinsburg, WV, 25405

Aly was so communicative and took extra care to interact and snuggle with our cats. We really appreciated her willingness to sit for us last minute and enjoyed our trip knowing she was updating us with pictures of her sleepovers with our girls and Pookie. She was able to administer insulin for our diabetic cat and ensure her dietary needs were met. We were so lucky to find her!

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Stephanie L.
Sitter Profile Image: Heather I.
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Heather I.
Star Sitter
from
$55
per night
5.0 out of 5 stars
74 reviews
26 repeat clients
40 years of experience
Martinsburg, WV, 25405

Heather was wonderful with our dogs. She kept us well informed and sent lots of pictures. Everything was great upon our return. We have already booked some drop ins with her and we are planning on booking with her again

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Lisa W.
Sitter Profile Image: Briana L.
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Briana L.
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Hagerstown, MD, 21740

Briana was great with our pups! She stopped by for a home visit before the dog sitting, and was great with communication before and during the stay. The pups looks happy and well cared for when we returned.

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Sara C.
Sitter Profile Image: Haley P.
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Haley P.
from
$63
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
6 years of experience
Williamsport, MD, 21795

Haley was so great watching our pups for us. She was really clear on communication and kept us updated through the stay. Highly recommend if you need a pet sitter!

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Sara C.
Sitter Profile Image: Dianne F.
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Dianne F.
Star Sitter
from
$100
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Falling Waters, WV, 25419

We felt very comfortable leaving our girls with Dianne. She kept in constant contact with us. Would definitely recommend and will be using her again in the future.

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Jamie I.
Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
8 years of experience
Middletown, MD, 21769

Matt is wonderful to stay with our pup. We even noticed our husky was sad that he left after the last stay of almost 2 weeks. Sends updates, can replace bulbs, and is a supper kind animal person!

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Bryan B.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$47
per night
6 years of experience
Shepherdstown, WV, 25443

About: I’ve taken care of family friends pets since the age of 12. Neighbors as well as family friends have relied on me to feed and walk their pets even with a last minute request. I’m currently working 1 part time job and am in college. My work schedule switch’s days so I am available in the morning as well as evening to do whatever is needed for a client. I am a very honest and trustworthy individual whose main goal is to keep clients pets safe as well as keep the owners calm and comfortable with me taking care of their pets.

Sitter Profile Image: Jaden W.
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Jaden W.
from
$60
per night
4.7 out of 5 stars
14 reviews
10 repeat clients
2 years of experience
Hagerstown, MD, 21740

Dexter seemed very excited to have us home. Hayden was patient with them and took great care of the house while we were away. Would recommended Jayden.

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Aimee M.
Sitter Profile Image: Lauren L.
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Lauren L.
Star Sitter
from
$31
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
6 years of experience
Shepherdstown, WV, 25443

Lauren was friendly and even came a little early! I left for work knowing Diego was a happy pup in good hands. He greeted her with lots of kisses and even took the initiative to find out where cleaning supplies were after I mentioned Diego happy pees and cleaned up after him without needing to be asked. We will definitely be repeat customers! Thanks Lauren :)

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Jessica T.
Sitter Profile Image: Halee v.
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Halee v.
from
$46
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
3 years of experience
Hagerstown, MD, 21740

Halee was an excellent pet sitter. OUr dogs were well cared for and seemed to be very content when we got back home. Whever there were any questions or concerns, Halle was quick to call. She even watered our plant and Chrismas tree!!! I think our dogs want her full time!! Tara and the Dalmatians

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Tara B.
Sitter Profile Image: Jesse M.
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Jesse M.
from
$35
per night
5.0 out of 5 stars
184 reviews
68 repeat clients
30 years of experience
Hagerstown, MD, 21740

About: Recently moved to Hagerstown. I will love your pets like they were my own! I’ve owned and cared for many kinds of animals throughout my life; including cats, dogs, birds, snakes, rats, horses and more. I have experience with both young and old pets, pet walking/sitting, actively engaging animals in play, administering medications and grooming/bathing pets. I will follow any training regiments you may currently have in place for your fur baby. It is a genuine pleasure spending time with all types of animals and I find so much joy in building bonds with them. I am very flexible in scheduling to make myself available for your needs. I am available for overnight boarding and pet drop off during the day most days. Since my days are spent at home, I’ll have all the time to tend to your pets and send updates so you never have to worry. I have a fully fenced in backyard and have the availability to go on several walks during the day. There is plenty of room for your pet to play and plenty of opportunity to get out and about. There are five cats in my home, but they can easily be kept separated if needed. I have no problem with animals on the bed or furniture, but will try to keep them off if you prefer for training. Either way, nothing is better to me than curling up with a pet for cuddles or play.

Sitter Profile Image: Jacob H.
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Jacob H.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
35 years of experience
boonsboro, MD, 21713

We could not have asked for a better house sitter. Jake stepped in last minute, arrived early, and was incredibly communicative throughout his stay with our dog, which gave us honest peace of mind. Our dog was clearly well cared for, and we truly appreciated that Jake was present when we returned home. Jake is reliable, attentive, and kind; we very much look forward to using him again and would highly recommend him to anyone looking for excellent care.

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Seth R.
Sitter Profile Image: Erika P.
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Erika P.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
1 year of experience
Hagerstown, MD, 21740

Erika was thoughtful and caring with our two Corgis. We were appreciative of her quiet, professional approach with our furbabies. We highly recommend her and will ask for her assistance in the future!

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Ronald M.
Sitter Profile Image: Caylene S.
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Caylene S.
from
$40
per night
4.9 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Williamsport, MD, 21795

We are so thankful we found Caylene! Our dogs love her & had the best time with her while we were away. It’s always comforting to have someone you can trust to care for your fur babies when you’re not home. The dogs can’t wait for their next visit!

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Nicholas S.
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Over 8
pet parents in Fairplay have booked house sitting

Fairplay pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We are so happy that we found Arnie! He is wonderfully good with Opie, and Opie likes him just as much.

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Sharon E.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Fairplay is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Fairplay average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Fairplay on Rover as of May 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Fairplay house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 633 house sitters in Fairplay. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Fairplay house sitters respond in under an hour.

House sitters in Fairplay have an average of 17 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Fairplay.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Fairplay house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.