The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Pet Sitting & Drop In Visits in Fairplay, MD

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

Tip: Contact sitters now to confirm availability.
Confirmed 4th of July Availability
1. Stacy

Experience with elderly pets

Hagerstown, MD, 21742

Drop-In Visits, Dog Walking

"Stacy was absolutely amazing. We had to leave town in a hurry due to my sweet mother in law falling I'll, while we were there she sadly passed away and knowi... (more)"

2. Kenzie

Love dogs of all sizes

Shepherdstown, WV, 25443

House Sitting, Drop-In Visits, Dog Walking

"Kenzie is great with our fur baby! She really treats him like her own and plays with him until he’s worn out. She’s very accommodating and communicates her s... (more)"

3. Natasha

Experienced flexible dog sitter

Williamsport, MD, 21795

House Sitting, Drop-In Visits, Dog Walking

"Excellent service. Natasha was great with my cats. She sent me photos each visit. Everything was neat and clean. I'll definitely hire her again. Very person... (more)"

4. Brenda

Reliable Pampering For Your Pup

Boonsboro, MD, 21713

Drop-In Visits, Dog Walking

"My family and I have known and trusted Brenda for over 15 years. She's cared for our four legged family members as long as we've known her. Large and small c... (more)"

5. Mary

Mature, responsible dog lover!

Boonsboro, MD, 21713

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Mary has been trustworthy, very caring & patient with our puppy. We look forward to her updates and photos every day! We will definitely have her watch our p... (more)"

6. Jocelyn

I love all animals, great and small

Martinsburg, WV, 25404

Dog Boarding, Drop-In Visits, Doggy Day Care

"Jocelyn was a great match for us. We have dogs, cats and fish and she was very attentive to them all. She updated me with pictures of my dogs playing which m... (more)"

Available this weekend
7. Casey

Dog lover and have 3 of my own!

Myersville, MD, 21773

Drop-In Visits, Dog Walking

"Thank you Casey for coming on short notice !! (more)"

Confirmed 4th of July Availability
8. Mary

Independent Pet Companion

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"She did a great job with our two pitbulls, especially the one who typically can be territorial and rambunctious. We hope to hire Mary again in the future. (more)"

Confirmed 4th of July Availability
9. Amanda

I'll run with your dog!

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Amanda is very dependable and trust worthy. She loves all animals and they love her as well. She is very dedicated and enthusiastic about this opportunity. I... (more)"

10. Ivy Vanessa

I will run with your dog

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Ivy is very caring and kind. Her customer service is outstanding. She is urgent and very respectful. Her love for dogs is reflected on how she cares for dogs... (more)"

11. Jennifer

Happy dog, Happy owner

Hagerstown, MD, 21742

House Sitting, Drop-In Visits, Dog Walking

"Jennifer has been an amazing asset to our "family". She's taken care of our dogs; through the good and the bad. She's genuine and reliable; yet assertive whe... (more)"

12. Maria

Your dog will have a friend!

HAGERSTOWN, MD, 21740

Drop-In Visits, Dog Walking

About: For me a dog is a member of the family, so my dad taught it to me when gave me my first dog when I was 6 years old, after that I have had 7 dogs. ... (more)

Available this weekend
13. Christina

Dogs are life! Keeps me going!

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Thanks so much for taking care of Sammy! Christina is always great and was available on short notice to help take care of our neurotic pup! (more)"

14. Brittani

I love animals of all kinds

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Brittani is a very attentive dog sitter she walks, feeds, does meds and prescribed and looked after my dog Izzy with a neck collar so she wouldn't open stitc... (more)"

Confirmed 4th of July Availability
15. Jerri

I love all fur babies

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

About: As a pet owner, I understand that these are your babies and will treat them like my own! I am comfortable and confident around all breeds and tempe... (more)

Confirmed 4th of July Availability
16. Brandon

I want your dog to be happy

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

About: I am available throughout the standard workday during the week. I currently have two dogs of my own. In college i would board many of my friends do... (more)

Confirmed 4th of July Availability
17. Michael

I will Love your dog like it was my

Sharpsburg, MD, 21782

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: my wife and I have raised six children and have had all sorts of pets over our lifetimes. We are retired now and would love to take care of others ... (more)

Confirmed 4th of July Availability
18. Tammy

4 in home fenced yard walk no runni

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Tammy has taken care of my dogs in the past. I’m very picky about who takes care of my furbabies. They have special needs and food and she has always been re... (more)"

Confirmed 4th of July Availability
19. Elizabeth

Flexible, dog lover, & trustworthy

Williamsport, MD, 21795

Drop-In Visits, Dog Walking

"Elizabeth is awesome, I highly recommend her. She is kind , patient and truely loves every dog she sees and watches. First time she made me feel very at e... (more)"

Confirmed 4th of July Availability
20. Sarah

I love animals

Hagerstown, MD, 21740

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah has provided dog care services for me numerous times throughout the years I've known her. She's responsible, compassionate, loves all animals and is a... (more)"


Rover.com is the simple, savvy way to find and book Fairplay drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Fairplay. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.