Pet Sitting & Drop In Visits in Saint Michaels, MD

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Lori

Lover of animals big and small

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

1 repeat client

"This was my first Rover experience, and we were extremely pleased with Lori's services. Would highly recommend her and will certainly use her in the future!... (more)"

2. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

"This was my first time using Jen or anyone on Rover. She did a drop in visit. She texted me with updates, which was a relief. She made me comfortable in kno... (more)"

Confirmed New Years Availability
3. Kelly

Home is where your dog is!

Easton, MD, 21601

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Single guy with brand new puppy and needed help with my puppy while at work. Fortunately I found Kelly to give my new dog some TLC, food, water and relief br... (more)"

4. Jessica

It's ok, my dogs my best friend too

Annapolis , MD, 21401

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

8 repeat clients

"My first time using Rover, and Jessica made it so simple to coordinate. She was great with my pup, and put my mind at ease. Thanks again! (more)"

5. Alee

Love dogs of all types!

Easton, MD, 21601

Drop-In Visits, Dog Walking

About: I have two dogs of my own! I trained them since they were puppies. I have babysat dogs ranging from very large to very small and every where in bet... (more)

6. Vanessa

Caring for animals is second nature

Upper marlboro, MD, 20772

Dog Boarding, Drop-In Visits, Dog Walking

"I had Vanessa watch my very skiddish dog, Zapphara while I had to go on a business trip. I was very nervous to leave my dog with anyone she doesn't know beca... (more)"

7. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

6 repeat clients

"Heidi was my top Puppy Nanny working for me in Chicago, IL. She cared for all of our furry clients as if they were her own! Heidi handled In Home Pup Sitti... (more)"

Confirmed Christmas Availability
8. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Justine was great. Did exactly what I ask, showed up when promised and was great with my dog. Would highly recommend her! Brian H Stevensville MD (more)"

9. Becca

Experience with many animals!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"I don't trust anyone as much as I do Becca to watch over animals. She has ample experience with all kinds of animals, not just dogs. She cares for every pet ... (more)"

10. Mae

Spirited fun lovable petsitter

Bowie, MD, 20716

House Sitting, Drop-In Visits, Dog Walking

"Mae has outstanding commitment to her work duties and I know she will be an awesome sitter/walker for your pets. My pets (3 of them) adore her and they all ... (more)"

11. Becky

Enthusiastic and fun-loving

Annapolis, MD, 21401

House Sitting, Drop-In Visits

About: I have always had a special relationship with dogs. Never mattered the type, just that I got to enjoy their company. In my own life, I've been luck... (more)

12. Lauren

Fur baby lover

Annapolis , MD, 21401

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

"Lauren was a great sitter for my dog. My dog can be very anxious, but she was very calming with her and quickly became comfortable. Ever since the beginnin... (more)"

13. Tindy

Animal lover from way back!

North Beach, MD, 20714

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life and have done house sitting and pet care since I was a kid. I also have a lot of experience working with veterinarian... (more)

14. Staci

I do the best job possible.

Bowie, MD, 20715

House Sitting, Drop-In Visits, Dog Walking

About: I would like to house sit and watch dogs, well any any animal :), because I am very responsible and animals take to me very easy. I had two dogs g... (more)

15. Lisa

I ❤ my dogs more than most people!

Shady Side, MD, 20764

Drop-In Visits, Dog Walking

About: I have had dogs my whole llife and feel that they should be treated like family! You need to know that when you away your dogs will be well taken c... (more)

16. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"I am a lifelong dog lover and met Sarah 6 years ago as she was working at "The Canine Fitness Center" in Crownsville, MD. My dog Honey was rehabilitating an ... (more)"

Confirmed Holiday Availability
17. Shannon

Dog Lover

Chesapeake Beach, MD, 20754

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

" Shannon is ultimate dog sitter and Walker . She has a very special gift with dogs .She will have your dog jumped for Joy every time she is in their prese... (more)"

18. Catherine

I love animals, especially dogs!!

St Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

"Catherine has taken care of our dogs on multiple occasions. Because they are so precious to us, we did not want to leave them in a kennel. We wanted to make... (more)"

19. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"I've known Ashley for 12 years and she has such a love for all animals. Her dog Captain and cat Stella are so lucky to have her. She is always willing to dog... (more)"

20. Jill

Energetic, humble, and playful

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Jill as a dog sitter. Jill watched my dog Charlie for a week while I was on vacation. You can tell she truly loves animals and would give ... (more)"

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Learn About Premier

Rover.com is the simple, savvy way to find and book Saint Michaels 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 free 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 Saint Michaels. 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.