Pet Sitting & Drop In Visits in Chester, MD

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

Available this weekend
1. Terri

Dedicated to your pets well being!

Annapolis , MD, 21401

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Terri has been amazing every time we have used her, she takes the time to come and meet you as well as your pets and never stops working to make sure that my... (more)"

2. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

3 repeat clients

"Everything went great. Jennifer showed up on time and left several pictures each time, which I loved. She exercised my pups and they were happy campers. W... (more)"

3. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: If you are looking for a pet sitter with a lot of love and time to give with a bunch of experience with animal care as well as trustworthy and resp... (more)

4. Carman

Carman's Far-fetched Dog Care

Annapolis, MD, 21412

House Sitting, Drop-In Visits, Dog Walking

"Carman is reliable and loves animals. I trust Carman with my dogs and they get excited when he arrives. You couldn't ask for a better person to trust your fu... (more)"

5. Victoria

Tori's Puppy Parties

Arnold, MD, 21012

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I've had a dog for my whole life, which isn't that long I'm on my 2nd dog. My first dog was a German Shepard/pointer mix (I know weird) and he went... (more)

6. Mary

Sitting by Mary

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: I am an experienced cat and dog sitter in Annapolis. I have house sat and pet sat for several families in the area and volunteer at the local Anne ... (more)

7. Becca

Experience with many animals!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Becca is one of the bests, if not the best sitter we have ever had! She is wonderful with our dog Felix. One week of working with her was a real breeze. She ... (more)"

8. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

9 repeat clients

About: I've been dog-sitting since I could drive. My friends and family always comment on the special connection I have with them. I worked as a groomer... (more)

9. Sarah

Flexible and Reliable Sitter

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Sarah did a fantastic job with my dog Bear! I needed a dog-walker at the last minute and she was more than willing to work around my schedule to ensure Bear ... (more)"

10. Addie

Friendly, Pet Loving Dog-Walker

Saint Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I'm a friendly dog walker who loves working with animals. I provide a loving, caring environment for dogs that includes regular exercise, play time... (more)

11. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

Dog Boarding, 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)"

12. Angie

I'm Purrrfect for your Pet!

Arnold, MD, 21012

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"My cat, Bert gets so excited when he gets a visit from Angi. She has established a special connection with him. She loves animals and exercise, so what a per... (more)"

13. Amy

Your pooch is gonna love me!

Queenstown, MD, 21658

Drop-In Visits, Dog Walking

About: Hi! I am a mom of 3 human kids, 2 canine kids (Jackson - Bernese Mountain Dog, Phoebe - English Bulldog), 2 feline kids, 2 fish and 4 hermit crabs!... (more)

14. Taylor

Energetic and Experienced Care

Chester, MD, 21619

House Sitting, Drop-In Visits, Dog Walking

"Taylor is responsible, caring and each dog she has encountered instantly falls in love with her. I can go away for a weekend knowing my sweet Annabelle is in... (more)"

15. Jesse

Dog Lover Sits in YOUR Home

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"tp start off Jesse is a very kind and loving person. He loves dogs and is currently taking care of both of mine while I am away in college. he has taken care... (more)"

16. Emma

Young/energetic recent college grad

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hello! I am a recent graduate from York College of Pennsylvania. I studied marketing and graphic design while I was there. While I was there I was ... (more)

17. Kareen

Animal Lover

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

1 repeat client

"We have used Kareen several times to take care of our loving dog Oscar when we've been on vacations or during the day if we were hung up with work or other c... (more)"

18. Adrianne

Time to walk the dog!

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

About: As a child I had a dog. Then helped love 3 rescued greyhounds. Now helping with 2 rescued dachshunds. I like interacting and playing with dogs and ... (more)

19. 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)"

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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)"

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Learn About Premier

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Chester pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chester, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.