Pet Sitting & Drop In Visits in Windward Cove, MD

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

1. Faelyn

I'll love your dogs like my own!

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

"Faelyn is a great help with our two puppies! They need to be let out a couple times during the day and get lots of exercise. They seemed to like her the inst... (more)"

2. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

1 repeat client

"Recently we took a trip to Alabama for my son's college graduation. We used Janet to take care of our two dogs, a lab/beagle mix and a beagle. Our beagle wh... (more)"

3. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sonya was so great! She came over to meet Reese to make sure that he was comfortable with her! She sent pictures and gave me a detailed message about taking ... (more)"

4. Layne

Home full-time. Large fenced yard.

Annapolis, MD, 21409

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

"Layne is an extremely driven and dedicated individual. In all endeavors in life, Layne dives right in and welcomes all challenges and learning opootunities ... (more)"

5. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

6. Erica

active, flexible, personable:)

Shady Side, MD, 20764

Drop-In Visits, Dog Walking

"Erica does an awesome job with all our dogs. She is very responsible and is always there when we need her. She is very observant of their water and food as w... (more)"

Available this weekend
7. 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)"

8. 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)

9. 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)"

10. Kim

All animals love me

Church hill, MD, 21623

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

About: I love dogs I have 3 now they are my kids I love to play and walk with them.my dogs are my life they are my happiness .I like dogs more than must p... (more)

11. 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)"

12. Rozzie

Flexible Caring Dog Walker / Sitter

Annapolis, MD, 21409

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

About: I will take care of your pets as if they were my own...I am very flexible and will do everything possible to meet any needs and requests you may ha... (more)

13. 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)

14. Kate

Dog Lover Who Will Spoil Your Dog!

Stevensville, MD, 21666

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

"My name is Alex, and Kate pet sat for my wife and I while we were out of town. We had a meeting ahead of time so our dog could get to know her and they seeme... (more)"

15. Elizabeth

Living life and loving pets!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Elizabeth did a great job. Koda is old and often he needs to be coaxed out for a walk, as was the case this time. However, Elizabeth managed to get him to go... (more)"

16. 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)

17. Catherine

I love animals, especially dogs!!

St Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

" Catherine has many years experience taking care of dogs, cats and small animals. She hand fed 11 puppies the mother abandoned and successfully found h... (more)"

18. Rachael

Taking care of your dog like family

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all my life, big dogs to be exact, and have always had a passion for spending time with them and taking care of them. I have my ow... (more)

19. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

Drop-In Visits, Doggy Day Care, Dog Walking

"I would recommend Ashley without hesitation when it comes to being responsible and loving dog caregiver. You will definitely be able to relax and not stress... (more)"

20. Julie

Home full time, flexible schedule

Saint Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I'm a college student who's home full time for the summer, so I have a very flexible schedule. I don't own any dogs of my own at the moment, so I'm... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Windward Cove pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Windward Cove, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Windward Cove pet sitters and avoid the kennel.