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. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Caroline is awesome! She always seems very in tune with Sully and what he wants and needs. She gives detailed feedback about their time together and that mak... (more)"

2. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

6 repeat clients

"Janet was great! She appears to have taken great care of the dogs, and sent pictures at every visit. She even made one extra, last minute stop when our fligh... (more)"

Confirmed Thanksgiving Availability
3. Kelli

Home full time, large fenced yard

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Kelli took great care of Boomer with two drop-in visits. Boomer is only 13 weeks, so schedule and details are key in getting her house trained. Kelli kindly... (more)"

4. Kelli

Dog lover! Home full-time

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Kelli is THE BEST with our dog tucker. He’s so high maintenance and loves to play all day, so while we’re at work it’s great to have someone like Kelli. He ... (more)"

5. 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)"

Confirmed Thanksgiving Availability
6. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

1 repeat client

"Sydney is phenomenal with animals. She's helped me out on multiple occasions with my Husky and Weimaraner and I've been more than satisfied every time! (more)"

7. Becca

Experience caring for all 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)"

Confirmed Thanksgiving Availability
8. Mackenzie

Ill treat your dog as my own

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

"I have know Mackenzie for over 10 years and she’s always been loving and caring towards any animal . She has walked my shepherd mix chessie multiple times an... (more)"

9. Hanna

I love long walks on the beach

Annapolis, MD, 21403

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

"Hanna is an excellent dog sitter. She is very compassionate and empathetic so she takes great care. She is very responsible and mindful, so you can leave you... (more)"

10. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

11. 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)"

Confirmed Thanksgiving Availability
12. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

"I have known Norah for many years and found her to be a hard and open worker. She will ensure the safety and comfort of your pets and ask questions when need... (more)"

Available this weekend
13. Rachel

Professional Experience with AWL

Grasonville, MD, 21638

House Sitting, Drop-In Visits

"if you're looking for someone to love and watch over your pets while you're away, it's definitely Rachel! She has a HUGE heart for animals. She has taken gr... (more)"

14. 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)"

15. Elizabeth

Home most of the time-loves any dog

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I will treat your dog as if they were mine. At home I have a Bloodhound. I have grown up with a German Shepard and Yellow Labrador. I have experien... (more)

16. Linda

Exceptional, loving pet care

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"Linda has taken care of my jack russell terrier on two different occasions. I came home to find a happy dog and well tended house. I highly recommend! (more)"

17. Rachael

Your dog's home away from home!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: Being a dog sitter is something that I take very seriously. I know my dog is a part of my family, so I can promise to treat your dog with the same... (more)

Confirmed Thanksgiving Availability
18. Callie

Live, Love, Bark!

Grasonville, MD, 21638

House Sitting, Drop-In Visits, Dog Walking

"Usually I am skeptical about leaving Sasha, my two year old husky with a sitter due to her separation anxiety(on top of her off-the-chain energy levels) but ... (more)"

Confirmed Thanksgiving Availability
19. Kathleen

Your dog's safety is my priority!

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Kathleen has been a trusted and responsible employee of Animal Resource Foundation (ARF) since 2010. Over the years Kathy has proved to be dependable and he... (more)"

20. Sophia

Experienced care, Flexible Schedule

St. Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I have a flexible schedule. I don't have any dogs of my own at the moment but i'm more than happy to spend as much time as possible with your furry... (more)

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.