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. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

4 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)"

2. 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)"

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. 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)"

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)"

6. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, 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)"

7. 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)

8. Madison

Dependable Doggie Sitter/Walker :-)

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Madison house sits and takes care of my 3 dogs and hamster all the time!! Super reliable and very experienced with animals. Always more than pleased!! (more)"

9. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We have used Maria for over the past 4 years for dog walking and dog sitting our two dogs and they LOVE her!! It makes me so happy to see the excitement in m... (more)"

10. Rachel

Professional Experience with AWL

Grasonville, MD, 21638

House Sitting, Drop-In Visits

About: I've grown up with a lot of pets; cats, dogs, guinea pigs, a ferret, rats, hamsters, and chickens have all been companions in my home at some point... (more)

11. Linda

Exceptional, loving pet care

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"We hired Linda to pet/house sit our dog Zeus. Zeus really seemed to love Linda's company very much and it was such peace of mind knowing he wasn't crated up ... (more)"

12. Catherine

I love animals, especially dogs!!

St Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

"I have know Ms. Catherine for 21 years now. She has a beautiful White Lab that she takes on car rides and walks. This does not include the feral cats she has... (more)"

13. 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)

14. 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)"

15. 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)"

16. Andrea

Trained Vet Tech turned Pet sitter!

Denton, MD, 21629

Drop-In Visits, Dog Walking

About: I know first hand how stressful it can be to leave your beloved family member behind, whether you are traveling for vacation or simply at work. I w... (more)

17. 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)

18. Jennifer Paige

Waldog Astoria

Easton, MD, 21601

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

About: I have spent the last 4 years in Florida working for the largest no-kill Dog Rescue on the east coast! I have had extensive hands on experience wit... (more)

19. 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)"

20. 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)"

Experience exceptional service and a personalized match

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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.