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. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

2 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)"

2. 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)"

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. Kaitlyn

Fun, energetic, and loving :)

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaitlyn is a wonderful pet sitter! We have two cats and a dog, that are always in the best of care when she tends them. She is punctual, responsible and reli... (more)"

5. Annie

Must Love Dogs!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I am a truly dedicated animal person. I have my 2.5 year old pitbull, Charlee, who I treat as nothing less than a child! I give her premium care an... (more)

6. 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)

7. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

7 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)"

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. 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)"

10. Amanda

Energetic, fun, animal lover!

Glen Burnie , MD, 21061

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Amanda, I believe I'm a good choice because I truly love all animals especially dogs I have such a good connection with them. I ac... (more)

11. Cassidy

Animal Lover wishin 2 love your Pet

Middle River, MD, 21220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a true animal lover and love dogs, cats, and other pets you may have equally. I raised my first puppy while I was in high school. He grew up... (more)

12. Elizabeth

Living life and loving pets!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth (Beth) E. has provided care for our 2 small dogs several times over the years. Beth is caring, responsible, and dependable. Our dogs are like our... (more)"

13. Bianca

PET PALACE!

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: Absolutely love animals. From big to small and everywhere in between. They are definately not just pets, theyre family. Ive been caring for dogs fo... (more)

14. 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)"

15. 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)"

16. 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)"

17. 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)

18. Clavis

Military Style Dog Watcher

Pasadena , MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: My dad has been in the United States Army for 20 years, and I have moved all across the United States.Through my travels I have had numerous pets, ... (more)

19. 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)"

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

Dog Boarding, 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)"

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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.