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.

Available this weekend
1. 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)"

2. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

Dog Boarding, 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)"

3. Erica

active, flexible, personable:)

Shady Side, MD, 20764

House Sitting, Drop-In Visits, Dog Walking

"Erica has been walking and taking care of our dogs for quite some time now. We actually have 5 of them. Both my husband and I work full time so it's so nice ... (more)"

4. 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)"

5. Tara

Loving care for your pet

annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Tara is wonderful when caring for my dog and parrot. She has a sincere passion for animals in dealing with all their needs. Even doing more than I ask, Tara... (more)"

6. 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)

7. 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)"

8. Kaitlyn

Fun, energetic, and loving :)

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaitlyn is an exceptional young lady with a heart of gold. I would recommend her to be a loving caregiver to any animal. She has true compassion for any bree... (more)"

9. 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)

10. Crystal

Loving dog-sitter/walker

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs and cats for over 20 years. My passion for animals started at a young age and I hope to continue living my life for animals and t... (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. 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)

13. 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)"

14. 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)"

Available this weekend
15. Elizabeth

Living life and loving pets!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

16. Annie

Must Love Dogs!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"Annie has been walking and caring for my girls for about 6 months, and they love her! She is always on time, trustworthy and Billie and Alice love her! She i... (more)"

17. 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)

18. Naomi

Flexible, patient, and dependable

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: Ive had a bulldog to have the pleasure of taking care of for 7 years. I always take him out in the morning, lunch and evening and some in between.... (more)

19. 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)"

20. Catherine

I love animals, especially dogs!!

St Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

"Catherine has taken care of our dogs on multiple occasions. Because they are so precious to us, we did not want to leave them in a kennel. We wanted to make... (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.