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. Neshia

Affectionate, Attentive, Authentic

North Beach, MD, 20714

House Sitting, Drop-In Visits, Dog Walking

About: I am an experienced pet sitter and owner. I have two cats and a pit mix of my own and also help to care for my family's four dogs. I have a lot of ... (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 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)"

4. Rebecca

Responsible animal lover

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

About: I have been pet and house sitting since I graduated from high school in 2010. In the past, I have mostly done overnight jobs for up to 2 weeks. I a... (more)

5. 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)"

6. 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)"

7. 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)

8. 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)"

9. Mae

Spirited fun lovable petsitter

Bowie, MD, 20716

House Sitting, Drop-In Visits, Dog Walking

"Mae has outstanding commitment to her work duties and I know she will be an awesome sitter/walker for your pets. My pets (3 of them) adore her and they all ... (more)"

10. 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)"

11. 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)

12. 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)"

13. Lauren

Fur baby lover

Annapolis , MD, 21401

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

1 repeat client

About: I'm 30 and recently just moved to Annapolis. I've grown up with all different kinds of animals, dogs, rabbits, hermit crabs, and a giant iguana! I'... (more)

14. 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)

15. Shannon

Love my Fur Babies!!!

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)"

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. Annie

Must Love Dogs!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"I don't believe you will find a more reliable or loving person than Annie. She is dedicated to her dog and any animal she comes into contact with. I've known... (more)"

18. Maddie

pups, dogs, and elders!

Worton, MD, 21678

House Sitting, Drop-In Visits, Dog Walking

About: I adore dogs. They're my favorite animal in the world. I provide all the care and attention in the world for your puppy, dog or elder. No matter wh... (more)

19. 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)"

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"I've known Ashley for 12 years and she has such a love for all animals. Her dog Captain and cat Stella are so lucky to have her. She is always willing to dog... (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.