Dog Walkers in Windward Cove, MD

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

1. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

3 repeat clients

"I use Janet on a daily bases to let my dog out during the day while I'm at work . She lets my dog out for a mid day potty break, gives her fresh water an... (more)"

2. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jen has watched my dog and cats several times and she does a great job!!! I have an English bulldog and she requires extra care and cleaning of her face and... (more)"

3. 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)"

4. Steve and Gin

Precious Pets

Easton, MD, 21601

Dog Boarding, Doggy Day Care

69 repeat clients

"Steve and Gin were gracious with their time and in getting to know Quincy at our 'meet and greet' and took wonderful care of Quincy in his first doggie dayca... (more)"

5. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

3 repeat clients

"Bram was awesome and totally accomodating. He is very caring and attentive as well. His pet dog, Ladybug is also a sweatheart. (more)"

6. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

3 repeat clients

"Janet & Lilly were so welcoming to Layla June and amazingly accommodating to my crazy schedule. We were LUCKY to have them!! I already have less guilt and ... (more)"

7. Katherine

Home full-time and love to play!

Annapolis, MD, 21409

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

3 repeat clients

"Katherine provided EXCEPTIONAL care and service for our special needs dog, sophia, whose back legs are paralyzed . We would recommend her without hesitation.... (more)"

8. Natalie

Weekend Getaway

Shady Side, MD, 20764

Dog Boarding, Doggy Day Care

7 repeat clients

"Natalie and her husband were so good to my pup. He sure was tired when he came back and had no issues. As a first time user, I will definitely ask again! (more)"

9. April

Lifelong dog lover w/o my own

Annapolis, MD, 21403

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

2 repeat clients

"Took great care of my fur baby! (more)"

10. 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)"

11. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

1 repeat client

"I'm Patty O. and I'm writing in on behalf of Jacob C. Jacob is very passionate about animals. He has two furry babies at home that he absolutely loves. H... (more)"

12. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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

"Ashley is a caring and attentive sitter. My dear Flower loved playing with Ashleys sweet Penelope dog (more)"

13. Ashlyn

Large yard and very caring

Ridgely, MD, 21660

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

"Ashlyn has cared for my dog for a few years. My dog is on a special diet and takes medication, and she always provides the best care! She is very responsible... (more)"

14. Joanna

Edgewater Pup Palace

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

3 repeat clients

"Joanna was great! Not only was she INCREDIBLY flexible with drop-off and pick-up (especially when my work day ran 2 hours longer than expected), she took sp... (more)"

15. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

70 repeat clients

"She was very flexible while my husband and I took a short notice day trip. She was very accommodating for drop off and pick up time. Our pups ran right into ... (more)"

Available this weekend
16. Lauren

Fur baby lover

Annapolis , MD, 21401

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

2 repeat clients

"Lauren was excellent and took wonderful care of Lady Bug. I will definitely reach out to her again. (more)"

17. Corey

Your dog and I will be best friends

Annapolis, MD, 21401

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

1 repeat client

"Corey has owned and loved dogs for as long as I can remember. She has been dog sitting for years. Coery treats every dog as if it were her own. If I ever nee... (more)"

18. Stephanie

We luvs dogs too!

OXFORD, MD, 21654

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

"Meeting Stephanie for the first time was great. We are new to the area and she welcomed us to Oxford. Stephanie made our dog Bella feel comfortable to her h... (more)"

Available this weekend
19. Sarah

Kind & caring human treat dispenser

Edgewater, MD, 21037

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

"Sarah is a devoted animal lover. I can promise you that you will enjoy her services as much or more than I do! She's dependable and committed! (more)"

20. Greg

Dog Heaven in Downtown Easton

Easton, MD, 21601

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

About: If your dogs think they are people, they will fit right in at our place. Your dog will love visiting our little urban homestead. We have a fully ... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Windward Cove dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite pet sitter on Rover or you're new to the site, we'd love to connect you with a dog walker in Windward Cove the next time you're unavailable. We're confident you and your dog will love it.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.