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, Dog Walking

1 repeat client

"Recently we took a trip to Alabama for my son's college graduation. We used Janet to take care of our two dogs, a lab/beagle mix and a beagle. Our beagle wh... (more)"

2. 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)

3. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Words can not express how grateful I am for the wonderful care Jennifer has provided for Maverick, our chocolate lab. Due to my husbands illness, requiring h... (more)"

4. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

Drop-In Visits, Doggy Day Care, Dog Walking

"Ashley is an amazing mom to her own pets as well as the foster puppies she has cared for in the past. She is always taking them on walks, buying them treats... (more)"

5. Renea

Barker's B & B: A Canine Experience

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Doggy Day Care

19 repeat clients

"Renea is amazing. I have two dogs both unique needs. She handles them both with love and patience. I can leave them with her and not worry. Renea communicate... (more)"

6. Layne

Home full-time. Large fenced yard.

Annapolis, MD, 21409

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

"Layne is an extremely driven and dedicated individual. In all endeavors in life, Layne dives right in and welcomes all challenges and learning opootunities ... (more)"

7. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

1 repeat client

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

8. 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)"

9. Natalie

Weekend Getaway

Shady Side, MD, 20764

Dog Boarding, Doggy Day Care

7 repeat clients

"This is the second time our dog stayed with Natalie. He ran up to the door & was so happy to see her again! (more)"

10. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

68 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)"

11. 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)"

12. Julie

'MUST LOVE DOGS'

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

1 repeat client

"My canine kids had a great play day at Julie's. Will book again when I need a sitter in the future. (more)"

13. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care, Dog Walking

6 repeat clients

"Jack and his kids were great with our two Boston Terriers. We left them with them for a day to acclimate ahead of a 10 day stay later in the month. We were t... (more)"

14. Erica

Logan's Paws & Play

Annapolis, MD, 21401

Dog Boarding, Doggy Day Care

"Molly had a delightful day with Erica in Annapolis. She saved the day for us as we visited with our new granddaughter. Next visit we will be calling her again. (more)"

15. 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

"Not only does Corey love dogs, but all dogs love Corey! She's so amazing with them and she's super responsible and so sweet. Wouldn't recommend anyone else t... (more)"

16. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

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

5 repeat clients

"We had a wonderful experience with DigVacay and Elaine and would highly recommend both! We brought our so ringer spaniel pup and his brother from Michigan f... (more)"

17. Lauren

Fur baby lover

Annapolis , MD, 21401

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

1 repeat client

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

18. Stephanie

We luvs dogs too!

OXFORD, MD, 21654

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

About: Loving family for your furry friend. Walks and tummy rubs. We are located in the perfect walkabout town with beaches, dog park, and open spaces. ... (more)

19. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

"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)"

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)

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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.