Dog Walkers in Winchester Estates, MD

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

1. 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)

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

"My Dalmatians Yankee and Sam love there dog walker/sitter... they get super excited when they see her coming: She is punctual, committed and a loving dog wat... (more)"

3. 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)"

Available this weekend
4. Dylan

Experienced dog-loving housesitter

Orchard Beach, MD, 21226

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

"Dog lover, two first words that come to mind when I think of describing Dylan. When I found out he was doing this in his free time, I thought...he will proba... (more)"

5. Jean

THE BOWSER B&B

Pasadena, MD, 21122

Dog Boarding, Doggy Day Care

2 repeat clients

"After trying several boarding options for our dog over the years, it has been such relief to have Jean keep our dog when we're away. Like most dog owners, w... (more)"

Available this weekend
6. Alexandra

loving, nurturing pet sitter

Pasadena, MD, 21122

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

2 repeat clients

"I have been to many dog sitters with my new pup and she has NEVER been so happy than she was with Alexandra! Alexandra exercised her, played, and allowed sup... (more)"

Confirmed Easter Weekend Availability
7. Terri

Dedicated to your pets well being!

Annapolis , MD, 21401

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

3 repeat clients

"My name is Mark, and I have two dogs a pure breed named Grace and a rescue mutt named Maggie, and like most people my dogs are a huge part of my life. Terri ... (more)"

Confirmed Easter Weekend Availability
8. Jared

Canine Getaway

Pasadena, MD, 21122

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

4 repeat clients

"Kobe had so much fun while I was at work & as soon as we got home he just slept. (more)"

9. Amber

Animal Lover to the Max!

Pasadena, MD, 21122

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

3 repeat clients

"Amber is so fun and loving! Tesla loves being with her and can't wait to return! Thank you Amber!!! (more)"

10. Renea

I will love them like you do!

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Doggy Day Care

"Such a wonderful Home away from home!! Renea has such a great way with all animals! Figured out my little one right away was sending me emails and picture... (more)"

11. 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

"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)"

12. Rebecca

Dogs are my children!!

Deale, MD, 20751

Dog Boarding, Doggy Day Care

"Rebecca is the best! She is our first choice when we are out of town. The best part is that our dog, C.C., gets a vacation as well! Rebecca takes great ca... (more)"

13. Jamaria

Loving home for your pet to stay

Pasadena, MD, 21122

Dog Boarding, Doggy Day Care

"Jamaria has watched my little mutt Titus several times throughout the year. I worked for the government so I have to travel for job training. She has been an... (more)"

14. Terry

We Love Pets!

Pasadena, MD, 21122

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

13 repeat clients

About: We have been pet lovers all of our lives. Growing up we had dogs, cats, snakes, chameleons, birds, rabbits, a duck, fish, hamsters...and the list ... (more)

15. Laura

Laura the dog lover

Annapolis, MD, 21401

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Laura is responsible and loving and cares for all her pups like they are her own. She is kind and respectful and shows her compassionate care in any and ever... (more)"

16. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"My two energetic English Coxker Spaniel loved staying with Kelly! They came home happy, call and relaxed! I highly recommend! (more)"

17. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

8 repeat clients

"When our dog Finn stays with Heidi, it is like a vacation for him. This is our second time using Heidi and we already booked her for future dates. (more)"

18. Kelly

Training in dog on dog play behavio

Deale, MD, 20751

Doggy Day Care

"Kelly loves and adores animals of all kind, especially dogs. She has owned pets all her life from hampsters and rabbits to all type dogs. She now owns an Eng... (more)"

19. 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)

Confirmed Easter Weekend Availability
20. Alyssa

Vet Experience/Trainer/Ft. Meade

Glen Burnie, MD, 21060

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Alyssa is very knowledgeable with dogs and cats. She continues to increase her knowledge and genuinely cares for all animals. Animals seem to always trust her. (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 Winchester Estates 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 Winchester Estates 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.