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, House Sitting, 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

"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)"

Available this weekend
4. Alexandra

loving, nurturing pet sitter

Pasadena, MD, 21122

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

2 repeat clients

"Tesla loves Alexandra. In fact she walked to car with me and when my back was turned she was back at front door wanting to be with Alexandra and her dogs (more)"

5. Jean

THE BOWSER B&B

Pasadena, MD, 21122

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"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. 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)"

7. Aeyla

We love having furry visitors!

Dundalk, MD, 21222

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

5 repeat clients

"Aeyla is a great dog sitter! She communicates very well, and sends photos and updates on how my pup is doing. I would definitely use her services again, and ... (more)"

8. 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)"

9. Lauren

Fur baby lover

Annapolis , MD, 21401

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

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

10. Rebecca

Dogs are my children!!

Deale, MD, 20751

Dog Boarding, Doggy Day Care

"We have left our Great Pyrenee/Golden Retriever mix, Beau, in Rebecca's tender loving care for several extended stays over the past 2-3 years. Beau is always... (more)"

11. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

2 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)"

12. Sharon

Caring, Professional Dog Lover!

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

6 repeat clients

""Responsible" and "Loving" should be Sharon's middle name. She is the kind of person that you meet just once and feel like you've known her forever. I cann... (more)"

13. 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)"

14. 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)"

15. Terry

We Love Pets!

Pasadena, MD, 21122

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

12 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)

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

7 repeat clients

"Heidi was my top Puppy Nanny working for me in Chicago, IL. She cared for all of our furry clients as if they were her own! Heidi handled In Home Pup Sitti... (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. Kelsey

I'm a caring mother and love dogs!

Crownsville, MD, 21032

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

About: I've cared for my boyfriend's dog for over two years and have dog sat for neighbors throughout the years! I'm friendly and love to care for animals... (more)

20. Daniel

Animal lover! Available 24/7

Edgewater, MD, 21037

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

About: I'm an artist, looking for pet sitting work in the Annapolis and Edgewater area. I'm pretty much free 24/7, 7 days a week, and i'm willing to do o... (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 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.