Dog Walkers in Winchester Estates, 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

9 repeat clients

"Loved how flexible and accommodating Janet was. Will definitely use her again. Great experience! (more)"

2. 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)"

3. Steve and Gin

Precious Pets

Easton, MD, 21601

Dog Boarding, Doggy Day Care

79 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)"

4. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care

21 repeat clients

"Jack has been looking after our 8-wk old puppy and we couldn’t have asked for a more caring daycare! He is sensitive to the personalities and needs of all t... (more)"

5. Natalie

Weekend Getaway

Shady Side, MD, 20764

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

8 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)"

6. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

2 repeat clients

"My husband and I were in need of a pet sitter for a few hours while we went out during our visit to Annapolis. We had a great experience with Maria, from in... (more)"

7. Erin

We love dogs as much as people!

Annapolis, MD, 21401

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

"Our high-energy pup Daisy had a wonderful time with Erin and her dog Goose! :) (more)"

8. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

3 repeat clients

"Sydney always took great care of my pets and was super quick with responding to texts and calls and could always help at the last minute. Would highly recomm... (more)"

9. Neal

Dog love to run/hike? Perfect!

Stevensville, MD, 21666

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

1 repeat client

"We left our 11 month old boxer puppy, Tootsie, with Neal for the day. He played with her during the day, took her on hikes and wore her out. He also sent us ... (more)"

10. Gigi

Home full-time, huge yard, no kids!

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

About: I work from home and have the flexibility to give your dog plenty of attention. Provided that your dog is socialized, we'll do everything together!... (more)

11. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

1 repeat client

"Ashley loves dogs. She doesn't care about their size, breed, nor age. She plays with any dog she comes across. She has owned dogs for as long as I have kn... (more)"

12. Megan

Home Full Time - Ready to help

Edgewater, MD, 21037

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

About: I love animals, all animals! I am available to assist you with animal care needs. From dog walks to boarding, just give me a shout! I attend Dog ... (more)

13. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

76 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)"

14. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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)"

15. 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)"

16. Meaghan

I’ll keep up with your pup!

Annapolis, MD, 21401

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

"My dog Ellie and I have known Meaghan for years! Ellie is my one and only child and I love that she enjoys Meaghan's company. Meaghan is great with giving up... (more)"

17. April

Lifelong dog lover w/o my own

Annapolis, MD, 21403

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

3 repeat clients

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

18. Jordan

Large fenced in yard!

Annapolis, MD, 21401

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

2 repeat clients
No Reviews Yet

About: Hello! Need a place for your pet to stay and play while you're away? Look no further! We have two Cavachons and a German Shorthaired Pointer, all ... (more)

19. Penny

Dogs make me happy :)

Annapolis, MD, 21403

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

"Penny would make an excellent pet sitter. Since birth, she has grown up with many different kinds of animals and had the responsibility of taking care of the... (more)"

20. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

1 repeat client

"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)"


When you need dog walking services, we doubt you'll find a better experience than through Rover. Thanks to our wide selection of dog walkers in Winchester Estates, MD, you'll find that you're able to work with a dog walker who fits in with you, your dog, and your needs. With our start-to-finish approach, your walker can supply you with real-time dog walking updates with start and stop times, a GPS map of their walk, info about any bathroom, food, and water breaks, and pictures of what your dog's been up to. And on top of that, each Rover dog walking booking includes premium pet insurance, 24/7 support, and a reservation guarantee.

And even better: the price of dog walking in Winchester Estates, MD might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

Need to find a dog walker near Winchester Estates, MD? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Winchester Estates walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Winchester Estates, MD to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

In other words, when you use Rover to find Winchester Estates dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!