Dog Walking in Winchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Kimberly B.
Verified Background Check
Sitter Profile Image: Kimberly B.
Verified Background Check

1. Kimberly B.

Provides loving and engaging care
Winchester, VA, 22602
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
175 reviews
62 repeat clients
from
$22
per walk

Kimberly is so so sweet and makes sure that my two dogs are well taken care of. She always updates me on when she is going over to take care of them, what they did while she was with them, and always provides cute pictures of them! She is very responsive and professional, I would definitely recommend using her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Owen M.
Verified Enhanced Background Check
Sitter Profile Image: Owen M.
Verified Enhanced Background Check

2. Owen M.

23 year old with lots of experience
Boyce, VA, 22620
8.5 mi. away
Drop-In Visits, Dog Walking
1 repeat client
from
$15
per walk

Owen is an excellent pet sitter, and we have no hesitation recommending him. He loves animals, and it shows! We’ve used him many times to watch our dogs for both short and long stays over a number of years. We leave knowing our dogs are in great hands. He does a great job staying in touch as a routine, and the one time that one of our dogs displayed some slightly abnormal behavior that concerned him, he contacted us immediately to describe what was going on and ask for our advice. He ended up having to arrange a vet visit -- thankfully nothing was wrong - he handled the entire experience very well.

Sitter Profile Image: Amanda L.
Verified Enhanced Background Check
Sitter Profile Image: Amanda L.
Verified Enhanced Background Check

3. Amanda L.

I treat every fur baby like my own!
Winchester, VA, 22603
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$22
per walk

Amanda was wonderful! She was so communicative and responsive. She was in time and took our boy for good long walks when it wasn’t ok hot. She was super flexible when I need to adjust our schedule and add some tasks. We will definitely be using her again.

Calendar Recently Updated
Sitter Profile Image: Kyla P.
Verified Enhanced Background Check
Sitter Profile Image: Kyla P.
Verified Enhanced Background Check

4. Kyla P.

Stay-at-home dog mom ❤️
Winchester, VA, 22601
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
20 repeat clients
from
$20
per walk

Our doodle and 2 kitties love Kyla! One of these kitties is very shy with people. When Kyla comes over though he comes out to look for her! Kyla is a natural with our pets and we feel lucky we found her.

Calendar Recently Updated
Sitter Profile Image: Melissa Á.
Verified Enhanced Background Check
Sitter Profile Image: Melissa Á.
Verified Enhanced Background Check

5. Melissa Á.

Fun Sitter!
Winchester, VA, 22601
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$18
per walk

The daily reports and photos are very much appreciated and very reassuring that all is well with my two pups. Melissa leaves a thorough report and makes sure that the dogs have exercise and are well looked after. I am very happy with the service she provides.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan S.
Verified Enhanced Background Check
Sitter Profile Image: Megan S.
Verified Enhanced Background Check

6. Megan S.

Attentive, (big) dog lover
Stephens City, VA, 22655
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$15
per walk

Very reliable and flexible scheduling! Responds quickly too.

Calendar Recently Updated
Sitter Profile Image: Ian D.
Verified Enhanced Background Check
Sitter Profile Image: Ian D.
Verified Enhanced Background Check

7. Ian D.

I love dogs like they are my family
Stephenson, VA, 22656
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$18
per walk

Ian took very good care of our dog psi

Sitter Profile Image: Alex H.
Verified Enhanced Background Check
Sitter Profile Image: Alex H.
Verified Enhanced Background Check

8. Alex H.

Animal Guru
Winchester, VA, 22601
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per walk

Very dedicated and loving animal lover that wants to spoil and treat all your fur babies to an experience that they will want Alex back again. I have had Alex watch dogs, cats, birds and lizards. He loves them all and is very conscientious about their care, medications, special needs and overall happiness. Nothing is too large or small to do for your member of the family. His work is reliable, his transportation is safe and his attention to detailed instructions is excellent. He will walk, feed, clean up, pet sit, stay during day or overnight or even extended periods of time if that is what your babies need. He can take them home with him for a visit and he will transport your pet to the doctors or other places if you need help getting them there. Call him for whatever you need and he can help make it work. Works in the Shenandoah/Warren/Frederick counties and the City of Front Royal, Winchester and Martinsburg.

Sitter Profile Image: Roxana N.
Verified Enhanced Background Check
Sitter Profile Image: Roxana N.
Verified Enhanced Background Check

9. Roxana N.

Dog lover!
Winchester, VA, 22601
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$25
per walk

Roxana was great. Our dog warmed up to her right away and she was very reliable.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sierra B.
Verified Enhanced Background Check
Sitter Profile Image: Sierra B.
Verified Enhanced Background Check

10. Sierra B.

Energetic Animal Lover
Winchester, VA, 22602
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$15
per walk

About: I’ve been trusted on numerous occasions to take care of family pets of different breeds and species since I was 13. I have owned several fish, one guinea pig, and multiple cats. I absolutely adore every animal regardless of breed, species, or size! I’m currently working via popular food delivery apps, which means my schedule is highly flexible, so I’m always able to make my time work FOR YOU!! I always ensure that my furry friends feel safe and keep the more energetic ones engaged to prevent any possible destructive behavior! I can also read to the furry friends that aren’t quite as energetic as I know it helps calm their nerves should they be anxious!

Sitter Profile Image: Lindsey D.
Verified Background Check
Sitter Profile Image: Lindsey D.
Verified Background Check

11. Lindsey D.

Cuddles & Care
Winchester, VA, 22603
1.3 mi. away
Dog Walking
5.0 out of 5 stars
30 reviews
17 repeat clients
from
$13
per walk

Lindsey has done a great job not only that I’ve seen with her own dogs, but mine as well! She is a true animal lover. She has even watched my dog while I’ve been on vacation, couldn’t trust anyone more than her! Would definitely recommend her services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shaghayegh H.
Verified Background Check
Sitter Profile Image: Shaghayegh H.
Verified Background Check

12. Shaghayegh H.

Rover 101
Your bestie will have lots of FUN
Winchester, VA, 22602
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
148 reviews
40 repeat clients
from
$28
per walk

My dog is very cautious around new people and Shaghayegh has been wonderful with him! She has taken time to get to know his quirks and listened carefully to all recommendations and instructions I have given her in regards to and how to deal with his shyness. She clearly loves dogs and really makes an effort to make their experience enjoyable when they are with her. I highly recommend her!

Calendar Recently Updated
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check

13. Mariana A.

ER Veterinary Assistant
Winchester, VA, 22601
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per walk

About: Over the years I have worked with many different kinds of animals from house pets to farm animals to exotics. I have always had a passion for animals and grew up taking care of them. I have been working in the animal field since age 16 and currently work as an ER veterinary assistant. I am employed full time, however my job allows me to bring pets into work with me should they need monitoring, time sensitive medications, etc. I am trained to handle both fearful and friendly pets as well as administering medications and monitoring overall health and behavior. If there are any special requirements or requests please let me know in advance so I can provide the best possible care for your pet.

Sitter Profile Image: Abby F.
Verified Enhanced Background Check
Sitter Profile Image: Abby F.
Verified Enhanced Background Check

14. Abby F.

Compassionate and reliable sitter!
Winchester, VA, 22601
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$15
per walk

Abby is a great caregiver! She loves children and animals. Abby has helped me out by walking and dropping in on dogs for me, and she treats all pets as if they were her own, and goes above & beyond. Couldn't ask for more :)

Calendar Recently Updated
Sitter Profile Image: Eric C.
Verified Enhanced Background Check
Sitter Profile Image: Eric C.
Verified Enhanced Background Check

15. Eric C.

Stress free pet care!
Winchester, VA, 22601
3.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk

Eric has always had a special place in his heart for animals. We as a family had dogs from the time Eric was 2 years old and a cat for a great deal of that time. After he finished college he got a kitten even before he moved away from home and that cat lived over 15 years. Eric is very good with animals, but he’s also very trustworthy, honest, and dependable and he would be an asset to your business.

Sitter Profile Image: Carter J.
Verified Enhanced Background Check
Sitter Profile Image: Carter J.
Verified Enhanced Background Check

16. Carter J.

College kid that loves dog walks!
Winchester, VA, 22601
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$20
per walk

Carter was wonderful with Lily. He was quickly available and responsive. He took her out and gave an update of her activities. Very polite and responsible.

Calendar Recently Updated
Sitter Profile Image: Sara Joy R.
Verified Enhanced Background Check
Sitter Profile Image: Sara Joy R.
Verified Enhanced Background Check

17. Sara Joy R.

Love all animals!
Winchester, VA, 22601
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$15
per walk

Thank you for your patience with the scaredy pup

Sitter Profile Image: Peyton H.
Verified Background Check
Sitter Profile Image: Peyton H.
Verified Background Check

18. Peyton H.

Animals make me happy.❤️
Winchester, VA, 22601
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.0 out of 5 stars
5 reviews
2 repeat clients
from
$15
per walk

Peyton is a great sitter for animals and I highly recommend her! She is hard working and very responsible. I will hire her again! Thank you.

Sitter Profile Image: Claire Z.
Verified Enhanced Background Check
Sitter Profile Image: Claire Z.
Verified Enhanced Background Check

19. Claire Z.

The purr-fet pet sitter
Winchester, VA, 22601
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per walk

Claire has always been a kind, respectful, and patient person when it comes to pet care. I have known her for several years and in that time she has cared for cats and dogs, along with other animals ranging from horses to snakes! She is very understanding to all animals and their specific needs. I would definitely recommend Claire to care for pets of all ages and breeds!

Sitter Profile Image: Laís R.
Verified Enhanced Background Check
Sitter Profile Image: Laís R.
Verified Enhanced Background Check

20. Laís R.

Can I get paid to have fun?
Winchester, VA, 22601
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$20
per walk

About: What sets me apart from the crowd in anything I do is how responsible I am. You can always count that I will show up for your pet even when an unforeseen happen. I am also very respectful of all creatures. I am currently working full-time during business hours (8:30 AM to 5:30 PM), but I can provide potty breaks during lunchtime. I'm usually available on weekends. I have excellent attention to detail, so I'm always alert for unusual behavior. You won't have to worry about them escaping or any hazards in my home.

Search Map

Winchester Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Winchester are rated on average 5 out of 5 stars based on 175 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Winchester:


Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Winchester, VA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

When you need dog walking services in Winchester, VA, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Winchester dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Winchester, VA joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Winchester, VA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

Speaking of payment, the cost of dog walking in Winchester, VA may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

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, VA, 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.

In short, when you use Rover to find a dog walker in Winchester, you can rest easy knowing that your dog is having a great time.

Dog Walking