The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Dog Walkers in Wintergreen, VA

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

Tip: Contact sitters now to confirm availability.

We couldn't find any sitters that matched your criteria.

Try changing your search criteria or updating your location.

Calendar Recently Updated
1. B J

LOVE animals & will make all happy!

Esmont, VA, 22937

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

About: I will happily take care of the dog's general well-being, feeding, training per your specifications (just tell me the rules and boundaries so we ca... (more)

Calendar Recently Updated
2. Caitlin

A home away from home for your dog

Crozet, VA, 22932

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

"I highly recommend Caitlin for any type of farm/pet sitting situation. As holistic veterinarian I have very high standards for (natural, gentle and accurate)... (more)"

Calendar Recently Updated
3. Lori

Dogs feel at home at mine or yours

Staunton, VA, 24401

Dog Boarding, Doggy Day Care

"Lori was truly amazing!! My regular puppy sitter cancelled last second the night before I needed her and Lori was willing to take Cash for the days I needed!... (more)"

Confirmed availability
4th of July
4. Allison

Passionate animal lover

Staunton, VA, 24401

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

"My wife and I brought our two dogs on vacation with us vacation and needed a sitter that could watch our pups for a few hours while we visited Staunton. All... (more)"

Calendar Recently Updated
5. Shawna

Your dogs very own Doggy Retreat!

Crozet, VA, 22932

Dog Boarding, Drop-In Visits, Doggy Day Care

"Shawna did a great job caring for Rosie. Rosie usually is not usually receptive to other dogs, but Shawna made sure that everyone got along. She sent great d... (more)"

Confirmed availability
4th of July
6. Cara

Large back yard and a lot of love!

Staunton, VA, 24401

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

"Cara provided extremely professional and friendly care for our dog, Cali. She suggested a meet and greet ahead of time since Cali can be a bit anxious in new... (more)"

Calendar Recently Updated
7. Lindsey

Reliable help when times get ruff!

Charlottesville, VA, 22903

Drop-In Visits, Doggy Day Care, Dog Walking

"I am Lindsey's neighbor and we always ask Lindsey to watch our beagle, Bingo when we go away on vacation. She drops by our house several times a day to feed... (more)"

Confirmed availability
4th of July
8. Mary

Home full time - great back yard!

CHARLOTTESVILLE, VA, 22902

Dog Boarding, Doggy Day Care

"Mary is amazing with animals. Her dogs are happy sweet and tempered. It is obvious they live in a loving home to which every need is attended. (more)"

Calendar Recently Updated
9. Taylor

Lover of all animals

Charlottesville, VA, 22903

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

"Taylor loves dogs, and all pets, so very much, and they love her just the same! She is extremely responsible and caring and will treat any pet like her own, ... (more)"

Confirmed availability
4th of July
10. Raven

Home full time, medi fenced in yard

Fishersville, VA, 22939

Dog Boarding, Doggy Day Care

"Raven was fantastic! Great communication and our pups will really happy. We would definitely use her again! Thank you Raven!!! (more)"

11. Abigail

Dog Adventures!!

Buckingham, VA, 23921

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

"Abigail has watched my dogs and cats on numerous occasions when I have traveled out of town. She loves my animals as much as I do! Everyday I’m gone, she sen... (more)"

12. Madeleine

Attentive Care for Your Dog Here

Staunton, VA, 24401

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

About: I'm a friendly, conscientious, enthusiastic dog lover able to supply long, active walks, cuddles, and attentive care to your dog(s) while you are a... (more)

Confirmed availability
4th of July
13. Kat

Home Full Time Crozet Dog Sitting

Crozet, VA, 22932

Dog Boarding, Doggy Day Care

About: Go on vacation and rest easy while your dog stays with us while you’re out of town. We’ll go on local hikes and make sure your dogs have fun and ar... (more)

14. Dakota

Dakota's Doggy Days

Waynesboro, VA, 22980

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

"Dakota has been raised with and cared for all manner of animals from dogs and cats to chickens and cows. Her compassion for animals really rose to the surfac... (more)"

15. Chelsea

We're making "fetch" happen

Charlottesville, VA, 22903

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

"Chelsea has taken care of my pets (1 cat & 1 dog) for the last couple of years. She is so wonderful that I don't think they notice I am gone. She is loving a... (more)"

Calendar Recently Updated
16. Megan

Likes to have fun at the dog park!

Waynesboro, VA, 22980

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

"You can't go wrong with Meagn :) Please do not use the word "dog" around her..they are her "babies". The love she has for them shows in "their" eyes each tim... (more)"

17. Emily

Emily's country dog services

Esmont, VA, 22937

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

"Emily has cared for my dog on several occasions, and has proven to be reliable. My dog seems to thrive in her presence and I feel good about leaving her with... (more)"

Calendar Recently Updated
18. Rebecca

We love to play and hike with dogs!

CHARLOTTESVILLE, VA, 22903

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

"Becca has watched my dog on several occasions before she joined Rover, and I couldn’t be happier with the care she gave my dog. She was thorough in going ove... (more)"

Calendar Recently Updated
19. Anna

Will take any special requests!!

Waynesboro, VA, 22980

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

About: I’ve cared for dogs, cats, and rabbits my whole life and have a very natural approach to bonding with your pet. I will go on long walks/runs with t... (more)

Calendar Recently Updated
20. Madison

Student- home full time in summer

Stuarts Draft, VA, 24477

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

"Madison has cared for my three dogs while we have been on vacation for two weeks, gone for a whole day, and when we were all home. With two of them being 15 ... (more)"


When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

You'll also be able to relax when it comes to price, because the cost of dog walking in Wintergreen, VA is surprisingly reasonable. No matter your budget or lifestyle, there's a dog walker on Rover to match your budget. Wondering how much most people pay for Rover dog walking services? The average dog walking rates will give you a good sense of what to expect before checking out the individual dog walkers' 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 Wintergreen, VA? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Wintergreen 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 Wintergreen, VA 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 Wintergreen 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.

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 Wintergreen, 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!

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.