Dog Walkers in Winterberry, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winterberry dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jen and Jonathan walked our dog Little Belle twice a day for over an hour each time. Our dog loved them and couldn’t stop wiggling her tail whenever they arrived. They were super reliable and helpful and made this a great experience for all of us. We will definitely book them again!”


About: I’ve taken care of dogs for 13 years and have 2 dogs of my own. I’ve rescued stray dogs off the street before and put them in a safe environment. I was once very active in helping animal shelter. A close friend of mine is a Veterinarian and had asked me to dog sit for her when she traveled, it was a pleasure to handle 5 dogs at a time at her house. I enjoy taking walks in nature with dogs. I have plenty of time to play with your dog and take them on walks. My schedule is open daily and weekly routine as well once established. I love to give dog treats and play ball with them. Taking them on long walks. I can also give them a lot of petting for attention. I will take pictures for updates on their activity.
“Emily arrived on time and was so friendly and warm greeting Sadie. She definitely provided Sadie a great walk and rewarding experience. I would definitely use Emily again?”

“Ryan was so attentive and went above and beyond for our leash-reactive pup on their twice-daily walks. He made us feel comfortable leaving the country and leaving our dog in someone else’s care.”

“My girl Rosy is a special needs dog. She's afraid of everything. The 1st time she met Julian she licked him. He's sweet and kind and very patient with her. I highly recommend him.”

About: From house sitting and petting sitting for neighbors when I was young, to fostering pets for the past 5 years, and caring for friends pets when they go away, I have always enjoyed meeting new dogs & cats and caring for them, feeding them or administering medications, playing with & walking them, or just sitting & talking with them, even bathing them! I have a calm and friendly personality that animals gravitate to. I work from home so my schedule is very flexible. My kids are 17 & 18 so they drive themselves around. I can help on weekends, overnights, weekdays, nearly any time, as well as on short notice. I would offer my own home as well but I have a cat and a dog so sometimes the guest pets don't get along with other animals. In your home I can sit with them and talk to them if they're a lazy pet, or take your pup for a walk or running if they're high energy. I could also take him or her for car rides to get a pup cup at Starbucks or to my large fenced in backyard to run around. I live off Sunshine Way in Westminster near the Wal-mart.
“Very responsive, punctual, great with our dog Jett (even when he is sometimes stubborn and won’t go back into his crate), sends great photos, and is very patient. Will definitely request her services again”

“Lindsey is extremely chill and the exact perfect fit for our reactive Kevin. Kevin is excitable but as soon as he sees Lindsey he calms down and is ready for a walk. I highly recommend!!!”

“Alex did a great job walking my senior pup the past two weeks! He's very responsive on the app and was even willing to be flexible on the timing when something came up last minute. I recommend him for anyone looking for a dependable walker. Thanks Alex!”

About: We are dog lovers who have loved providing a safe home away from home for our clients since May 2019. Lindsay grew up with a dog from the age of 10 until she moved out of her parents' home and is accustomed to the care, love, and energy needed to make a dog feel at home. For the last decade, she's often been entrusted with the care of family members' and friends' dogs when they've been on vacation. Our home is large, with plenty of room for a larger dog to feel comfortable, 3.5 acres of wooded land for us to go on trail walks, and a safe, friendly neighborhood for street walks. We also have a fenced-in yard, so dogs who don’t do well or enjoy walking on a leash now have a safe, secure option for exercise and play time in our yard! We have a 5-year-old pup of our own who loves playmates, and she looks forward to meeting your fur babies! We are currently home full-time Monday-Friday to be able to give your dogs the full attention they need, whether for drop-ins, walks, boarding while you’re away, or doggy day care while you work or have appointments to tend to. We have a fenced-in yard with room for your dog to run. We have a crate available if needed, as well as a separate in-law suite if your dog needs some separation or quiet time from our energetic pup.

“Destiny was great with Belle. She came to pick her up on time, communicated with me in details about her walk with Belle and Belle seems very pleased with her. Will definitely recommend.”

“Bronte provided pictures & detailed information about her walks with Jade. I can tell that Jade really enjoyed being out with Bronte & that reassured me that I made the perfect choice by selecting her. I will definitely be booking with her again!”


“My Zeus is so happy with Dimitri that when he arrives he grabs his leash and refuses to let us say hi! We are extremely happy with Dimitri he is on time and communicates very well with any changes or updates. I would highly recommend him just not on my day and time.”

About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
“I needed a dog walker last minute & thank God Michael was available. He made sure my dog used the bathroom multiple times, sent a picture & returned him back, no problems. Will absolutely book again!”

About: Ive grown up around animals of all kinds! My family back home has a farm of 3 dogs, 3 horses, 2 cats and 2 cows. I grew up with dogs of all breeds and sizes including a Bernese mountain dog, Australian shepherd, pitbull mix and golden doodles. I’m very reliable and promise to care of your animals like my own. Im currently job hunting post graduating college so Im available all day! I have a flexible schedule right now so I can work around you and your pets schedule/needs. I am respectful of you and your pets needs and boundaries so however your pet needs to be cared for is what i’ll be. I know all pets have different energy and personalities!
Over 4 pet parents in Winterberry have booked dog walking
How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Winterberry is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winterberry average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winterberry on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 4,994 dog walkers in Winterberry. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 87% of Winterberry dog walkers respond in under an hour.
Dog walkers in Winterberry have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winterberry.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 4,994 dog walkers in Winterberry on Rover, so you’re sure to find the perfect match for your dog! In Winterberry, 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.




