Dog Walking Winterberry

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

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Winterberry, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jonathan & Jen H.
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Jonathan & Jen H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 105 reviews
32 repeat clients
43 years of experience
Westminster, MD, 21157

“HIGHLY RECOMMEND….All of the things you want while you are away to relax from your responsibilities with your pets. My high energy girls are entertained, exercised, and pampered until they don’t want me to come home! Feel confident leaving your pet in their care.”

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Audrey W.
Sitter Profile Image: Lauren M.
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Lauren M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
3 years of experience
Westminster, MD, 21157

“Lauren was a pleasure to work with and having her help was greatly appreciated and our pups enjoyed her visiting ! She's very responsive and takes in feedback very well! I would recommend her to others.”

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Chris S.
Sitter Profile Image: Anna V.
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Anna V.
from
$22
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
7 years of experience
Hampstead, MD, 21074

About: I have been taking care of a variety of animals my whole life. I know the importance pets bring to your family so I will treat them as my own. I have a shiba Inu puppy, so I am familiar with all ages. Please contact me if you are looking for care for; cats, small animals, birds, reptiles, fish, horses, rabbits, I have years experience with most. My schedule is pretty flexible, I work evenings so I am free all day and weekends, I can easily work my schedule around yours :) I make sure my pets are taken care of to the best of my ability as I love them so much. I understand that other pet owners feel similarly this is why I aim to treat all animals as my own.

Sitter Profile Image: Eliza W.
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Eliza W.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
4 years of experience
Finksburg, MD, 21048

“Resi loves Eliza! Eliza was very professional and on time. Took Resi on her walks at the scheduled time. We have booked with Eliza again !! Highly recommend!!”

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Megan H.
Sitter Profile Image: Madison N.
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Madison N.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Westminster, MD, 21157

About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.

Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 8 reviews
2 repeat clients
28 years of experience
Hampstead, MD, 21074

About: I’ve been around animals my entire life. My childhood cat lived to 22, and I grew up with Golden Retrievers, including helping care for a litter of puppies. I also worked as an assistant manager at a large pet daycare facility and now have two rescue dogs of my own. I’m very active and love walking, so I’m happy to give dogs plenty of exercise, playtime, and attention based on their needs. Pet care fits well into my weekly routine. I work part-time in a flexible office role and can also work remotely, while I am building my real-estate career. That gives me the ability to plan my schedule around walks, drop-ins, feedings, playtime, and staying consistent with each pet’s routine. In my home, pets are treated like family. I have a fenced yard, a large back porch, a walkable neighborhood, and a park nearby for walks and playtime. My two rescue dogs are used to sharing the furniture, so visiting pets will have plenty of comfortable places to relax and feel at home. In a client’s home, I follow each pet’s routine closely—feeding, walks, playtime, medication instructions, and any house rules—while keeping you updated with photos and messages. As a former college coach and admissions counselor, I have spent most of my career in trusted, responsibility-heavy roles, and I bring that same attentiveness and care to every pet.

Sitter Profile Image: Kelly E.
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Kelly E.
from
$25
per walk
5.0 out of 5 stars
• 62 reviews
25 repeat clients
7 years of experience
Westminster, MD, 21157

“The doggies and their owners are very happy. All questions were asked. All updates were given. Last minute request was accepted.”

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Audrey W.
Sitter Profile Image: Lindsey W.
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Lindsey W.
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
11 repeat clients
22 years of experience
Westminster, MD, 21157

“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!!!”

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Ethan F.
Sitter Profile Image: Noah D.
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Noah D.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
8 years of experience
Westminster, MD, 21157

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.

Sitter Profile Image: Kerri L.
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Kerri L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 39 reviews
15 repeat clients
8 years of experience
Westminster, MD, 21158

“Kerri is wonderful with our dog Patches. He doesn't warm up to people easily, but his tail wags and wags when He sees Kerri.”

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Linda B.
Sitter Profile Image: Camryn F.
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Camryn F.
from
$21
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
5 years of experience
Westminster, MD, 21157

About: Hello! I am Camryn F., I am currently a veterinary assistant at a Veterinary Hospital in Frederick and am in veterinary technician school. I have always loved being around any animal/caring for them! I can commute and I am easy to get ahold of! I am so excited to be helping those in need of a responsible and reliable caretaker. I do have pets in my home, but they are loving and open to meeting new animals as long as the feeling is mutual between the animals as far as drop offs. Although I may only have 5 years of professional experience I have years of personal experience as I have owned various animals throughout my life time! I look forward to getting to know you and your animal and helping you in any way possible! Thank you I do work full time, and a couple days a week I do have long hours. I have every other weekend off as well as Thursdays. Saturday I have a half day and every Sunday is guaranteed off. I also have major Holidays off. I have many pets of my own at home and often find myself feeding them and caring for them before myself most days! Some may call that crazy, but it’s just the way I roll! I love all animals big and small :)

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$16
per walk
4.6 out of 5 stars
• 7 reviews
10 years of experience
Finksburg, MD, 21048

About: I am a local environmental science student with extensive experience in professional pet and house sitting. Having grown up with dogs and cats, I have provided dependable care for repeat clients since the age of 12. I would welcome the opportunity to care for your animals and can provide references upon request. I am a local college student with a flexible schedule, allowing me to commit to various shifts. I am generally available to work during evenings and on weekends. I would welcome the opportunity to discuss how my availability aligns with your current needs. Caring for my own two dogs led me to discover a passion for working with animals, and I am now seeking opportunities to gain professional experience as I pursue a career in this field. To ensure both you and your pets are comfortable, I typically offer a pre-visit to meet in person. This allows us to discuss your specific care instructions and ensures you are confident in my services as a caretaker.

Sitter Profile Image: Audrey S.
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Audrey S.
from
$35
per walk
4.9 out of 5 stars
• 119 reviews
57 repeat clients
30 years of experience
Reisterstown, MD, 21136

“Audrey was great. Super friendly, kept communication open, and most importantly, my dog loved her. Definitely will request her services again in the future.”

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Siairra
Sitter Profile Image: Sara W.
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Sara W.
from
$20
per walk
5 years of experience
Manchester, MD, 21102

About: I’ve taken care of pets since I was at least 15 years old. Neighbors, friends, and family have relied on me to take care of the furry little creatures. I make sure they’re well taken care of so you never have to worry! I will always make sure your little furry children are well taken care of and full of energy for the next day! I was working home improvement for a few months with a mobile company. My boss currently couldn’t afford to have employees work for him so he let us go. I will be free 100% of the time for your furry children. I will be looking for another job of course.. but currently and for a while I will be available 100% of the time for the week. In the clients home, I will be able to crate the dog if necessary and needed. If they have a fenced in yard the dog will be able to roam freely and have some freedom. If not I will make sure to leash the dog and keep an eye on them 100% of the time. Cats of course if the owner says they do leash them and take them for walks, that will happen. Leashed in the back yard unless told otherwise. Free to roam in the house Obviously whenever!

Sitter Profile Image: Kameron B.
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Kameron B.
from
$25
per walk
10 years of experience
Westminster, MD, 21157

About: I’ve had dogs my whole life, so I’ve always been around them and know how to care for them. I’m really good with dogs and genuinely enjoy spending time with them. I’m comfortable with dogs of all different sizes and personalities, and I treat every dog like they’re my own. I’m responsible, caring, and will make sure your dog gets plenty of attention, love, and exercise while they’re with me. I work full time Monday through Friday, but I’m fully available on the weekends. During the week, I’m available for drop-ins and walks in the mornings and later in the day after work. I’ll do my best to work around your schedule and make sure your pets get the care and attention they need. I want every pet in my care to feel safe, comfortable, and loved. I’ll always make sure they are supervised and treated with patience and respect. I understand that every dog and cat is different, so I’ll take the time to learn their routine, personality, and anything they need while they’re with me. I’ll also keep you updated so you can feel comfortable knowing your pet is in good hands. My goal is to provide a calm, safe, and welcoming environment where your pet can feel right at home.

Sitter Profile Image: Alexander S.
Verified Enhanced Background Check
Alexander S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Reisterstown, MD, 21136

About: Hi there. I know how stressful it can be to find the right person to care for your pet. They’re a treasured member of your family, and you want to feel confident that they’ll be safe, comfortable, and well cared for while you’re away. I’ve been caring for animals for around 20 years. I’ve worked with pets of all sizes, personalities, and energy levels, from shy and skittish to excited, playful, and fearful. Every animal has their own unique personality, and one of my favorite parts of this job is getting to know all the little details that make your pet who they are. Their routines, habits, favorite toys, funny quirks, and what makes them feel most comfortable all matter to me. When your pet is in my care, I tailor everything to their individual needs and follow your instructions closely. I’ll care for them as if they were my own and make sure they receive the attention, affection, exercise, and companionship they need. I’ll also send plenty of photo updates, especially when your pet is being silly or cute, so you can relax and enjoy your time away knowing they’re happy and in good hands. I’m physically strong and confident handling large, powerful, and high-energy dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. For additional peace of mind, in addition to the Rover Guarantee, I also carry my own premium Pet Care and Liability Insurance. I look forward to getting to know your pet better and becoming the best of friends. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.

Sitter Profile Image: Lily K.
Verified Enhanced Background Check
Lily K.
from
$18
per walk
10 years of experience
Westminster, MD, 21157

About: I've been taking care of my own pets since I was eight years old. Currently I take care of my bichon and bichon poodle in my home. I have pet sat Maine Coon cats, labrador retrievers, golden retrievers, basset hounds, beagles, and german shepherds. Additionally, I have experience that ranges from puppy care to senior care. I am more than happy to do a phone call or meet in person so we can get to know each other, or stop by to meet the pups before I stay with them :) I'm working part-time right now, so I will have plenty of time for your pets! I am super flexible and don't mind getting up early/leaving late. In your home, I am more than happy to accomodate the routines for your dog and the routines of your household. It's important to me to keep the dogs safe, utilizing baby gates, shutting doors/cabinets, and having fences as needed.

Sitter Profile Image: Emily N.
Verified Enhanced Background Check
Emily N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 29 reviews
13 repeat clients
12 years of experience
Cockeysville, MD, 21030

“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?”

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Christine C.
Sitter Profile Image: Vanessa B.
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Vanessa B.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Manchester, MD, 21102

About: I have taken care of all types of animals sense I was about 10. I went to vet tech school and got my degree in small and large animal. I currently do stay at home with my children and I am just looking to still be able to help/take care of animals. I love all types of animals big or small! I am a stay at home mom so my schedule is very free and flexible, I will be able to care for your animal 24/7 with walks, going outside to play and or just snuggling on the couch. I can do pretty much any type or care for your animal! Boarding, walks or just play dates. All animals in my house will be loved like they are my own!

Sitter Profile Image: Jamie & Kingston B.
Verified Enhanced Background Check
Jamie & Kingston B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
8 repeat clients
7 years of experience
Manchester, MD, 21102

“Fantastic! I highly recommend Jamie!”

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Brian M.
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The median cost per walk for dog walking in Winterberry is $20

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Winterberry

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winterberry average 4
repeat dog walking clients

FAQs for Dog Walking - Winterberry

Frequently asked questions about Rover

The average cost of Dog Walking in Winterberry on Rover is $17 per walk as of October 2026. Most bookings cost between $0 and $29 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 4,860 sitters on Rover offering Dog Walking across Winterberry. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winterberry. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Winterberry after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Winterberry. On Rover:

  • 92% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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