Dog Walking Woodstream

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Woodstream, 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: Josiah S.
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Josiah S.
from
$15
per walk
3.0 out of 5 stars
2 reviews
12 years of experience
Centreville, MD, 21617

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

Sitter Profile Image: Ashley C.
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Ashley C.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

I appreciated her flexibility and text/picture updates

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Meaghan K.
Sitter Profile Image: Sydney T.
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Sydney T.
from
$30
per walk
5.0 out of 5 stars
13 reviews
7 repeat clients
17 years of experience
Queenstown, MD, 21658

About: I’ve been caring for dogs since I was 12 and can’t imagine life without them! While serving in the Navy, I volunteered at military kennels, and later worked at a doggy daycare/boarding/training facility in Texas. I’m experienced with dogs of all ages, from playful puppies to senior pets, and I share my home with a sweet 10-year-old lab and a 2-year-old Norwegian Forest Cat. Reliable, patient, and attentive — I promise to treat your pets like my own. I have a flexible schedule and lots of love to give! Whether it’s a quick walk or a cozy check-in, I’ll make sure your furry family members get plenty of playtime, cuddles, and attention. I treat every pet as if they were my own, keeping them safe, happy, and comfortable. During walks, I pay close attention to their behavior and surroundings to ensure a fun and secure outing. For in-home check-ins, I follow all your instructions carefully, provide love and attention, and make sure your pets feel relaxed and cared for while you’re away.

Sitter Profile Image: maranda c.
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maranda c.
from
$20
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Church Hill, MD, 21623

Great communication before and during booking

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Meaghan K.
Sitter Profile Image: Bryan J.
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Bryan J.
from
$26
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! I no longer offer overnight sitting, but can accommodate multiple drop ins and walks while you are gone, start long as early as 7 am and as late as 8-9 ish. Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: Jeren C.
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Jeren C.
from
$30
per walk
4.9 out of 5 stars
24 reviews
9 repeat clients
15 years of experience
Centreville, MD, 21617

About: My name is Jeren! I am a local business owner, lifelong Eastern Shore resident and animal lover! I regularly work with and foster for several rescues in addition to petsitting, and have experience with bottle feeding, medical fostering, medication administration, and after surgery wound care, as well as light training, and “feral school” with feral and semi feral cats. Being my own boss allows me to maintain a flexible schedule and the ability to provide as many "in home" visits as your individual pet(s) requires, or give them as much attention, walks, playtime and quality time in my home as they need. For boarding stays in my home I do request that for dogs they be other dog and cat friendly, as I do own animals of my own. For cats I do have the ability to keep them separated from my animals and give them their own "room" with window cat perch, toys and bed that are all thoroughly cleaned between each client. I am a lifelong pet owner and have owned and worked with everything from hamsters to horses(even reptiles!), I have experience owning and working with high energy and working class dog breeds, as well as ferral and semi ferral cats. Pets are family, and when they are with me they will always be treated as such! I am homeschool mom/local business owner with a flexible schedule allowing me to give your pups/kitties as much attention and care as they require. I provide several leashed walks per day, and well as play time in the yard, either on my long line(lunge line previously used for my horses) or in our chain link dog run(dogs are NEVER left unattended). In the home pets are allowed run of the house, unless separation is required. I do use crates or gate them in my kitchen/dining room area if I have to run out for whatever reason. This is to insure their safety and prevent them from getting into anything while unsupervised. I am able to provide crates of various sizes, up to XXL or you are welcome to bring your pets crate with them if you feel they would be more comfortable with their own

Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$39
per walk
4.9 out of 5 stars
24 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

About: I've owned pets my whole life. My gentle composure and empathic nature make them feel loved and safe with me. I fostered a puppy from the Caribbean that nobody else wants to deal with. Within a month, she let me pet her and take her on walks. I train dogs with care and lots of pets! I am a freelancer and work from home. Dogs that stay at my house can go in and out and be protected by a fenced-in yard. I will ask about diet, routines, and special needs for your pets. I will come to your house for free for a meet and greet and see if we connect with your pet.

Sitter Profile Image: Sabrina G.
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Sabrina G.
from
$25
per walk
4.6 out of 5 stars
32 reviews
9 repeat clients
15 years of experience
Chestertown, MD, 21620

Sabrina is always interacting with Peaches and has bri get her dogs to teach Peaches how to play.

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Jane Ann W.
Sitter Profile Image: Crystal D.
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Crystal D.
from
$15
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
17 years of experience
Ridgely, MD, 21660

Crystal was great! She took extra time & care with our dog, Jack. It was much appreciated!

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Crystal W.
Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$20
per walk
1 repeat client
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
90 reviews
15 repeat clients
5 years of experience
Dover, DE, 19904

Our Chance simply loves Busara and for great reasons!!

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Lynnell W.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

About: Hi, I’m Hannah — a responsible, caring pet sitter who treats your home and pets like my own. I know how difficult it can be to leave your furry family member behind, so I’m here to give you peace of mind with loving, attentive in-home care. Whether your dog needs belly rubs, playtime, medications, or a quiet companion on the couch, I adapt to their unique needs and stick to their usual schedule. I’ll also keep your home tidy and safe so you can return to everything just how you left it (or better!). ~Staying overnight at your home ~Feeding, walks, and potty breaks on your schedule ~Playtime, snuggles, and companionship ~Administering medication (if needed) ~Daily updates with photos and notes ~Light home care (mail, plants, trash, etc.) ~Respectful, clean, and professional behavior in your space Hi! I’m Hannah, a very energetic stay-at-home mom. I can’t wait to welcome your pets into my life! I'm home full-time this summer, so your dogs or cats will get constant attention, affection, and supervision while you’re away. I'm a huge animal lover — patient, kind, and great at following routines. Whether your pet needs playtime, snuggles, walks, or quiet companionship, I'll provide a safe, loving environment that feels like home. Our animals are happiest in their environment with their familiar smells, toys, and routines. I help minimize stress and keep them comfortable while you enjoy your time away, worry-free.

Sitter Profile Image: Rachael B.
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Rachael B.
from
$25
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Queen anne, MD, 21657

About: I have 8 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 3 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.

Sitter Profile Image: Lindsey W.
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Lindsey W.
from
$20
per walk
4.7 out of 5 stars
12 reviews
3 repeat clients
9 years of experience
Henderson, MD, 21640

About: Hi, my name’s Lindsey! I’m 25 years old and I absolutely love all sorts of animals. At home I have 3 dogs, 2 cats, Goats, Ducks, chickens, a gecko, a turtle and fish. My house has always been full of pets growing up, as I participated in my local 4-H club for 9 years. I have had lots of animals, including lizards, fish, a hedgehog, a ferret, cats, dogs, lambs, goats, pigs, and cattle. I have also had lots of experience over the years taking good care of my neighbors’ and friends’ pets whenever they are out of town. You have my word that I will be reliable and closely follow all your instructions for your little ones, and I will be sure to treat and love your pets like my own! I am home most of the day since I work from home. You have my word that your pets will be treated lovingly in my hands. I have a tendency to spoil all animals. I have a fenced in yard, perfect for running around and playing. I always make sure that I have fresh cold water outside during play time.

Sitter Profile Image: Chloe T.
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Chloe T.
from
$25
per walk
4.9 out of 5 stars
17 reviews
3 repeat clients
17 years of experience
Easton, MD, 21601

You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷

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Maggie W.
Sitter Profile Image: Lindsey A.
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Lindsey A.
from
$15
per walk
5 years of experience
Queenstown, MD, 21658

About: I have grown up around dogs of all ages and breeds and currently have two goofy friendly doggos at home! I have a large fenced in back yard where your pet will have constant access to water while outside playing. As well as access to food and water inside. I have been trusted to take care of family, friends and coworkers fur babies while they are away on vacation, stuck at work or just need a drop in last minute. I would love to help you with your pet needs! I am currently working partime Monday-Wednesday and the rest of the week I am home with my 1.5 year old son. So we are free to help you Thursday-Sunday! I have a large fenced in back yard and two very friendly dogs that would love to keep your fur baby company! They can also be crated if needed

Sitter Profile Image: Jack C.
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Jack C.
from
$18
per walk
15 years of experience
Grasonville, MD, 21638

About: I have grown up loving dogs my entire life. I was lucky enough to have two of my own Lucy and Wilson who were truly part of my family and meant everything to me. Since coming to college I have not been around dogs at all and I miss that connection more than I realized. Being around dogs brings me a lot of happiness and comfort and it is something I have always had in my life until now am a college student with a flexible schedule, which allows me to spend plenty of time caring for and giving attention to pets. I am available most weekdays all day due to online school. Some weekends are also available, although I do have an internship that takes up certain weekends I treat every pet as if they are my own and always prioritize their safety and comfort. I carefully follow feeding, walking, and medication instructions and make sure your pet feels secure and loved in my care

Sitter Profile Image: Cristina M.
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Cristina M.
from
$25
per walk
5.0 out of 5 stars
9 reviews
25 years of experience
Stevensville, MD, 21666

About: I've been caring for dogs and cats in a personal and professional capacity for 25 years now. For many years, I turned our home into an orphan kitten and cat rescue and worked with the organization Planned Pethood to care for and adopt out over 50 cats! I've taken care of cats and dogs for friends, family, and clients in all life stages - from bottle babies to elderly and incontinent cancer patients. I have experience administering pills and insulin injections, and welcome working with dogs and cats at all life stages. Tricky diets and particularities don't put me off.. I've seen it all! Long walks and cuddles are my specialty, and I look forward to making new four legged friends! I'm currently completing a graphic design certificate online, so my schedule is incredibly flexible. I'm available both weekdays and weekends, as I have no particular set schedule. I make sure to keep dogs on their leash during walks, and to secure all yard gates before letting them outdoors. I keep the home clean and tidy, and make sure there haven't been any accidents or breakages. I tend to stay at the home all day when staying overnight so the animals always have company and any emergencies are handled immediately.

Sitter Profile Image: Jordan B.
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Jordan B.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Bowie, MD, 20721

About: My next door neighbor had me take care of their dog, Brownie. He was an old man, but still a good boy! I would make drop-in visits to make sure he was fed and given his medicine which he did such a good job with taking it around me, and I would also take him outside for bathroom breaks. Milo was another dog I took care of recently, and unlike Brownie, she was young, and also loud just like any other husky, but similar to Brownie, she was good girl. This time she had to live with me at my house, but she was no problem at all. I would take her outside at least two hours a day and give her walks around my neighborhood. I would also let her sleep on my bed and she'd wake me up by licking my face every morning to start the day. Feeding her wasn't a problem either. In fact, taking so much time out of my day to take care of just any other dog is never a problem for me! My recent pet care was for a Siberian Husky named Milo. After taking care of her cats, my sister asked me to take care of Milo for a friend who was away last December. Milo was a big dog, but she wasn't anything I had trouble handling. She was a fun and good girl, and I made sure she was taken outside every two hours of every day and also made sure she was given food and water and would refill both when I see that they're almost empty. Pet care comes first for me and I would take plenty of time out of my day to give pets the love and attention they need while family is away. I have a yard but it isn't fenced. However, I will be outside with your dog if they ever need to go, and keep an eye and/or leash on them if necessary. I did the same for my own dog, Macy. Unfortunately, my home doesn't have any other dogs that yours could socialize with since Macy passed away, but with me around, your baby should never feel alone! If I were to take care of your pet at your home (and if necessary), I could also tidy up the inside of your house to the point where I was never even there once you have come back from your trip.

Sitter Profile Image: Beverly H.
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Beverly H.
from
$30
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Church Hill, MD, 21623

Beverly was awesome. We needed someone on short notice and she stepped right in for us. She met the dogs the night before and today she kept us updated on both the walks. Highly recommend her services.

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MIchael C.
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The median cost per walk for dog walking in Woodstream is $20

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Popular requests for dog walking - Woodstream

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Sitters in Woodstream average 4
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FAQs for Dog Walking - Woodstream

Frequently asked questions about Rover

As of September 2026, there are 2,409 sitters on Rover offering Dog Walking across Woodstream. 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 Woodstream. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Woodstream.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Woodstream. On Rover:

  • 92% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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