Dog Walking Windsor Mill

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Over 64
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Windsor Mill, 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: Casie M.
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Casie M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 98 reviews
34 repeat clients
15 years of experience
Randallstown, MD, 21133

“Casie, is a joy to work with. She is always on time. She is so caring and loving with my puppy. I can tell she really cares. Will definitely continue to use her.”

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Danielle J.
Sitter Profile Image: Ky B.
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Ky B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 66 reviews
28 repeat clients
7 years of experience
Milford Mill, MD, 21244

About: I went to college for Veterinary Technician for 4 years and have a bachelors degree. I worked in an animal hospital for 3 years as a veterinary technician. I have 3 wonderful dogs of my own. I love dogs and I know I will take the absolute best care of your dogs just like they’re my own! They will be loved and spoiled and have an amazing experience with me! I’m your girl! This is my full time job! I have a large fenced back yard where they can go to the bathroom and play. On my days off I like to bring them to the dog park to get some exercise. If your dogs stay with me they will be with me majority of the time and have a fun time at my house! I have 3 sweet pups that will keep your fur baby entertained. I make sure water is always available to the pups and feed them on a regular feeding schedule! I’m also able to administer any oral/injectable medications!

Sitter Profile Image: Sean H.
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Sean H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 30 reviews
13 repeat clients
15 years of experience
Catonsville, MD, 21228

“Sean always answers my texts right away. He takes good care of Sony and lets me know how the walk went. I feel very content, knowing Sony is in good hands.”

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Carole T.
Sitter Profile Image: Janine J.
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Janine J.
from
$30
per walk
4.9 out of 5 stars
• 459 reviews
228 repeat clients
4 years of experience
Woodlawn, MD, 21207

“Janine is the best. I can’t always count on her to walk Burke with such short notice. He loves his walks with her. And she is great with responding to my questions”

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Janelle M.
Sitter Profile Image: Jahborne D.
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Jahborne D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 108 reviews
14 repeat clients
7 years of experience
Catonsville, MD, 21228

“Jahborne was great with my sweet prince. Communication was excellent, I couldn’t have trusted anyone more with caring for him. He asked questions and answered my text almost immediately if I needed anything and I will definitely be booking again! Thanks a lot !!!!”

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Nasjah S.
Sitter Profile Image: Roy S.
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Roy S.
from
$22
per walk
4.8 out of 5 stars
• 53 reviews
38 repeat clients
34 years of experience
Baltimore, MD, 21133

“Roy and his wife Shernette are very experienced dog walkers. They are wonderful people and enjoy taking good care of your pets. My dog would be stuck in her crate all day but now has a better life thanks to Shernette. Awesome service!”

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Christie L.
Sitter Profile Image: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 29 reviews
10 repeat clients
25 years of experience
Glen-Fallstaff Area, Baltimore, MD, 21215

“Kaitlin arrived on time, took our dog out in this frosty weather and managed to get Bentley moving despite the snow and ice. She is very friendly, responsible and conscientious- I felt comfortable when I first met her and I’m very happy with the quality of her work.”

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Debbie B.
Sitter Profile Image: Natasha H.
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Natasha H.
from
$15
per walk
5.0 out of 5 stars
• 29 reviews
20 repeat clients
15 years of experience
Catonsville, MD, 21228

“Natasha is the best! She was very thorough and stayed in constant communication with me. She treated Bentley with love and care. His walks were documented and I loved the pictures she sent. Will definitely recommend without reservation. Can’t wait to rebook with her again soon.”

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Shawnetta J.
Sitter Profile Image: Cole M.
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Cole M.
from
$15
per walk
2 years of experience
Catonsville, MD, 21228

About: I've house sat my sisters 100 pounds saint bernard before for a couple days. My family had a black lab that lived to be 14 and I helped take care of him and we have a 4 year old German shepherd who we have had since he was a puppy. I am currently unemployed so I am available anytime during the week from Monday to Thursday to walk or watch your dog or dogs and I am always vigilant when watching pets. I have a small fenced in yard and I take my dog for a walk everyday at noon and I am always vigilant and make sure that dogs don't get into anything

Sitter Profile Image: Bria B.
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Bria B.
from
$15
per walk
6 years of experience
Milford Mill, MD, 21244

About: I have over six years of experience providing dependable and compassionate care for dogs of all breeds and sizes. I visit clients homes to ensure their pets are comfortable, safe, and well cared for while their owners are away. My responsibilities include: Walking dogs and providing regular exercise. Feeding dogs according to their schedules and dietary needs. Bathing dogs when requested. Brushing their teeth and assisting with basic grooming. Providing companionship, playtime, and attention to help pets feel comfortable. Monitoring each dog's well-being and notifying owners of any concerns. For drop-in visits, making sure dogs have fresh water, food, potty breaks, and everything they need before I leave. Keeping clients' homes clean and secure during every visit. I take pride in being reliable, patient, and attentive to each dog's individual needs, ensuring both pets and their owners have peace of mind. For 10 months of the year, I work full-time for BCPS assisting special needs students. During the school year, I schedule pet care visits after my workday, typically beginning around 4:00 p.m. This allows me to provide reliable evening care for pets while maintaining my full-time position. During the summer months, when school is not in session, I provide pet care full-time. This gives me the flexibility to offer morning, afternoon, evening, and overnight services as needed. Providing a safe and comfortable environment is my top priority when caring for dogs. I make sure all potential hazards, such as small objects or anything that could be harmful, are picked up and out of reach. I ensure every dog has access to fresh water at all times, stays hydrated, and receives attentive, compassionate care. I also closely monitor each pet's behavior and well-being to make sure they are happy, comfortable, and safe throughout my time with them.

Sitter Profile Image: margaret p.
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margaret p.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
20 years of experience
Catonsville, MD, 21228

“Maggie does a fantastic job! She is incredibly attentive to my pitbull mix, Allie, always ensuring she stays cool on warm walks, practicing her training commands, and even pivoting to playtime if Allie isn't in the mood for a walk. Maggie is professional, punctual, hardworking, and remarkably easy to communicate with. I absolutely love receiving the photo updates after each walk. I highly recommend her services!”

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Kelci G.
Sitter Profile Image: Ximena A.
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Ximena A.
from
$17
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Woodstock, MD, 21163

About: Starting at the age of 11 up to today I have been trusted to take care, bathe and feed animals in my neighborhood, friends and family. I’m well at observing and giving medication if needed for older pets but also can be playful and help with the puppies/kittens as well! I currently work at an animal hospital which helps in my knowledge of feeding and taking care of pets. I work part time, mainly mornings but I’m willing to work around that if needed. I am available on weekends and holidays to take care of your pets needs. I can usually make something work around my schedule. At my house, there is acres of land and space. I have two very friendly dogs which I can either keep away or keep your pet company whichever is fine. For the clients home, I’m willing to work with whatever situation/care is needed

Sitter Profile Image: Mara S.
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Mara S.
from
$20
per walk
10 years of experience
Pikesville, MD, 21208

About: I am a huge dog lover. I have had many years of pet sitting experience. I always connect with dogs, and they always love me. I treat every dog like they are my own, with love and compassion. I love to play with dogs and take them on long walks. It's very important to make sure that they are having the best time possible. I used to have a dog of my own, but she unfortunately passed away several years ago. I am grateful that I got to spend a wonderful 14 years with her. Taking care of dogs provides me with joy and happiness. When having a dog around, it's like having a best friend by your side. I look forward to taking care of your furry friend! Pet care fits naturally into my daily routine because I enjoy spending time with animals and making sure they feel safe, comfortable, and loved. I understand the importance of maintaining a consistent schedule for feeding, walks, playtime, and attention. I’m dependable, patient, and attentive to each pet’s individual needs, and I would make sure every pet receives plenty of care and affection while their owner is away. I provide loving, attentive, and responsible care for pets in their own home or my home, depending on the service requested. I focus on keeping pets comfortable by following their normal routines for feeding, walks, potty breaks, playtime, and rest. I make sure they have fresh water, a clean environment, and plenty of affection and attention. I also respect each owner's instructions, take the time to learn each pet's personality and needs, and provide updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 42 reviews
14 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

“good relationship with my dog.”

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Sharon C.
Sitter Profile Image: Eileen P.
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Eileen P.
from
$20
per walk
4.8 out of 5 stars
• 36 reviews
12 repeat clients
20 years of experience
Charles Village, Baltimore, MD, 21218

“Kyrie was excited to see Eileen! Thank you! Also it was last minute.”

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George J.
Sitter Profile Image: brenay s.
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brenay s.
from
$28
per walk
5.0 out of 5 stars
• 14 reviews
6 repeat clients
17 years of experience
Baltimore, MD, 21229

About: I’ve had many years of experience taking care of various kinds of pets but especially dogs and cats. i’m aware of the how important exercise, care and just love can be! I can assure you that your loved ones will be safe and respected with me. I am currently a graduate student pursuing my MFA. Pet care is the perfect fit to my schedule as well as satisfying my passion to help and take care of pets! I can abide by any guidelines and or rules set by the pet owner. I can provide walks for however long needed as well as any sitter needs.

Sitter Profile Image: sydney p.
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sydney p.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
2 years of experience
Owings Mills, MD, 21117

“Sydney was lovely! She was on time, communicative, kind, and Onyx fell absolutely in love with her. I would book her again and again!”

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Talisa P.
Sitter Profile Image: Taylor & Austin M.
Verified Enhanced Background Check
Taylor & Austin M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
15 years of experience
Catonsville, MD, 21228

About: We are both experienced pet-sitters having grown up with animals in our homes. We have completed sits across the country on Trusted Housesitters and have 5-star reviews from every sit. I (Taylor), have also worked as a dog walker, pet-sitter, and kennel technician at a vet office. In addition to paid jobs, we have taken care of many animals for family and friends! We both work a hybrid schedule and will be around all day on work from home days and in the morning/evening for days in the office. We just moved to our new home in Catonsville and are happy to now have a fenced in backyard! We are in a quiet neighborhood with sidewalks and a park nearby, great for walks. We don't mind pets on the furniture - if it's okay with you then it's okay with us. We have experience with a range of behaviors, medications, and needs. We're comfortable to adhere to whatever your needs are!

Sitter Profile Image: Jaiden K.
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Jaiden K.
from
$17
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Ellicott City, MD, 21042

“Very professional and keeps records/important details of all her clients/dogs. I was impressed! She’s good! Daisy loves her!🐕🌼”

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Lee K.
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Grace H.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
• 69 reviews
33 repeat clients
12 years of experience
Baltimore, MD, 21230

“Grace was phenomenal! Very attentive to my dog’s needs and filled me in immediately with any information that I needed. Would 100% hire Grace again!”

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Derek S.
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The median cost per walk for dog walking in Windsor Mill is $20

Dog parents share their Rover experiences - Windsor Mill

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5.0 out of 5 stars

Casie is absolutely amazing!! She makes sure your pet is cared for just like her own animal. She gives great updates so you don’t feel like you’re missing anything!!

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Jenn H.
Dog Walking
5.0 out of 5 stars

Fallon was wonderful with our dog and very attentive to helping him get a walk and dinner each day. She was wonderful! I will definitely use her again!

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chrissy b.
Dog Walking
5.0 out of 5 stars

Dimitri came over to walk my dog and he was always on time and very caring to my dog. He maintained active communication and took lots of pictures. He showed my dog a lot of tender loving 🥰.

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Danielle J.
Dog Walking
5.0 out of 5 stars

Bronte was great with our black lab! Came for a meet and great and was very patient with her as she can be a bit cautious around strangers. Did a great job building the relationship with her and walking her.

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Brandon B.
Dog Walking
5.0 out of 5 stars

Thomas walks Atlas 3 times a week and he is always very communicative and cordial. He is attentive to Atlas' needs and adapts well to both our dog's size and leash reactivity, knowing when to change routes, take a break, or return home early if needed. Atlas is always thrilled to see him and comes home satisfied from their trips. Thomas is also very observant of any physical changes to dogs in his care and has good instincts with how best to proceed during unique situations. His background in Canine Search & Rescue no doubt helps Thomas get a feel for new animals quickly and was one of the reasons we initially reached out to him. Having Thomas as a walker has been a wonderful experience and our buddy is benefitting greatly from his expertise.

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Andrea B.
Dog Walking
5.0 out of 5 stars

Shania does a great job with my 3 year old terrier mix. Mylo enjoys there walks together. Shania is consistent, patient, and professional.

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Renette B.
Dog Walking
5.0 out of 5 stars

Leah has been WONDERFUL with our dog!! She is attentive, caring, and communicative we really appreciated having her help!

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Philip G.
Dog Walking
5.0 out of 5 stars

We love love love Micah! She is so polite and loving. Duke gets so excited when he see's Micah. I am so happy with how professional yet personable she Micah is.

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Erica S.
Dog Walking
5.0 out of 5 stars

Jayla was amazing with Tyson. Very calm and reliable. We communicated very well, and I look forward to booking with her again.

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Breanna C.
Dog Walking
5.0 out of 5 stars

It was the first encounter and it went very well. Coco was very sweet and Snoop was very receptive. I am glad we found Coco

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Larisa A.
Dog Walking
5.0 out of 5 stars

Excellent dog walker! Very kind and communicative. Was happy to set up a meet and greet first. Would definitely recommend!

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Kristin D.
Dog Walking
5.0 out of 5 stars

Corey has done drop in visits and walked our dogs on several occasions. He is very good with our dogs and one of them is high energy and reactive. He also sends pictures and has good communication.

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Colleen R.
Dog Walking
5.0 out of 5 stars

Olivia has been such a blessing to us. We couldnt ask for someone sweeter!! She's great at communicating and amazing with our hyper girl Nala.

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Lisa H.
Dog Walking
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How to book dog walking

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Sitters in Windsor Mill average 4
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FAQs for Dog Walking - Windsor Mill

Frequently asked questions about Rover

The average cost of Dog Walking in Windsor Mill on Rover is $17 per walk as of October 2026. Most bookings cost between $16 and $26 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 8,923 sitters on Rover offering Dog Walking across Windsor Mill. 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 Windsor Mill. 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 , 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 Windsor Mill 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 , 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 .

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

  • 92% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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 .

walkers on Rover set their own , 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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