Dog Walking Windsor Mill

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

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Over 56
pet parents in Windsor Mill have booked dog walking

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
84 reviews
31 repeat clients
15 years of experience
Randallstown, MD, 21133

Casie is so great!! She gives great updates. I know my pupper gets great attention and love, and is well taken care of when Casie is with him. I would highly recommend her!!

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Jenn H.
Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
71 reviews
16 repeat clients
4 years of experience
Catonsville, MD, 21228

Amanda was great! Super friendly and accommodating to our schedule. Our dogs loved her when we had our meet up and know they had the best time.

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Sydney S.
Sitter Profile Image: Dimitri D.
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Dimitri D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
12 years of experience
Pikesville, MD, 21208

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.

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Cheryl B.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
28 repeat clients
3 years of experience
Catonsville, MD, 21228

Susan was a BLESSING for me and my dog when we needed a last minute check-in. She was so incredibly thorough and took great care to make sure she fit our routine and connected with Birdy. I recommend Susan to absolutely anyone who’s looking for competent care, a bubbly personality, and patience with an energetic and home-defending fuzz butt!!! We loved her!

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Allison T.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
161 reviews
51 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison is fantastic! Reliable, timely, and great with our dog. She was even able to help us in a pinch when we had an unexpected travel change! Thank you Madison!

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Philip G.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
96 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Thanks Shania for taking out Gizmo!

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Laura M.
Sitter Profile Image: Brigid B.
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Brigid B.
from
$14
per walk
1 repeat client
21 years of experience
Catonsville, MD, 21228

About: I’ve had dogs my whole life ranging in size from a pug to english mastiffs. My last mastiff had epilepsy so no medical issue is too big for me to handle. I am a recent college graduate looking to make some extra money while looking for a job. I currently have a lot of time on my hands so I am keeping busy by helping other pet owners! Both of my dogs are friendly, but the size of my mastiff Boh can intimidate other dogs. He is a very sweet boy just large. I am able to bring them over to my fenced in yard or come to you and hang out with your pup.

Sitter Profile Image: Sean H.
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Sean H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
24 reviews
9 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.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
457 reviews
227 repeat clients
4 years of experience
Woodlawn, MD, 21207

Janine to the rescue!! Tuxi and I were visiting the area and Janine came to play and walk for an hour. He was pooped when I got back. I appreciate the fotos too!

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Paula O.
Sitter Profile Image: Natasha H.
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Natasha H.
from
$15
per walk
5.0 out of 5 stars
28 reviews
19 repeat clients
15 years of experience
Catonsville, MD, 21228

Natasha is a great dog walker. She is very sweet and did a great job with my dog. My dog came back very happy and tired. I would definitely recommend Natasha for dog walking.

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Nikitha K.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
105 reviews
36 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha was amazing. Marley loved her and was delighted after the walk because he got into a playful frenzy. Thanks, Tabitha! I think you are a dog whisperer.

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Oby S.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
189 reviews
55 repeat clients
15 years of experience
Pikesville, MD, 21208

Thank you Bronte for taking such good care of Olivia, and for the beautiful photos of her walk :-) She is a nervous little dog and it means so much to us that she is in good hands <3 <3 <3

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Carolyn K.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was great with my two dogs! She paid close attention to them and made sure they got what they needed.

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Pamela W.
Sitter Profile Image: Odessa C.
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Odessa C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
21 reviews
5 repeat clients
1 year of experience
Catonsville, MD, 21228

About: 1. Personalized Attention and Care • “I treat every dog as if they were my own, providing personalized care tailored to their unique needs, whether they love cuddles, playtime, or just some quiet companionship.” • “I have experience caring for energetic puppies, including potty training, basic commands, and managing their boundless energy with engaging activities.” • “Pet care is a key part of my day, and I adjust my schedule to ensure pets get the attention, love, and care they need.” • “I prioritize pet care by dedicating time daily for walks, playtime, and cuddles, making it a natural fit in my routine.” • “My flexible schedule allows me to provide consistent, reliable care throughout the week.” • “Caring for pets fits perfectly into my active and home-based lifestyle, ensuring they always feel loved and attended to.” • In My Home: I provide a safe, loving environment with plenty of playtime, cozy spaces to rest, and personalized care tailored to their routine. • In Clients’ Homes: I maintain pets’ familiar routines, ensure they feel comfortable, and provide updates so you’re always informed about their well-being.

Sitter Profile Image: Samantha E.
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Samantha E.
from
$18
per walk
5.0 out of 5 stars
62 reviews
15 repeat clients
16 years of experience
Catonsville, MD, 21228

Samantha hooked me up last minute when we started an unexpected event and needed immediate recurring care. She's polite and responsive, and knows how to handle a weird finicky dog. My dog seems to love her!

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Rose C.
Sitter Profile Image: Sophie C.
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Sophie C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
96 reviews
24 repeat clients
9 years of experience
Wakefield, Baltimore, MD, 21207

Sophie did an amazing job with my dogs per usual and I know they gave her more trouble than they would give me. I'm forever grateful for her and trust her to care for my dogs 🐕

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Diamond D.
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: Jahborne D.
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Jahborne D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
94 reviews
14 repeat clients
7 years of experience
Catonsville, MD, 21228

He is wonderful! My dog loves him. He does a great job of being friendly and sweet with my animals but also keeps him in-line! He doesn't let him pull or run all over the place! He's also very respectful of my house and towards myself.

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Ashley B.
Sitter Profile Image: Mariah D.
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Mariah D.
from
$13
per walk
15 years of experience
Winsor Hills, Baltimore, MD, 21216

About: We’ve always had dogs and cats growing up, so pet have always been a regular part of my everyday life! I know that sometimes this little things like walks or consistent feeding schedules can be the hardest part of having a pet! Allow me to take that weight from your shoulders! I have extensive experience with large dogs and puppies as well! I regularly housesit for homes with multiple animals and multiple species; dogs, cats, fish, bunnies, gerbils, and hamsters too! I’m currently working part time, but planning and scheduling are important to me. I am more often available in the mornings any day of the week. I value being consistent and reliable so I will only post availability that I’m sure will work! I will make sure to bring your pet everywhere with me! Clingy pets are my bread and butter! I have no problem hanging out as long as needed to always have an eye on your pets when they are in my care.

Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$23
per walk
15 years of experience
Ellicott City, MD, 21043

About: I have taken care of pets since I was six years old, starting with a few fish. Then it developed into lizards, birds, hermit crabs and dogs. I love and care for all and make careful research to provide the best care. I’m home from college so my weekly routine is very flexible until the end of summer! Just in time for vacation! Personal preference is for afternoons but happy to work with anything. I keep alarms set at home for when to feed my pets so everyone knows when it’s breakfast and dinner time! Three times a day I will take my dog out for 30-minute to an hour long walk. As a 75lbs husky, my dog loved to pull on the leash but I was able to slowly train him out of that habit. Now he walks beside me and makes walking around the neighborhood a breeze!

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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

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.

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Cheryl B.
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

Sophie did an amazing job with my dogs per usual and I know they gave her more trouble than they would give me. I'm forever grateful for her and trust her to care for my dogs 🐕

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Diamond D.
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

Casie was our dog walker while we were in Baltimore. She took great care of our little guy and he absolutely adored her.

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Deanna F.
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

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

I was thoroughly pleased with Erika. She was punctual and my fur baby was excited for her walks. I could see her on the doorbell camera when I was away and she was always happy when Erika showed up. I especially loved the photos and updates for each of her walks. I will definitely use Erika for future services.

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Pamela H.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Sitters in Windsor Mill average 4
repeat dog walking clients

FAQs for Dog Walking - Windsor Mill

Frequently asked questions about Rover

The average cost for Dog Walking in Windsor Mill on Rover is $17.76 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 9,100 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 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 Windsor Mill.

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 Windsor Mill. On Rover:

  • 91% 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 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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