Dog Walking Windsor Mill

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Over 64
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
• 100 reviews
34 repeat clients
15 years of experience
Randallstown, MD, 21133

“Casie was great! It was our dog’s first time being walked by someone else and he loved her. She sent lots of pictures and gave Koal lots of love while we were gone.”

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monroe w.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 15 reviews
31 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: Sean H.
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Sean H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 35 reviews
13 repeat clients
15 years of experience
Catonsville, MD, 21228

“Very attentive to our pup! During our meet and Greg he brought him treats and went on a trial walk and took all of our suggestions very seriously.”

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Amauri M.
Sitter Profile Image: Jahborne D.
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Jahborne D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 111 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: Sarah W.
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Sarah W.
from
$30
per walk
5.0 out of 5 stars
• 62 reviews
25 repeat clients
25 years of experience
Ellicott City, MD, 21043

“Sarah has been great with our two dogs, who can be a real pain to walk. They absolutely love her and she has great knowledge on how to help train. We feel totally comfortable and confident with Sarah walking our dogs. She’s definitely trustworthy!”

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Cheyenne M.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$17
per walk
4.7 out of 5 stars
• 16 reviews
5 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: Jennifer W.
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Jennifer W.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
18 years of experience
Lochearn, MD, 21207

“She was a nice young lady of whom Ellie loved”

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Sarah S.
Sitter Profile Image: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 31 reviews
12 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 very reliable and dependable! She showed up despite other things going on because she is committed to your fur babies! She sticks to her word and is very punctual. She communicates quickly and will meet the needs of your pups. She is very friendly and managed walking my two labs who are full of energy and quite strong! I will be booking with her again in the future. Thank you”

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Colleen C.
Sitter Profile Image: Mia C.
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Mia C.
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
9 repeat clients
20 years of experience
Westgate, Baltimore, MD, 21229

“Thank you so much! These pictures made my day ?”

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Joanna A.
Sitter Profile Image: Morgan N.
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Morgan N.
from
$17
per walk
10 years of experience
Windsor mill, MD, 21244

About: Hi there! Dogs have always been a special part of my life. From growing up with dogs to helping family members care for theirs and watching over friends' pups, I have experience with dogs of all breeds, sizes, and ages. I know how important it is to feel confident and comfortable with the person caring for your furry family member. My goal is to make your time away as stress-free as possible—whether you're at work, traveling, or just need someone to check in on your pup. From walks and playtime to feeding, belly rubs, and lots of love, I’ll treat your dog like one of my own. I’m here to make sure they’re happy, safe, and well cared for while you’re away. Let’s connect—I can’t wait to meet you and your dog! I’m a teacher with a flexible evening schedule, making it easy for me to care for your furry friend after school hours. I’m also available on weekends and have open availability during the summer. Whether it’s walks, playtime, or cuddles, I’m here to provide loving and reliable care for your animal! Caring for animals in someone else’s home is a responsibility I take very seriously. I understand the trust it takes to invite someone into your home to care for your beloved pets, and I always prioritize their safety and well-being. I am committed to maintaining a secure and comfortable environment for your animals while respecting your space and following your specific instructions. You can count on me to treat your home and pets with the utmost care, ensuring peace of mind while you’re away.

Sitter Profile Image: Abby J.
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Abby J.
from
$15
per walk
1 repeat client
10 years of experience
Ellicott City, MD, 21043

About: I have been dogsitting, catsitting, and housesitting since I could drive. I am very consistent with young, old, and special needs pets. I have a standard poodle with oodles of energy at home and two cats. I have a regular work schedule and a lot of extra time to spend on my pets and yours. I love spending time outside, training, and playing with dogs. I seem to have more energy than my poodle, who often needs a nap break from me… Therefore it is very easy for me to prioritize spending time with and taking care of your pet! I have a large fenced in yard and a crate trained, high energy poodle at home. They can play or be easily kept separate. In your home, I would be as respectful and tidy as if it were mine.

Sitter Profile Image: Harrison B.
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Harrison B.
from
$18
per walk
4.7 out of 5 stars
• 16 reviews
9 repeat clients
12 years of experience
Catonsville, MD, 21228

“Harrison is prompt, responsible n smart. And best of all, Daisy 🌼 likes him!”

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Lee K.
Sitter Profile Image: Shifra T.
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Shifra T.
from
$17
per walk
4 years of experience
Cheswolde Area, Baltimore, MD, 21209

About: I’ve grown up with pets all my life, including birds, guinea pigs, and cats. I love working with dogs of all sizes and personalities. I have a huge passion for giving animals the best possible life, full of love and affection. I’m very skilled when it comes to shy dogs that need a little extra touch of love as well. I can’t wait to meet your little angel and have the time of our lives :) I’m very flexible and usually available between 11:00am and 10:00pm. I’m more than happy to spend as much time with your doggy as needed :) I have 2 kitties and they are my babies. I often feed, walk and play with many friends and neighbors dogs weekly and id love to care for yours.

Sitter Profile Image: Lee E.
Verified Enhanced Background Check
Lee E.
from
$18
per walk
5 years of experience
Catonsville, MD, 21228

About: I take the time to get to know your pet .I will play with them,take them for walks or take them to the dog park.I have no special skill but I'm willing to work hard for your pet,to make them feel safe and secure. I work in the evenings part time.I have all day and night to take care of your pets.My roomate and I work together to do this. I can't take care of pets In my home,but that's why I come to your home.I think pets are more comfortable in thier own in invirement.

Sitter Profile Image: Jaiden K.
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Jaiden K.
from
$17
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
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: Carolyn B.
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Carolyn B.
from
$35
per walk
5.0 out of 5 stars
• 43 reviews
21 repeat clients
15 years of experience
Catonsville, MD, 21228

“Carolyn is amazing! It is so comforting as a dog owner to know he is in good hands and the pictures she send after each walk show how much he loves his time with her!”

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Katie C.
Sitter Profile Image: Payton K.
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Payton K.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
9 repeat clients
10 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21209

“Payton and her dad were lifesavers! I had to book over a week's worth of walks at the last minute, and they really came through for me. They constantly sent pictures and I could tell Ahsoka was being well cared for.”

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Isaac L.
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
• 41 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: Ayiana W.
Verified Enhanced Background Check
Ayiana W.
from
$25
per walk
5.0 out of 5 stars
• 1 review
2 repeat clients
3 years of experience
Windsor mill, MD, 21244

About: I’ve always had a special bond with animals, and my family often trusts me to care for their dogs. I look forward to making you and your pets happy too. I have a wonderful Standard Poodle named Stormi Bless. Caring for pets is my part-time job while I’m also pursuing a degree in Criminal Justice. I’m confident I can build a strong connection with your dog and provide them with the love and attention they deserve. When I look after my family’s dogs, I make sure they get plenty of attention, affection, and playtime. I’m always mindful of their needs, whether it’s time for a walk, a meal, or just some extra care. This is currently my part time job as I am in college as well. I currently take up criminal justice, but I am sure to connect with your dog and show them support. When taking care of my family pets I am sure to make sure their dogs get attention, love, and the play time they need. When a pet shows signs of needing a walk or it’s time for food I pay attention to it all.

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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
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How to book dog walking

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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 of Dog Walking in Windsor Mill is $18 per walk as of November 2026. Most bookings cost between $16 and $33 per walk. On Rover, 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 November 2026, there are 8,879 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 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 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 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 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:

  • 86% of walkers can help with special care needs
  • 91% 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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