Dog Walking Windsor Manor

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Windsor Manor, 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: Aliyah W.
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Aliyah W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 21 reviews
6 repeat clients
7 years of experience
Brandywine, MD, 20613

“Aliyah did a nice job with walking my dog! I liked that she took and sent pictures of my dog while they went along their walk. She treated my dog nicely, followed my instructions, and returned him the same way that she received him. I’m appreciative!”

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Kiara N.
Sitter Profile Image: Mika H.
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Mika H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
Upper Marlboro, MD, 20772

About: I have worked at a Fear Free and AAHA certified veterinary clinic as an veterinary assistant, am experienced with handling rescues and animals with special medical needs, and am experienced in caring for many different types of pets from cats and dogs to birds, reptiles, farm animals, and more. I work from home and since I currently do not have pets, I have flexibility and time to care for your pets like my own! Working in veterinary medicine for 5 years, I am experienced in providing advanced care for your pet and am extremely comfortable administering different kinds of medications.

Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
5 years of experience
Brandywine, MD, 20613

About: Hi! I’m Kelsey, and caring for animals has always been something that comes really naturally to me. I recently adopted my cat, Louis, so I understand how important it is to find someone you trust with your pet. I work full-time in behavioral health, so I bring a lot of patience, attentiveness, and calm energy into how I care for animals—especially those who may be a little anxious or need extra reassurance. I’m available for drop-ins and walks, with extra flexibility on Tuesdays and Fridays when I work from home. I’m happy to follow detailed routines, send regular updates, and make sure your pet feels safe, comfortable, and cared for while you’re away. Whether your pet needs playtime, a walk, or just some company, I’d love to help! Pet care fits really naturally into my weekly routine. I work full-time during the day, but I’m available for morning, evening, and weekend visits, with extra flexibility on Tuesdays and Fridays when I work from home. I try to keep my schedule balanced so I can be fully present with each pet, and not feel rushed between visits. I’m happy to stick to consistent routines, and I’ll always do my best to accommodate specific timing needs when I can. I’m especially a good fit for pets who benefit from a calm, steady presence or a little extra patience. I care for every pet the way I’d want someone to care for mine, with patience, attention, and a really calm energy. I recently adopted my cat, Louisville aka Louis, so I know how important it is to trust the person coming into your space. In your home, I’m very respectful of routines and will follow instructions closely to keep things consistent and low-stress. I take my time building trust, especially with shy or anxious pets (and cats who like to take their time warming up). I’m mindful about safety - secure doors, leashes, clean spaces, and making sure your pet is always comfortable. I’ll also send thoughtful updates and photos so you feel connected and at ease while you’re away. Whether your pet wants playtime, a walk, or just a cozy presence nearby, I’m happy to meet them where they are.

Sitter Profile Image: Sereniti W.
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Sereniti W.
from
$20
per walk
5.0 out of 5 stars
• 95 reviews
38 repeat clients
3 years of experience
Clinton, MD, 20735

“You can tell Sereniti loves dogs and my dog loved her instantly! So glad we were able to connect! My Kaleb came back exhausted and ready for a nap. Thanks Sereniti!”

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Adrienne G.
Sitter Profile Image: Brianna K.
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Brianna K.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 23 reviews
14 repeat clients
14 years of experience
Upper Marlboro, MD, 20774

“Brianna is a great dog walker!! She is very quick to respond to messages and took the lead organizating the meet and greet. She was available on pretty short notice, which was such a relief. Brianna was immediately comfortable with my 150lb dog, which means she is comfortable with any dog! She is a great dog walker and I will be using her regularly!”

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Cheryl B.
Sitter Profile Image: Linda M.
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Linda M.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 41 reviews
22 repeat clients
10 years of experience
Brandywine, MD, 20613

“Linda is amazing!! My dog absolutely loves her. She is easy to get along with and is a hard worker. She is very trust worthy. I am making her my permanent person to watch my baby.”

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Beth G.
Sitter Profile Image: Kaylee H.
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Kaylee H.
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
3 repeat clients
4 years of experience
Lothian, MD, 20711

“Kaylee was great with Shine! She made sure to spend plenty of time outside with her and give her more water before leaving.”

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Tara J.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$25
per walk
5.0 out of 5 stars
• 32 reviews
10 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Rubi took great care of my pup- would recommend!”

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Stacey D.
Sitter Profile Image: Aleyah M.
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Aleyah M.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 128 reviews
55 repeat clients
4 years of experience
Waldorf, MD, 20602

“This young lady is very polite and has a very flexible schedule. If something comes up at the last minute she tries to inform you as soon possible.”

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Demitria M.
Sitter Profile Image: Vivi S.
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Vivi S.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Joint Base Andrews, MD, 20762

“Vivi is great and my dog absolutely loves her and their walks.”

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Benjamin G.
Sitter Profile Image: Taivon J.
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Taivon J.
from
$25
per walk
4.9 out of 5 stars
• 50 reviews
20 repeat clients
17 years of experience
Upper Marlboro, MD, 20772

“Taivon responded very quickly to my last minute booking request & was super helpful when It came to walking my dog as I was unable to get out of bed due to sickness. He is very professional when it comes to communication , he’s patient with my Rottweiler and he makes sure my pup gets his energy out by the time he comes back from his walk. I was honestly surprised at how calm my dog was upon meeting him for the first time. If Riley is happy, i’m happy🐶. Will be booking again 👍🏽.”

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Lillian C.
Sitter Profile Image: Kennedi B.
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Kennedi B.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Camp Springs, MD, 20746

“Kennedi came through for my baby at last minute. She has great communication skills, super nice and I know how adventurous and playful Lotus can be so I know she's patient! She's very attentive and I appreciate her for coming through. I will book again”

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Shy O.
Sitter Profile Image: Elissa F.
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Elissa F.
from
$28
per walk
5.0 out of 5 stars
• 53 reviews
22 repeat clients
11 years of experience
Brandywine, MD, 20613

“She was AMAZING! I booked her and she walked me through the process, answered any questions I had - took great care of my baby and I will absolutely be booking with her again!”

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Jazmin S.
Sitter Profile Image: Domenyca B.
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Domenyca B.
from
$18
per walk
8 years of experience
Clinton, MD, 20735

About: Animals have always been my preference over people. lol I’m patient, attentive, and comfortable caring for dogs of different sizes and personalities. Your pup will get plenty of love, playtime, walks, and attention. I’m in the military, Air Force stationed at Joint Base Andrews and live just 10 minutes from base. I’m off Mondays and available on weekends. I prioritize my own fur baby with lunch time potty breaks throughout my work week and long walks after work, while making plenty of time to give your pet the same love, attention, and exercise they deserve. Your fur baby will have plenty of room to play in my huge fenced in backyard! My 3 year old fur baby is full of personality and always looking for a new play date. I provide a safe, loving, supervised environment where your pet can feel comfortable, have fun, and get plenty of attention.

Sitter Profile Image: Sanai F.
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Sanai F.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
7 years of experience
Clinton, MD, 20735

“Sanai, did a great job with my fur baby! He is a yapper and can be difficult. I would definitely book her again.”

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Natalie H.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$25
per walk
15 years of experience
Upper Marlboro, MD, 20772

About: I’ve been caring for animals for over 10 years, with experience caring for cats, dogs, bearded dragons, turtles, rabbits, and other small pets. My love for animals eventually led me to work professionally in the pet-care field, starting at a grooming salon in Brentwood, Maryland. I’ve also worked in a veterinary clinic as a Veterinary Technician Assistant, where I gained hands-on experience caring for animals, recognizing changes in their behavior and health, assisting with treatments, and making sure pets feel safe and comfortable. As a lifelong pet owner myself, I understand that every animal has their own personality, routine, and needs. I treat every pet in my care like they’re my own and always prioritize their safety, comfort, and happiness. ❤️🐾 I work full-time, but I’m available for weekend pet care and services before or after work depending on my schedule. I’m happy to communicate about your pet’s routine and find a schedule that works for both of us. Whether your pet needs walks, drop-in visits, feeding, playtime, medication assistance, or simply some company while you’re away, I’d love the opportunity to care for them! 🐶🐱💕 Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, feeding schedule, medications, and any special instructions before providing care. When caring for pets in their home, I treat their space with the same respect I would my own. I make sure doors and gates are securely closed, pets are supervised appropriately, and their food, water, medications, and belongings are kept safe and organized. With my veterinary clinic experience, I’m comfortable recognizing changes in behavior or signs that something may not be right and will communicate with you promptly if I have any concerns. I also understand how important it is for pets to feel comfortable with someone new, so I never rush the process and allow them to warm up to me at their own pace.

Sitter Profile Image: Marilyn B.
Verified Enhanced Background Check
Marilyn B.
from
$18
per walk
3 years of experience
Lothian, MD, 20711

About: I provide dependable, attentive care for both dogs and cats, making sure each pet feels safe and comfortable while you’re away. I’m experienced with different personalities, from energetic and playful to calm or shy, and I adjust my care to fit their needs. I handle feeding, walks, litter cleaning, and playtime while sticking closely to your pet’s routine. I’m responsible, observant, and genuinely enjoy caring for animals, which helps me build trust quickly with every pet I meet. I’m available every day from 10am to 5pm, which allows me to provide consistent and reliable care for your pets. I can easily fit into your pet’s routine for walks, feeding, playtime, and check-ins during the day. I’m dependable, flexible within those hours, and focused on making sure your pet feels safe, comfortable, and well cared for while you’re away. priorities. I make sure to follow your instructions closely and keep your pet in a secure, clean, and calm environment. I pay attention to behavior, routines, and any specific needs to reduce stress and keep them happy. In your home, I respect your space while providing attentive, reliable care. I’m patient, responsible, and focused on building trust with both you and your pet.

Sitter Profile Image: Caryn B.
Verified Enhanced Background Check
Caryn B.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
7 repeat clients
6 years of experience
Clinton, MD, 20735

“Caryn was so professional and kind. Our dog is very stubborn and strong, and she handled him so well. She also did walks during one of the coldest weeks of the year without compliant. I am so lucky to have her take care of our Buddy. Highly recommend!”

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Kelly T.
Sitter Profile Image: Inde S.
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Inde S.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
8 years of experience
Upper Marlboro, MD, 20772

About: I love dogs and have years of experience caring for family, friends, and my own two “fur babies.” I provide safe supervision, playtime, and lots of love, treating every dog like part of my family. I can guarantee they won’t want to leave and I keep owners updated with photos and messages so you can relax knowing your furry friend is happy and well cared for. Pet care is my full focus during sitting bookings. I make sure I’m fully available to provide consistent supervision, regular potty breaks, feeding, and plenty of attention so each dog feels safe and cared for.” I provide loving care for pets while maintaining a safe and comfortable home environment. I prioritize safety by following all instructions, supervising pets closely, and keeping spaces clean. I build trust with owners through regular updates and photos. Having a young baby at home, I understand the importance of gentle, calm interactions, and I ensure every pet feels secure, happy, and well cared-for.

Sitter Profile Image: Corissa G.
Verified Background Check
Corissa G.
from
$25
per walk
5.0 out of 5 stars
• 54 reviews
16 repeat clients
10 years of experience
Clinton, MD, 20735

“Corissa is amazing! She made sure Bentley was happy and was super personable. She went out of her way to have a meeting with me before we booked it and made Bentleys safety a top priority.”

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Kayla A.
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The median cost per walk for dog walking in Windsor Manor is $20

Book with peace of mind

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

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Windsor Manor

Select a filter and find qualifying sitters offering dog walking.

Sitters in Windsor Manor average 4
repeat dog walking clients

FAQs for Dog Walking - Windsor Manor

Frequently asked questions about Rover

As of October 2026, there are 14,074 sitters on Rover offering Dog Walking across Windsor Manor. 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 Manor. 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 Manor 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 Manor. On Rover:

  • 89% of walkers can help with special care needs
  • 95% 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 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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