Dog Walking Windward Cove

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Windward Cove, 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: Gina G.
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Gina G.
from
$15
per walk
20 years of experience
Grasonville, MD, 21638

About: As a mom and lifelong animal lover, I understand how important trust is when someone cares for your pet. I offer dependable, attentive care in a calm home setting. I’m patient, nurturing, and detail-oriented — making sure your dog feels loved, exercised, and safe at all times. My open schedule allows for consistent supervision and care. I’m flexible with my time and available most days and weekends which allows attentive care :) I care for pets in my home, offering a secure and relaxed setting while you’re away. They will be comfortable safe and always loved :)

Sitter Profile Image: Steven H.
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Steven H.
from
$25
per walk
3 years of experience
Grasonville, MD, 21638

About: I have hands-on experience caring for my own dogs, Koda and Eddie. Koda is a Cane Corso puppy, which has helped me learn the importance of patience, consistency, positive reinforcement, and proper exercise. I make sure my pups receive plenty of love, attention, playtime, and daily care while keeping their safety and comfort a priority. I understand that every dog has a unique personality and needs, and I would treat every pet in my care like family! 🐶❤️ Pet care is something I enjoy and make time for in my daily schedule. I strive to be flexible, dependable, and attentive to each pet’s needs, ensuring they receive plenty of exercise, attention, and care. I communicate with pet parents to coordinate schedules and make sure every pup gets the time, love, and attention they deserve! 🐾 I prioritize safety, patience, and trust when caring for every pet. I make sure each animal feels comfortable, loved, and secure while following the owner’s instructions and respecting each pet’s unique needs. I believe in keeping open communication with pet parents, providing regular updates, and creating a safe, welcoming environment where both pets and their owners can feel confident and at ease. My goal is to treat every pet like family! 🐾❤️

Sitter Profile Image: Imani W.
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Imani W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Easton, MD, 21601

“Imani is great and very considerate.”

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Sayre M.
Sitter Profile Image: Kate M.
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Kate M.
from
$25
per walk
4.8 out of 5 stars
• 5 reviews
2 repeat clients
32 years of experience
Chester, MD, 21619

About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.

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: Josiah S.
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Josiah S.
from
$15
per walk
3.7 out of 5 stars
• 3 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: Marley W.
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Marley W.
from
$30
per walk
5 years of experience
Grasonville, MD, 21638

About: I’ve taken care of my own dogs since I was 8. I had a medium sized low energy dog and now I have a high energy bigger dog so I have a good range of care. I’ve always been the one neighbors have reached out to to take care of their dogs Currently I am unemployed so I am pretty openly available! It really just depends on your dogs needs and how I can best provide for them! I am really good with handling dogs and getting them to listen. I’m super athletic so I’ll love taking your dogs on walks and playing! Super openly available for all there needs.

Sitter Profile Image: Crystal D.
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Crystal D.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
17 years of experience
Ridgely, MD, 21660

About: I am a dedicated and compassionate individual with a deep understanding of the physical and emotional needs of animals. I currently own two dogs of my own. A huge goldendoodle and a tiny yorkie, so I know how to handle many sizes of animals. I also have experience as a kennel tech. Im experienced in feeding. Administering medication and monitoring animal health, always prioritizing their wellbeing and comfort. I treat each animal I meet with the respect and love they deserve. Please feel free to message me with any questions. I hope I get the chance to meet you and your fury bestie/ besties soon My availability is always open. I will not have other commitments other than your fur baby/babies. Once booking they are my priority. I also I make sure I have lots of communication if wanted/needed when your dogs with me! As I would be coming to your home, I will do exactly as told, by you the owner. My main priority is your animals health and well-being.

Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Michael P.
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Michael P.
from
$35
per walk
5.0 out of 5 stars
• 75 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

“Michael is a great dog walker! He responded to my last minute request and is very flexible. He has walked my dog twice and has been punctual and notified me when my poop bags were empty. I would definitely recommend!”

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Kiersten W.
Sitter Profile Image: Jesse & Scott C.
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Jesse & Scott C.
from
$20
per walk
5.0 out of 5 stars
• 75 reviews
16 repeat clients
20 years of experience
Owings, MD, 20736

About: I am a reliable pet care provider with a deep love for dogs and animals. With extensive experience caring for dogs of all sizes, from teacups to giants and from high-energy puppies to gentle seniors. I ensure that each pet receives personalized attention. Whether I am walking your dog or staying in your cozy home to care for your furry friend, I strive to create a welcoming environment where your loved one feels at ease. My flexibility in scheduling and willingness to provide outside playtime and walks will provide ample opportunities for your pet to enjoy exercise. I am also experienced at caring for senior and special needs animals, including sight and hearing-impaired dogs as well as animals needing medicines administered on a regular basis. I am a strong believer in being very responsive through the Rover App, providing regular updates, immediate answers to any questions you may have, and of course pictures of your furry friend! I look forward to becoming a cherished part of your pet's life! Working from home allows us to be available around the clock, ensuring your pets receive constant attention and care at any time they may need it. We ensure constant supervision for pets in both our home and yours, never leaving them unattended and always treating them with the same care as if they were our own.

Sitter Profile Image: Laura M.
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Laura M.
from
$15
per walk
7 years of experience
Baltimore, MD, 21230

About: Hello! My name is Laura and I am looking to assist anyone with their need for a reliable and caring pet sitter. I have been pet sitting, baby sitting, house sitting, etc. since I was about 12 and absolutely love it! I am more than happy setting up a meet & greet before hand to make you feel as comfortable as possible. Service prices are negotiable! Please let me know how I can help you, thank you (: I have just graduated from the University of Maryland, College park, so I am free most days or simply as shown on my calendar ! I am very attentive and simple so I will be able to accommodate to any of your needs. I love observing and playing with animals no matter the kind!

Sitter Profile Image: Fatima B.
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Fatima B.
from
$19
per walk
1 repeat client
10 years of experience
Laurel, MD, 20707

About: I’ve taken care of various different species of dogs and cats within my neighborhood and area since I was 10! I’ve always been an animal lover so many of my neighbors counted on me to take care of their fur babies! Within this years worth experience, I have learned to work with different species of dogs & cats! I am able to work with cats and dogs of different personalities, traits, needs, etc! Neighbors have relied and trusted me to feed, walk, bathe, spend time and show loving to their beloved pets! I’m currently a part time collage student but I still have a lot of time to play, care for and show so much love to your fur babies! I am available Monday, Wednesday, Thursdays, Friday, and Sunday after 12:30 pm!🧡 In my clients home, I always ensure the pets safety! I make sure to check surrounding and keep things out of reach that could harm the animal! I always make sure to introduce myself slowly as I am in their home and allow them to get comfortable with me at their own pace. I always ensure to go through and memorize their routines and feeding schedules. I always respect the home owners home as well and make sure it stays clean!

Sitter Profile Image: Gervon T.
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Gervon T.
from
$25
per walk
3.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Hamilton Area, Baltimore, MD, 21214

About: I specialize with big dogs and elderly dogs. I'm a taller guy with a longer walking stride so larger dogs can get more for workout. My schedule is daily throughout the whole day. I normally like to plan 24 hours in advance but if my schedule is open I don't mind same day or last minute. Tuesday -Thursday from 11am-3pm I am not available I currently have no pets right now at my home I do have a rather large backyard. At the parents home, I do make sure that the pets are well fed and hydrated before leaving unless otherwise told. Disclaimer: If there issues at the home during my time at your residence and not disclosed before booking such as but not limited to: proper running water, working AC/HEAT, controlled pest infestation, power outage, violent pet(s), unsanitary conditions, health concerns without proper insurance you will liable for the vet bill and transportation cost or all day 24 hour care with a pet(s) that can not be alone for 3-4 hours than will incur with an extra inconvenience charge of $100 or more and/or cancellation with the help of Rovers support team.

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$40
per walk
4.9 out of 5 stars
• 33 reviews
18 repeat clients
7 years of experience
Elkridge, MD, 21075

“Alexandra was amazing to work with! Had a last minute trip and she was prompt and very easy to work with! Pups loved her and we will definitely be using her services indefinitely??”

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Jenna K.
Sitter Profile Image: Jeremy B.
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Jeremy B.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
3 years of experience
Baltimore, MD, 21223

About: I grew up with five dogs, loved it so much that I dog sat other dogs in my community. My dream is to own land filled with horses and other beautiful animals. I am currently working full time as a Front Desk Supervisor at a hotel and have a flexible work shift to offer all the love and attention to every pet. I have plenty of space for an apartment, a large living room connecting a patio on the terrace floor. I also have open space in my dining room and living room.

Sitter Profile Image: Gabriel M.
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Gabriel M.
from
$25
per walk
5.0 out of 5 stars
• 47 reviews
13 repeat clients
24 years of experience
Shaw, Washington, DC, 20001

“Gabriel is a very communicative and caring dog walker. We got lots of photos and updates from him and are looking forward to booking him again.”

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Riley W.
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The median cost per walk for dog walking in Windward Cove 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Windward Cove

Select a filter and find qualifying sitters offering dog walking.

Sitters in Windward Cove average 3
repeat dog walking clients

FAQs for Dog Walking - Windward Cove

Frequently asked questions about Rover

As of October 2026, there are 1,873 sitters on Rover offering Dog Walking across Windward Cove. 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 Windward Cove. 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 Windward Cove 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 Windward Cove. On Rover:

  • 88% of walkers can help with special care needs
  • 93% 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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