Dog Walkers in Windward Cove, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Windward Cove dog walkers

About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.

About: My husband, William, and I have 7 years experience with raising high drive working dogs starting as young as 8 weeks. We feel well equipped to provide the highest level care for your furry loved one while maintaining any training goals. Your dogs comfort and safety is our highest priority so we will try to match your dogs schedule to the best of our ability. I am currently offering care on my days off allowing me the opportunity to have a flexible schedule to fit your dog’s needs during both week days and weekends. I have a 6 foot fenced in yard for your dog to have some safe off leash playtime. Your dog will be home with our residential dog, Duke, during their visit. Duke is an intact male Labrador, so if your dog is in heat, we will keep them separate. All dog gear (toys, water bowls, etc) will be thoroughly cleaned between dog visits to prioritize the health and safety of your dog.

About: Overall I’ve assisted neighbors and friends growing up with their animals, whether it was taking them for walks, coming in to play or feed them, or just keep them company. I have two years of experience volunteering at the Humane Society, and I’ve come to learn that animals are just precious creatures who put me in a happy place, and I only wish to do the same for them. I can’t wait to meet your fur babies!! I have a flexible schedule and am available for pet care most days of the week, including mornings, afternoons and evenings. I am happy to try and work with yours and your pets schedule. I have once very cuddly and friendly cat, and one playful and loving kitten. My cat has a sensitive tummy and anxiety so he often needs me to administer meds and keep a strict feeding schedule that he’s been very comfortable with. He has a 5’4 cat tree and he loves lasers! I know what’s best for my babies and I would love to build trust with you and your pets as you know what’s best for yours!


“Jenna has been great with our dog Luna. You can tell she has a lot of experience with animals and really loves spending time around them. She always takes Luna for long walks and sends cute photos/updates. She responds quickly and is very dependable. Highly recommend!”



About: I am a dog Mom to two small, adorable rescue dogs! Cooper is a chihuahua mix, 12 years old and 16lbs. Jam is a Maltese mix, 14 years old and 9lbs. They are both males and neutered. I treat them as if they were my children so I would do the same for your dog. I am a stay at home mom and wife with an 6 year old boy. We have a large fenced in yard and can also do walks in our neighborhood. I prefer to watch only small dogs as my dogs get along best with dogs their size. My dogs are allowed on the couch and also sleep in bed with us. I have separation anxiety when leaving my dogs with someone else so I would do my best to ease your anxiety of being away from your dog. I can send you as many daily pictures and updates as you want so you have peace of mind while being away from your dog(s). I can also watch your pets in your home while you are away so your dog can stay in the comfort of their home. I am available for drop ins and can also do daycare sitting in my home. Any questions, please ask! I’m currently a stay at home mom so I can adapt to any needs and schedule for your dogs. I occasionally run errands (grocery store, baseball practice) but otherwise I am home most of the time. I have a fenced in yard and can provide leashed walks as needed. If your dog is not crated when you’re away, it can be the same at my home. I can separate my dogs from yours when I’m not home if needed.

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.

About: I’ve owned my own pets for 15+ years and grew up in a pet friendly home with cats and dogs. Super attentive to details and the needs and body language of our pets. I currently work M-F but have Friday afternoons and weekend availability to help with your pet care needs. Happy to help you with drop in visits and/or dog walks. I’m happy to help you with drop-in visits to check on your furry friends while you’re away or provide dog-walking. Great attention to detail and communication.

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at an elementary school, and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, create the dog, etc. whatever you need I can do!

“This was our first time using Rebeka and she was phenomenal. Not only did she make arrangements at work to walk my dog super last minute but she was very sweet and conscious of my dog’s anxiety around other dogs. We will definitely be using her again! I have already referred her to family and friends.”


About: I have had a dog for about 3 years now, his name is Fynn! I have been walking and taking care of neighbors dogs for about 3 years now and they would describe me as trustworthy and filled with energy. I love all pets! I would love to meet your fur babies and when they're with me I'll love them as if they're my own! I am available to dog sit and do a drop-in visit anywhere from 6 a.m.-11 a.m. and 3 p.m.-10 p.m. I am currently a student at Towson University and play on the women's soccer team so mid day I have practices. When I care for pets in clients home I stay as respectful and tidy as possible. I always make sure gates are closed, and doors locked, and always leave the home in the same or better conditions than when I arrived.

About: I have been an animal lover since I can remember. I have grown up with cats, dogs, and horses my whole life and have loved every moment of it. I started pet sitting for clients in my late twenties and really enjoy doing it. I have helped take care of cats, dogs, horses, and chickens (I know crazy!). They have ranged through all of the age groups. Clients seem to like me and have repeatedly asked me pet sit/house sit for them. Your pets are in great hands with me :) I am currently working full time, Monday through Friday from 8:00-5:00 but am available on the weekends. I am more than happy to stay at your house during the week but just know that I will be away from your animal during my work day but I can, if needed, go back to your house on my lunch break to take your dog for a walk or take care of any medication administration. I will usually ask you your pet's routine. When does he/she get fed in the morning? When do they go for their walk? Do they like playing outside? Favorite toy? When is dinner? I will stick to that routine so that your pet feels comfortable and happy when you are away. I will always ask if you need me to do anything around your house as well. I will water your plants for you, take out the trash/recycling, or get your mail. I am very tidy and will never leave a mess after I leave.

About: I've been caring for dogs and cats in a personal and professional capacity for 25 years now. For many years, I turned our home into an orphan kitten and cat rescue and worked with the organization Planned Pethood to care for and adopt out over 50 cats! I've taken care of cats and dogs for friends, family, and clients in all life stages - from bottle babies to elderly and incontinent cancer patients. I have experience administering pills and insulin injections, and welcome working with dogs and cats at all life stages. Tricky diets and particularities don't put me off.. I've seen it all! Long walks and cuddles are my specialty, and I look forward to making new four legged friends! I'm currently completing a graphic design certificate online, so my schedule is incredibly flexible. I'm available both weekdays and weekends, as I have no particular set schedule. I make sure to keep dogs on their leash during walks, and to secure all yard gates before letting them outdoors. I keep the home clean and tidy, and make sure there haven't been any accidents or breakages. I tend to stay at the home all day when staying overnight so the animals always have company and any emergencies are handled immediately.

About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!

“Skye was the best! We had such an odd request and not only was she up for it, she was early, and excited to see Sydney who was equally excited to see her. She made our engagement photos with Sydney a breeze! Thank you Skye, we’ll reach out again if we need help here in town!”

Loving dog walkers in your neighborhood
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Alicia W.

“Alicia made it possible for us to travel and know our dog was in good hands!”


Seth G.
“Seth has been watching my dog for the past eight years, and I couldn’t ask for someone more dependable, attentive, and genuinely caring. He treats my dog like family, always making sure she’s well-cared for, loved, and happy while I’m away. Seth’s own dog, Ziggy, is the sweetest and loves other dogs. My pup always comes home tired from all the fun they have together! It’s such a comfort knowing she’s not just being looked after, but also enjoying herself. It’s hard to find someone you can trust so completely with your pet, and I feel incredibly lucky to have had Seth be such a consistent and caring presence in my dog’s life. I can’t recommend him highly enough to anyone looking for a dedicated and loving pet caregiver”


Kasie B.

“Kasie is literally the best of the best!! She has been punctual and done exactly what I asked her every single time! She’s taken such good care of my 10 month old pup.”


Blair M.

“Blair is so awesome with my puppy! She is reliable and responsible - I would recommend her to anyone looking for a pet sitter/dog walker!”


Maura M.
“Maura is fantastic with dogs. She is incredibly patient with unruly dogs or those with interesting personalities. She takes very good care of her pups and treats them as her own. I would highly recommend her!”


Aribella H.
“Rosie watched my cat, Binx, while I was away for a few days, and I couldn’t be happier with the care she provided. Binx is super particular and doesn’t usually warm up to new people, but Rosie clearly has the magic touch. By day two, he was following her around like a shadow. She sent the cutest photo updates and even took the time to tidy up his litter area. Truly above and beyond — I’ll definitely be booking with her again!”




Jenna D.


“Jenna has been great with our dog Luna. You can tell she has a lot of experience with animals and really loves spending time around them. She always takes Luna for long walks and sends cute photos/updates. She responds quickly and is very dependable. Highly recommend!”


Jackson M.

“Sep professional and nice .”




Stacey B.
“My dog Scout gets so excited every time he sees Stacey! Stacey is very sweet and caring to Scout! She walks him, plays with him and gives him the attention he needs when I’m away! She also sends me pictures because she knows I’m missing my baby! Stacey is someone I highly trust and definitely recommend if you are looking for someone who will take care of your dog like it’s her own!”


Hannah P.
“Hannah is always in a great mood and has a cheerful spirit. She follows directions as described no matter how detailed they may be. Hannah pays great attention to detail and will ensure all your expectations are exceeded with everything she does. Did I mention Hannah is also a pleasure to speak with and easy to reach. You will not be disappointed!”


Lauren B.
About: I’ve owned my own pets for 15+ years and grew up in a pet friendly home with cats and dogs. Super attentive to details and the needs and body language of our pets. I currently work M-F but have Friday afternoons and weekend availability to help with your pet care needs. Happy to help you with drop in visits and/or dog walks. I’m happy to help you with drop-in visits to check on your furry friends while you’re away or provide dog-walking. Great attention to detail and communication.


Aliciya M.
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.


Julie K.
“Julie does an Amazing job caring for my pets during the day and sometimes overnights. She is so caring for them. Takes them for walks even at the beach. She is on time when it comes to meals. I have used her multiple tiles and will continue to use here.”


Rebeka C.

“This was our first time using Rebeka and she was phenomenal. Not only did she make arrangements at work to walk my dog super last minute but she was very sweet and conscious of my dog’s anxiety around other dogs. We will definitely be using her again! I have already referred her to family and friends.”


Emily K.
About: I have had a dog for about 3 years now, his name is Fynn! I have been walking and taking care of neighbors dogs for about 3 years now and they would describe me as trustworthy and filled with energy. I love all pets! I would love to meet your fur babies and when they're with me I'll love them as if they're my own! I am available to dog sit and do a drop-in visit anywhere from 6 a.m.-11 a.m. and 3 p.m.-10 p.m. I am currently a student at Towson University and play on the women's soccer team so mid day I have practices. When I care for pets in clients home I stay as respectful and tidy as possible. I always make sure gates are closed, and doors locked, and always leave the home in the same or better conditions than when I arrived.


Kat S.
“Kat is a wonderful sitter! Very caring and calm with the animals. She told me how she used to be a special needs teacher, which I know also requires a very special person. She is also incredibly good with cats, picking them up and cradling them like a little baby...my cat doesn't even let me do that! Wonderful hire, would absolutely hire again!”


Jordan D.

“Jordan was very attentive and great with my dogs. They took to her right away. Would use her again!”


Cristina M.
“Cristina is likely the best choice for your pet! You likely won't find a more loving and caring caregiver for your pet. I have two little shih tzus that usually stay right with me... but they just light up whenever Cristina comes into the house and she has their full attention - and importantly, they get her full attention :)”


Mary L.
“Mary is the ultimate animal lover. I’ve known her for nearly 20 years and she’s always had at least one beloved pet. She knows how to care for a menagerie of animals and has rehabbed countless animals over the years. You couldn’t choose a more conscientious pet sitter than Mary!”


Skye C.

“Skye was the best! We had such an odd request and not only was she up for it, she was early, and excited to see Sydney who was equally excited to see her. She made our engagement photos with Sydney a breeze! Thank you Skye, we’ll reach out again if we need help here in town!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Windward Cove is $20
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windward Cove average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Windward Cove on Rover as of Aug 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 764 dog walkers in Windward Cove. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Windward Cove dog walkers respond in under an hour.
Dog walkers in Windward Cove have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Windward Cove.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 764 dog walkers in Windward Cove on Rover, so you’re sure to find the perfect match for your dog! In Windward Cove, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
