Dog Walking Wildewood

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Over 53
pet parents in Wildewood have booked dog walking

Wildewood, 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: Leah H.
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Leah H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 159 reviews
83 repeat clients
22 years of experience
California, MD, 20619

“Leah was a wonderful backup dog walker for me. She and my dog, Yen, got along great. It's so cute to see Yen greet and tell her goodbye. Leah was prompt, friendly and professional. I am happy with my choice.”

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Judith G.
Sitter Profile Image: Jessica C.
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Jessica C.
from
$18
per walk
5.0 out of 5 stars
• 115 reviews
38 repeat clients
12 years of experience
California, MD, 20619

“Jessica was very organized and extremely reliable. She went over everything (and more) that we needed to touch on at our meet and greet. As walks went on, she was very communicative, and worked with me to come up with creative ideas on how to manage my dog’s significant fears. He was an abused rescue, so he is shy and gets easily scared of noises and people. I will definitely be having her walk again!”

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Natalie S.
Sitter Profile Image: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 24 reviews
7 repeat clients
17 years of experience
California, MD, 20619

“Chrishauna was patient and gentle with our pup, giving him a nice long walk that he thoroughly enjoyed! Communications were excellent as well!”

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Carole H.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 153 reviews
47 repeat clients
20 years of experience
Lusby, MD, 20657

“We had to cancel because my daughter got really ill, but Kimberly was great with the meeting greet and how things are and I would definitely use her in the future”

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Judith W.
Sitter Profile Image: Riley h.
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Riley h.
from
$15
per walk
8 years of experience
Lusby, MD, 20657

About: I have pet experience with staying at people’s homes for over seven nights to care for their pets. I communicate clearly, provide updates, and follow instructions. I have a flexible schedule and can work with pet parents to find times that fit their needs. I’m available for dog walking, drop-in visits, and pet sitting, depending on the day and time. I’m happy to discuss scheduling ahead of time to make sure your pets receive the care, attention, and love they deserve! I prioritize keeping pets safe, comfortable, and happy in their own home. I follow each pet parent’s instructions, keep their space clean, provide fresh water, and make sure they receive plenty of attention. I communicate with owners regularly and send updates so they can feel comfortable knowing their pets are in good hands.

Sitter Profile Image: Taylor K.
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Taylor K.
from
$13
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
2 years of experience
Leonardtown, MD, 20650

About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work full time but I do have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.

Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 133 reviews
48 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Easy to work with and great with my old doggo!”

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Michelle S.
Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 16 reviews
7 repeat clients
30 years of experience
Callaway, MD, 20620

“Thank you so much!”

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Nikie W.
Sitter Profile Image: Heidi L.
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Heidi L.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Hollywood, MD, 20636

About: I’ve been boarding dogs and house sitting for over ten years! I also have my own dog, CeCe. I’ve had CeCe since she was 8 weeks old. I work full time Monday - Friday. I will be available to host dogs or house sit on the weekends and holidays. I may have some week day availability depending on my schedule. I am available most days for drop in visits or dog walks! Although I work Monday-Friday I have a very flexible schedule and have plenty of time for drop in visits and walks. CeCe is very friendly and loves playing with all dogs! I have an unfenced yard, but it is very big. I take my pup out for potty breaks and playtime on a leash.

Sitter Profile Image: Darielle B.
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Darielle B.
from
$15
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
13 years of experience
Lusby, MD, 20657

About: I’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$35
per walk
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“On time; our dog really liked her. Will use again when we need a walker.”

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Elleen K.
Sitter Profile Image: Sara J.
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Sara J.
from
$30
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
California, MD, 20619

“She is awesome! My dog loves her and so do I! Thankful to have found her.”

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Jennifer R.
Sitter Profile Image: Gabriel T.
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Gabriel T.
from
$20
per walk
20 years of experience
Leonardtown, MD, 20650

About: I’m a 6’4” 200lbs+ man so I’m great with all sizes of dogs including huge. I’m a jogger so if your dogs like to run also we’ll be a great match. I love all animals and I’ve had many pets over the years. I’ve had everything from hamsters to fish tanks. Cats, dogs, bunnies, snakes and even goats. I’m experienced with old dogs and puppies and am happy to walk or take care of either. I currently am working part time at my own discretion so I have an open schedule basically. It changes week to week but it’s flexible and I would be available any point in the day on week days and on weekends. I live in a very quit rural neighborhood with amazing beach and woods walks. I don’t have any pets personally at the moment and I don’t a fenced yard. I was originally thinking I would just walk dogs and do drop in visits but if you’re in a bind I can dog sit here. My aunt visits me regularly and she always brings her dog here. They both absolutely love here too. It’s safe and beautiful here but ideally I would rather not board dogs here.

Sitter Profile Image: Lydia & Keely N.
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Lydia & Keely N.
from
$19
per walk
5.0 out of 5 stars
• 23 reviews
12 repeat clients
14 years of experience
Saint Leonard, MD, 20685

“Lydia walks our one-year Papillon Mix several days per week. She's always timely and provides us updates after each walk. Our dog is always happy when we get home from work. We highly recommend Lydia for walks!”

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Kevin D.
Sitter Profile Image: Rosie J.
Verified Enhanced Background Check
Rosie J.
Star Sitter
from
$21
per walk
4.9 out of 5 stars
• 13 reviews
3 repeat clients
22 years of experience
Lusby, MD, 20657

“We needed a last minute booking and Rosie was great. She was very responsive and took great care of our pups!”

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Bryanna M.
Sitter Profile Image: Kristina B.
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Kristina B.
from
$35
per walk
1 year of experience
Ocean city, MD, 20636

About: I’m already someone who loves being home, going on peaceful walks, and keeping things cozy, so adding a furry friend to the mix just makes everything better. I treat pets like little VIP guests and I make sure they get plenty of attention, affection, and a routine that feels calm and predictable for them. I always try to match whatever your pet is used to so they feel safe and comfortable. If I’m watching your pet in your home, I keep their routine exactly how you have it. They will have their meals on time, daily walks, play breaks, and plenty of cuddles. I’m very detail-oriented, so I pay attention to the small things like their favorite toy, how they like to be greeted, or where they prefer to nap. If I’m caring for them in my home, they get a clean, cozy environment, lots of love, and a peaceful space to relax. Whether your pet is energetic, shy, or somewhere in between, I adjust to what makes them feel happiest. I genuinely treat every pet like they’re my own and give them spoiled-in-a-good-way kind of love. I’m patient, observant, and good with pets who may be a little shy or anxious. I have a patient personality and animals tend to trust me quickly. I’m also extremely reliable and communicative, so you’ll always know how your pet is doing. I’ve cared for a variety of pets from rambunctious puppies to senior dogs. I tailor my care to each pet’s personality and needs.

Sitter Profile Image: Benjamin H.
Verified Enhanced Background Check
Benjamin H.
from
$25
per walk
5.0 out of 5 stars
• 57 reviews
27 repeat clients
15 years of experience
Mechanicsvlle, MD, 20659

“Ben was available on short notice and did great with my dogs! Even stopped by for a meet and greet beforehand to make sure they were comfortable with him and that he had all the info he needed. Would def use him again.”

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Julie M.
Sitter Profile Image: Drew R.
Verified Enhanced Background Check
Drew R.
from
$30
per walk
5.0 out of 5 stars
• 7 reviews
3 repeat clients
2 years of experience
Leonardtown, MD, 20650

About: Family and friends have entrusted me with their fur babies for walks, bathing and occasionally dog sitting when owners go on vacation knowing they are well cared for and loved with many cuddles and fun . If you have an emergency or desperately need pet service, please reach out! I’m willing to work with you! I work a rotating schedule that gives me a good amount of time off between work days. Please reach out to collaborate a game plan with me that’s more in depth and specific! Cheerio! My clients fur babies are well cared for with walks, play time, potty breaks, bath time, feedings and of course lots of cuddles and tummy rubs. Dogs are therapeutic beings that bring joy and comfort to the soul that will forever be family. With my occupation, I am well aware of my surroundings. Safety is one of my top priorities especially if your fur baby does not get along with other dogs, I can work with it and handle it with little to no problem. I have cared for dogs that are obedient to orders especially in open land and around others.

Sitter Profile Image: Kanti L.
Verified Enhanced Background Check
Kanti L.
from
$18
per walk
8 years of experience
Mechanicsville, MD, 20659

About: I have always loved caring for animals and have experience taking care of both dogs and cats. I’m patient, attentive, and dependable. I make sure every pet feels safe, comfortable, and loved while you are away. I am comfortable with feeding, walks, playtime, litter box care, and giving pets the attention they need. I take the time to learn each pet’s personality and routine so they can feel right at home! I am available most mornings and on most weekdays, with flexibility when needed. I am also happy to care for your pets during holidays when you may need a little extra help. Your pet’s safety and comfort are my top priorities. I will take the time to learn their routine, personality, and individual needs so they feel safe and cared for while you are away. I will always follow your instructions carefully, keep a close eye on your pet, and provide plenty of love and attention. I understand how important it is to trust someone with your pets, and I will treat them and your home with the same care and respect I would want for my own.

Sitter Profile Image: Dana M.
Verified Enhanced Background Check
Dana M.
from
$25
per walk
10 years of experience
Saint Leonard, MD, 20685

About: I provide reliable, attentive care for dogs with a strong focus on safety, structure, and positive experiences. I have professional experience working in a dog kennel and daycare facility, where I cared for dogs of all sizes, temperaments, and energy levels. This included supervising playgroups, maintaining safe environments, and closely monitoring behavior and wellbeing. I’m comfortable with dogs who are energetic, shy, or reactive, and I always prioritize reading body language and maintaining a calm, controlled environment. I follow feeding and walking routines closely and make sure each dog receives the attention and care they need based on their personality. My goal is to give owners peace of mind knowing their dog is safe, well cared for, and treated with patience and respect. I keep a structured but flexible schedule that allows me to reliably provide pet care throughout the week. I’m available for morning, afternoon, and evening visits depending on the day, and I plan my commitments in advance to ensure I can be consistent and dependable for each booking. I care for pets in their own home by keeping their routine consistent and their environment calm and safe. I follow all instructions closely and make sure feeding, walks, litter/cleanup, and any special care needs are done properly. I also take time to observe each pet’s behavior and comfort level so they feel secure while their owner is away. I treat every home with respect and always aim to leave things as clean and organized as I found them.

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The median cost per walk for dog walking in Wildewood is $20

Dog parents share their Rover experiences - Wildewood

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5.0 out of 5 stars

Caitlin was able to help me out last minute and did great with benji! She’s very attentive & patient. She even offered to check his water and food, even though I just needed her for a walk.🥺 Definitely will be booking with her again!!

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Bethany L.
Dog Walking
5.0 out of 5 stars

Chrishauna was patient and gentle with our pup, giving him a nice long walk that he thoroughly enjoyed! Communications were excellent as well!

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Carole H.
Dog Walking
5.0 out of 5 stars

She was absolutely amazing and our dog June loved her and she was so flexible with our hectic schedules. Would recommend her services to everyone.

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Anne G.
Dog Walking
5.0 out of 5 stars

Leah is extremely reliable and kind! She has worked well with my girls and we’re so lucky to have found her!

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Melva A.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    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

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Popular requests for dog walking - Wildewood

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wildewood average 3
repeat dog walking clients

FAQs for Dog Walking - Wildewood

Frequently asked questions about Rover

The average cost of Dog Walking in Wildewood is $22 per walk as of November 2026. Most bookings cost between $16 and $28 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 518 sitters on Rover offering Dog Walking across Wildewood. 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 Wildewood. 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 Wildewood 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 Wildewood. On Rover:

  • 91% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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