Dog Walking Wildewood

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 54
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: Jessica C.
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Jessica C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
110 reviews
36 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: Caitlin G.
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Caitlin G.
from
$20
per walk
5.0 out of 5 stars
70 reviews
17 repeat clients
20 years of experience
California, MD, 20619

Caitlyn was wonderful with my dad's dog. She was on time, reliable, stayed in good communication with great pics to show how much the dog enjoyed her walk and play time. It was a huge help, since my dad has had health challenges which interfered with good dog walks. Five stars!

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Shelli L.
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
16 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: Shemoy S.
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Shemoy S.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
36 reviews
15 repeat clients
20 years of experience
California, MD, 20619

Shemoy did amazing with the pups, and really saved me after a last minute cancellation. Always on time and took lots of pictures. My dogs, who can sometimes be judgey, took to liking Shemoy right away. Definitely recommended as a sitter/walker!

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

Linda is prompt, reliable, and handles old man Bengi with great care. Always appreciative of her services!

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Amelia M.
Sitter Profile Image: Stephanie K.
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Stephanie K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
California, MD, 20619

I loved the photo update and little summary of her visit. It gave me peace of mind.

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Jill M.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$13
per walk
5.0 out of 5 stars
2 reviews
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: Leah H.
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Leah H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
156 reviews
81 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: Hannah A.
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Hannah A.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
5 years of experience
Lusby, MD, 20657

Hannah was very reliable and punctual and friendly. Thank for taking care of Barkus and Greg.

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Catherine A.
Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
130 reviews
38 repeat clients
18 years of experience
California, MD, 20619

Brittany is amazing! She is extremely professional and even brought some home made treats for my pup pup. My dog took to her immediately and loved their walkies together.

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Carilyn N.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
144 reviews
45 repeat clients
20 years of experience
Lusby, MD, 20657

Kimberly has gone above and beyond this week for me and my pup. My pup has been having some stomach issues and Kimberly gave me multiple suggestions to try before going to the vet and spending all the money on a visit. On top of that she gave me something of hers that she uses on her dogs to help them. She truly is an amazing person who loves your dog like her own. I cannot say enough positives about Kimberly.

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Colleen S.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$19
per walk
5.0 out of 5 stars
23 reviews
8 repeat clients
6 years of experience
Patuxent River, MD, 20670

Samantha was very flexible when scheduling our meet-and-greet. Mia warmed up to her pretty quickly! She was on time for the walk and took great care of my puppers!

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Charmaine U.
Sitter Profile Image: Katarina D.
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Katarina D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
27 reviews
8 repeat clients
7 years of experience
California, MD, 20619

Katie was awesome with my pup! I could tell from the pics that Misty was very happy.

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Karen C.
Sitter Profile Image: Alexis D.
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Alexis D.
from
$19
per walk
5.0 out of 5 stars
52 reviews
14 repeat clients
30 years of experience
Lexington Park, MD, 20653

You can tell Alexis is an animal lover watching her interact with your pets. My dog absolutely ADORES Alexis! She is very punctual, attentive, and extremely kind. I am very picky about who I trust with my pup (she has an autoimmune disorder that can come on out of nowhere) and I feel very comfortable having her look after my dog knowing she’s in good hands.

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Danielle B.
Sitter Profile Image: Victoria V.
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Victoria V.
from
$30
per walk
5.0 out of 5 stars
61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

We had a last minute trip and Victoria saved the day. She took great care of our dog Poe who has separation anxiety. She made sure he felt comfortable and safe. She also sent plenty of pictures and reported back on how he was acting on his walks which made us feel more comfortable as well. I’d definitely use her again.

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Vanessa G.
Sitter Profile Image: Arielle J.
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Arielle J.
from
$15
per walk
3 years of experience
California, MD, 20619

About: I’m a reliable and attentive dog sitter with hands-on experience caring for dogs of all sizes and temperaments. I’ve provided dog sitting services for friends, family, and clients, ensuring each pet feels safe, comfortable, and well cared for while their owners are away. My experience includes feeding, walking, administering basic medications, and maintaining each dog’s routine to minimize stress. I’m also attentive to behavioral cues and make sure dogs get plenty of exercise, playtime, and affection. Your dog’s safety, happiness, and well-being are always my top priorities. I'm currently taking online computer courses, which allows me to adjust my daily routine and be available at various times throughout the day. I'm available for pet sitting and walking on weekends and weekdays. When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medications (if needed), and any specific preferences your pet has. I value the feelings and needs of your pets and strive to sense the best way to ensure your pet's comfort and security while respecting your home by maintaining cleanliness and peaceful order. I’m also happy to provide regular updates, photos, and messages so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Kristen E.
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Kristen E.
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
15 years of experience
California, MD, 20619

About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.

Sitter Profile Image: Micaya S.
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Micaya S.
from
$15
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
15 years of experience
Lexington Park, MD, 20653

Micaya deserves more than five stars. She was gentle, patient, and attentive to detail with Charlie. My German Shepard takes time to warm up to, but during our first meet and greet with Micaya, Charlie quietly lay next to her feet while we were talking. Micaya is Amazing she shared pictures and updates. Followed all instructions and was on time for scheduled walks. Micaya, you are loving and caring of our Fur family members.

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Lashannda L.
Sitter Profile Image: Rileigh T.
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Rileigh T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
26 reviews
4 repeat clients
10 years of experience
Leonardtown, MD, 20650

About: Just like many people, I've been surrounded by animals my whole life! I currently share my home with two cats, but l'm just as comfortable and experienced spending time with dogs of all shapes and sizes, from chihuahuas to Great Danes! l've cared for many family and friends pets over the years, including Yorkies, Great Danes, Short Haired Pointers, and especially my sister's Frenchie who is my best bud! I also have worked at a dog kennel where I gained a lot of hands-on experience with all kinds of pups! I learned other essential skills like giving medication when needed, adjusting to play styles and behaviors of dogs, and just overall learned how to handle the many different personalities that come with dogs! I do work full time as a software developer and enjoy my other hobbies, but when I have some extra time, I like to volunteer at the local animal shelter! Whether it's playtime or just giving the pets some extra love and attention, it’s something I always enjoy and love! I take pride in my pet care where I can promise your pets will be cared for like they're my own. When in my care they will experience plenty of love, play, and of course cuddles! When it comes to pet care, it fits naturally into my daily routine! I work full-time remotely from home, which allows me to have a very flexible schedule where I can take breaks for walks, playtime, or for bathroom breaks. If your pup needs many potty breaks, a walk in the middle of the day, or just some extra attention, I can easily fit it into my routine! When caring for your pets in your home, I always make sure to treat them (and your space!) with the same respect and love that I’d give my own. Whatever your pets routine is, is something I would make sure I stick to so they can feel safe and comfortable while you’re away. I would be sure to handle the little things that keep them healthy, such as giving them water and food, giving them medication if needed, cleaning up after them, and taking them for exercise! Most importantly, I would also give them love and attention so they don’t feel lonely and would send updates with pictures so you can feel at ease while you’re gone!

Sitter Profile Image: Breanne S.
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Breanne S.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
California, MD, 20619

About: I have taken care of pets since high school. I have 3 children and my amazing mini golden doodle who loves to cuddle. I am a very sweet and reliable person! I make sure your furry one is well taken care of while you are away. I’m very good at sending pictures and communicating to reinsure your pet is well taken care of. I work from home so I have flexibility to walk dogs or if you need me to let feed a pet or let it out and play. I currently have a golden doodle. Previously, I had a pitbull mix and a laberdoodle. So, I experience with all sizes. I have also had 2 dachshunds in the past before I moved to Maryland.

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

Dog parents share their Rover experiences - Wildewood

1 / 1
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
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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
  • 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
  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 for Dog Walking in Wildewood on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 528 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 your Wildewood. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Wildewood.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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:

  • 90% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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