Dog Walking Wings Landing

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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: Grace F.
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Grace F.
from
$15
per walk
5.0 out of 5 stars
• 15 reviews
6 repeat clients
22 years of experience
Easton, MD, 21601

About: Hi my name is Grace F. I've been around dogs and other animals all my life.I currently work at Merck in Millsboro but previously worked at Savannah Animal hospital, Humane Animal Partners, and walked dogs in NYC. I have experience with dog handling, dog walking, and doggy daycare. I've dealt with every size dog from my years of dog experience. And numerous ages. Ways you can stay in contact with me is through my cell phone or email. I am open to doing overnights, visits, and walks. I've worked with dogs with aggression towards other dogs before. I have experience with giving prescription medicine through pills and needles. I live in Easton, MD but am willing to travel. Any questions feel free to ask me :) I currently work at Merck in Millsboro, DE. I can only do sittings on the weekends. I work from 6am -2:30pm, but I’m back in Easton around 4pm. I unfortunately can’t have any dogs at my home, I can only watch dogs from your home. But I will take the best care of your pets.

Sitter Profile Image: Carey Y.
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Carey Y.
from
$15
per walk
24 years of experience
Preston, MD, 21655

About: Dog mom, animal lover, and always happy to spend time with animals! I grew up in an animal-loving household surrounded by dogs, gerbils, guinea pigs, parakeets, fish, and even the occasional rescue kitten. My love of animals has continued throughout my life, and I’ve had a wide variety of hands-on animal care experience. I spent several years working on a horse farm and also worked as a kennel and veterinary technician assistant at a veterinary clinic, where I gained experience caring for animals with a variety of needs. I also regularly dog and cat sit for friends and neighbors and am comfortable caring for pets of different ages, personalities, and energy levels. I currently have a two year old rescue pup of my own, Colby, who keeps me on my toes and reminds me every day how much animals become part of the family. I’d love the opportunity to give your pets the same care, attention, and affection I give my own! I’m primarily available during weekday school hours, which gives me plenty of flexibility for daytime walks, drop-ins, and pet visits Monday through Friday. I also have some availability on weekends, although it varies from week to week. I’m happy to work with you to find a schedule that works for both of us and will always make sure I’m available before confirming a booking. I treat every pet as if they were my own, with a focus on safety, comfort, and making sure they feel happy and secure while in my care. I take the time to learn each pet’s routine, personality, needs, and any special instructions from their owner, and I’m careful to follow those instructions consistently. Whether I’m caring for a pet in your home or taking them for a walk, I prioritize keeping them safe, supervised, and comfortable. I’ll also keep owners updated and communicate promptly if I have any questions or notice anything unusual.

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: Lauren G.
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Lauren G.
from
$32
per walk
4.8 out of 5 stars
• 6 reviews
20 years of experience
Denton, MD, 21629

About: I have cared for many animals over the past 20 years for friends and family & I have also had my own fur babies as well. I am currently a stay at home mom with full time availability. I am able to crate your animals at night if needed for sleep and give frequent bathroom breaks throughout the day. I will care for your pets as if they are my own & treat them like family while they are here!

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

About: Experience with multiple breeds of dogs. My heart is owned by our 5 boys and our 3 furbabies 16 year old Siberian Husky named Lola, a 2 year old husky/german Shepard mix named Skye and a 13 year old Australian shepherd named Apache . Firmly believe that pets are family and that it’s up to us humans to provide them with the best life possible. Without a doubt, I will treat your pet family members as if they were my own, with an abundance of love and attention. I know what it’s like to have a good pet sitter and I’ve been very fortunate to know what it’s like to have a peaceful vacation without worries, let me be the one to ease your mind when it comes to your pets care. I’m always doing something doggie related. In addition to Rover we also offer dog grooming so we stay pretty busy with the pooches every day of the week. I have crates to accommodate all sizes of pups for those that are crate trained. Those that need a human bed to sleep in, I’ve got plenty of those as well. Huge yard for lots of exercise.

Sitter Profile Image: Aliciya M.
Verified Enhanced Background Check
Aliciya M.
from
$20
per walk
1 repeat client
15 years of experience
Queenstown, MD, 21658

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.

Sitter Profile Image: Elexis M.
Verified Enhanced Background Check
Elexis M.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Camden wyoming, DE, 19934

About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.

Sitter Profile Image: Busara C.
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Busara C.
from
$20
per walk
5.0 out of 5 stars
• 94 reviews
17 repeat clients
5 years of experience
Dover, DE, 19904

“Busara was on time and followed my instructions. She sent me good communication and pictures. My pets were provided good care while I was away.”

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Andrea P.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

About: Hi! I’m Kayla, and I’d love to care for your fur babies! I’m a friendly, outgoing animal lover based in Milford, DE, and I’ve happily called Milford home for the past five years. I’ve loved animals my entire life and grew up caring for many different pets, from cats and dogs to more unique animals. Because of this, I truly see pets as part of the family and believe they deserve patience, love, and plenty of attention. I have experience caring for pets for families in both Milford and Camden, DE, and I’m known for being dependable, easy to get along with, and very attentive to animals’ needs. Whether you’re heading out for a vacation, a weekend trip, or just need a helping hand, I’m happy to provide loving pet sitting and house sitting that helps you feel at ease while you’re away. I am fully available and have lots of time for walks, playtime, cuddles, feedings, and check-ins throughout the day. Your pets will never feel rushed or overlooked! At home, I have a sweet kitten who is learning to use the litter box, so patience, gentle care, and understanding different personalities come naturally to me. I’m an organizer, planner, and multitasker, and I always make sure pets are safe, comfortable, and well cared for. Your pets’ happiness and comfort are my top priorities, and I can’t wait to meet your fur babies and give them all the love while you’re away! 🐾💕 I am fully available for any of your scheduled needs. I am free for walks, sittings and drop ins for feeds and all of the above. I have a playful cat who loves to talk. He gets full treatment and brushing because he is a long haired cat. He only uses pretty litter which gets cleaned once or twice a day. He has an automatic food feeder that goes off twice a day for him when we are not home. My brother give him all of the love when we are not home as well.

Sitter Profile Image: Leanne S.
Verified Enhanced Background Check
Leanne S.
from
$30
per walk
4.9 out of 5 stars
• 25 reviews
10 repeat clients
25 years of experience
Harbeson, DE, 19951

“Leanne walked our fur baby midday for two weeks. She is always on time and dependable. She followed all instructions. We will definitely use her services again.”

Profile image
Bob M.
Sitter Profile Image: Michael P.
Verified Enhanced Background Check
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!”

Profile image
Kiersten W.
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The median cost per walk for dog walking in Wings Landing 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 - Wings Landing

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wings Landing average 3
repeat dog walking clients

FAQs for Dog Walking - Wings Landing

Frequently asked questions about Rover

As of October 2026, there are 468 sitters on Rover offering Dog Walking across Wings Landing. 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 Wings Landing. 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 Wings Landing 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 Wings Landing. On Rover:

  • 92% of walkers can help with special care needs
  • 96% 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 .

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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