Dog Walking Wings Landing
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Wings Landing, 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.
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 so I can only do sittings on the weekends, but I usually work from 6am -2:30pm. Thank you 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.
About: Hi! I’m Chloe, a reliable and caring pet sitter with a genuine love for animals of all kinds. Whether your pet needs daily walks, playtime, or just some extra affection while you’re away, I’m here to make sure they feel safe, comfortable, and loved. I’m attentive, patient, and experienced with pets who have special routines or unique personalities. Your furry family member will be in good hands! Im a Healthcare worker, beach lover and enjoy cruising in my Jeep. Available Fridays,Saturdays and Sundays some mondays. I do work Tuesday Wednesday Thursday 12 hour shifts but I wouldn't mind stopping over before work or after work. I will treat pets like they are my own. I will feed them,play with them and make sure they are comfortable and happy before I leave.
“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’ve taken care of all types of animals since I started high school. I grew up with dogs, cats and poultry and those are the animals I’ve taken care of most. I’m comfortable with senior care for sure but young puppies and extremely young kittens are outside of my comfort zone. I’m currently commuting to SU for this last semester and finishing off a major doesn’t allow for a lot of job opportunities that were available previously due to the amount of at-home work required. Pet sitting allows a lot more flexibility and brings the brain break of hanging out with fur babies to fit into the class work chaos. I currently have a cat of my own who stays with me as well as my childhood cat and dog who live with my parents. I’ve often pet sat for family and am comfortable with all ages except young puppies and very young kittens.
About: My experience is a unique blend of a long-time educational and research background and 47 years of dedicated canine care, providing a professional practice rooted in deep knowledge and a lifetime of devotion. I offer specialized expertise in the full spectrum of a dog’s life, from the joyful, structured development of raising my current puppy, Oliver Lane, from 10 weeks old, to the tender, complex management of my late two elderly 15-year-old babies. This dual experience means I am equally skilled at navigating puppy milestones and providing the specialized medical and palliative care required for seniors. I apply the same discipline from my 25-year career to maintain a structured 24/7 routine, ensuring that every pet—regardless of age—benefits from a calm, intuitive, and highly organized environment filled with family-level love. SPECIALIZED PET CAR: After a 25-year career as a doctoral-level educational professional, I have transitioned to a full-time schedule dedicated to dog care. Maintaining a 24/7 routine for my own 2-year-old fur child, Oliver Lane, affords me the unique flexibility to adapt to your dog's specific scheduling needs. I provide smoke-free, hypoallergenic, flea- and tick-conscious boarding in my pet-friendly home, designed with easy-clean flooring for comfort and hygiene. Dogs enjoy a full acre of play space in a welcoming neighborhood with secure neighboring fences for a safe, social environment. Crating is available only if requested, part of a routine, or needed for training/transitional support. Verifiable shot records are required for any service. Transportation is available in my Ford Explorer “Mini-Hotel,” featuring climate-controlled comfort, orthopedic blankets, toys, and premium treats. With 25 years of leadership experience and a lifetime of animal care, I provide 24/7 active supervision, ensuring every guest is safe, loved, and treated like family. For everyone’s safety, please let me know your dog’s current flea/tick prevention status. Your pet’s comfort and well-being are always my top priority.
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’m also currently working as a kennel tech at a business near by. Vim 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.
About: With over 20 years of hands-on experience caring for dogs of all breeds, sizes, and personalities, I bring more than just basic pet care—I offer genuine companionship and a deep understanding of canine behavior. Whether it’s a high-energy puppy who needs structured walks or a senior dog who craves gentle attention and routine, I tailor each visit to your pet’s unique needs. My background includes working with rescue dogs, administering oral medications, and handling multi-dog households with calm confidence. While growing up, I lived in a home with multiple dogs and have cared for many dogs around my community. I currently own four dogs, two miniature dachshunds, one cane corso and my senior german shepherd. I have spent many of hours training my dogs, especially the cane corso who was a tad reactive, and they are all doing great! I would love to continue helping out around the community to care for your companions. I am currently working a full-time job in Easton, MD from 9-4:30 Monday through Friday. I would be open for mornings, evenings, and weekends. Sometimes, I am totally able to pop out for lunch time walks if it’s in Easton and know ahead of time. I am pretty flexible! In my home, I have three dogs that are crate trained and one that roams the home. I currently have a fenced in yard for my dogs as of recently, but have many years of experience with leashed walks and leash training with my own dogs and client’s dogs.
About: I have 7 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I walk for 3-4 houses around noon Monday- Friday as well as dog sitting overnights frequently. I am very flexible and will not have to spend long periods of time away from your pets. I work part time as a kennel tech and attend college. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time. I usually work every other day. I live in Queen Anne so I’m about the same distance to everyone. I have a few clients that I walk dogs for during the afternoon and am always on time! I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 2 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.
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.
About: I have been around dogs my whole life. I will take care of your dog like they are my own. I love dogs I have fun taking care of them throughout their whole lives from 3 months to 12 years old. I have experience dog sitting. I am willing to stay at your house while you go on vacation or a business trip. I currently work Monday-Friday but I am available through out the week still. I get off earlier some days and I work later some but I am willing to go let your dog out before I go to work. I am available on the weekends as well. I have 4 dogs at my home 2 black labs, 1 chocolate lab and a little mixed dog. We have a fenced in back yard for them we also live on 20 acres that they are trained so we do not ever have to worry about them wandering off. I will gladly walk your dog on a leash if needed. My dogs are very friendly with new dogs coming to their home as well.
About: I’ve been caring for dogs since I was 12 and can’t imagine life without them! While serving in the Navy, I volunteered at military kennels, and later worked at a doggy daycare/boarding/training facility in Texas. I’m experienced with dogs of all ages, from playful puppies to senior pets, and I share my home with a sweet 10-year-old lab and a 2-year-old Norwegian Forest Cat. Reliable, patient, and attentive — I promise to treat your pets like my own. I have a flexible schedule and lots of love to give! Whether it’s a quick walk or a cozy check-in, I’ll make sure your furry family members get plenty of playtime, cuddles, and attention. I treat every pet as if they were my own, keeping them safe, happy, and comfortable. During walks, I pay close attention to their behavior and surroundings to ensure a fun and secure outing. For in-home check-ins, I follow all your instructions carefully, provide love and attention, and make sure your pets feel relaxed and cared for while you’re away.
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: Loving family for your furry friend. Walks and tummy rubs. We are located in the perfect walkabout town with beaches, dog park, and open spaces. Know that your furry family member will be well cared for in our home. Last minute or scheduled in advance. We accept them big and small. We just lost our beloved Zoey, our little shichon. If your pet prefers to chill alone there is plenty of room for everyone to have their own space. Stop by today for a meet and greet. We are a small family. We at the periwinkle bungalow in Oxford are at your service to make your life on the shore swell! I work from home. We like quiet mornings doing the crossword puzzle, usually cooking something yummy. We spend most of our time in the open kitchen living room space. Small home and pets are allowed everywhere except on my bed. Big yard and proximity to everything in a very quaint little town by the water. Our cats live upstairs on their own floor when we have guests, so no worries.
About: I have taken care of cats and dogs my entire life. My family has always had pets, and I’m a natural pet lover. About two years ago I got my first domestic bunny, and now have two (of course Humphrey needed a bunwife). So I am experienced in bunny care as well. I am so excited to gain your trust by treating your fur babies like my own, and promise to make you feel secure leaving them with me! My schedule is pretty flexible. I babysit for a family in Preston three days a week but the times vary. It evens out to about 18/20 hours spread throughout three days so if your pet is here during those days they may be here without me for a few hours. My fiance does help when he’s off of work so as long as he’s home they would have him too. I own my home with my fiance, and we have a fenced in yard. The fence is about half of the height of your typical fenced in yard, so if your pet is curious and you think they would jump it we can accommodate a lead for your pet to be on just in case. This way they can still get the exercise and freedom a fenced in yard would provide. If your pet is used to going on walks, let me know so we can keep that same routine here. All outside playtime will be supervised as well. Our home contains a very friendly lab who is two and very high energy and gets excited easily, an older chihuahua mix (around 14 years old) and a middle aged chihuahua mix (6 years old). All pets in my home are vaccinated. I am also a nursing student and my boyfriend is a police officer, so we like to think this helps make us trustworthy and professional people who will give you peace of mind while you’re away.
About: I have pet sit for dogs, cats, horses, donkeys and chickens. I care for animals as if they are my own. I have worked at pet stores and started learning about dog training. I am working full time remotely so I have lots of time to help your pets with their needs! I am available most every day with notice! I will give your pets as much attention as they want and need. I will take them on walks, play with them, and protect them as if they are my own.
About: I’ve had animals in my life ever since I was a kid! From dogs, cats, goats, rabbits etc! I have always been the “stay at home mom” when it comes to my babies and I enjoy every minute! I love animals so much! I have taken care of a lot of other people’s animals before and I always enjoy the time spent with there fur babies! I always do my best to do whatever the care taker wants for there pets! I’m free all summer and this will be my full time job! Unless a emergency occur then I will not be available, but that shouldn’t happen (at least I hope not 😭) I treat all my animals with the love and respect they deserve! I have 3 dogs, 1 cat, a bunny and a lot of other farm animals lol! I feed them 3 times a day and make sure their water is always full, I have a LOT of toys and treats for them (they are soooo spoiled!) and they have 4 comfy dog beds, a big yard to run in and intimate belly rubs!
About: I have had pets all my life pretty much! I have always grown up with dogs, but over the last 7-8 years I have experience with cats as well! I currently am not working so I have been trying to pet sit for people as much as I can! I have open availability always. I am always very careful when going to a client's home and always follow their rules and what they ask me to do and am always respectful of their home
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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
Select a filter and find qualifying Wings Landing sitters!Sitters in Wings Landing average 3 repeat dog walking clients
FAQs for Dog Walking - Wings Landing
Frequently asked questions about Rover
As of July 2026, there are 521 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 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 Wings Landing.
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 Wings Landing. On Rover:
- 89% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 98% 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.


