Dog Walking Wye Landing

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Sitter Profile Image: Sydney T.
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Sydney T.
from
$30
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
17 years of experience
Queenstown, MD, 21658

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.

Sitter Profile Image: Chloe T.
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Chloe T.
from
$25
per walk
4.9 out of 5 stars
16 reviews
2 repeat clients
17 years of experience
Easton, MD, 21601

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.

Sitter Profile Image: Bryan J.
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Bryan J.
from
$26
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! I no longer offer overnight sitting, but can accommodate multiple drop ins and walks while you are gone, start long as early as 7 am and as late as 8-9 ish. Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: Kirsten R.
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Kirsten R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
10 years of experience
Easton, MD, 21601

About: I have taken care of dogs ever since I was a little girl. I took care of the family and the neighbor's dog. I would feed, walk, and occasionally give them baths. I have always loved taking care of animals and would love to take care of your beautiful pets. Im a server at the moment. I graduated in December from UNG. I move up here to be closer to family and work at my dad’s business. I have two dogs myself, sadly one is not friendly. I take them on walks everyday. If it’s a 30 min visit i will walk your dog for 20 mins and play with them for 10 mins before leaving. I love being outside and hanging out with animals.

Sitter Profile Image: Rachael B.
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Rachael B.
from
$25
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Queen anne, MD, 21657

About: I have 8 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 work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. 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, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. 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 3 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.

Sitter Profile Image: Crystal D.
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Crystal D.
from
$15
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
17 years of experience
Ridgely, MD, 21660

Crystal was great! She took extra time & care with our dog, Jack. It was much appreciated!

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Crystal W.
Sitter Profile Image: Josiah S.
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Josiah S.
from
$15
per walk
3.0 out of 5 stars
2 reviews
12 years of experience
Centreville, MD, 21617

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

Sitter Profile Image: Ashley C.
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Ashley C.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

I appreciated her flexibility and text/picture updates

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Meaghan K.
Sitter Profile Image: Rebeka C.
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Rebeka C.
from
$30
per walk
4.8 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Easton, MD, 21601

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.

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Ashley D.
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 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.

Sitter Profile Image: maranda c.
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maranda c.
from
$20
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Church Hill, MD, 21623

Great communication before and during booking

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Meaghan K.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$35
per walk
4.9 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Preston, MD, 21655

Winnie had a great visit with Kelly! Kelly sent pics and videos which we so appreciate. Thanks Kelly!

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Polly C.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

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.

Sitter Profile Image: Jaime T.
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Jaime T.
from
$25
per walk
5.0 out of 5 stars
46 reviews
12 repeat clients
30 years of experience
Preston, MD, 21655

About: My daughter and I have been doing animal sitting, walking and drop ins for close family and friends over the past 5 years. As my daughter prepares for graduation in the next year, we said it’s time to make a business out of something we both love. There’s never been a time in our life that we have not had 3-4 pets of our own. From bringing home every stray dog, cat, baby bunny, possum, raccoons and birds to save and rehabilitate. We are very involved in animal rights, animal welfare, cat colony management, fostering and TNR! Even some of the most feral cats have build extremely loving relationships with us. At the moment our pets include 1 dog, 6 cats, 1 bunny and a snake. We are also very experienced with providing care for equine, rodents, parrots, chickens, ducks, sheep, goats and pigs. We volunteer at-least one day a week for an equine rescue. Along with riding and providing care for the past 11 years, we know all the ins and outs of feeding, stall cleaning, Turning in and out, plus other general equine care. We have a great relationship with numerous veterinarians in our area, including exotic, farm animal and your typical small animal veterinarians. I have experience with administering oral and injectable meds to cats, dogs and equine. We also have experience with reptile feeding. While staying at your home, Along with providing loving care to your animal(s) We can water plants, bring in mail, put garbage cans out or any other tasks you might need, so that you will be stress free when returning. Unfortunately, we can't take any more animals in at my home since we have quite a few of our own and 2 fosters at this time. ***Please make note….if you have a pet that can not stay home alone for at least 5 hours or if you have a pet that needs 24 hour care, there will be a $25 fee added to each nights stay. We love doing drop ins, dog walking and pet sitting in your house. It is our top priority to always make sure your pets are safe and loved! We are sure to always provide lots of texts and pictures to assure you that your pets are happy and loved during your time away❤️ Our drop in, walks and house sitting can be scheduled for any time of the day or week that our schedule shows an opening. We are very flexible! We can not take animals in our home at this time. All clients will stay in their own home. Your pets safety is always our top priority.

Sitter Profile Image: Imani W.
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Imani W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Easton, MD, 21601

Imani is great and very considerate.

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Sayre M.
Sitter Profile Image: Aliciya M.
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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: Stephanie R.
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Stephanie R.
from
$35
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Oxford, MD, 21654

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.

Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
from
$15
per walk
47 years of experience
Denton, MD, 21629

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.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$20
per walk
4.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

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!

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

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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.

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Wye Landing

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wye Landing average 3
repeat dog walking clients

FAQs for Dog Walking - Wye Landing

Frequently asked questions about Rover

The average cost for Dog Walking in Wye Landing on Rover is $34.41 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 1,200 sitters on Rover offering Dog Walking across Wye 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 Wye 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 Wye 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 Wye Landing. On Rover:

  • 90% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 99% 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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