Dog Walking Holiday Hills

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pet parents in Holiday Hills have booked dog walking

Holiday Hills, 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: Jacob L.
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Jacob L.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Island Lake, IL, 60042

“Jacob is great with our rambunctious girl. She knows exactly what to expect when he shows up and goes straight for the door. He also gives her meds and feeds her for us. She gets so excited to see him.”

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Lexi S.
Sitter Profile Image: Katie M.
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Katie M.
from
$20
per walk
2 years of experience
Island Lake, IL, 60042

About: Hi, my name is Katie. I had my own dog for 14 years. The past few years I've dog sat dogs for family and friends. Some older and some younger and more energetic. I like to get outside myself so going on a walk is my to go to. If it's hot out, I like to use a sprinkler to cool the dog down. Or even chill with a lazy bum dog I'm currently working a part time job but unfortunately very little hours so I'm looking for something to fill in my free time. I'm also a student at CLC so my availability is in the afternoon or earlier hours on Thursday If the dog needs to be in a crate, I can crate it. Would be on a leash to take out unless you have a fenced yard

Sitter Profile Image: Marcy E.
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Marcy E.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Crystal lake, IL, 60014

“Marcy is amazing!! My dogs love having her come by, she takes a lot of care with them. She sends photos, gives updates, everything I could ask for!!”

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Bridget K.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$18
per walk
8 years of experience
Lakemoor, IL, 60051

About: I’ve had a lifelong love of animals and plenty of hands-on experience caring for pets of all breeds, sizes, ages, and personalities. Over the years, I’ve helped neighbors and families care for their pets while they were away or at work, providing dog walking, pet sitting, feeding, bathing, and plenty of attention and companionship. I also spent a year living and working on a farm, where I cared for a variety of animals, including horses, cows, dogs, and cats. Feeding, cleaning, and looking after multiple animals taught me to be patient, responsible, and attentive to each animal’s unique needs. In addition to everyday pet care, I’m comfortable administering medications on a schedule, preparing special meals, and caring for animals that need extra attention. I’ve also helped foster cats, which has given me even more experience supporting animals as they adjust to new environments. I understand that pets are family, and I take caring for someone else’s animals seriously. My goal is to provide dependable, compassionate care while making sure every pet feels safe, comfortable, happy, and loved! I’m currently home full-time, which allows me to have an extremely flexible schedule and plenty of time to give your pets the love, care, and attention they deserve! I’m available throughout the week, including mornings, afternoons, early evenings, and Saturdays. Since I’m home most of the day, I can easily accommodate your pet’s usual routine, whether that includes walks, playtime, feeding, or just some extra love and companionship. Your pets will always be a priority! Your pet’s safety and happiness are always my top priorities! I treat every pet like they’re my own, making sure they feel comfortable, loved, and secure. I carefully follow each owner’s instructions, including feeding schedules, walks, medications, and any special needs. I also make sure to keep owners updated with pictures and messages so they can feel confident their furry family members are in great hands!

Sitter Profile Image: Maria S.
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Maria S.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
McHenry, IL, 60051

“Maria was great with our rambunctious pup. She let herself in and out with no problems. Roux seemed in good spirits when I got home.”

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Lexi S.
Sitter Profile Image: Bill W.
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Bill W.
from
$25
per walk
5.0 out of 5 stars
• 25 reviews
13 repeat clients
30 years of experience
Round Lake, IL, 60073

“This was my first experience with River and I must say it was great. The entire process was easy and seamless. Bill was awesome with the dogs. Riggs and Gibson came back content and obviously exercised. Thanks so much for your help today while I recover from my foot ailment.”

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Joe M.
Sitter Profile Image: Chloe L.
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Chloe L.
from
$20
per walk
5.0 out of 5 stars
• 87 reviews
14 repeat clients
10 years of experience
Crystal lake, IL, 60014

“Chloe was very professional and scheduled a meeting prior to taking care of our senior Yorkie. She walked him several times a day for three days. She was on time for every walk and he was well taken care of. Thank you Chloe!!!”

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Michelle L.
Sitter Profile Image: Anastasiia K.
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Anastasiia K.
from
$35
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
8 years of experience
Wauconda, IL, 60084

About: I’ve cared for dogs of all kinds — playful pups, mellow seniors, and everything in between. My experience started with helping my sister care for her dogs, and over the years, I’ve walked, fed, and looked after dogs for friends, neighbors, and family. I’m patient, gentle, and attentive to each dog’s personality and needs. I have a quiet home and a fully fenced backyard where dogs can safely explore, relax, and enjoy the fresh air. With me, your dog will be loved, understood, and truly cared for — just like they deserve. I mostly work from home, which gives me a flexible schedule and plenty of time to care for your pup throughout the day. I’m available for daytime check-ins, boarding, and doggy stays at my place. I can also pick up and drop off your dog if needed — making things easier for you. Whether your dog needs a quick potty break, a long walk, or a cozy place to stay while you’re away, I’m here and happy to help. I offer a calm and loving environment with a fenced backyard where dogs can safely play and relax. I’m attentive to each dog’s personality and routine, whether they need space or lots of cuddles. I can easily crate your dog if that’s part of their routine. My goal is always to make your dog feel secure, understood, and cared for — just like they would at home.

Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 118 reviews
35 repeat clients
45 years of experience
Round Lake, IL, 60073

“Chris is patient and understands our dog might need some time to get accustomed to someone new. Can always count on Chris to take care of our dog :)”

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Jennifer D.
Sitter Profile Image: Florian V.
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Florian V.
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Crystal Lake, IL, 60014

“Florian is the best! My pups love him and look forward to seeing him. It gives us peace of mind knowing someone like Florian is there to care for our pups while we are away! Highly recommended and pup approved!”

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Michael L.
Sitter Profile Image: Tara C.
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Tara C.
from
$18
per walk
23 years of experience
Crystal Lake, IL, 60014

About: I have been a pet owner since I brought my first dog home at 12yo and told my parents "they said we could keep her overnight to see if we liked her. We currently have three dogs, and my roommate has two. I truly believe that people don't deserve dogs, they are the best! I decided to take a break from working full time, and this is my only job right now. Coming from working 12 hours a days, I understand the guilt that goes along with that for pet parents. I'm happy to step in where you can't! I'm used to working with an array of dogs, big and small along with those that have special needs, like my own. I will take whatever precautions necessary, and follow all owner guidelines.

Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 55 reviews
18 repeat clients
8 years of experience
Lake Zurich, IL, 60047

“Becca was amazing with our two dogs! She was so reliable and would recommend her anytime!”

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Aaron g.
Sitter Profile Image: Kylee S.
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Kylee S.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Cary, IL, 60013

About: I’ve taken care of many animals since I was 10 dogs, cats, horses!! I have 5 Siberian huskies myself! I love and adore taking care of animals! Always treat them like they’re my own! Right now I’m pretty much available all day. I can do overnights during the week and weekends, dog walking, stopping in for check ins! I have a fully enclosed backyard I have other dogs to keep company. If not I can always stay with your animal at their home where there are comfortable in they’re familiar environment!

Sitter Profile Image: autumn z.
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autumn z.
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
15 repeat clients
6 years of experience
Crystal Lake, IL, 60014

About: I’ve been working with dogs for over 6 years I was a vet tech for 3 years, and now I work as a part time dog trainer. I have a lot of experience with dog behavior and I’m very knowledgeable with any medications and dog health. I love helping or doing what I can making them happy! 🐕🐾🦴♥️ I’m currently working part-time, so I’m home the majority of the day and able to give your pup plenty of attention! I’m happy to go on long walks, have playtime, or simply hang back and relax—whatever makes your dog feel most comfortable. I also offer training for dogs of all ages if you’d like some extra help during their stay! Training can include leash walking, basic obedience, recall, place/bed, crate training, impulse control, jumping, door manners, puppy manners, and more. I can incorporate training into your pup’s daily routine to help reinforce good habits while they’re in my care! I provide a clean, comfortable, and structured environment while closely supervising each pet in my care. I follow each pet’s normal routine as closely as possible, including feeding, potty breaks, exercise, medications, and any special instructions. With my background in veterinary care and professional dog training, I’m experienced in reading body language, managing different temperaments, and keeping pets safe around new environments and other animals\. I also make sure every pet receives plenty of individual attention, enrichment, and time to relax so they feel comfortable and secure while in my care.

Sitter Profile Image: Antonie E.
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Antonie E.
from
$15
per walk
5.0 out of 5 stars
• 20 reviews
12 repeat clients
4 years of experience
Crystal Lake, IL, 60014

About: Here’s a warm, friendly, and professional version: I’ve spent my whole life caring for the pets of friends, family, and neighbors, and it’s something that has always brought me a lot of joy. I’ve been on Rover for a few years now and have truly loved getting to know and look after so many wonderful animals. These days, I primarily offer drop-ins, walks, and house sitting, and I look forward to the opportunity to care for your pet. I don’t currently have any pets of my own, so it’s a real pleasure to spend time with yours and give them all the attention and affection they deserve. Here’s a polished, friendly paragraph you can use for your Rover profile: I’m currently enrolled in online school, which gives me a flexible schedule and plenty of time to focus on your pets. I’m available to care for your pet in your home five days a week, as well as on weekends, and I’m happy to provide as much attention, affection, and one-on-one care as they need. Your pets will never feel overlooked—they’ll have someone present, patient, and genuinely happy to spend time with them. Here’s a refined paragraph that includes everything: I take the safety, comfort, and routine of every pet in my care very seriously. I follow their daily schedule closely so that—even though they’ll miss you—their days feel familiar and uninterrupted. I also care for your home while you’re away, keeping everything neat, tidy, and just as you left it. With experience caring for senior dogs, I understand the importance of maintaining a clean, calm environment and keeping their personal spaces fresh and comfortable. You can trust that both your pet and your home will be well looked after.

Sitter Profile Image: Malachi D.
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Malachi D.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
7 years of experience
Round Lake, IL, 60073

“Malachi was great with my pup (that is the important thing) and very eager to provide me with great service. I would recommend him to anyone. We had a few technical glitches, and there are a few thoughts I think I will share with him privately, but those don’t lower his star rating because he really did provide great service. He was very communicative, respected my property, and took great care of of my dog. You should book him and see for yourself.”

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Jason W.
Sitter Profile Image: Diane G.
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Diane G.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Round Lake, IL, 60073

About: I took care of my senior dog until he passed and I also have cared for many happy cats. I can do care from simple companionship and exercise to medication, special needs. I have a flexible schedule for this summer.I work part time at another job but that’s a very flexible schedule as well. I’m open to opportunities. I always try to maintain a safe and fun vibe during my time with pets. My priority at all times is making sure their needs are met.

Sitter Profile Image: Andrew (Rusty) C.
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Andrew (Rusty) C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 32 reviews
4 repeat clients
40 years of experience
ROUND LAKE BEACH, IL, 60073

About: I am a lifelong dog parent, with over 4 decades of experience with many different breeds; ranging from Terriers to Labs, Shepherds, Huskys, Bully Breeds, Hounds, Herding dogs, Sporting and Working breeds, Toy groups, and many mixed breeds. I am home nearly around the clock, and committed full time to giving great care and attention to my highly -valued dog guests. I have spent decades frequenting the lake county dog parks; studying their behaviors and interactions with other dogs and with people, which has been an invaluable learning experience for me. I have a very laid back and easy-going approach and style that I have had great success with in relating to and connecting with dogs and their pet parents. I am very tuned in to their body language, and very adept at reading their emotions. My home is on a 1/2 acre fenced in wooded lot with a cabin like interior and country atmosphere that is both welcoming , safe, and fun for my dog guests, and I make it a top priority to treat your dogs like family. I also have lake access with a private beach if your dog(s) like to swim. I frequent the lake county dog parks and would love to take your dogs along if that is something you are comfortable with. I am very flexible - and typically available 7 days per week. I am available nights, weekends, and holidays. Ideally allow for two days advance notice. Safety is my top priority. I have a 1/2 acre fenced in lot, and a very warm and comfortable dog friendly home, that was once a summer cottage close to Round Lake. I am on a quiet dead end road which is very safe for walks, as well as freedom to roam the yard. My goal is to customize my services to meet your dogs needs, whatever they may be. I will treat your pets as I do my own- like family- lots of fun, exercise and plenty of TLC.

Sitter Profile Image: Baylee A.
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Baylee A.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Algonquin, IL, 60102

“Great working with Baylee, she took excellent care of our puppy!”

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Thomas S.
Sitter Profile Image: Gabriela N.
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Gabriela N.
from
$19
per walk
15 years of experience
Algonquin, IL, 60102

About: Hi, fellow dog lovers! ❤️ I’m a lifelong dog lover with 15 years of hands-on experience with dogs, and I’d love the opportunity to care for your furry family member! I know how important it is to find someone you can truly trust with your pup. I’m patient, attentive, dependable, and genuinely passionate about dogs. Whether your pup is energetic and loves a long walk, prefers a leisurely stroll with lots of sniff breaks, or just needs some extra love and companionship, I’m happy to meet them where they’re at! 🐶 Why choose me? ✨ 15 years of dog experience ✨ Comfortable with dogs of different sizes, breeds, and personalities ✨ Safety and your pup’s comfort always come first ✨ Lots of patience, playtime, and cuddles ✨ Reliable communication and updates for pet parents ✨ I treat every dog like they’re my own I want every walk to be more than just exercise—it’s a chance for your pup to get fresh air, enrichment, attention, and a little extra love while you’re away. 🐕💕 I can’t wait to meet your pup and become their favorite part of the day! 🐾 I have open availability, and will always be open about any updated schedule changes. ☺️ Taking care of pups is my full-time job, so I am here when you need me with notice. ☺️ I know all dogs have different temperaments. I would make sure boundaries are respected, and the dog feels comfortable. I will make sure water bowl is filled, go on a walk for potty breaks, and give treats if allowed by owner. 😊

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

Dog parents share their Rover experiences - Holiday Hills

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5.0 out of 5 stars

Chris was great! Charlie was worn out and happy! Best kinda of walk. Will definately use him again!

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Jennifer S.
Dog Walking
5.0 out of 5 stars

Megan was extremely flexible and walked out rambunctious pup without any trouble. She is walking Roux again later this week and I'm very happy that she agreed to do so.

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Lexi S.
Dog Walking
5.0 out of 5 stars

Maria was great with our rambunctious pup. She let herself in and out with no problems. Roux seemed in good spirits when I got home.

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Lexi S.
Dog Walking
5.0 out of 5 stars

Jacob is great with our rambunctious girl. She knows exactly what to expect when he shows up and goes straight for the door. He also gives her meds and feeds her for us. She gets so excited to see him.

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Lexi S.
Dog Walking
5.0 out of 5 stars

Brian has been a life saver for us! We had a complicated family emergency and Brian has been an invaluable and professional asset during this period. Brian has been such a great friend to Charlie, our dog. Charlie is so very excited when Brian comes, and since he's a big dog, we've really appreciative how well he responds to Brian. Brian has also been 100 percent reliable, extremely communicative, and very flexible. He has even helped my elderly mother bring in packages and other things that have become difficult for her. He's just a good human being! Brian is great with dogs and also with people. We so appreciate his help over the past several months.

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Amanda C.
Dog Walking
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How to book dog walking

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Sitters in Holiday Hills average 4
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FAQs for Dog Walking - Holiday Hills

Frequently asked questions about Rover

The average cost of Dog Walking in Holiday Hills is $35 per walk as of October 2026. Most bookings cost between $32 and $38 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 October 2026, there are 3,224 sitters on Rover offering Dog Walking across Holiday Hills. 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 Holiday Hills. 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 Holiday Hills 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 Holiday Hills. On Rover:

  • 89% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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