Dog Walking Oconomowoc Lake

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Over 1
pet parents in Oconomowoc Lake have booked dog walking

Oconomowoc Lake, 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: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 82 reviews
17 repeat clients
25 years of experience
Oconomowoc, WI, 53066

“Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!”

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Jennifer L.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$20
per walk
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
Sitter Profile Image: Mary D.
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Mary D.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Delafield, WI, 53018

“We had some cancellations and needed a last minute booking. Mary jumped in and was much needed coverage for our pups!”

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Justin R.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
3 repeat clients
3 years of experience
Oconomowoc, WI, 53066

About: I have always had a deep love for animals and truly believe every pet deserves patience, care, and lots of love. I’m comfortable caring for all kinds of animals and will take the time to understand each pet’s individual needs, personality, and routine. Whether your pet is young, old, energetic, shy, or needs extra attention, I’m dedicated to providing them with the same love and care I would give my own!🐾😊 I love caring for animals and have for years! I don’t have a job currently so my schedule is completely free and flexible with any day and time:) I always make safety and trust my top priorities when caring for pets. I follow each pet’s routine and their owner’s instructions closely, while making sure they feel comfortable, loved, and secure. I provide a calm, clean, and safe environment and give every pet the individual attention and care they need!!

Sitter Profile Image: Emily W.
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Emily W.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

“Super easy to communicate with and reliable!:)”

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Elizabeth R.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 40 reviews
4 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 87 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“I had to change the date last minute and Tara was extremely understanding and responded to the new date within minutes. She’s arrived early to meet Jax and stayed later to play with him. I appreciated the extra time she spent with him and he didn’t want her to leave”

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Christine C.
Sitter Profile Image: Laura D.
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Laura D.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

Sitter Profile Image: Brenna C.
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Brenna C.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!

Sitter Profile Image: Teanna F.
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Teanna F.
from
$10
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
Waukesha, WI, 53188

About: I’ve had the pleasure of living with animals my whole life! I’ve grown up with everything from giant dogs to my tiny chihuahuas! I love spending time with dogs, cats, pocket pets, you name it! I am also familiar with giving pets medications. I start my day caring for my pets and end it that way as well! Currently my work schedule allows for some flexibility when stopping by to provide care for your pets as well! I enjoy taking my own dogs to near by parks where we walk on leash! I anticipate being able to take your fur babies on walks in the surrounding areas as well! In our home our pets are treated like royalty. Everything I do is for them and their happiness! I hope to meet your fur babies too

Sitter Profile Image: Heather H.
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Heather H.
from
$25
per walk
5.0 out of 5 stars
• 56 reviews
16 repeat clients
25 years of experience
Pewaukee, WI, 53072

“Heather was fantastic! She knew how to handle my young, strong Doberman with ease. I will definitely use her again to walk my boy and recommend her to family and friends. Thanks again Heather!”

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Julie C.
Sitter Profile Image: Michelle E.
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Michelle E.
from
$25
per walk
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Joseph M.
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Joseph M.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

Sitter Profile Image: Isaiah H.
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Isaiah H.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
3 years of experience
Waukesha, WI, 53188

“He came right on time and even took the time to play with my little pup!”

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Klaudia A.
Sitter Profile Image: Malarie B.
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Malarie B.
from
$25
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Tia R.
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Tia R.
from
$38
per walk
20 years of experience
Delafield, WI, 53018

About: I have had pets my whole life. Currently I have 3 cats, 3 dogs, a hamster, and fish. I have also had bunnies, hermit crabs, and many reptiles. There is not an animal I don't love caring for or being around. I am good with animals of all ages and sizes!! I currently am a homemaker with an open schedule. I am available morning til night and overnights if needed. I have lots of time to spend with your pets! I care for every pet like they’re part of the family. I follow their normal routines for feeding, walks, playtime, medications, and rest, while giving them plenty of love and attention. I keep their environment clean and safe, and I make sure they get the exercise, enrichment, and companionship they need to feel comfortable and happy while you’re away.

Sitter Profile Image: Cristina R.
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Cristina R.
from
$40
per walk
10 years of experience
Sussex, WI, 53089

About: What sets me apart is the level of care and attention I give. As a pet owner of two cats and a dog, I’m experienced with different personalities and needs. I also take time to work on basic training and positive behaviors while I’m with your dog, so it’s more than just a visit; it’s enriching time for them. I work 32 hours a week as a Medical Laboratory Scientist, which allows me to have a flexible schedule. I work every third weekend, but outside of that I’m available during weekdays and most weekends. I make it a priority to plan my schedule so I can be fully present and dependable for the pets in my care. I care for pets in their home by maintaining their normal routine and environment, which helps reduce stress. I follow all care instructions carefully, including feeding, medication, and any special needs. I spend quality time with each pet. Whether that’s play, companionship, or quiet time. I also keep things tidy, like cleaning litter boxes, and always ensure your home is respected and secure. I’m happy to provide updates and photos for peace of mind.

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
30 years of experience
Watertown, WI, 53098

About: Had cats all my life and dogs for last 12 years. Animals have a sixth sense about people and I'm one of those they seek out for rubs, cuddles, playtime, snacks and love... Im available anytime currently. This has no chance of changing within the next few months so please give me a hello and let's see if I can help you. I will only be able to care for pets at your home as we currently have 2 cats (one who is very persnickedy). Lost our boxer and Irish wolfhound in the last few months. So really hoping to find some dogs to ease my broken heart.

Sitter Profile Image: Brenna S.
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Brenna S.
from
$16
per walk
20 years of experience
waukesha, WI, 53189

About: ive taken care of dogs since i was just a little girl and love being around all sorts of animals and also kids as well:) i am available at any time during the day/weekends for taking care of pets weather if its dogs or cats or both. i adore any type:) i have a fenced in huge yard and a 6 year old well taken care of spoiled red lab reggie and have lots of toys

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

Dog parents share their Rover experiences - Oconomowoc Lake

1 / 1
5.0 out of 5 stars

Anna is a sweet person and very gentle with your animals. She’s very willing to help your pets have a positive interaction. If you your looking for someone to take care of your animals when you’re unavailable, she’s your person!

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Gail C.
Dog Walking
5.0 out of 5 stars

Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)

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Autumn T.
Dog Walking
5.0 out of 5 stars

Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!

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Jennifer L.
Dog Walking
5.0 out of 5 stars

Courtney was highly responsive and accommodating for a last minute request. She was thoughtful and considerate, and I would definitely use her again in the future!

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Jaclyn M.
Dog Walking
5.0 out of 5 stars

This is Gail’s husband Rich. I have trained Charley to Woe, which means to slow down, Heal, to sit and stay when I take him off the leash when no other dogs or animals are around. I have also taught him to Dump, and usually when he obeys I tell him he is a good boy. Just a few thoughta. 🙂

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Gail C.
Dog Walking
5.0 out of 5 stars

Kendra exceeded every expectation. She’s attentive, communicative, and genuinely invested in making sure your pets feel safe and loved. She gave my high‑energy puppy tons of positive engagement and patience, while also providing thoughtful, gentle care to my aging dog who needs a little extra support. From thoughtful updates to those special care touches, she consistently goes above and beyond. I can’t recommend her highly enough!

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Jaclyn M.
Dog Walking
5.0 out of 5 stars

Ava is so great with my 2 dogs! She treats them like her own with great communication with updates and pictures! I would recommend her to anyone

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Alyssa M.
Dog Walking
5.0 out of 5 stars

My 2 large dogs came back from a walk so pooped out and happy! Auggie (John) was very professional, had a huge smile on his face each time he greeted me and seemed to genuinely care for my mutts. I will definitely be using his services again!

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Michelle B.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Oconomowoc Lake

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Sitters in Oconomowoc Lake average 3
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FAQs for Dog Walking - Oconomowoc Lake

Frequently asked questions about Rover

The average cost of Dog Walking in Oconomowoc Lake is $26 per walk as of October 2026. Most bookings cost between $21 and $27 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 2,096 sitters on Rover offering Dog Walking across Oconomowoc Lake. 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 Oconomowoc Lake. 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 Oconomowoc Lake 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 Oconomowoc Lake. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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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