Dog Walking Cypress Gardens

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Over 43
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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sasha G.
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Sasha G.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Winter Haven, FL, 33881

About: I’ve been a pet owner and caretaker most of my life. I’ve helped or solely taken care of my own pets, family pets and those of friends. I have experience with elderly dogs and puppies big and small, as well as giving oral medications if needed. I make sure to be meticulous and careful especially with the precious fur children of others. My experience with dogs is much stronger than with cats but I certainly don’t mind helping out with kitties:) I just started working, so at the moment availability is a bit limited, I’m free Sundays and Mondays from work. My calendar will be updated as frequently as possible for availability. I make sure to keep a good eye on pets, taking them out regularly and making sure they’re properly fed and cared for, especially should specific needs have to be met. Typically, I spend my time in the home near and around the animals, even if not actively playing or interacting with them. I let pets go on as they normally would, so as to let them stay comfortable, as long as I can keep an eye on them.

Sitter Profile Image: stephanie t.
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stephanie t.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
10 repeat clients
38 years of experience
Lake Wales, FL, 33898

About: I've been taking care of dogs since I was 14. Family, friends and neighbors have trusted me to feed, walk, give medications and bathe their dogs. I have many years of experience in caring for all animals. Dogs and cats are not the only pets I cared for, I have cared for lizards, snakes, hamsters, gerbils, chinchilla and Guinea pig I am currently working part time and I will have plenty of time to spend with the pets I care for. I will be able to stay weekends and holidays with your pets. Your pet comes first. They will be a part of my family and give excellent care whether they are staying at home or with me.

Sitter Profile Image: Susan S.
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Susan S.
from
$15
per walk
10 years of experience
Winter Haven, FL, 33884

About: As a proud U.S. Navy Veteran, I bring patience, responsibility, and genuine love for animals to every pet I care for. I have experience caring for and training dogs in animal shelters and on base, along with providing monthly grooming for family and friends for over 10 years. I can assist with basic grooming, reinforce obedience commands, and provide plenty of attention, exercise, and companionship. I treat every dog as if they were my own, with their safety, comfort, and happiness as my top priorities. I look forward to caring for your fur baby! 🐾🤍 I love taking walks with my dogs and also help care for my mother’s dogs. I believe dogs thrive with consistency, positive reinforcement, and a good routine. 🐾 I help reinforce good behaviors and keep a consistent schedule for walks, meals, and playtime, so your pup knows what to expect and feels happy, comfortable, and secure. Your pup will feel right at home in my cozy 3-bedroom townhome, complete with a fully fenced backyard where they can safely roam, play, and enjoy some freedom! I’m an active person who enjoys taking long daily walks, so your furry friend will get plenty of exercise, fresh air, and adventure. Most importantly, they’ll receive lots of love, attention, and plenty of tail-wagging fun! ❤️

Sitter Profile Image: Dianne F.
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Dianne F.
from
$14
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
Winter Haven, FL, 33884

About: Dogs, cats, and birds have always been a part of my life! I currently have two beautiful puppies. I will provide morning, afternoon, and evening walks, playtime and feed your pets. I also have experience with my own dogs including senior care and administering medication as needed. I will be happy to send you pictures and videos during my visits. I am currently retired and available to take care of your pets in the morning, afternoon and/or evening. You can just let me know how long you would like me to spend time with your babies! I will come to your home and provide walks, feeding, playtime and medication if needed. I will also send pictures of your pets. I will treat your pets as my own!

Sitter Profile Image: Javid G.
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Javid G.
from
$22
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: Hi! I’m Jay, a dependable, trustworthy animal lover who understands that pets are family. I take pride in being reliable, attentive, and treating every dog as if they were my own. I have a flexible schedule outside of my full-time career, allowing me to provide walks, drop-in visits, and quality one-on-one attention. Whether your dog needs a quick potty break, an energetic walk, or someone to keep them company while you’re away, you can count on me to be there on time and provide exceptional care. I’m comfortable with dogs of all sizes and personalities, from playful puppies to senior dogs who need a little extra patience and care. I’ll follow your pet’s routine closely, including feeding schedules, medications (if needed), exercise, and any special instructions you provide. When your pet is with me, you’ll receive regular updates, photos, and messages so you can relax knowing they’re safe, happy, and well cared for. My goal is simple: earn your trust by providing dependable service and giving your pet the love, attention, and care they deserve. I look forward to meeting you and your furry family member! I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
41 reviews
14 repeat clients
5 years of experience
Winter Haven, FL, 33884

Fast replies and great caregiver

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Lia D.
Sitter Profile Image: Azalya V.
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Azalya V.
from
$15
per walk
2 years of experience
Eagle Lake, FL, 33839

About: I have about 2 years of experience caring for both dogs and cats. I have provided dog-sitting and currently cat-sit, as well as offer drop-in visits to feed pets, let dogs out, provide companionship, and follow any specific instructions from their owners. I genuinely love animals and take pride in making sure they feel safe, comfortable, and well cared for. Pet care is already a regular part of my daily and weekly routine. I currently care for a cat who has been staying with me, and Monday through Friday I care for two of my neighbors’ dogs by letting them out, feeding and watering them, and spending time playing with them. I enjoy caring for animals and making sure they receive the attention and care they need. In my home, I care for our dogs and cats by feeding and watering them, grooming and bathing them, playing with them, and working on basic training. I make sure they are comfortable, cared for, and get plenty of attention. In a client’s home, I would follow their specific instructions and routines to make sure their pets receive the same level of care and attention they are used to.

Sitter Profile Image: Amy L.
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Amy L.
from
$35
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Winter Haven, FL, 33881

About: Hi there! I’m Amy, an experienced pet sitter and former veterinary technician. With years of hands-on experience in veterinary care, I’m well-equipped to care for all kinds of pets—from energetic pups and curious cats to exotic and pocket pets like reptiles and bunnies. My background in veterinary medicine ensures your pets are in the best hands, especially when it comes to understanding their unique needs. I pride myself on being intuitive and in tune with animals, which helps me provide personalized care and comfort to each pet I look after. Whether it’s routine pet sitting, medication administration, or special attention for their unique needs, I ensure your pet feels safe and loved while you’re away. I offer a variety of services, including drop-in visits, day care, overnight boarding, and more. Let me know how I can help, and I’ll make sure your furry or scaly friend is well cared for! Pet sitting is my full-time job, and my days are dedicated to caring for pets. I spend my time walking and training dogs, doing check-in visits, and making sure each animal is happy and well-cared for. From early morning walks to afternoon playtime, I’m always focused on meeting the needs of the pets in my care. All pets boarding with me have the option to roam freely throughout the house. For those that prefer a more private setting, such as most cat boarders, I offer an additional bedroom to ensure their comfort and tranquility. My home features a fenced-in yard for safe playtime, and I take dogs for evening walks to provide additional exercise. For dogs that prefer solitude or need their own space, I can section off my living room with gates to create a peaceful, designated area just for them.

Sitter Profile Image: Priscila V.
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Priscila V.
from
$15
per walk
5 years of experience
Winter Haven, FL, 33881

About: I love dogs of all kinds I've had multiple pitbull mixes and even helped care for abused and sick strays. I have a passion for animals and plan on building a career around training and caring for them. I have over 3 years experience of training animals, doing everything from basic obedience to specialized service dog and reactivity training! I love working with and caring for all animals of different kinds and sizes! I am currently working on building my own training business for dogs but my schedule remains open and flexible for any and all of your needs! I treat all dogs in my care as my own as a pet owner myself I understand how hard it can be to trust someone else to care for your babies but rest assured in my care they will be well cared for and I will send regular updates (if requested) about your pets! Any and all instructions left will be followed to the T from play time to walks to cuddles on the couch and maybe even a few treats your pet will be safe well cared for loved and happy in my care

Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$15
per walk
4.9 out of 5 stars
19 reviews
3 repeat clients
7 years of experience
Winter Haven, FL, 33884

Lindsey was great! I hired her for 3 days of twice a day dogs walks. She was on time, polite and worked with my schedule. Would totally recommend and use her again!

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Martha S.
Sitter Profile Image: Lauren L.
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Lauren L.
from
$20
per walk
5.0 out of 5 stars
6 reviews
10 years of experience
Winter Haven, FL, 33884

About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, and multiple pets at once. I regularly cared for a household with five dogs, so I’m very comfortable managing different personalities, routines, and energy levels. I’m also a pet owner myself (one dog and two cats), so I truly understand how important it is to have someone you trust caring for your pets. I treat every animal like my own and focus on keeping them safe, comfortable, and stress-free while you’re away. I’m reliable, very responsive, and available for last-minute bookings when needed. I’m happy to follow detailed instructions, send updates/photos, and make sure you feel completely at ease while you’re gone. I work full time but I am remote, so taking time during the day is no problem in addition to availability in the mornings and evenings. I’m happy to provide care in your home, where pets are most comfortable and can stick to their normal routines. Whether that includes feeding, walks, playtime, medications, or just companionship, I’m committed to making your time away stress-free for both you and your pets. I’m very respectful of your space and privacy, and I also provide updates and photos so you can feel at ease while you’re away. I’m also happy to help with small extras like bringing in mail or watering plants.

Sitter Profile Image: Martina F.
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Martina F.
from
$15
per walk
1 repeat client
5 years of experience
Winter Haven, FL, 33880

About: I have past professional babysitting and nannying experience and I believe if you can leave your child under my care than a pet should be the same! I've had 2 German shepards that I have trained myself along with countless other doggies I've watched and taken care of I’m reliable, detail oriented, and flexible with scheduling. Whether you need a quick drop-in visit, daily walks, overnight care, or extended pet sitting, I’m committed to providing dependable care and giving you peace of mind while you’re away. I am a college student so my schedule is wide open. I have experience caring for dogs and cats of all ages, sizes, and personalities. From daily walks and playtime to feeding, administering medications, cleaning up, and sticking to your pet’s routine, I understand that consistency is key to keeping them happy and stress free. My goal is to care for your pet as if they were my own.

Sitter Profile Image: Mia S.
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Mia S.
from
$20
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33881

About: I have taken care of dogs since I was little, I even started washing dogs for my neighbors when I was 13. I have been around dogs since I was little and just got a cat. I love animals and meeting new types of dogs and cats! I work part time during the day but I have plenty of free time during the week and on weekends. I have very good time management and I am able to work around my schedule. I take in to account what the environment is when I care for pets such as if there is fenced yard or near a busy road.

Sitter Profile Image: Hope S.
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Hope S.
from
$15
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Winter Haven, FL, 33881

About: I’ve loved taking care of all kinds of pets since I was a kid. I currently have 2 dogs who sleep in my bed every night, as well as 2 cats! I started volunteering at the Humane Society when I was 13 years old. I have fostered dogs, rescued strays, been an administrator for a Lost & Found Pets of Polk County Facebook group, and reunited many lost pets with their families. I shadowed Dr. Matthews at VCA Lake Wales Veterinary Hospital when I was 14 years old. Friends and family have relied on me to feed, bathe, and be a sitter for their pets for as long as I can remember! I will always go out of my way to help any animal in need. Whatever kind of care your pet needs I can give! No breed discrimination EVER! I am an animal lover and look forward to meeting you and caring for your pets as if they were my own! I am currently a college student, but I have a very flexible schedule! I do my assignments on my own time, so they won’t interfere with your pet’s care. In your home, I will thoroughly follow all of your instructions on how to care for your pet. Rest assured I will give your pet attention, play time, as many potty breaks as needed, supervised feedings, and anything else that is a part of your pet’s routine. I want your pet to feel safe and loved while you are away, and I will always treat your pet(s) the same way I would treat my own!

Sitter Profile Image: Shawn M.
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Shawn M.
from
$17
per walk
30 years of experience
Winter haven, FL, 33884

About: I have owned both dogs and cats my entire life from 10lbs to 100+. I have no formal training but have yet to meet a dog I wasn't able to leash train with no pulling or jumping within a few sessions. I am confident and not easily intimidated with large or loud dogs which makes establishing a bond and rapport easier and quicker. Giving medication or any special needs are not an issue. My dog is my Queen so I understand special requests and also not an issue. I will go the extra mile whatever that entails, including walking an entire mile if that’s what your baby needs. Willing to come early or later if it looks like bad weather so your loved one gets the exercise they need. I prefer to meet more challenging dogs before committing to ensure I am the perfect fit. Always available to answer any questions or concerns and love to send photos so you know your pet is getting the attention they need. I recently quit my job to start my own small business which has been a success but find myself with a lot of extra time. I will have a consistent, reliable weekday schedule with varying availability on weekends. I am not able to board or sit pets in my home as it is not large enough but can easily do it in yours. My dog Mya and cat Narcissa are both treated like queens in every sense of the word and will treat yours as if they were mine. During walks I will always have plenty of cool water on hand and pay extra attention to over heating and hot pavement. I walk for as long as your dog wants or needs to during the scheduled visit time. I am not opposed to special requests like medication administration or even simple bathing for additional fee. I will always be available to communicate with, will report any issues that need attention, and send as many photos of our time together as you wish.

Sitter Profile Image: Melina C.
Verified Background Check
Melina C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
40 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melina was amazing and she did a great job. She was super sweet and took wonderful care of my dog. She was always on time, professional and the pictures I got show my dog very happy. I highly recommend and I will definitely use next time. Thank you Melina!

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Ana Cecilia B.
Sitter Profile Image: Debra A.
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Debra A.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

About: I have taken care of animals for years including lots of strays. I have had many varieties and love them all. Can keep dogs and cats. I am willing to help with horses or cows if needed. I am retired now for three years and do volunteer work one day a week on Wednesdays. I do own a small dog, Rudy. He is vibrant and energetic. I have a roomy condo and walk my dog four times a day. We play once a day with balls and he keeps me fit.

Sitter Profile Image: Tony S.
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Tony S.
from
$26
per walk
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Winter Haven, FL, 33881

About: Having experience for 20 years with different pets from dogs to reptiles and everything in between. Your pets become a part of my family while in my care. I go above and beyond for yours and their needs. Pet care is what I do best, Its all I do full time. I have many references available upon request. While your pet is here We offer Luxurious pet care, in a cage free home I will keep you updated with photos and videos of your loved pet family enjoying their time spent with me. I also have my yard escape proof, we strive for your pets safety at all times. No dog is too much for me to handle, and I say that with a guarantee. Going above and beyond comes natural to me, whether your pooch needs a bath, nail trim, a good brush, or ears cleaned. Any 4 night+ visit with us results in an included spa bath treatment with only high quality safe products. When interested in locking in dates with us you can message me directly and we can go over care instructions or Training I offer professional petcare needs such as dog training, boarding, dog walks, grooming, pet therapy, weight loss. Professional pet care is my full time career. When you’re pet is boarding with us they will have their own room to call their own along with a comfortable bed, Tv, drinking fountain with only spring water multiple long walks a day In our wonderful neighborhood, if in our yard space it is double fenced allowing for space for play and space for potty in a regularly clean and treated area. That is escape proof and always under my 100% attention.

Sitter Profile Image: McKayla P.
Verified Enhanced Background Check
McKayla P.
from
$15
per walk
4 years of experience
Winter Haven, FL, 33884

About: I have grown up around dogs my entire life, so caring for them comes naturally to me! I am comfortable with all breeds and sizes, I have a dog of my own that I walk, play with, and care for daily so I understand what it means to be trusted with such an important job. I have also volunteered at the Humane Society so I have gained experience and been around all types of dogs with different personalities and needs! With me, your pup will get plenty of love, care, snuggles, and walks just like they should! I am currently working on my RBT certification so I am completely open to anything at this moment! My schedule will eventually be Monday-Friday 8-3, but for now I can work with just about anything! I have a fenced in yard, I have plenty of friends with dogs if they need a playmate for the day, and I am extremely active so they will get plenty of exercise if need be!

Sitter Profile Image: Ashley V.
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Ashley V.
from
$25
per walk
5.0 out of 5 stars
58 reviews
20 repeat clients
9 years of experience
Winter haven, FL, 33881

Ashley Thank you so much for taking care of Roxy she was happy. I can see the difference between before we had you. She seems very happy, I will continue using your services while I'm away or not able to care for her. She has a little gift for you from all us as a token of appreciation!!

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Lilly Z.
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The median cost per walk for dog walking in Cypress Gardens is $20

Dog parents share their Rover experiences - Cypress Gardens

1 / 1
5.0 out of 5 stars

Simply amazing! Zoey loves her walks with Curtis and we love the giant smiles she has in the pics he sends of their time together. Curtis is kind, patient, flexible and totally jumped in last minute to ensure our sweet girl was taken care of when we had an unexpected family emergency.

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Gina K.
Dog Walking
5.0 out of 5 stars

Koda and I were pleasantly impressed with Bonnie’s performance and if she will have us we might try this again. I loved getting happy pictures of Koda and felt safe with Koda in her care.

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Karen C.
Dog Walking
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Sitters in Cypress Gardens average 3
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FAQs for Dog Walking - Cypress Gardens

Frequently asked questions about Rover

The average cost for Dog Walking in Cypress Gardens on Rover is $19.98 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 2,363 sitters on Rover offering Dog Walking across Cypress Gardens. 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 Cypress Gardens. 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 Cypress Gardens.

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 Cypress Gardens. On Rover:

  • 93% of walkers can help with special care needs
  • 96% 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.

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