Dog Walking Winter Gardens

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 32
pet parents in Winter Gardens have booked dog walking

Winter Gardens, Find top rated dog walking

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Chelsea F.
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Chelsea F.
$28
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
El Cajon, CA, 92021

About: I have worked as a veterinarian technician for 4 years. I currently have one dog, but have had almost every pet you can think of. I am willing to care for pets of all ages and kinds. I can’t wait to meet yours! I am currently free most times to walk or check on your babies! Let me know what time and I’m sure I can accommodate for you. I would love to play, feed, dog walk or check in and provide any needs for pets of all kinds. I can house sit as well! I will keep you updated and can send you pictures of how they are doing.

Sitter Profile Image: Loren C.
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Loren C.
$35
total per walk
5.0 out of 5 stars
163 reviews
51 repeat clients
20 years of experience
El Cajon, CA, 92021

Reviewing Loren for the 10 days she cared for our 2 dogs and 1 cat. Loren reached out after we first contacted Rover with a challenging 10-day assignment (our regular pet care fell through last minute). She contacted another Rover walker to cover shifts that she couldn't. She stayed in contact with us and was available while we were gone. Loren excelled at taking care of our pets, and let us relax while away. She followed instructions, and took incentive to notify us about any concerns with our pets or alarm system Thanks, Loren! —Kelly and Ted

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Kelly B.
Sitter Profile Image: Aide C.
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Aide C.
$22
total per walk
1 repeat client
25 years of experience
El Cajon, CA, 92021

About: I’ve been taking care of animals ever since I can remember. From feeding my extended family’s pet to walking dogs and staying over night as an adult. Pet care is always a part of my daily routine. I have 2 indoor cats and 2 stray cats that come everyday to eat and lay around. I can easily make time to tend to other pets I tend to other pets with love attention, make them at ease as it can be a stressful time for pets when human parents are away from home.

Sitter Profile Image: Tahniiyah S.
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Tahniiyah S.
$28
total per walk
5.0 out of 5 stars
2 reviews
3 years of experience
Mountain View, El Cajon, CA, 92021

About: I have hands-on experience caring for pets through personal and family settings, including feeding, walking, basic grooming, playtime, and providing companionship. I am attentive, patient, and mindful of each pet’s unique needs and routines. I understand the importance of safety, consistency, and trust when caring for animals. What sets me apart is my empathy, reliability, and genuine love for animals. I take the time to observe behavior, respond calmly to challenges, and ensure pets feel comfortable and cared for. I am highly adaptable, organized, and committed to following instructions closely while maintaining clear communication with pet owners. I treat every pet with the same care and respect I would give my own. I feel I can fit pet care into my weekly/daily routine because I’m free most of the time and Ive been looking for something productive too do that I’d actually enjoy I treat every pet with patience, kindness, and respect, whether they are in my home or a client’s home. I focus on creating a safe, calm, and comfortable environment by following routines, paying close attention to each pet’s needs, and ensuring they feel secure and cared for. I handle pets gently, maintain cleanliness, and prioritize their well-being, happiness, and safety at all times.

Sitter Profile Image: Audrey P.
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Audrey P.
$16
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
Santee, CA, 92071

About: Family and friends have entrusted me to watch their pets as I have grown up with them myself. We have a dog and cat at home, both of whom are my top priority. I enjoy walking, playing, and most importantly, giving them the attention they so much deserve. Because I am a college student, breaks between classes make pet-sitting and walking convenient. I am also available during scheduled holiday breaks and in the summer. At your home, I am flexible with your pet’s needs. Whether outside or in, I can be your dog’s partner in crime (while safety comes first) and keep them company.

Sitter Profile Image: Iain D.
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Iain D.
$26
total per walk
23 years of experience
El Cajon, CA, 92020

About: Hello! I’m a big animal lover and have personally had dogs, cats, fish, a snake, rat, mouse, and toad—I currently have two parakeets and a self-sustaining aquarium with shrimp and aquatic snails; I also happily live with my roommates cat. I’ve house sat and cared for animals of all ages, including households with multiple cats and dogs; as well as exotic pets, including tropical fish, frogs, reptiles, hamsters, chinchillas, and tarantulas. I’ve been plant-based my whole life and have always advocated for animal welfare and protecting wildlife—I highly value caring for animals and spending time with them. I grew up with a pet husky and miniature poodle, and have experience walking dogs of all sizes and temperaments. I work in the morning/ early afternoon as a Barista ~20 hours a week. I am generally free early morning (before 8am), and afternoon-nighttime. I am off ~3 days a week (usually between Monday-Thursday) during which I can give extra time and attention to pet-care. I live in a dog-friendly gated community with a community park across the street. I have years of experience caring for and walking all kinds of dogs and am very attentive to the emotions and needs of each animal. I’m very organized and great at multitasking and can follow strict regimens for animals with specific needs.

Sitter Profile Image: Lacy L.
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Lacy L.
$23
total per walk
12 years of experience
lakeside, CA, 92040

About: i’ve been peoples go to dog watcher since i was a kid, neighbors, family, and friends always ask me to watch their pets, i feel i can connect with them well and i always take time to do everything i can for them so they are their most comfortable happy selves they can be. my night time schedule is open and flexible. cancellations are always understood and i will always do my best to find a time and day to watch your pup or pet. i have an apartment with two lovely chihuahuas that are always double checked to be in a safe and comfortable environment. i am able to crate dogs if needed and am able to walk dogs safely even if on the larger side.

Sitter Profile Image: Madlyn W.
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Madlyn W.
$17
total per walk
25 years of experience
Lakeside, CA, 92040

About: I’ve taken care of cats and dogs most of my life whether it be the family pets or friends, neighbors or my own pets. I also am good with reptiles! I am about to start a new job working evenings but I have plenty of availability during the day and weekends. I’m never too busy to play with pets! We have 2 dogs and 2 cats in our home currently. One of our dogs in both blind and deaf so bringing in a new animal is a little tricky but I am more than happy to also take care of your baby in your home!

Sitter Profile Image: Alexis P.
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Alexis P.
$43
total per walk
5.0 out of 5 stars
96 reviews
31 repeat clients
13 years of experience
Santee, CA, 92071

Alexis was awesome and very responsive as I contacted her the day before. She took great pictures of Mika and will ask for her. This is my first time using Rover and overall experience was great. Will be using her in the future again!

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Marshall M.
Sitter Profile Image: Christina G.
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Christina G.
$23
total per walk
5.0 out of 5 stars
35 reviews
8 repeat clients
25 years of experience
El cajon, CA, 92021

About: My name is Christina, i was born & raised in San Diego. Grew up in Normal Heights area. But now reside in El cajon area. I am currently a SAHM, so I would be with your dog all day. Living with me are my husband and 2 beautiful baby girls who are 5 and 3 I've always had a love & passion for animals. Growing up i had rabbits, lizards, beta/ gold fish, and dogs. I have experience in dog walking as i use to dog walk, via a ad i had on Craigslist about 4 yrs or so ago. Ive also attented and graduated from the veterinary assistant program from PIMA medical institute in Chula Vista. So i have some experience in the medical side of pet care. I can give meds if needed such as pills or even insulin. I hope i get the chance to watch your four legged baby for you and put a smile on yours & your pets face. 😊 I am a stay at home mom. So I have time to ensure your dog is taken care of through out the day. Walks, feedings, and of course play time. I care for them just like I would my own pets. With the utmost love and care. Lots of Love and snuggles. And plenty of .

Sitter Profile Image: Maureen Joice L.
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Maureen Joice L.
$28
total per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Southwest, Santee, CA, 92071

About: I genuinely enjoy being around dogs and making them feel comfortable, safe, and loved. I'm active, patient, and love going on walks, playing, or just keeping them company. I'll care for your dog the same way I would my own. Pet care is already part of my everyday life because of my own dog, Taco. He's super active, so walks and park trips are already part of my everyday routine. I genuinely enjoy being around dogs, so dog walking and drop in visits fit naturally into my schedule. I'm available weekday afternoons and anytime on weekends. I always want dogs to feel safe and comfortable around me. On walks, I pay attention to their pace, surroundings, and anything that could stress them out. In a client's home, I follow their routine and make sure their dog feels relaxed and cared for. I treat my dog like they're my own ❤️

Sitter Profile Image: Alexis & Adam B.
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Alexis & Adam B.
$24
total per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Santee, CA, 92071

My family and I highly recommend Alexis and Adam as dog walkers! They walked my two German Shepherd mixes early in the morning for 16 consecutive days for an hour each while we were on vacation. Always on time, always submitting report cards with photos and the route they walked. On top of that, my dogs, who are rescues with shyness or aggression toward strangers AND severe dog reactivity on walks, LOVED Lex and Adam! As a professional dog trainer and walker myself, I’m extremely careful with people who interact with my dogs, and Lex and Adam exceeded my expectations! It’s clear to me that they take caring for their clients’ dogs seriously and both are extremely nice and personable. Thank you Lex and Adam!!

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Swetlana F.
Sitter Profile Image: Kristen W.
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Kristen W.
$28
total per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Lakeside, CA, 92040

Jake says Thank you!!!

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Beth B.
Sitter Profile Image: Chloe N.
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Chloe N.
$22
total per walk
5 years of experience
Santee, CA, 92071

About: I’ve had dogs and cats my entire life and I have genuine love for animals. I must admit I have a favorite though, Great Danes have my heart. I promise your pets will be in gentle and capable hands. I am currently at home for the summer after finishing my freshman year at University. I wanted a flexible way to earn money and keep busy with furry friends. I am often in charge of caring for my family and friends’ animals, feeding, walking, and playing are all part of my daily routine. I look forward to extending my experience into caring for your beloved animals.

Sitter Profile Image: Oleksandra R.
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Oleksandra R.
$28
total per walk
7 years of experience
El Cajon, CA, 92021

About: I've been surrounded by animals since I was a baby, and they've always been a huge part of my life! Over the years, I've cared for 3 cats, 2 dogs, bunnies, turtles, and parrots, so I'm comfortable with pets of all kinds. I understand that every animal has its own personality and needs, and I love getting to know each one individually. Whether it's feeding, walking, playing, giving medication, or simply providing lots of love and attention, I'm dedicated to making sure your pets feel safe, happy, and comfortable while you're away. Animals bring so much joy to our lives, and caring for them is something I genuinely love. Your pet's safety is my top priority. I have a flexible schedule and plenty of time to dedicate to your pets! Whether your pet needs walks, playtime, feeding, cuddles, or simply companionship, I'll make sure they receive lots of attention and care throughout the day. I understand that every pet has their own routine, and I'm happy to follow their schedule to help them feel comfortable and stress-free while you're away. Your pet's safety, happiness, and well-being are always my top priorities. I treat every pet as if it were my own and make sure they feel safe, comfortable, and loved. I carefully follow all feeding schedules, exercise routines, and any special instructions you provide. In your home, I will respect your space while ensuring your pets receive the attention and care they need. Whether it's playtime, walks, medication, or extra cuddles, I'm committed to providing reliable and loving care. With years of experience caring for cats, dogs, bunnies, turtles, and parrots, I'm comfortable with pets of all ages and personalities.

Sitter Profile Image: Lilliana R.
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Lilliana R.
$50
total per walk
5.0 out of 5 stars
21 reviews
4 repeat clients
20 years of experience
El Cajon, CA, 92021

About: I have always loved animals since I was a child. I have taken care of all sorts of animals large and small. I have experience with caring for puppies all the way to senior dogs, cats, birds and reptiles. It brings me joy to make sure your pets are happy, healthy and had a great time!. I have a flexible availability to Care for your pet. It would be a perfect fit while the pet parents handle their business, I am more than happy to care for them. I have a Veterinary Assistant Diploma and many years of experience with different species and breeds of dogs and cats. If you have any questions, i am happy to answer them with best of my knowledge. I also reply within less than 2 to 3 minutes. NOTE: Due to my dog oso i have adopted. I can no longer provide boarding service. I can provide walks, drop ins and house sitting any time!. MY SERVICES: 1. Dog walking/Cat adventures 2. House Sitting 3. Drop in Visits 4. Grooming MY CERTIFICATIONS: 1. Medication (oral or injection) 2. CPR certified 3. Fear Free certified Description of Rover Fees: Rover takes a 25% fee from a sitters earnings per booking and the separate 11% service fee is charged to the pet parent, not deducted from the sitters pay. Msg, txt, call im here for you and your beloved fur babie(s). I have plenty of time on hand unless booked already. Any day is a good day for me to spend time with any loving animal. Note: If booking me and requested but no longer wish to book, please cancel on your behalf if not i will not show as available on the entire Rover app. Which means other pet parents cannot book me for any services. Thank You kindly. :) I have a patio we can hang out in to sun bathe and relax after a fun day at the dog park, beach or home. Everything is clean and organized. Nothing they can chew on unless it’s their toys, no choking hazards. I am a veterinary assistant i am cpr certified fear free certified and can administer medications. Will always ask in regards to any allergies and behaviours and other medical conditions.

Sitter Profile Image: Tyler M.
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Tyler M.
$22
total per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Santee, CA, 92071

About: I'm very accustomed to all kinds of dogs! From pups to elderly dogs, small to large I'm the right guy for the job. I've raised all 3 of my dogs from puppies along with helping friends with theirs. I have tons of experience in cleaning and keeping them busy so I am more then happy to help with watching pups! I also have experience with elderly dogs that require medical treatment, as long as I get a detailed explanation on the steps to help I'll be able to follow them perfectly. I also live with very large dogs so I have all the experience with how to handle them no problem. I'm currently on summer break so I have plenty of time to look over your pets! I am very willing to work weekends, weekdays, and holidays. I have 2 very friendly dogs while my third is pretty territorial so while I can make sure your dogs are safe and acclimate them to the others, I feel it would be best to stay at your house.

Sitter Profile Image: Marissa L.
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Marissa L.
$18
total per walk
10 years of experience
El Cajon, CA, 92021

About: I have over 10 years of experience caring for dogs of all ages and breeds. I can also provide on site care when owners leave for vacation or work, so the animals can stay in their own home. I am very active so I'd be available for dog walking. I can also maintain dog's special dietary restriction, administer medication, send you updates, and give baths. If needed, my home has a medium size yard where dogs can roam and relax in a shaded area. A typical day will begin in the morning with feeding and a walk. Your dog will be very comfortable and happy with my care and love. I am currently a graduate school student who has some free time to care for animals in my local community. I have up to 4 days of availability in between classes and weekends My pets at home have a set schedule and I administer eye drops and oral medication to the ones that need it. They each have their cozy areas and we have dog gates in the main areas. We also have a shaded patio. I will respect every clients home and care for it as it were my own

Sitter Profile Image: Jared A.
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Jared A.
$22
total per walk
5.0 out of 5 stars
87 reviews
42 repeat clients
7 years of experience
Lakeside, CA, 92040

Jared is amazing! I'm a repeat customer. He is very trustworthy and he is very understanding. He's great with my dog and he finds a way to work around my dog's quirks.

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Daniel C.
Sitter Profile Image: María E.
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María E.
$35
total per walk
5.0 out of 5 stars
134 reviews
27 repeat clients
10 years of experience
LA MESA, CA, 91942

María has been really patient with my girls. Tessa gets very anxious and barks and María met with us twice to allow her time to warm up. María is excellent with updates and we look forward to having her stay with the girls overnight.

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Kristi V.
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The median cost per walk for dog walking in Winter Gardens is $23

Dog parents share their Rover experiences - Winter Gardens

1 / 1
5.0 out of 5 stars

Audrey is very pleasant and professional and does a wonderful job taking care of our furbaby Fio! We will continue to book her. Thank you!

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Laney S.
Dog Walking
5.0 out of 5 stars

This sitter was amazing! Charlie was very communicative, caring, and attentive the entire time. You can tell charlie truly love dogs and knows how to work with them. My babies were happy, well cared for, and I felt safe and confident leaving them in charlie’s care. Thank you for taking such great care of my pups—I would definitely book again!

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Rosalia F.
Dog Walking
5.0 out of 5 stars

Loren is an amazing and responsive dog walker. She's really caring of our dog's needs and is devoted to her job. We are really happy with Loren and I'm sure our dog Bruno is as well! Highly recommend.

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Anne L.
Dog Walking
5.0 out of 5 stars

Laura was reliable, communicative and I was confident that she could handle our big guy! Will be booking with her again!

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Andrea & Tim B.
Dog Walking
5.0 out of 5 stars

We’ve been regulars with Jane for a while now and so thankful to find someone who shows she truly cares about the pups. Great communication and attention to detail always.

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Andreea B.
Dog Walking
5.0 out of 5 stars

Destiny is very knowledgeable about dogs. I appreciate her ability to come and minister to Huck as he is a rescue. Huck has independent rebellious ideas. We are trying to calm him to let him know he is safe and we care about him. Destiny can handle him and he likes her very much. In fact last visit he talked to her! I noticed it. Thanks Destiny!

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Suzie H.
Dog Walking
5.0 out of 5 stars

Thank you so much for all the extra work and attention to getting to know Nilla! I appreciate it so much!

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Sarah E.
Dog Walking
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How Rover works

  1. 1. Search

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Sitters in Winter Gardens average 3
repeat dog walking clients

FAQs for Dog Walking - Winter Gardens

Frequently asked questions about Rover

The average cost for Dog Walking in Winter Gardens on Rover is $21.4 per walk (as of June 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 June 2026, there are 9,251 sitters on Rover offering Dog Walking across Winter 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 Winter 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 Winter 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 Winter Gardens. On Rover:

  • 92% of walkers can help with special care needs
  • 95% 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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