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: 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

Loren was wonderful with the pups! We were so thankful to find her and will definitely reach out to her again. She was caring, communicative, and loving with the dogs. We appreciate her!

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

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.
Sitter Profile Image: Ariana H.
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Ariana H.
$17
total per walk
5 years of experience
El Cajon, CA, 92021

About: I’ve been around dogs my entire life and have had three dogs of my own, so caring for animals has always been second nature to me. Over the years, I’ve also babysat and pet sat for family, friends, and neighbors, giving me experience with dogs of all ages, sizes, and personalities. I’ve cared for breeds including Goldendoodles, Maltese, Poodles, labradors, Chihuahuas, French Bulldogs, and many more. One thing that sets me apart is my responsibility and dedication. I recently served as the ASB President at my high school, where I learned the importance of being dependable, organized, and someone others can count on. This fall, I’ll be attending California Lutheran University to pursue both my bachelor’s and then master’s degrees. I truly love animals and understand that every pet deserves patience, kindness, and individual attention. Whether your dog loves long walks, playtime, cuddles, or simply keeping a familiar routine while you’re away, I’ll make sure they feel safe, loved, and well cared for. I would be honored to earn your trust and treat your pet like they’re one of my own. 🐾 I’m currently on summer break and in the process of preparing for my first semester at California Lutheran University, so I have a very flexible schedule. This allows me to dedicate plenty of time and attention to your pet. Whether your dog needs a walk, playtime, overnight care, or simply someone to keep them company, I’m happy to work around your schedule and provide reliable, attentive care. Your pet’s safety, comfort, and happiness are always my top priorities. I take the time to learn each pet’s routine, personality, and any special instructions so they feel as comfortable as possible while you’re away. I’ll make sure they stay on their normal feeding, walking, and potty schedule, provide plenty of love and attention, and always keep a close eye on them. I’m respectful of both your home and your pet, and I’ll communicate with you throughout the visit with updates and photos so you can have peace of mind knowing your furry family member is in good hands.

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: 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: Tahniiyah S.
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Tahniiyah S.
$28
total per walk
5.0 out of 5 stars
4 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: Alexis P.
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Alexis P.
$43
total per walk
5.0 out of 5 stars
97 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: Braxton T.
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Braxton T.
$28
total per walk
9 years of experience
El Cajon, CA, 92020

About: I’ve taken care of both cats and dogs within my family and my own friend’s dogs and cats as well. I have always liked being around pets of all kind. I am currently in the process of finding a part time job, so I can make time with any and all pets. This means I am available during any day and any time. At home, I have a dog named Ajax who primarily stays in our fenced in front yard. He has access to outside through my own room. His food and water bowl is set in my own room and he sleeps in my room as well either on my carpeted floor or my own bed. I refill his water bowl once a day or it depends on how dirty he makes it and only give him only a bowl of food a day.

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: 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: Saddaf Y.
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Saddaf Y.
$32
total per walk
14 years of experience
El Cajon, CA, 92020

About: For the past 14 years, my world revolved around my dog, Zuri. She recently passed away, and while I’m not ready to welcome another dog into my life just yet, I realized how much I miss spending time with them. Caring for dogs has never felt like work to me. I’m naturally attentive, patient, and deeply attuned to animals. I tend to notice the little things; when a dog needs a slower pace, extra reassurance, more water, a sniff break, or simply someone calm to help them feel safe. Zuri taught me that every walk is the highlight of a dog’s day, not just another task to check off a list. Whether your dog is energetic, shy, anxious, or a senior who needs a gentler pace, I’ll care for them with the same love, presence, and respect I gave my own. I know how much trust it takes to leave your best friend in someone else’s care, and I don’t take that responsibility lightly. My goal is for you to feel completely at ease, knowing your dog is safe, understood, and genuinely loved while we’re together. I have experience caring for senior dogs, administering medications when needed, and understanding that every dog has their own personality, pace, and emotional needs. I have a flexible schedule and genuinely enjoy being active, so dog walks fit naturally into my daily routine. Walking has been an important part of my own life for years, and after losing my beloved dog of 14 years a few months ago, spending time with dogs has become something that brings me joy and healing. I’m reliable, communicative, and committed to making sure your dog gets the exercise, enrichment, and attention they deserve. I understand that trusting someone with your dog is a big decision because I know what it’s feels like to love a dog like family. I always prioritize safety by following your dog’s routine, using secure leash handling, paying close attention to their body language, and adapting to their individual personality and energy level. Whether your dog is playful, shy, anxious, or a senior who needs a slower pace, I’ll care for them with patience, kindness, and respect. I’ll also keep you updated with photos and messages so you can feel confident they’re in good hands.

Sitter Profile Image: Alexzandria H.
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Alexzandria H.
$34
total per walk
5.0 out of 5 stars
14 reviews
6 repeat clients
10 years of experience
San diego, CA, 92020

Alexzandria, was amazing with our big baby. Thank you. A must hired.

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Francisco R.
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: Iain D.
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Iain D.
$15
total per walk
23 years of experience
El Cajon, CA, 92020

About: Hi there! I’ve cared for animals of all ages in households with multiple cats and dogs, also including exotic pets. 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 have years of experience caring for and walking all kinds of dogs and am very attentive to the emotions and needs of each animal.

Sitter Profile Image: Amy S.
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Amy S.
$28
total per walk
20 years of experience
El Cajon, CA, 92020

About: What sets me apart from other sitters is that I am a passionate pet lover. I provide personalized care ensuring your pets feel safe and cherished. I am an animal lover and with me they will have lots of playtime, like going to dog beach or taking a walk around Lake Murray. With me they receive empathetic companionship in a peaceful home. I am currently working part time as a yoga teacher. I have a good deal of time to pet sit. I am available to board Friday-Sunday, anytime after 1 pm. I also have availability to drive to your home Monday-Thursday for dog walks. I am a responsible, caring ,and loving pet sitter. I am dedicated to providing a safe and loving environment for your pets while ensuring their needs are met and feel comfortable and happy.

Sitter Profile Image: Michelle L.
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Michelle L.
$24
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Santee, CA, 92071

About: I am a dog-mom who loves caring for pets like they’re my own. I focus on keeping them comfortable, safe, and sticking to their normal routine. I also have experience with senior dogs and can give supplements or medications when needed. Additionally, I have experience with puppies too since I raised my fur baby since she was only 8 weeks old. I work part time, so I have several days off during the week to focus on pet care. I enjoy making animals part of my daily routine and giving them the time, attention, and care they deserve. Safety and comfort are important to me. I live in a condo with a balcony, so pets get regular supervised walks since there’s no yard. I do have a baby at home, so I’m very mindful about keeping the environment gentle, clean, and well supervised. In a client’s home, I follow your routine and make sure your pet feels safe and cared for.

Sitter Profile Image: Kloe M.
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Kloe M.
$20
total per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Santee, CA, 92071

Kloe was absolutely fantastic with our pup Manny! So grateful we found her. Always responsive, great communicator and our dog loved her. Will definitely rebook Kloe!

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

Maria is the sweetest lady and my dog really loves spending time with her. Dogs can sense a friendly soul. I highly recommend Maria. She is the best!

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Alan And Sandy P.
Sitter Profile Image: Ravan H.
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Ravan H.
$17
total per walk
2 years of experience
Santee, CA, 92071

About: I have been an owner of both cats and dogs all my life. 2 years ago I started pet sitting for friends and family. I love keeping pets company while their families are away. I’m comfortable taking walks, and giving medicine. I’m currently on summer break which allows me a completely open schedule. I normally go to the gym in the morning then come straight home. Friends may stop by but don’t stay for too long. I have a fenced yard and a very friendly neighbor hood with an open patch of grass. My house has lots of space, A/C and anything else a pet may need.

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.
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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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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

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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 July 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 July 2026, there are 9,295 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
  • 94% 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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