Pet Sitting Winter Gardens

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Winter Gardens, Find top rated pet sitting

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

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Sitter Profile Image: Kaitlyn C.
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Kaitlyn C.
$28
total per visit
5.0 out of 5 stars
• 159 reviews
55 repeat clients
13 years of experience
El Cajon, CA, 92021

“Kaitlyn was amazing with my cats while I was out of town! She went over and above and was communicative with me while I was gone. I’d recommend her to anyone! I’ll definitely be using her in the future.”

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Danae M.
Sitter Profile Image: Loren C.
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Loren C.
$35
total per visit
5.0 out of 5 stars
• 166 reviews
53 repeat clients
20 years of experience
El Cajon, CA, 92021

“Loren watched our cat Luna while we were out of town. She was prompt, very caring, and sent us photos each visit. Would certainly recommend her!”

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Evan W.
Sitter Profile Image: Angel S.
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Angel S.
$35
total per visit
8 years of experience
El Cajon, CA, 92021

About: I’ve had a guinea pig, a bunny, and 2 dogs. I’ve always been an animal person. And I help my friends out by taking care of there pets. It depends on the my work day sense I do freelance contracting for production work. But I would have to what day you would want to book me for and times. It depends on how friendly the animal is and how many days I am pet sitting for. But I will feed, bathe, play and be around to watch what they do.

Sitter Profile Image: Claudia V.
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Claudia V.
$43
total per visit
5.0 out of 5 stars
• 2 reviews
13 years of experience
El Cajon, CA, 92021

About: I’ve taken care of dogs cats reptiles since I was 10 years old Friends Neighbors , family they have relied on me to check in, feed and play with their pets especially if they need a long walk or a run I have experience from puppies to senior dogs and handling medication. I’m currently not working at the moment so I’ll have plenty of time to play with your pups! I’m mostly available all days certain Saturdays and Sundays after 3:00 pm I have a fenced yard with 3 friendly dogs I take on walks they can keep your fur baby company. I can easily crate your dog if needed or handle any special medication if needed

Sitter Profile Image: Elizabeth M.
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Elizabeth M.
$26
total per visit
5.0 out of 5 stars
• 115 reviews
46 repeat clients
20 years of experience
Lakeside, CA, 92040

“Elizabeth was EXCEPTIONAL. As another reviewer spoke to, she had an immediate calming presence with our dogs.... especially with our more nervous-but-absolutely-loveable rescue pup. It was so great knowing that they were in good hands and having a great time with Elizabeth.. Would, without hesitation, recommend Elizabeth.”

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Elizabeth & Joe B.
Sitter Profile Image: Valerie G.
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Valerie G.
$43
total per visit
20 years of experience
El Cajon, CA, 92021

About: I've had pets of all ages my entire life! Cats, dogs, rabbits, turtles, lizards, and fish 😊 I feel comfortable caring for them and know they feel comfortable with me. I enjoy playing, being active and walking with them. Please reach out and I'll help you feel comfortable with your pets needs. I'm retired and have a very flexible schedule. Reach out and I will do my best to accomadate your needs for your fur baby's care ☺️ I will provide care for your pet in your home, so they're schedule and comfort is not disrupted. I work for you, so you tell me what works best for you!

Sitter Profile Image: Aide C.
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Aide C.
$22
total per visit
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: Danielle P.
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Danielle P.
$49
total per visit
2 years of experience
Santee, CA, 92071

About: Hello my name is Danielle i am a proud pet owner and animal lover. I have experience caring for cats and dogs. I have worked with many animals whether be for friends or family and I am comfortable grooming, walking, feeding, playing with and caring for your pets, and any additional requests you may have . I am responsible and trustworthy and genuine pet lover , so I want what’s best for you as well your fur child . I will treat them as my own and make sure they are the happiest they can . I definitely look forward to meeting you along with your pets! Please feel free to contact me to discuss and ask any questions. Thank you for Your time , Danielle. I’m currently working part time but usually available everyday after 5pm to care for your pets! Let me know what days you are in need of in advance. I will provide care for what’s most important to you, whether it be going on walks, feeding, and play time . I will ensure the safety of your home and fur baby.

Sitter Profile Image: Allyssa L.
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Allyssa L.
$17
total per visit
12 years of experience
El Cajon, CA, 92021

About: I’ve been around animals my entire life and grew up caring for both dogs and cats. I’ve also had my own cat for 12 years, so I understand how important it is to have someone you can trust to care for your pets while you’re away. Over the years, I’ve also helped friends care for their dogs and puppies, including feeding, walks, playtime, and giving them plenty of attention and affection. I’m responsible, reliable, and attentive to each pet’s individual personality and needs. I know how stressful it can be to leave your pets in someone else’s care, so I’ll treat them with the same patience, love, and care that I give my own. 🐾 I’m available for pet care in the evenings and on weekends. Weekday visits are best scheduled after 3 PM. I also have every other Friday off, which gives me additional availability for daytime visits on those Fridays. I’m happy to coordinate times that work best for you and your pet! I’ll always treat your home and pets with the same care and respect I would want for my own. I carefully follow feeding, medication, litter, walking, and household instructions and make sure doors, gates, and entry points are secure. I’m attentive to each pet’s behavior and comfort level, and I’m happy to provide updates and photos so you can feel confident that your pets are safe and well cared for while you’re away.

Sitter Profile Image: Aaliyah T.
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Aaliyah T.
$28
total per visit
6 years of experience
El Cajon, CA, 92021

About: CNA and longtime dog owner with 6 years of experience providing dependable, compassionate care. I prioritize safety, comfort, and each pet's need when needed. My schedule is flexible, and I do my best to accommodate both planned and last-minute bookings whenever possible. As a healthcare professional, I understand the importance of reliability, communication, and showing up on time. Wether your pup needs a walk, a drop-in visit, or some extra love while you're away, I'll make sure they receive the same care and attention I'd give my own dog. I look forward to meeting you and your furry family member <3. Safety and trust are extremely important to me. I treat every pet as if they were my own by following each owner's routine and instructions carefully. I'm committed to providing dependable, attentive care and making sure every walk and visit is a safe, positive experience of for your pet.

Sitter Profile Image: Audrey P.
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Audrey P.
$16
total per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Santee, CA, 92071

“Audrey was so amazing with Bear! Very attentive and took such great care of him while we were away! I’d recommend her to anyone looking for a reliable and communicative pet sitter! Looking forward to asking her to watch our pup again! 💕”

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Bianca K.
Sitter Profile Image: Narges H.
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Narges H.
$43
total per visit
4.9 out of 5 stars
• 12 reviews
2 repeat clients
6 years of experience
El Cajon, CA, 92020

“I’m so happy we stumbled upon Narges profile. She was super communicative from the start. She happily hopped on a facetime with us so we could be crazy cat ladies and explain the idiosyncrasies of feeding our cats. Every text exchange felt like it was with a friend …She sent pictures of our cats to us which made us so happy on vacation. 10/10 recommend Narges! :)”

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Paige L.
Sitter Profile Image: Mireya H.
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Mireya H.
$17
total per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Santee, CA, 92071

About: Hi, I'm Mia! A lifelong animal lover with over 15 years of animal care experience. I'm skilled in managing various breeds and species, administering medication, and providing engaging walks for both energetic pups and seniors. I am also Pet First Aid/CPR certified with background in Veterinary Medicine. I am committed to building trusting relationships with pets and their owners. I'd love to meet you and your fur babies! I am currently available on Tuesdays/Thursdays/Fridays/Saturdays/ and Sundays anytime after 9am. So I have plenty of time to make sure your babies get the care they need! When caring for your pets in your home I am more than happy to cater to their needs no matter what it may be! Whether it be play time/exercise, feeding, helping with meds, special routines, etc. I am dedicated to making sure your pets are taken care of and as happy/comfortable as they can be!

Sitter Profile Image: Bree M.
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Bree M.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Spring Valley, CA, 91978

“Bree is awesome! She did great with my two dogs, and earned the trust of our shy Doberman, which is major. Bree communicated clearly and responded to messages quickly. I would definitely book again!”

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Amy G.
Sitter Profile Image: Ashley E.
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Ashley E.
$23
total per visit
4.9 out of 5 stars
• 20 reviews
6 repeat clients
5 years of experience
Lakeside, CA, 92040

“Fantastic sitter! Was flexible on schedule, great at communicating and made sure to take good care of my little man. Have already booked with her again for another weekend!”

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Nicholas M.
Sitter Profile Image: Lauren R.
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Lauren R.
$15
total per visit
1 repeat client
10 years of experience
Santee, CA, 92071

About: I have about 10 years of house sitting experience. I am comfortable with all types of animal. From dogs and cats to turtles and chickens! I currently work in education on Monday-Friday 7:30-4pm. I am excited to do walks after work and snuggles in the evening. And lots of love and playing of the weekends. Safety is a top priority for me as well as updates. I love sending pictures of what we are up to and the fun we are having.

Sitter Profile Image: Lindsey M.
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Lindsey M.
$29
total per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
20 years of experience
Lake Murray, San Diego, CA, 92119

“Lindsey was wonderful with our two cats. She went above and beyond, helping with an unexpected package delivery. One of our cats is very shy and he warmed up to Lindsey which was great knowing he was not hiding the whole time we were gone. We will definitely use Lindsey again!”

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Nina M.
Sitter Profile Image: Remy H.
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Remy H.
$27
total per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
20 years of experience
Lakeside, CA, 92040

“Remy is amazing and exceptional. She went above and beyond to take care after my cats. She is truly a gem. We had the best experience with her and the amazing pictures that she took of our cats was just the cherry on top. We had an unexpected emergency situation with my cats while we were away on a trip and Remy went above and beyond to help us with the crisis and extended her help, availability and care like no other. If you really want your pets to feel loved and cared for Remy is definitely the one. Thank you Remy for all that you did for our cats. We are forever grateful ❤️”

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NIMA T.
Sitter Profile Image: Cynthia O.
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Cynthia O.
$22
total per visit
5.0 out of 5 stars
• 2 reviews
7 years of experience
Santee, CA, 92071

About: I’ve taken care of dogs since I was in high school. Neighbors, friends and family have relied on me to walk, feed and play with their pets. I also have a 12 year old malti-poo of my own that hangs out with me, and take on walks everyday. I’m currently working Mon-Thurs so I have a flexible schedule on the weekends, and lots of time to play with your pups, plus a malti-poodle of my own to play with your fur friend. I have a fenced back and one 20lb dog to help keep your dog company. I can also crate your pup if you need me to.

Sitter Profile Image: Anastazia R.
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Anastazia R.
$43
total per visit
5.0 out of 5 stars
• 28 reviews
8 repeat clients
5 years of experience
Lakeside, CA, 92040

About: House Calls Available! 🏡 *Boarding assessment considered for existing clients.😊 Do you need an experienced + reliable caretaker who can garuntee your pet will be as happy as can be? Look no further! I am well experienced with animal care, knowledgeable with medical needs, dog behavior, mental enrichment, and Fear Free as well as first aid certified. Comfort and care come first. Use my code ANASTR06827 for 20% off! Alongside perusing my education, I dedicate my free time to volunteering with rescue organizations and advocating for animal welfare. SUNDAY/MONDAY- Open availability! Other days can be shared, with afternoon and early morning available. Companionship and safety are priority. I’m am approved veterinary assistant and part time employee at an established feline sanctuary, availability is adjusted around that. I offer 1 on 1 interactions, with personalized care in a relaxing environment, routine sanitation and protection from fleas and illnesses with preventions. Safe, low traffic neighborhood which is perfect for walks! I understand each animal is special and adjust exercise based on their needs or energy levels.

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Pet parents share their Rover experiences - Winter Gardens

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5.0 out of 5 stars

Our go-to sitter! Ashley provides extensive check-in details, ensuring our dog is getting the best care. Highly suggest Ashley for your sitter needs.

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Krystoffer W.
Drop-In Visits
5.0 out of 5 stars

Loren has great communication and follows instructions very well! My dog is a super senior with very specific needs, Loren followed those instructions and was so gentle and loving to my sweet Simba! Will be rebooking Loren for my future pet care needs. ❤️

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Chelsea B.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for taking care of Maya while we were away! We really appreciated the photos during your visits and your responsiveness. It gave us such peace of mind knowing that Maya was getting lots of love. Thanks again!

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Keriann M.
Drop-In Visits
5.0 out of 5 stars

Charlie did a fantastic job visiting our 10 year old Maine Coon. It was a last minute booking because we needed to do an unexpected overnighter for a family matter, and our regular Rover wasn't available. Charlie was very punctual, sent us photos, and even did a few minor chores for us while she was here. She's very personable and friendly. Everything was great when we got back. We would not hesitate to call on Charlie again.

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Dan M.
Drop-In Visits
5.0 out of 5 stars

My kitties Love Sabrina! She does a wonderful job and is so caring. She is very professional and takes great care of our cat who requires medications.

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Jeanne W.
Drop-In Visits
5.0 out of 5 stars

Always the best in the business. My dogs love amber and there always comfortable with her coming to the house

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Justin A.
Drop-In Visits
5.0 out of 5 stars

Frida was punctual, attentive, and followed all of my instructions. She made sure my dog ate his food, which is especially important since he is currently on incontinence medication. Ernie and Louis were so happy to have her, and they’re already looking forward to the next time she comes over.

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Wendy B.
Drop-In Visits
5.0 out of 5 stars

Kaitlyn was amazing with my two kitties and was able to give them their medication even when my one kitty tried to throw her off by refusing to eat a churu covered pill!

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Michelle G.
Drop-In Visits
5.0 out of 5 stars

We have used Courtney's services several times. She is absolutely wonderful! She takes great care of our kitties.

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Jenn H.
Drop-In Visits
5.0 out of 5 stars

Natasha was very good with my Rottweiler. Make sure he ate his food played with him changed his water. Gibson really loved her. I could tell. She always came early. She’s very professional. I would recommend Natasha to anyone. We look forward to working with her again.

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Michelle S.
Drop-In Visits
5.0 out of 5 stars

Audrey was super attentive. So easy to communicate with her and very punctual. She took care of my two dogs with care and love. Would have her take care of my boys anytime! Highly recommend :)

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Luis C.
Drop-In Visits
5.0 out of 5 stars

Jordan has done a fantastic job with both of our two dogs. You can tell that she loves dogs. She’s responsible, on-time, and dependable. We’re so glad that we found her. I would recommend her to anyone! Thank you!

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Helen R.
Drop-In Visits
5.0 out of 5 stars

Barbra did a few drop in visits with our dog Emmit & from the pictures we can tell he was well taken care of! We are so thankful she was able to do that for us as it’s hard to find someone you can trust with your fur babies.

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Casey M.
Drop-In Visits
5.0 out of 5 stars

Tahniiyah was very communicative and responsive to the needs of my senior cat. It was clear that she wanted to ensure I had peace of mind while I was away from home.

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Corynn F.
Drop-In Visits
5.0 out of 5 stars

She was so great! She came to meet us and our kitties before our trip and my cats instantly took to her. She’s kind, responsive and sent pics for each drop in visit. Definitely will use again for future trips💖 Thanks again!!

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Amanda M.
Drop-In Visits
5.0 out of 5 stars

Judith takes such good care of my high needs elderly blind dog. I can be carefree on trips knowing my dog and cats are in good hands.

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Lizeth V.
Drop-In Visits
5.0 out of 5 stars

Jane was amazing. She’s very attentive to our cats specific needs , responsive and we feel comfortable being away because she takes such great care of them.

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kyle j.
Drop-In Visits
5.0 out of 5 stars

Rubie did a wonderful job taking care of my boys while I was away. She made sure they were fed every day, kept the litter box clean, and spent time playing with them so they stayed happy. It gave me a lot of peace of mind knowing they were well cared for. I will absolutely book her again and highly recommend her to anyone looking for a reliable pet sitter.

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Kerra M.
Drop-In Visits
5.0 out of 5 stars

Ainsley provided outstanding communication and was kind and friendly with our dogs during our meet and greet. Extremely pleased with her drop in services to feed and play with our dogs. She completed all the items on the list I provided for our dog’s care and comfort.

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Johanna G.
Drop-In Visits
5.0 out of 5 stars

Victoria was amazing with our cat! She was prompt and came at the same time everyday to feed and play with our girl. I got tons of videos/photos, along with very detailed notes about how she was and how the visits went. I will definitely rebook with her in the future and encourage you to reach out to her for your fur babies! Thank you so so much again for everything!

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Jaimi L.
Drop-In Visits
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  • 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?

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

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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FAQs for Pet Sitting - Winter Gardens

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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 .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first .

sitters 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 sitter.

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