Pet Sitting Pleasantville

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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Pleasantville, 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: Yujie H.
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Yujie H.
Star Sitter
$25
total per visit
5.0 out of 5 stars
• 36 reviews
12 repeat clients
10 years of experience
Aurora, ON, L4G

“Yujie is a great sitter - very patient with my two cats, they love her! My two cats are both special need cats and Yujie have done a great job taking care of both of them. She is super responsive and friendly. Would highly recommend her and I will definitely book her again in the future!”

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Cecilia Y.
Sitter Profile Image: Patricia A.
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Patricia A.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 22 reviews
5 repeat clients
5 years of experience
Aurora, ON, L4G

“Patricia is the best!! My dog is as happy to see her as he is to see me 😛”

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Alexa D.
Sitter Profile Image: Cheryll N.
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Cheryll N.
Star Sitter
$30
total per visit
5.0 out of 5 stars
• 66 reviews
18 repeat clients
30 years of experience
Newmarket, ON, L3Y

“Cheryll is so kind and loving! Monkey is always happy to see her arrive. We know that whenever we are away he will be so loved and we'll taken care of.”

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Cheryl L.
Sitter Profile Image: Mia V.
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Mia V.
$17
total per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
4 years of experience
East Gwillimbury, ON, L0G

“Mia took excellent care of my dogs and I felt very comfortable and happy leaving them in her care.”

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Andrea F.
Sitter Profile Image: Melanie M.
Melanie M.
$23
total per visit
5.0 out of 5 stars
• 187 reviews
41 repeat clients
20 years of experience
Newmarket, ON, L3X

“I wanted to take a moment to express our deepest gratitude for the extraordinary care Melanie provided to Leo and Bella during our Christmas trip. Throughout our time away, Melanie's thoughtful updates, complete with photos and messages, brought immeasurable comfort. Her dedication to ensuring they felt loved and engaged made all the difference. Her professionalism and the genuine concern you showed for our pets' well-being left a lasting impression, and we are immensely grateful for your expertise in navigating that situation. Returning home to find Leo and Bella content, well-cared-for, and the house in impeccable condition was such a relief. Her attention to detail and the extra effort you put into maintaining the environment demonstrated your commitment to going above and beyond. Thank you, from the bottom of our hearts, for making our time away worry-free and for showering Leo and Bella with the love they deserve.”

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Hugo R.
Sitter Profile Image: Lisa H.
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Lisa H.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 46 reviews
13 repeat clients
30 years of experience
Newmarket, ON, L3Y

“Thank you Lisa for not only taking good care of Alexa but also patiently cultivating a friendship with her 😊 Communication with cat parent was grear too! Will definitely book again!”

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Jing Y.
Sitter Profile Image: Reba B.
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Reba B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 19 reviews
6 repeat clients
10 years of experience
Aurora, ON, L4G

“My cats loved having Reba come by. I leave on small trips often and my cats were relaxed and happy when i returned. Reba is lovely and I will continue to book with her!”

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Cheri N.
Sitter Profile Image: Matthew M.
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Matthew M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 59 reviews
26 repeat clients
20 years of experience
Aurora, ON, L4G

“Matthew is the best. Highly recommend.”

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dean a.
Sitter Profile Image: Jessica H.
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Jessica H.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
25 years of experience
Newmarket, ON, L3Y

About: I currently own a 3 year old Mini Poo but grew up with Dobermans, cats, birds, a rabbit and had a fish. I potty trained my current dog as we got her as a puppy and I do light grooming on her. I love dogs of all sizes but I definitely have a soft spot for large dogs since i grew up with my Dobs. I love going for dog walks and interacting with the dog however they like to play. Cuddles welcome. I'm currently working part time from home and would love to spend my days caring for animals. I enjoy going for walks and being outdoors. I drive, have a valid G licence, CPR with AED and a valid vulnerable sector screening check. I can drive to your home to care for your pet in their own environment where they feel most comfortable.

Sitter Profile Image: Sara P.
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Sara P.
$36
total per visit
5.0 out of 5 stars
• 80 reviews
34 repeat clients
6 years of experience
Aurora, ON, L4G

“was a bit nervous leaving my senior dog with mobility issues with a sitter but Sara quickly put me at ease with how attentive and communicative she was. thank you Sara for taking such good care of my baby ❤️”

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Lois C.
Sitter Profile Image: Eleni T.
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Eleni T.
$26
total per visit
4.9 out of 5 stars
• 31 reviews
16 repeat clients
5 years of experience
Richmond Hill, ON, L4E

“Eleni is fantastic! She is on time and very friendly. She spends time making sure Lola gets a good walk and gets her business done. Thank you Eleni!”

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Rose F.
Sitter Profile Image: Madison M.
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Madison M.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Newmarket, ON, L3Y

“Madison was wonderful with my dogs and I was completely comfortable leaving them in her care.”

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Andrea F.
Sitter Profile Image: Rose R.
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Rose R.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Newmarket, ON, L3Y

“Rose was fantastic. Highly recommend.”

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Elliot M.
Sitter Profile Image: Simone S.
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Simone S.
$34
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Newmarket, ON, L3Y

About: When I was younger I used to walk the dogs around my neighbourhood, eventually my father got my sister and i our own furry friend and we became his number one and took care of him daily, my sister then took full custody as I decided to move. I then moved and lived in the Middle East and my husband and I decided to rescue a dog over there and bring her over here to Canada. It was a hell of a ride but we did it and it was amazing. She is loving Canada and we are creating our own brand new experiences and loving what Canada has to offer us! I am a personal trainer so my schedule is pretty open as I usually pick and make my own hours. I am available multiple times a day and my fur baby and I are always looking for little fur friends to spend time with! I have my own dog (German Sheppard mix) we do not have a back yard but we do have multiple parks close to our home. We usually like to spend some time in Cedarvale park or Dufferin and Eglinton area. But we are always willing to go for a nice long walk somewhere else or a drive for a fun new adventure.

Sitter Profile Image: Amanda B.
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Amanda B.
$34
total per visit
5.0 out of 5 stars
• 17 reviews
5 repeat clients
15 years of experience
Aurora, ON, L4G

“This was our first time using Rover, and we were nervous! Amanda quickly turned our concerns to comfort - she was loving to our Cat Rooster, had excellent and prolific communication with us, and was prompt and professional. Highly, highly recommend.”

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Elizabeth W.
Sitter Profile Image: simone b.
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simone b.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
4 years of experience
Aurora, ON, L4G

About: My experience & genuine passion for animals makes me a reliable candidate for caring for your pets. With over 4 years of experience working with animals in a variety of animal care settings, I understand the importance of providing safe, attentive & compassionate care. I treat every pet as if they were my own, ensuring they feel comfortable, happy, and well cared for while you're away. I currently work full time at a veterinary clinic, however, I have 2-3 days off each week that I dedicate to pet care services. My experience in a veterinary setting has strengthened my knowledge of animal behavior, health, and well-being, allowing me to provide attentive and reliable care for pets of all ages and needs. At home, I have a fenced yard where your pet can safely play & explore. I also have a 4 year old cockapoo who can provide companionship your fur baby during their stay. When caring for pets in their own home, I do my best to maintain their normal routine to help them feel comfortable and stress-free. When caring for pets in client’s homes, I provide attention & companionship to help reduce any stress while you are away.

Sitter Profile Image: Nancy K.
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Nancy K.
$43
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
Aurora, ON, L4G

About: During the pandemic, I started to foster cats from shelter. I realized these little angels having different characters deeply saved me in the dark time. Then I met my purfect one, a shorthair domestic kitty called Pumpkin. Now I have my own cat at home, happy to pretend that I could have more lol. Before Pumpkin, I also have experience raising cats when I was back at home and at college. Sometimes, I still foster cats for my friends when they are away as Pumpkin is really chill and friendly :) Now I’m living in a nice neighborhood in Aurora, where I have two spare rooms and a decorated basement that will be perfect for me and Pumpkin to host more fur-friends 😝 We welcome healthy and nurtured/spayed cats that don’t need extra medical care and are trained to litter pot. Hope Pumpkin can make more friends so do humans! I’m currently working from home so I’m totally okay to babysit a cat or two with my homie. My schedule is quite flexible every day so I can have time playing and taking care your cats. I’m living in a townhouse with three bedrooms and a basement. The cats will be allowed anywhere in my room except for my yard - in case they escape and become dirty! I have spare rooms that can be used for separation if necessary. For cats, I have cat tree, toys and scratch board for them to play with!

Sitter Profile Image: Gwendolyn D.
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Gwendolyn D.
$13
total per visit
24 years of experience
Newmarket Southwest, ON, L3X

About: Since I was born I have lived in a constant multiple companion household, I have extensive experience caring for pets of all ages and temperaments, from puppies to more senior animals, as well as dogs with behavioral challenges. I’m adept at managing households with multiple pets, whether it’s a mix of cats and dogs . With a calm and compassionate approach, I build trust with pets who are anxious or reactive, helping them feel secure. From supporting training routines to ensuring the comfort of older pets, I adapt to each animal’s unique needs. My goal is to provide dependable, loving care that gives both pets and owners peace of mind. I’m currently working full-time with work from options on Wednesday and Friday. I’m available before and after 9:00 am to 5:00 pm on in person days and full time on Wednesday, Friday, Saturday, and Sunday. When caring for cats and dogs in a client’s home, I prioritize creating a safe, comfortable environment that mimics their usual routine. I follow any instructions you provide, ensuring feeding, exercise, and playtime happen as scheduled. I’m attentive to safety measures, like securing doors and gates, and keeping hazardous items out of reach. I strive to build trust with your animals by using positive reinforcement and gentle handling, especially for shy or reactive animals. I want your companion to feel at ease in their own space while giving you peace of mind that they’re in caring, responsible hands.

Sitter Profile Image: Anastasia K.
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Anastasia K.
$23
total per visit
12 years of experience
Newmarket, ON, L3Y

About: I treat every dog as if they were my own, paying close attention to their unique needs, energy levels, and personalities. Whether it’s administering meds, handling shy or reactive dogs, or simply providing a fun, safe environment—they’re in loving, capable hands. Pet care is a part of my daily life—not just a job, but a passion. I schedule walks and visits throughout the day, with plenty of flexibility to meet each pet’s routine. Whether it’s early morning potty breaks, midday walks, or evening cuddle time, I make sure your pet gets the care and attention they need, when they need it. In a client’s home, I treat the space with the utmost respect and care. I maintain regular updates with photos and messages, so you always know your pet is safe and happy. I’m also trained to recognize signs of stress or illness and act quickly if something seems off. My goal is simple: to make your pet feel loved, safe, and cared for at all times.

Sitter Profile Image: Hayley S.
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Hayley S.
$29
total per visit
5.0 out of 5 stars
• 36 reviews
10 repeat clients
15 years of experience
Aurora, ON, L4G

“Hayley is a lifesaver and is so flexible. Ringo just loves her and I feel very comforted and safe when Hayley looks after our baby.”

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Jenn B.
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Pet parents share their Rover experiences - Pleasantville

1 / 1
5.0 out of 5 stars

Reba was lovely to deal with. She kept in contact and sent us pics of our kittens when she visited. She was prompt and reliable and I hope to be able to use her services again.

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Liz K.
Drop-In Visits
5.0 out of 5 stars

Yujie accommodated my last-minute request and took care of my cats so professionally. She not only made sure they were fed but also spent time playing with them! I felt completely at ease leaving my cats in her care while I was traveling. I would definitely book her again and highly recommend her to anyone looking for a reliable and caring pet sitter!

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Gina T.
Drop-In Visits
5.0 out of 5 stars

Our cat was in good hands with Liu. She messaged us and kept us updated with everything what was going on, the cat food and water, litter activity...also brushed her nicely. We would definitely request her services in the future.

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

Thank you for taking the time to meet Scooter before your first visit with him and for taking in all of his needs.

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

Sheila: Thank you once again for your tender loving care for my boys. A special thank you for that extra attention required for Gandalf. Always over and above. ❤️

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Barbara Y.
Drop-In Visits
5.0 out of 5 stars

Cheryll N was wonderful! She walked and checked in on my dog twice, once in the evening and again in the morning, and I felt very comfortable knowing he was in good hands. She sent me pictures after each visit along with detailed updates about how he was doing, which I really appreciated. Cheryll N was reliable, caring, and kept me well informed. I would definitely recommend her to anyone looking for someone trustworthy to care for their pet. 🐾❤️

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

Madison took amazing care of our cats and provided us with timely updates and photos. Strongly recommended!

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

Kenzy was great with Baxter and her communication was excellent. Would recommend and rebook for future needs!

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Michael K.
Drop-In Visits
5.0 out of 5 stars

We were VERY happy with the excellent service Stephanie provided and the peace of mind she gave us, during the 4 days we were away. She was patient and kind with our 3 cats and tried to learn each of their quirky personalities! She even managed to get our ghost cat, Casper, to come out from his hiding on the 3rd day; something no other cat sitter had been able to do before. Totally recommend Stephanie and would use her services again in the future.

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

My cats just love Isabel and Matthew. They usually aren’t very social with people but I got photos of them interacting with Isabel and Matthew every day. Drop ins were punctual and I always got photos and updates. They were willing to drag the trash to the curb- which was super helpful since I was gone for a while. When my neighbor had an emergency and needed something from my shed- they grabbed it for her. I knew my cats- and home- were in good hands. This is the second time they have done drop in visits with my cats - I would hire them again.

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

was a bit nervous leaving my senior dog with mobility issues with a sitter but Sara quickly put me at ease with how attentive and communicative she was. thank you Sara for taking such good care of my baby ❤️

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

Ariel is wonderful! Our shepherd pup Gus can be a bit aloof and unsure of new people but he has warmed to Ariel quickly and has a blast when she stops in for his pee & plays whilst we are at work! She’s great at following specific schedule needs and is considerate of our home too 💕 Would highly recommend

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Connie K.
Drop-In Visits
5.0 out of 5 stars

If I could leave more then five stars I would, she was amazing with Leo, always on schedule always did more then what I expected, and Leo grew very comfortable with her very fast! I highly recommend Sanaz I will most definitely be using her again in the future! Amazing service

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Jonathan V.
Drop-In Visits
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Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book pet sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet sitting - Pleasantville

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Pleasantville

Frequently asked questions about Rover

Many sitters respond to requests in under an hour. Whether you are planning ahead for public holidays, need last-minute care, or same-day coverage for an urgent trip, you can message multiple sitters at once.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:

  • Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
  • House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
  • Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.

Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pleasantville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

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.

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.

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 Meet & Greet.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.

If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.

For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.

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.

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