Pet Sitting Windsor

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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Over 225
pet parents in Windsor have booked pet sitting

Windsor, 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: Gwenyth H.
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Gwenyth H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 132 reviews
38 repeat clients
16 years of experience
Windsor, ON, N8X

“I’m very happy with the care my cat received. She followed all of my instructions carefully and completed the basic care exactly as requested. Knowing my cat was safe made my trip much less stressful. I really appreciate her help and would happily book with her again. Highly recommended!”

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Sarah N.
Sitter Profile Image: Jaida M.
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Jaida M.
$26
total per visit
5.0 out of 5 stars
• 12 reviews
6 repeat clients
15 years of experience
Windsor, ON, N8S

“Jaida provided excellent care for my cats on two occasions. I appreciated her sending me updates and photos after each visit. She followed the routine and care instructions well and the cats seemed relaxed when I returned. I was very pleased with the service and would highly recommend Jaida. Thanks again!”

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Emily J.
Sitter Profile Image: Anifah T.
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Anifah T.
$23
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Windsor, ON, N8W

“I was nervous leaving for 10 days when my regular sitter was not available. I wasn’t really sure how this all worked but everything went well! Anifah did a great job”

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Beth S.
Sitter Profile Image: Rawan A.
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Rawan A.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 44 reviews
21 repeat clients
2 years of experience
Windsor, ON, N9G

“We met Rawan before having her drop-in to visit with our dog for 30 minutes. It all went great and we’re looking forward to using Rawan as a dogsitter! She is very respectful and her communication is excellent.”

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Darcy C.
Sitter Profile Image: Manu S.
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Manu S.
$28
total per visit
5.0 out of 5 stars
• 26 reviews
9 repeat clients
20 years of experience
Windsor, ON, N9E

About: My family has always had dogs in the house and mostly 2-3 of them, different breeds and different sizes and we have always considered them family. I have been taking care of dogs for family, friends and acquaintances for over 15 years. I am animal lover and they are best friends you can have. I can go hours talking about the pets I have had and people think I am talking about kids. They are our furry babies who give unconditional selfless love to everyone! I currently work from home and have very flexible schedule. I am home most of the time and would love to have friends with paw to keep me company. I live in bungalow with fenced backyard. It is quiet, peaceful place for your fur baby. Any instructions you leave for me will be followed with the utmost care to keep your little buddy happy!

Sitter Profile Image: Melissa M.
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Melissa M.
$23
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
Windsor, ON, N8Y

“Melissa was a great sitter and provided updates with each daily drop-in over our time away. She loves cats and will make sure your loved one gets the attention they need. Could not be happier knowing our cat was in her hands. Will book again 🙂”

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Michael D.
Sitter Profile Image: Eleanor K.
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Eleanor K.
$18
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Windsor, ON, N9C

“Really on top of everything, making sure she knows where everything is and the cats’ general routine before arriving, even made sure to double check with me when they got overexcited for their food. My usually shy cats warmed up to her quickly, and judging by the pictures had a great time, I’ll definitely be hiring Eleanor again when I go away.”

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Shannon C.
Sitter Profile Image: Jordan H.
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Jordan H.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Windsor, ON, N9A

“Jordan was awesome, great with our dog Douglas and he was able to accommodate us on short notice. Would definitely recommend him and happy to have Jordan care for our pup anytime. Thank you!”

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Lyndsay A.
Sitter Profile Image: Abby P.
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Abby P.
$28
total per visit
4.9 out of 5 stars
• 15 reviews
2 repeat clients
30 years of experience
Windsor, ON, N8Y

About: I've been a dog lover my entire life and have helped family and friends care for their dogs many times. I have a large dog that is at my house half of the time, it is possible for me to watch your pet without another dog in the house if necessary. I work from home most of the time and have a very flexible schedule so I am available to play with and walk your pet often. I have a fenced yard and a large breed dog with me half of the time. It is possible for me to care for your pet without alone if necessary.

Sitter Profile Image: Janet A.
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Janet A.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
16 years of experience
Windsor, ON, N9G

About: I have raised two dogs from puppies. I am a believer in the exercise/discipline/affection cycle of raising calm dogs. I can ride a bike during dog walks (if trained or I can train). I am retired, and can help your family out if you are at work/school during the day. I can do an evening visit if that works with your family (e.g., after dinner). I will walk and play with your dog as needed, following the cycle of exercise, then discipline and then affection. I am in good shape, and can handle a few good walks per day.

Sitter Profile Image: Victoria O.
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Victoria O.
$42
total per visit
4.8 out of 5 stars
• 19 reviews
6 repeat clients
20 years of experience
Windsor, ON, N9A

“Victoria is an actual hero. Our cat has diabetes and we recently were given new instructions/insulin dosage from our vet, which we passed onto Victoria. She followed every instruction to the tee and sent us pictures and updates of Louis, on time. One night, Louis became hypoglycaemic (this was because of the instructions we were given by our vet, NOT because of Victoria's care). Because of her experience, Victoria knew exactly what to do. She called us to let us know what was happening, put honey on Louis' gums, and took him to the ER. The doctors at the ER said that if VIctoria hadn't known to put honey on Louis' gums, he would not have survived. Victoria saved our cat's life. We will forever be grateful to her. Of course, we feel awful that she was put in that position...but we believe if anyone else was in her position, Louis would not be alive today. We are continually updating Victoria on Louis' recovery, as she genuinely cares for his well being. She is a wonderful, caring spirit with the most important skills for exceptional care of a pet. 100% recommend. THANK YOU VICTORIA.”

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Bridget T.
Sitter Profile Image: Lee & Linda T.
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Lee & Linda T.
$23
total per visit
5.0 out of 5 stars
• 1 review
35 years of experience
Windsor, ON, N8Y

About: I have loved and cared for 4 family dogs. Very much miss a dog in my life. At present caring for grand dog on weekends through the summer. My wife and I are retired, have the time to care for your fur babies. Love to take long walks and very active. Always enjoy the company of a 4 legged friend Large shaded fenced yard. Park across the street for long walks or playing catch. Home is smoke free as well as safe for animals. Is air conditioned and clean. Also, no stairs so suitable for older dogs.

Sitter Profile Image: Jamie & Danae G.
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Jamie & Danae G.
$23
total per visit
5.0 out of 5 stars
• 60 reviews
20 repeat clients
10 years of experience
Windsor, ON, N8P

“Danae is wonderful! She sent me pics everyday with a status update and even watered our plants and brought in the mail. I know my loves are in good hands with her when we leave which makes leaving them so much easier on my kitty mama's heart. ?”

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Jennifer C.
Sitter Profile Image: Bill M.
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Bill M.
$23
total per visit
5.0 out of 5 stars
• 11 reviews
7 repeat clients
29 years of experience
Windsor, ON, N8P

About: I have a literal lifetime of experience with dogs. From the moment I was born to now, I've never gone more than a few months without at least one dog in my life. Most have been rescues, so I know how to deal with shy or sensitive dogs. I've even had experience taking care of dogs with special needs and handicaps, as well as seniors. Without any major obligations at the moment, I'm free to focus on taking care of your pet to the best of my ability. I'm already the primary caregiver for my own two dogs, so it's something I'm going to be doing anyway. I take the safety of animals extremely seriously. I will always seek to learn about a prospective client's specific needs and limitations. I am very protective of my own dogs- possibly to the point of excess in some cases- and you can be sure that I will extend that to any dogs in my care, regardless of duration.

Sitter Profile Image: Macy G.
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Macy G.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
LaSalle, ON, N9J

“Macy helped us out when we were stuck and we will definitely use her again. She made sure she knew all of Glenn’s needs ahead of time and sent a picture and a nice message about him :)”

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Terran F.
Sitter Profile Image: Sadie D.
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Sadie D.
$28
total per visit
10 years of experience
Windsor, ON, N8X

About: I have lived with and grew up with dogs all my life. I currently have a doberman and prior to that had labradors. I have worked with hunting dogs and sporting dogs. I have also fostered police dogs until they find their forever home. I love dogs and understand their needs and quirks. I am currently working from home and a professional golfer. I will be home from mornings to late afternoons before spending a few hours at practice in the evenings. This can be tailored depending on pets needs. I will walk and play with your pet. Allow them to have the naps they need and give them love. You let me know what they like and don't like and I can make it so they love there time away from home. A home away from home :)

Sitter Profile Image: leah m.
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leah m.
$34
total per visit
8 years of experience
Windsor, ON, N9G

About: i specialize in babysitting large breed dogs! i really like to work on basic dog skills but i have a love for all animals. i’ve had dogs, cats, fish and rats. im available most days after 3pm until the end of the school year Im finishing my last year of high school it never hurts to ask if im available during the day, if my schedule allows it. I only offer services in the clients home and walks. I can come to your home and care for your pets. I am available for overnights stays if needed.

Sitter Profile Image: Jane G.
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Jane G.
$34
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Windsor, ON, N0R

About: Leaving your pet with someone new is a big decision. My goal is to make it easy by providing dependable care, regular updates, and a safe space with a fully fenced yard where your pet can relax, play, and feel at home. 🐶Reliable & Routine-Focused I stick to your pet’s normal schedule, keeping their days familiar, comfortable, and stress-free. 🏡 Plenty of Love & Attention I’m home all day, so your pet gets 24/7 supervision, companionship, playtime, cuddles, and care 🩺 Extras Experienced in caring for senior pets, puppies, rescues, shy or anxious pets and reactive pups -also comfortable with administering medications (*’orally) *note that extra charges may apply 📸 Updates You’ll Love Enjoy regular photos, and messages, plus quick communication so you always know how your fur baby is doing. 💛 A Calm, Safe Home Your pet will be treated like family in a peaceful, loving environment where they can relax, feel secure, and truly enjoy their stay. Pet care fits easily into my daily routine — Im home during the day, and always ready for walk breaks, playtime, and check-ins. Your pet gets consistent attention, plenty of affection, and a calm, reliable presence they can count on. I’m pretty flexible and will do my best to accommodate those last minute requests. 🐾 I live in a home with a fully fenced in yard in the heart of Walkerville. It’s a very safe neighborhood with lots of scenic roads perfect for daily walks. I have a cat and a dog myself , so I could only accommodate up to 3 additional pets at a time.

Sitter Profile Image: Mara P.
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Mara P.
$34
total per visit
8 years of experience
windsor, ON, N8R

About: Dogs have been a huge part of my life for years, and caring for them is something I genuinely love! 🐶 From energetic puppies who want to play all day to senior pups who prefer a quiet cuddle, I’m comfortable adapting to whatever makes your dog happiest. As a Registered Veterinary Technician, I also have hands-on experience caring for pets with different medical and special care needs. Your pup will get plenty of attention, patience, exercise, and of course, lots of love while they’re with me! 🐾❤️ I work full-time during the week, but I’m able to visit pets during my lunch break and provide overnight care after work. Weekends are much more flexible, and I’m usually available for daytime visits as well as overnight stays. I’m happy to work with your pet’s routine and make sure they get plenty of attention, exercise, and love while you’re away! 🤍 As a Registered Veterinary Technician, your pet’s safety and comfort are always my top priorities. I’m experienced with dogs of all ages, sizes, personalities, and medical needs, and I’m comfortable recognizing changes in behaviour or health. I provide a calm, clean and loving environment where pets can feel comfortable and cared for. I’ll also follow your instructions and your pet’s normal routine as closely as possible, so they feel right at home! 🐶❤️

Sitter Profile Image: Sandor T.
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Sandor T.
$28
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Belle River, ON, N0R

About: I’ve taken care of my dog, nicely and well, and also I trained it. She became the smartest dog what neighbourhood's were seen. I have a job with a flexible schedule, so I have plenty of free time. I enjoy spending time in nature and think it would be a perfect fit to go with dogs I have an animal-friendly home with a nice backyard, and I'm happy to walk dogs or care for them there. I am also willing to visit clients' homes.

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The median cost per visit for pet sitting in Windsor is $25

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

I had a wonderful experience with Dora! Communication was smooth and easy from the very beginning, and she was always quick to respond to messages. She was responsible, reliable, and genuinely caring throughout the entire process. She followed all the instructions carefully and made sure my dogs were well taken care of. I really appreciated her attention to detail and the peace of mind she gave me while I was away. I would absolutely recommend Dora and would happily book her again!

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Qing X.
Drop-In Visits
5.0 out of 5 stars

Gwyneth watched our three cats while we were on vacation. She also fed them wet food and cleaned the litter boxes! She was very easy to communicate with and offered an initial meet before having her come watch the cats which was very appreciated. Would definitely recommend:)

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

Jeannette took fabulous care of our cats. She brought them presents, sent amazing pictures, made sure their water and food stayed full and fresh. And as a bonus, we came home to a fresh, clean cat box

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

Leidy was a wonderful cat sitter. She provided detailed updates throughout her visits, which gave me great peace of mind while I was away. Both of my cats were very well cared for, and it was clear that she took the time to make sure they were happy and comfortable. I would absolutely recommend Leidy to anyone looking for a reliable and caring pet sitter, and I would happily book her again!

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

Randi was a great friend to our senior cat and gave her some extra time. Randi is great with communication and responding. If you have particular instructions, it may be best to mention them to her verbally.

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

Melissa was great with my two cats! She knows how to deal with cats, she is loving and caring, gave them lots of attention and play time. She also made sure they were eating and drinking, shes reliable and kept me posted on how things were. That allowed me to enjoy my time away a lot more, knowing I didn't need to worry about my furry babies and that they were in good hands.

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

I was nervous leaving for 10 days when my regular sitter was not available. I wasn’t really sure how this all worked but everything went well! Anifah did a great job

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

Jordan was awesome, great with our dog Douglas and he was able to accommodate us on short notice. Would definitely recommend him and happy to have Jordan care for our pup anytime. Thank you!

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

Every visit reminds me why I keep booking with her. She’s trustworthy, kind, and incredibly thorough. My cats are comfortable with her, and she always goes the extra mile. The fact that she even trims their nails says so much about the level of care she provides. 🌟🌟🌟🌟🌟

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

Sydney did a great job watching my senior cat Jack. He mainly needs attention, and she spent the full 30-minute session after basic needs were taken care of giving him cuddles and spending time with him. I came back to find everything in order and a happy cat. I would absolutely book her again and recommend her!

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

I could not have asked for a better sitter for my cats. Dan was wonderful. He had to administer meds and feed them. He provided me multiple updates daily. My house was safe. He must have created a safe space because my cats stopped hiding from him and let him pick them up. I will forever be thankful for Dan. I was really stressed as my one cat was ill before I left but Dan made me feel so much better about leaving. Well worth the price

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Justine O.
Drop-In Visits
5.0 out of 5 stars

Luis took excellent care of my two cats while I was away for the holidays. I cannot recommend him enough, and I will definitely be requesting his care for any future trips I need to make!

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

Michelle & her daughter were absolutely wonderful to work with — very communicative and proactive and took excellent care of my buddy while I was at work on some long shifts :) Highly, highly recommend and will absolutely book again!

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Olivia S.
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

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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.

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 - Windsor

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Windsor average 4
repeat pet sitting clients

FAQs for Pet Sitting - Windsor

Frequently asked questions about Rover

The average cost of Pet Sitting in Windsor is $26 per visit as of November 2026. Most bookings cost between $20 and $34 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 135 sitters on Rover for Pet Sitting in Windsor. About 75% of Windsor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

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 Windsor 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. On Rover:

  • 88% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 96% 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.

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