Pet Sitting Winnipeg

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 1,034
pet parents in Winnipeg have booked pet sitting

Winnipeg, 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%.

1 / 1
Sitter Profile Image: Titiksha T.
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Titiksha T.
Star Sitter
$29
total per visit
5.0 out of 5 stars
81 reviews
23 repeat clients
10 years of experience
Winnipeg, MB, R3C

Titiksha was absolutely amazing! She kept everything clean, sent me videos and pictures, she messaged me for any concerns. Such a good cat sitter. Thank you so much!!

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France K.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
$23
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R3M

Richard took great care of Millie—would definitely book again!

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Kristen H.
Sitter Profile Image: Nicolle A.
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Nicolle A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
196 reviews
60 repeat clients
10 years of experience
Winnipeg, MB, R3M

Nicolle is great! She always takes excellent care of my cat. She communicates super well and sends great pictures so I can see how my cat is doing. My cat always looks comfortable and relaxed around her. I'd highly recommend her!

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Gina
Sitter Profile Image: Hayley G.
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Hayley G.
$24
total per visit
4.9 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Winnipeg, MB, R2H

Haley is very friendly and conscientious!

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Lisa F.
Sitter Profile Image: Meghan H.
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Meghan H.
$17
total per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
10 years of experience
Winnipeg, MB, R3C

Meghan exceeded my expectations when she watched my little Henry during my recent business trip to Toronto. She was attentive, I knew when she arrived and left due the check in feature she uses. Lots of pictures and always a note to let me know how my kitty was doing. I will definitely be booking Meghan again!!!

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Angie L.
Sitter Profile Image: Brena D.
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Brena D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
128 reviews
44 repeat clients
20 years of experience
Winnipeg, MB, R3A

“Brena was absolutely amazing, and I’m so glad we found her! It was such a relief to know my kitties were well taken care of and loved. They got their outside time, their rubs, and all the attention they needed. The pictures she sent were always the highlight of my day—waking up to them and going to bed with those wholesome images really put my mind at ease, knowing they were getting love every day. Thank you for going the extra mile doing the little you did, I really appreciate it

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Thelma M.
Sitter Profile Image: Carmelle C.
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Carmelle C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
30 years of experience
Winnipeg, MB, R2H

I've used Carmelle multiple times for dropping in to see my cats. They are always excited to see her and I know they are always in good hands

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Ryan Z.
Sitter Profile Image: Sonya D.
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Sonya D.
$34
total per visit
5.0 out of 5 stars
96 reviews
38 repeat clients
8 years of experience
Winnipeg, MB, R2M

Sonya took great care of our little cat (and reptile menagerie) and it was obvious he was comfortable with her. She gave him treats and spent time playing with him. She was punctual and reliable, so I felt reassured about the care he was getting, which made my trip more relaxing.

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Cael R.
Sitter Profile Image: Freya H.
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Freya H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
297 reviews
89 repeat clients
10 years of experience
Winnipeg, MB, R3C

Freya was very kind and did her job well! My dog was a little spooked to have her in the house without us, but Freya handled it well and still made sure my dog was able to be let out. She sent us an update and it gave me peace of mind at my wedding that my dog was cared for!

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Kristina G.
Sitter Profile Image: Arissa R.
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Arissa R.
Star Sitter
$23
total per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
16 years of experience
Winnipeg, MB, R3L

Arissa was fantastic. She took excellent care of our pets while we were away, including administering oral medication. She was consistent, friendly, professional, and bonded quickly with our pets. We were able to go away and feel completely comfortable with the care of pets. Strongly recommend!

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April K.
Sitter Profile Image: Anne D.
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Anne D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
32 reviews
17 repeat clients
5 years of experience
Winnipeg, MB, R2M

Anne did a great job of taking care of our kitties. I appreciated the update and pictures and they were very happy and well looked after when we got home. I would not hesitate to book with her again.

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Jaimee S.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
$23
total per visit
5.0 out of 5 stars
9 reviews
12 repeat clients
3 years of experience
Winnipeg, MB, R2J

Nicole was thankfully available at the last minute and did a great job taking care of our cat, Wall-E. She was reliable, responsive, and made us feel confident that he was in good hands. We really appreciated her help and would gladly book with her again.

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Marcel B.
Sitter Profile Image: Jennifer L.
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Jennifer L.
$28
total per visit
5.0 out of 5 stars
42 reviews
16 repeat clients
18 years of experience
Winnipeg, MB, R2J

My first time using rover and Jennifer was great! Came to meet my pets before hand and gave great updates while I was away. Will be hiring her again in the future!

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Kate S.
Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
$30
total per visit
5.0 out of 5 stars
80 reviews
23 repeat clients
8 years of experience
Winnipeg, MB, R3J

Megan was great! She took such good care of our two cats, Lily and Daisy, while we were away. She sent tons of photos from every visit, which made us feel really at ease — it was so nice to see them happy and relaxed. Megan also went above and beyond to help out with a small issue at the house while we were gone, which we really appreciated. We came home to two chill cats and everything in perfect order. We’d absolutely book with her again and highly recommend her to anyone looking for a caring, dependable sitter!

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Ryan N.
Sitter Profile Image: Emilya S.
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Emilya S.
$28
total per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Winnipeg, MB, R2M

Thanks again, Emilya! Our trip was easier with the peace of mind that came from knowing our cat was well-cared for. As an older cat with diabetes, it's a big deal to have found a go-to pet sitter who keeps him healthy and socialized when we're away.

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Mallory R.
Sitter Profile Image: Lou L.
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Lou L.
$24
total per visit
21 years of experience
Winnipeg, MB, R3J

About: I raised two cats from 8 weeks old, one to age 17 and the other to 18. I also helped raise a yellow Lab from puppyhood through her senior years, when she developed arthritis and hearing loss, so I know how to care for dogs with age-related needs. I currently have a chihuahua corgi mix, and between puppy classes and a family member who's a professional dog agility trainer, I've picked up solid, practical training knowledge. I lived in an apartment for years, so I'm well practiced with calm, consistent leash-only bathroom breaks. Comfortable with puppies, seniors, and everything in between. I'd love to help care for your pet. I am currently working remotely and have schedule flexibility and can take care of your pets within my weekly routine. Depending on the date that you request care, I can be available to stay at your home full-time, i.e. potty breaks every hour, or, on certain weeks, potty breaks every few hours. Please specify how frequently your pet must be let out, and let me know if your pet requires constant supervision - This can be accommodated, depending on the dates. I am unable to care for your pets in my own home but will follow instructions given in order to take care of your pets in your own home.

Sitter Profile Image: Kuljit & Titiksha S.
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Kuljit & Titiksha S.
$26
total per visit
4.9 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Winnipeg, MB, R3C

About: Hi there! We’ve both been surrounded by animals for years, and our hearts are fully claimed by two adorable cats of our own. Titiksha has loved and cared for animals since her teens, from her family dog back home to countless cats she’s doted on over the years. Kuljit officially joined the cat club after meeting Titiksha’s sassy feline, and together we adopted another furball—now we’re happily wrapped around four tiny paws! We adore learning each pet’s quirks, giving them calm, cozy care, and making sure they feel loved, safe, and understood—purrs, head boops, and cuddles included. I (Kuljit) work in and out of house for few hours and my partner (Titiksha) is always home, so there’s always someone around to give your pet attention and care they deserve. Our apartment is spacious, filled with natural light, and has big windows perfect for birdwatching (aka "cat TV") and sunbathing. Your pet will also have two calm and friendly feline companion while staying with me. We also have experience caring for cats with medical needs-whether that's administering medication, special diets, or just a little extra TLC. If your fur baby needs any special attention, we’re more than happy to accommodate and provide the love and care they need to feel safe and comfortable. Your pet's happiness and well-being are our top priorities. We’d love to welcome them into my home and treat them like one of my own while you're away.

Sitter Profile Image: Polina B.
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Polina B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
52 reviews
19 repeat clients
12 years of experience
Winnipeg, MB, R3C

Thanks to Polina again for watching Shaytan! Polina is a great communicator during the drop in visits and does a great job looking after my cat!

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Brian D.
Sitter Profile Image: Billie-Lyn M.
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Billie-Lyn M.
$28
total per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
15 years of experience
Winnipeg, MB, R3L

Billie-lyn was terrific and cat Avocato was well looked after, I highly recommend her!

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Stephen J.
Sitter Profile Image: Jose Francisco G.
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Jose Francisco G.
$24
total per visit
4.8 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R3L

It’s a great comfort knowing Jose will be taking care of Indie and Tucker. He has a calm approach which is appreciated since Indie is still a pup. I would recommend Jose absolutely.

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Genella M.
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The median cost per visit for pet sitting in Winnipeg is $25

Pet parents share their Rover experiences - Winnipeg

1 / 1
5.0 out of 5 stars

I am so comfortable having Pei (Monica) look after my cats. They are shy with strangers, but come out right away to see her and get pets. I am definitely going to book her again!!!

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

We are always impressed with Nicolle's services. Our cat adores her! Thank you so much. I would highly recommend Nicolle anytime.

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

Was awesome! Would definitely book again and she was so quick with communication and great with our pup :)

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

Anne did a great job of taking care of our kitties. I appreciated the update and pictures and they were very happy and well looked after when we got home. I would not hesitate to book with her again.

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

Safia was wonderful with our cat, Wall-E. She stepped in on very short notice, which was a huge help, and kept us updated throughout our time away with messages and photos. It was clear that Wall-E was well cared for, and it gave us real peace of mind knowing he was in such good hands. Safia was reliable, communicative, and genuinely caring. We wouldn’t hesitate to book with her again and highly recommend her to anyone looking for an excellent pet sitter.

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

Jordan was fantastic! Very conscientious and caring about our two cats and making sure they ate & drank and got some love. He even got our fearful boy to come around and accept pets and belly rubs. He was great with communication and sent many photos of his visits. We will definitely book with Jordan again!

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

Titiksha did everything followed by the instructions. She was patient with my cats. She cleaned everything really well. Im satisfied with her service. She also attached all the pictures Thank u for everything, now im relieved and enjoy my vacation for the rest of the days

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Mumtahina Rahman S.
Drop-In Visits
5.0 out of 5 stars

Carmelle was the best since the beginning. We are just so happy to have found her to take care of our fur baby. She was so careful and loving! Thank you so much Carmelle.

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Alex L.
Drop-In Visits
5.0 out of 5 stars

I've had Polina check in on my cats while I was away multiple times now and am always very happy with her services. She gives my cats lots of attention & is thorough with all their needs. I really appreciate Polina & would not hesitate to hire her again!

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

Lucie took wonderful care of my cat Mima while I was away. She stayed and interacted with Mima and sent me photos from every visit. The litter box was clean and the food and water bowls were cared for as well. I will definitely ask Lucie to care for Mima again. I was very happy with her care and kindness that she showed to Mima. I highly recommend Lucie.

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Susan N.
Drop-In Visits
5.0 out of 5 stars

Grace did check-ins weekly with my puppy for several months! She was very organized, flexible with last minute appointment additions, and was great with my puppy and her quarks! A fantastic first experience with Rover and would recommend her to anyone!

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

Arissa was fantastic. She took excellent care of our pets while we were away, including administering oral medication. She was consistent, friendly, professional, and bonded quickly with our pets. We were able to go away and feel completely comfortable with the care of pets. Strongly recommend!

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

Alicia has been a reliable sitter and I have appreciated her patience with my stubborn little senior terrier 🥰

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

We had an amazing experience with Cassandra. She was very kind, patient, and responsible. She made sure our cats were fed, safe, and comfortable during every visit. We also really appreciated the updates—it gave us peace of mind while we were away. Our cats looked happy and well taken care of when we came back. We highly recommend her and would definitely book her again. Thank you so much! 🐾

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

Bunthita and her partner very reliable and great at providing feedback and photos with every visit. Communication was excellent and she was great at getting our shy kitten to play.

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

Memphis provided outstanding care for our kitties and home while we were on a week-long trip. We particularly appreciated her thorough, enjoyable, and helpful daily updates filling us in on all things to do with Dilly + Ozi. She took excellent care to follow our instructions and the cats seemed to really appreciate her efforts (as did we!) We would love to have Memphis provide pet care again soon! Thank you so so much, Memphis!

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Lana N.
Drop-In Visits
5.0 out of 5 stars

Brena is truly amazing. She spent over an hour looking for our cat out of concern. Then she strolled out as if nothing. Diva. Brena texted us immediately out of concern. What a pure animal lover. She is amesone thank you so much from the Jollymore family 😊

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Cylina J.
Drop-In Visits
5.0 out of 5 stars

Jacob has been for 2 meetings and greets before we go on vacation. Our dogs are very reactive but have reacted extremely well with Jacob. We are looking forward to our vacation knowing that Jacob is the right sitter for our pups. Thank you

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

janelle (and mylo) was a fantastic sitter. treated jimmy just like her own. was always punctual and communicative. would definitely recommend to anyone!!

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Alex P.
Drop-In Visits
5.0 out of 5 stars

Thanks again, Emilya! Our trip was easier with the peace of mind that came from knowing our cat was well-cared for. As an older cat with diabetes, it's a big deal to have found a go-to pet sitter who keeps him healthy and socialized when we're away.

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Mallory R.
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.

Meet local sitters who will treat your pets like family

  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 - Winnipeg

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Winnipeg average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Winnipeg

Frequently asked questions about Rover

The average cost for Pet Sitting in Winnipeg on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting 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 Pet Sitting. For more information on service fees, click here .

There are 367 sitters on Rover for Pet Sitting in Winnipeg. About 85% of Winnipeg 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.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or travelling for a few nights, a pet sitter can offer poop breaks during a Winnipeg stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover based on what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Winnipeg 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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.

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.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a veterinary professional or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means Rover Support will work with you to find a suitable replacement as quickly as possible.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:

  • 86% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 100% 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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