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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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%.

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Sitter Profile Image: Titiksha T.
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Titiksha T.
Star Sitter
$27
total per visit
5.0 out of 5 stars
74 reviews
23 repeat clients
10 years of experience
Winnipeg, MB, R3C

Titiksha was amazing with my cats! Came to meet them before we left, and the cats loved her! Will definitely be utilizing her services again :)

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T W.
Sitter Profile Image: Carmelle C.
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Carmelle C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
30 years of experience
Winnipeg, MB, R2H

Wonderful service, followed directions really well. You can tell Carmelle really cares about cats/animals and likes to spend time with them rather than just treating it as work. Would for sure use her services again in the future

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Ryan Z.
Sitter Profile Image: Anne D.
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Anne D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
25 reviews
14 repeat clients
5 years of experience
Winnipeg, MB, R2M

My dog loves Anne. She is so kind with him. She is a great person. I will keep booking her to hang with my Einstein.

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Keri S.
Sitter Profile Image: Billie-Lyn M.
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Billie-Lyn M.
$28
total per visit
5.0 out of 5 stars
14 reviews
5 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: Emilya S.
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Emilya S.
$28
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
15 years of experience
Winnipeg, MB, R2M

This was our first time using Rover and Emilya did a great job with our Finley. She was on time and took great care of Finley while we were away. She sent us update and photos.

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Dianna & Al S.
Sitter Profile Image: Nicolle A.
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Nicolle A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
195 reviews
60 repeat clients
10 years of experience
Winnipeg, MB, R3M

Nicolle is a caring, friendly, and knowledgeable cat sitter. She looked after my 3 cats and was completely at ease with my detailed and somewhat complicated feeding and medication instructions. She played with the cats every visit and sent great updates and photos after each time. I highly recommend Nicolle for any type of pet care!!!

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Melanie F.
Sitter Profile Image: Arissa R.
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Arissa R.
Star Sitter
$23
total per visit
5.0 out of 5 stars
26 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: Kuljit & Titiksha S.
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Kuljit & Titiksha S.
$26
total per visit
4.9 out of 5 stars
15 reviews
5 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: Hayley G.
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Hayley G.
$24
total per visit
4.5 out of 5 stars
3 reviews
25 years of experience
Winnipeg, MB, R2H

About: I've been a pet sitter for over half my life, and have always enjoyed caring for animals. For the past year I have volunteered at the Wpg Humane Society as a Baby Bottle Feeder. This role trained me to provide basic care to the smallest of orphaned puppies and kittens and continue to build my skill set in caring for animals. I have experience with bottle feeing, administering oral medication & pills to senior pets, ear medication, and am comfortable managing insulin for diabetic pets. I currently work 9-330pm, Mon-Fri and am off in July and August (summer holidays). When I am pet sitting I will ensure all of my free time is spent keeping your fur baby(ies) company, so I am typically just out of the home when I'm working. At this time I am only available to care for pets in the client's home. I ensure to always respect your space and maintain a harmonious environment for your pet(s) while they are adjusting to your temporary absence. I will do all I can to make them feel loved and cared for and be aware of the potential for anxiety and depression in this unfamiliar time for them.

Sitter Profile Image: Jordan W.
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Jordan W.
$34
total per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Winnipeg, MB, R3M

Jordan took AMAZING photos of my cat, which will now be his profile photos for everywhere that a cat might need a profile photo. Through the photos and how my cat acted when I got home, I can tell that he was well looked after and given the level of love that he needs

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Emma G.
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
43 repeat clients
20 years of experience
Winnipeg, MB, R3A

Brena went out of her way to take care of, and make our cat Cali, feel like she was loved while we were away. Brena was in contact with us daily and ensured we could rest easy by sending us pictures and videos. Our cat is very shy and tends to hide from strangers. You would never know that as it took Brena no time to establish a relationship and build trust. Thank you so much Brena and also thank you for bringing in the deliveries we forgot we ordered 🤣 Anyone that needs someone to take care of their pet should put Brena at the top of their list…we have! Thank you again Brena. You put our mind at ease while on our family vacation without our 1 family member 😺

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Cylina J.
Sitter Profile Image: Gabrielle W.
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Gabrielle W.
$28
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Winnipeg, MB, R3L

This is the second time Gabrielle took care of Birdie and both times were great! Gabrielle kept things very tidy and I loved the pictures I got every day :) thank you!

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

If I could give 10 stars I would. Megan was absolutely wonderful. She kept us entertained with our fur babies antics, and we loved the pictures she sent. It was so nice to go away and know that our cats were in good hands. We’ll definitely be calling Megan again to care for our babies. I knew as soon as I met her she was an animal lover. Thank you so much Megan and Rover.com. Looking forward to many future bookings with you.

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Lara B.
Sitter Profile Image: Polina B.
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Polina B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
49 reviews
18 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: 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

I can't recommend Jennifer enough for her exceptional pet-sitting services! My dog and cat absolutely love her, and I always feel confident leaving them in her care. She's a fantastic communicator and keeps me updated with pictures and status reports during her visits. I've never had any issues with her, and I would recommend her to anyone in need of a reliable and trustworthy pet sitter. If you're looking for someone who will treat your pets like family, look no further!"

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Bart I.
Sitter Profile Image: Freya H.
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Freya H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
295 reviews
88 repeat clients
10 years of experience
Winnipeg, MB, R3C

Freya did an amazing job! Warm, friendly, responsible, and conscientious. Cat care was outstanding. And communication was detailed and timely. I will definitely hire her again!

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Jeremy F.
Sitter Profile Image: Ann N.
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Ann N.
$23
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Winnipeg, MB, R3H

About: I’ve been a lifelong dog lover and have had the privilege of raising both rescue dogs and a purebred Golden Retriever over the years. Each one has shaped how I care for animals—with patience, understanding, and a lot of love. In our home, pets truly are family. Their happiness, comfort, and well-being are always a top priority, just as if they were children. I understand how important it is to trust someone with your dog, and I take that responsibility seriously. I’m known for being kind, conscientious, and reliable—not just with dogs, but with people too. I’ll always communicate clearly, show up when I say I will, and make sure you feel confident your pet is in good hands. I’m currently working part-time, which allows me to dedicate quality time and attention to the pets in my care. My approach is simple—I care for every pet as if they were my own. That means plenty of exercise tailored to your dog’s individual needs, along with a strong focus on mental stimulation through enrichment, play, and engagement—not just walks. In a client’s home, I respect your pet’s routine and environment, keeping things as consistent as possible to reduce stress. I make sure they receive plenty of attention, exercise, and mental stimulation, while also giving them the patience and calm presence they need to feel at ease. I care for every pet as if they were my own—prioritizing their comfort, happiness, and well-being at all times.

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

Thanks Nicole for looking after my 2 dogs while I was away for the day!

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Bonnie S.
Sitter Profile Image: Cassandra C.
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Cassandra C.
Star Sitter
$15
total per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
20 years of experience
Winnipeg, MB, R3C

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.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
$23
total per visit
20 years of experience
Winnipeg, MB, R3M

About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.

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

Pet parents share their Rover experiences - Winnipeg

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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

Nicolle was super flexible- visiting our 2 cats short notice in our new home. She provided timely updates and our cats were very well cared for.

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Karen M.
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

My dog loves Anne. She is so kind with him. She is a great person. I will keep booking her to hang with my Einstein.

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

We have been gone a month….we have two cats one is elderly and needs meds…..Ellen did such a wonderful job with her and my other cat ….cats were happy the house was kept neat….i would recommend her and I am looking forward to having a future with her as my cat sitter

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Nancy S.
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

Monica was so wonderful to have look after our 3 cats. She sent a lot of photos and was very communicative. We look forward to hiring her again in the future 🥰

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Jordana H.
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
5.0 out of 5 stars

Perfect pet sitter who goes above and beyond for the little fur babies. I would recommend for anyone who is nervous their dog may be shy, he was great at getting goober to warm up to him so fast.

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

Khushpreet K. Did great taking care of my fur babies and everything was in order when I returned home! Happy to have had her be able to help us out and would recommend her!

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Kali D.
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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winnipeg average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Winnipeg

Frequently asked questions about Rover

There are 373 sitters on Rover for Pet Sitting in Winnipeg. About 87% 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:

  • 88% of sitters can help with special care needs
  • 94% 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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