Dog Sitting Winnipeg

Book a Winnipeg dog sitter to watch your dog in your sitter’s home or yours.

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Over 411
pet parents in Winnipeg have booked dog sitting

Winnipeg, Find top rated dog 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: Hayley B.
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Hayley B.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Winnipeg, MB, R2M

About: I currently work at a doggy daycare and am in school to become a veterinary assistant, so I have experience caring for all different kinds of dogs and animals! I have 2 dogs of my own, one is a puppy I’m raising, and they are just the sweetest things. I work 1 day a week, so other than that all of my time is free and flexible to work around your schedule and your needs! I promise to take as good of care of your fur babies as I do of my own! I care for them in the comfort of your own home! So they don’t need to get used to a whole different environment. I do daily drop-ins, dog walks, and overnight pet sitting.

Sitter Profile Image: Victor R.
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Victor R.
$28
total per visit
4.9 out of 5 stars
• 15 reviews
7 repeat clients
15 years of experience
Winnipeg, MB, R3L

About: Nothing is more precious than your pet’s safety and well being and so is your peace of mind when you are away. Let me provide a home for your pet or keep him/her at home. Safe and well looked after. I have the time, the love and will to keep your pet safe and well looked after. That’s is a commitment you can trust. I am a previous dog dad and I’m able to care for puppies as well as senior dogs. Experienced at house breaking puppies and providing schedule and structure to their day. Over the years, I have looked after friends and families pets. Both short and long term. Sometimes up to 6 weeks in a row. I am retired and free to go anywhere.

Sitter Profile Image: Joyce T.
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Joyce T.
$24
total per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3T

About: With over 2 years of pet care experience, I bring a wealth of expertise and a genuine passion for furry companions. What sets me apart from other sitters is my commitment to going the extra mile. Not only will I provide exceptional care for your pets, but I also offer house sitting services, ensuring that your home remains maintained and clean throughout your absence. From energetic puppies to playful younger dogs, I have ample experience and a deep understanding of their needs. I love taking pets for drives to parks, indulging in fun-filled play sessions, and creating memorable adventures. Additionally, I specialize in handling needy dogs, offering the patience, attention, and affection they require. Your beloved pets will receive top-notch care, companionship, and an abundance of tail-wagging joy in my capable and loving hands. While I may have obligations as a student, I make it a priority to allocate quality time and attention to each and every furry friend under my care. I devote myself entirely to the well-being and happiness of your beloved pets. Whether it's long walks, interactive play sessions, or simply providing them with the love and companionship they deserve, I ensure that they receive the utmost care and affection during our time together. Your lovely pets will never feel neglected or alone, as I strive to create a nurturing and engaging environment for them despite my schedule. Their happiness and comfort are always at the forefront of my mind, and I am dedicated to making every moment with them a joyful one. Safety, trust, and creating a secure environment are my top priorities when it comes to caring for pets, whether it's in my own home or at my clients' residences. I understand the importance of providing a nurturing and hazard-free space for our furry friends. In my home, I have taken extensive measures to ensure a safe and pet-friendly environment. I strive to create a space where pets can roam freely and play without worries. Additionally, I have a keen eye for maintaining a clean and sanitized environment, minimizing the risk of any allergies or infections. When caring for pets in their own homes, I treat their surroundings with the same level of care and respect. I make it a point to familiarize myself with their home setup, ensuring their safety by adhering to their specific routines and any instructions provided. I am dedicated to earning the trust of both the pets and their owners, providing regular updates and open communication to keep everyone informed and at ease. Rest assured that when your beloved pets are in my care, they will be surrounded by a secure, loving, and trustworthy environment where their well-being is my utmost priority.

Sitter Profile Image: Kiersten K.
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Kiersten K.
$23
total per visit
14 years of experience
Winnipeg, MB, R3N

About: My education is in zoology and I have worked with dogs throughout my life. I am a dog owner myself, love staying active with my pooch, and love staying up-to-date about the best practices in dog training and welfare. If I have a free moment, it's yours to book! I would be delighted to spend time with your pets whenever I can. Right now, my availability is very open and I would love the chance to work with you and your pets! When I show up, I am ready to play, train, head outside, or walk around the block. I would be more than happy to take your fur baby to the park if that is something you would like! When I'm with your pet, I treat them like my own with love and care. A walk with me is fun, safe, and enjoyable for both myself and your pets. Where we go, for how long, and any training is up to you. I will do everything I can to make sure the walks or visits are exactly as you would like. This is important to ensure continuity in your pet care, routines, and training.

Sitter Profile Image: Salena H.
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Salena H.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Winnipeg, MB, R3G

About: I currently don't have a dog but want one of my own in the future. I've taken care of many dogs over my life. From puppies to old guys that need medical attention a few times a day. I love dog walks and missing my daily dose of doggies. So what better way to spend my time? My last dog was very high energy and needed 2-4 walks a day. So your pet would get lots of exercise with me. I love cuddles, giving lots of belly rubs and just so much love. I try my best to keep up with the owners habits and training of their pet. Ex. Using certain words, signals, whistles, eating times and walk schedule. I'd send you lots of pictures of us out and about.

Sitter Profile Image: Eliza B.
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Eliza B.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
16 years of experience
Winnipeg, MB, R2K

“Eliza has been a great help while I'm busy with long on call shifts at work. My pooch looks forward to his visits with her and it's a great reassurance knowing he's in good hands. Eliza is quick to respond and does a great job to accommodate our scheduling needs. Thanks so much!”

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Andrew
Sitter Profile Image: Burgess M.
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Burgess M.
$23
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Winnipeg, MB, R3G

About: I have over 7 years experience working with dogs. 4 years experience full-time dog walking and worked at a pet rescue shelter for 2 years. Your furry family member will be in good hands with me! I am currently working dog walking and am away 3 to 4 hours on weekdays. Otherwise I'm home with my dogs and yours. Dogs can be left out in home or crated depending on their training. I have a fully fenced in yard with room for your pup to play or relax with my 2 dogs. Your dog will be part of our family while staying in our home and treated as such.

Sitter Profile Image: Craig W.
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Craig W.
$30
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Winnipeg, MB, R2M

About: Hi, I’m Craig! I genuinely love caring for animals and helping pet owners feel at ease while they’re away. My goal is simple: make sure your pets feel safe, happy, and well cared for in their own home. I’ve cared for dogs, cats, fish, and even chickens while traveling and living across Canada, the U.S., and Mexico. I’m calm, attentive, and reliable, and I treat every pet as if they were my own. I also practice Animal Reiki, which can help sensitive or anxious animals relax while you're away. I’m happy to send photo updates so you can relax knowing your pets are doing well. I’d love to meet you and your pets! I run my own business and have a very flexible schedule, which allows me to stay at your home for a single night or for longer stays—whatever your pets need. I love taking dogs for walks or playing with them in the house. I love sitting and being still and enjoying the company with your fury friend. I have experience with animal Reiki and animal message. I have experience giving your pet medication orally, if needed.

Sitter Profile Image: Sarah M.
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Sarah M.
$25
total per visit
5.0 out of 5 stars
• 16 reviews
7 repeat clients
20 years of experience
Winnipeg, MB, R3M

“Sarah took real good care of our pet Inigo while we were away for a few days! Also watered the plants for us and was good communicator. I’d ask her to watch our pet again!”

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Harshil T.
Sitter Profile Image: Angela S.
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Angela S.
$24
total per visit
30 years of experience
Winnipeg, MB, R3G

About: I've been a cat owner for most of my adult life and have also done cat sitting, dog walking/sitting for friends and family over the years. Starting at the end of August I'll be working part-time (4 days per week) and can do early morning visits/walks or late afternoon early evenings. I treat all my own and other's pets with lots of love. I generally prefer animals to people and most people would say I'm a natural with animals.

Sitter Profile Image: Aalisha P.
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Aalisha P.
$24
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Winnipeg, MB, R2M

About: I grew up with birds and cats! My kitty is a year younger than me. I have 10+ years in experience with pet and babysitting x My availability is quite flexible! I prefer working in the afternoon or evening. However I don’t mind mornings! I am usually free on weekends x I have a 21 year old cat! She cannot eat dry food. Due to her age she most likely has dementia.. in order to make it easier for her we have two litterboxes x

Sitter Profile Image: John A.
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John A.
$23
total per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Winnipeg, MB, R3E

About: I provide reliable, attentive care for active and playful dogs, making every walk, drop-in, or play session safe, fun, and tailored to their needs. I’m experienced with puppies and high-energy adult dogs, ensuring plenty of exercise, play, and mental stimulation, while also offering calm, structured attention. Detail-oriented and dependable, I follow each dog’s routine and provide love, care, and regular photo updates so you always know your pet is happy and safe 🐶 I have a flexible schedule and am happy to accommodate walks, drop-ins, and play sessions at times that work best for you and your dog 🎾 Whether it’s a morning stroll, an afternoon visit, or a quick play session, I can adjust my day to make sure your furry friend gets the attention and care they need 🐾 When caring for pets, their safety and comfort are my top priorities. During walks, I keep dogs on secure leashes, watch for hazards, and make sure they get exercise in a safe and controlled way. During drop-ins, I follow each pet’s routine, provide food, water, and attention, and ensure they are happy and secure in their own home environment. I always treat your home with respect and make sure pets feel calm, comfortable and cared for 🏠

Sitter Profile Image: Maria D.
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Maria D.
$39
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
29 years of experience
Winnipeg, MB, R3L

About: I've been taking care of animals since I was 5 years old, and have continuously cared for many pets ever since! I used to work at Pet Valu, and am trained in health, diet, and grooming for dogs, cats, and small animals. I also have formal training for first aid and CPR, and am skilled in training puppies, ensuring well-behaved, happy pups! I work very close to home at Monday to Friday, 8-4, so I get to spend lots of time and attention with your pets when I'm off! My weekend are pretty much free so I have lots if time to spend with your fur-baby!! I live in an apartment accessible by one flight of stairs with lots of green space and walking opportunities at my doorstep, and I regularly take my French Bulldog 'Nugget' to a dog park only 10 minutes away. I also have access to a dog wash station should your pupper get particularly messy (or just want a nice cleaning)! I'll be sure to take many lovely pictures and videos of your pet loving life. Looking forward to meeting you and your fur baby😊

Sitter Profile Image: Madly F.
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Madly F.
$45
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
13 years of experience
Winnipeg, MB, R3A

“Highly recommend! My cats love her”

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charity h.
Sitter Profile Image: Mykola K.
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Mykola K.
$28
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
1 year of experience
Winnipeg, MB, R3C

About: I have hands-on experience caring for pets of different ages and temperaments, from energetic puppies to calm senior animals. I’m attentive to routines, feeding schedules, and behavioral cues, and I always prioritize a pet’s comfort and safety. I’m patient, reliable, and quick to adapt to each pet’s individual needs, whether that means extra playtime, gentle senior care, or basic training reinforcement. I treat every pet as if they were my own. At the moment, I am not busy with my main job, so I can devote as much attention to the animals as you need it. I provide pet care exclusively in the client’s home, where pets feel most comfortable and secure. I strictly follow all instructions given by the owner, including feeding schedules, walks, medication if required, and household rules. I make sure the environment remains safe and familiar, with no access to harmful items or restricted areas. I respect the pet’s usual routine, minimize stress, and provide attentive supervision and care. Trust, safety, and the pet’s well-being are always my top priorities.

Sitter Profile Image: Denae E.
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Denae E.
$25
total per visit
5.0 out of 5 stars
• 16 reviews
3 repeat clients
9 years of experience
Winnipeg, MB, R2J

About: I have only recently begun expanding who's animals I take care of but have been taking care of my personal pets all my life. I have experience with cats, dogs, small mammals and amphibians. I have cared for all ages of pets including newborns and geriatric. I can handle administering medications of different sorts. I have first aid training, human and animal. If you have a specific way of doing things that you'd like continued I am more then happy to do so. My main concern is that your family member is well taken care of whether it be for an hour, a day or several days at a time. I have a schedule that is constantly changing. I am doing a training program come early 2025 so my schedule will be tighter than it is now but I will still try to arrange you to fit in. Keeping your pet safe is a big concern. I always check collars and leashes prior to use to ensure their functionality. I do have a dog who loves playing with others if yours needs a companion.

Sitter Profile Image: Lovepreet B.
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Lovepreet B.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
5 years of experience
Winnipeg, MB, R2G

About: Hi! I’m a dependable and caring dog lover who understands how important it is to know your pet is safe, happy, and well cared for while you’re away. I enjoy spending time with dogs of all personalities, whether that means walks, playtime, cuddles, or simply keeping them company and comfortable in their routine. I’m attentive to each dog’s individual needs and always follow feeding schedules, exercise routines, and any special instructions carefully. I’ll also keep you updated with messages and photos so you can feel confident your dog is in good hands. My goal is to make every dog feel relaxed, loved, and treated like family. I look forward to meeting you and your pup! I have a hybrid work schedule, which allows me to be home for most of the week and provide plenty of attention, supervision, and companionship throughout the day. I also have flexibility in my schedule and can adjust my work hours when needed to help accommodate your fur baby’s routine, including walks, feeding times, potty breaks, playtime, and medication schedules if required. I understand that every dog has different needs and energy levels, and I’m happy to provide a calm, comfortable, and caring environment where they can feel safe and relaxed while you’re away. Whether your dog loves active play, relaxing naps, or lots of cuddles and attention, I’ll make sure they feel right at home. I have a fully fenced yard with a park connected right behind my backyard, giving dogs plenty of space for safe outdoor time, play, and walks. It’s a great environment for dogs who enjoy fresh air, exploring, and getting their energy out in a secure area. I also have one small, friendly dog who can help keep your pup company and make them feel more comfortable during their stay. I always make sure pets are introduced carefully and supervised to ensure everyone feels safe, relaxed, and happy. Whether your dog enjoys playing with other dogs or prefers a calmer environment, I’ll do my best to make them feel at home and cared for like family.

Sitter Profile Image: Cael R.
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Cael R.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 52 reviews
8 repeat clients
35 years of experience
Winnipeg, MB, R2V

“Cael took excellent care of our 2 cats, as always. We have booked her multiple times and have always had an amazing experience with her. Her communication is wonderful and sometimes my cats can be a bit shy with people but both of them feel very comfortable with her and that's all a fur mom can ask for.”

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Kristina S.
Sitter Profile Image: Sidra T.
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Sidra T.
$26
total per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
2 years of experience
Winnipeg, MB, R3T

“Sidra was great! She always spent extra time with our kitty, followed directions, and sent pictures. No compliants! Would definitely hire again! ?”

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Angela C.
Sitter Profile Image: Signy H.
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Signy H.
$34
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Winnipeg, MB, R3G

“Signy was very good at taking care of my puppy while I was away. She was very patient with my puppy who is in her little shark phase. Signy also keeps you updated to see how your puppy is doing. I recommend signy for people’s pets.”

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Kirstine H.
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The median cost per visit for dog sitting in Winnipeg is $25

Dog parents share their Rover experiences - Winnipeg

1 / 1
5.0 out of 5 stars

We were able to book Misilyna for a double check in and she was great with Pico. I’d highly recommend her to care for your pets.

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

Carmelle has been excellent to work with, and our little puppy has taken very well to her in just a short time!

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

Nicolle was such a pleasure to connect with. Extremely communicative & kind. There was an inconvenience (I forgot to check that alarm was off for her) and she handled it so well - ensuring my pup was priority & comfortable while being resourceful and understanding with me. I 100% would recommend Nicolle & hope to use her again!

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

Anne came over for some pop-ins for a weekend and we couldn’t be happier with how it went! Leaving your dogs in the care of someone else can be stressful but she put us at ease and the dogs thoroughly enjoyed their time with her. They were very well cared for and got lots of play time in while we were away. She was so so great! Very communicative and sent lots of pictures and detailed reports! Would absolutely trust her with our dogs any time!

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

Meghan was fantastic. She came over and got the lay of the land. I have an older dog with health issues and she took very good care of him. Filled out the cards with photos, the dog is older and she took that into account. All I can say is excellent, really took the anxiety down for me.

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

Ann was amazing. She was very responsive and easy to communicate with. My dog loved her. Thanks Ann

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Trevor G.
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

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

Lucie has been wonderful with my little senior dog. I appreciate her patience and communication - It is nice to know she is in good hands!

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Susan M.
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

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

Freya is extremely, professional and reliable. I have total peace of mind with her looking after our two whippets. They were always excited and happy to see her and calm and happy when I came home. Freya is a fantastic communicator. I'm very appreciative of her wonderful services.

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Bridget 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.

How to book dog sitting

  1. 1. Search

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

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Popular requests for dog sitting - Winnipeg

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Sitters in Winnipeg average 5
repeat dog sitting clients

FAQs for Dog Sitting - Winnipeg

Frequently asked questions about Rover

The average cost of Dog Sitting in Winnipeg is $28 per visit as of November 2026. Most bookings cost between $16 and $48 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 360 sitters on Rover for Dog Sitting in Winnipeg. About 88% 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.

Before the first visit, give your sitter clear written instructions covering your pet’s feeding routine, medication, litter or toilet care, preferred activities, behaviour, and anything that may make them anxious. This is a good idea, even if you’ve had a Meet & Greet.

Your instructions should explain where supplies, such as food, treats, medication, leashes, litter and cleaning supplies are kept. Include your vet’s details and an emergency contact, and let your sitter know what signs could indicate that something is wrong.

For some visits, you may want to confirm how the sitter will access your home and identify any rooms or areas that are off-limits. Update these instructions whenever your pet’s routine or needs change.

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

Before booking, confirm:

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

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

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

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

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.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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.

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