Pet Sitting Oakbank

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 11
pet parents in Oakbank have booked pet sitting

Oakbank, 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: 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: Carley W.
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Carley W.
$45
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
25 years of experience
Winnipeg, MB, R2G

“Carly was so grounded, calm and patient. It didn't take Jasper long to love her attention and care. We were overjoyed and confident to leave our dog in such loving and capable hands! Highly recommended.”

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Moraina H.
Sitter Profile Image: Shayna C.
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Shayna C.
$17
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
16 years of experience
Winnipeg, MB, R2C

About: I am comfortable around dogs of all shapes, sizes, and ages. I’ve dog sat for friends and family friends throughout the years. 16 years ago, I brought a puppy into my family home. From day one, my goal was to make sure he was loved and taken care of. Whether that was by walking him, feeding, or playtime. The same principle applies no matter what animal is under my care. I am very flexible during the month of August throughout the week and weekend. Come September, I’ll be at university during the day, but I would be more than happy to help out on weekends! I am only able to come to a client’s home. I can assure you that your animal and your space will be respected and taken care of to the best of my ability. Providing satisfactory service is my highest priority.

Sitter Profile Image: Kaily S.
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Kaily S.
Star Sitter
$40
total per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
6 years of experience
Winnipeg, MB, R2J

“Kaily did an amazing job with my dog and cat! She responds quickly, followed all instructions and it was clear the pets loved her! We appreciate your visit! Thank you”

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Aneta B.
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: Bria Y.
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Bria Y.
$23
total per visit
15 years of experience
Winnipeg, MB, R2J

About: I’m a Registered Veterinary Technologist (RVT) with 9 years of professional animal care experience and a lifelong love for animals! I have extensive experience handling dogs of all sizes, from small breeds to giant breeds, and am comfortable caring for pets with medical needs, administering medications, and recognizing changes in health or behaviour. I also have two senior dogs, one of whom is currently receiving palliative care, as well as three cats, including one with diabetes. This has given me an even deeper appreciation for the patience, attention and extra care that senior pets and pets with medical conditions need. I have a background in dog walking and understand the importance of providing safe, positive and engaging experiences for every pet. Whether your pet is young, senior, energetic or needs a little extra care, I’ll treat them like family and make sure they feel safe, comfortable and happy! I’m happy to walk and visit with your pets in all types of weather! Rain, snow, or sunshine, your pet’s comfort, safety, and happiness are always my priority. ❤ I work part-time as a Registered Veterinary Technologist, which gives me a flexible schedule and plenty of opportunity to provide attentive, quality care to pets. Animal care is already a big part of my everyday life, and I genuinely love spending my free time with animals. I’m able to work around my schedule to accommodate walks, drop-in visits and personalized care. I understand how important consistency and communication are, and I’ll always make your pet’s well-being a priority! As a Registered Veterinary Technologist, safety and animal well-being are always my top priorities. I have extensive experience handling animals of all sizes, recognizing signs of stress or illness, administering medications and caring for pets with special medical needs. When caring for pets in their own homes, I strive to maintain their normal routines and environment to help them feel comfortable and stress-free. I take the time to understand each pet’s individual personality, needs and preferences. I believe in patience, positive interactions and clear communication with pet parents. I’ll always treat your home with respect and your pets like they’re part of my own family!

Sitter Profile Image: Kamil M.
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Kamil M.
$24
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R2J

“Kamil is very attentive to our dogs' needs and has priven to go well beyond expectations of an in-home sitter to include bringing JB home when my flight arrival prevented me from picking him up. Kamil listens closely to instructions and makes his best effort to maintain our dogs' relaxation and minimize routine disruption. We are very happy with the service he provides and is our go-to when considering an in-home sitter.”

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Ellie L.
Sitter Profile Image: Christelaine G.
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Christelaine G.
$39
total per visit
5.0 out of 5 stars
• 6 reviews
18 years of experience
Winnipeg, MB, R2C

“Elaine is awesome! Our neighbor popped over unexpectedly and she handled it great.”

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Joanne S.
Sitter Profile Image: Ella R.
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Ella R.
$39
total per visit
5 years of experience
Winnipeg, MB, R2G

About: Hi! My name is Ella and I am a Dog mom of three wonderful pups. I have also spent 5 years working in animal care and grew up around dogs and cats and was an animal lover from a young age! I have experience with medication administration, senior dog needs and puppy’s of all ages ! I can’t wait to meet your furry friends soon! I have an open schedule to fit each and every pets needs as I am luckily enough to be a “stay at home dog mom” :) I am an experienced animal care giver and know how to adapt to the needs of every individual pup and treat them as my own.

Sitter Profile Image: Daryna H.
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Daryna H.
$24
total per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Winnipeg, MB, R2H

About: I grew up around animals and have years of hands-on experience with both dogs and cats. I’m patient, reliable, and understand how to care for pets of all ages — from playful puppies to gentle seniors. I offer loving, safe walks and drop-in visits with full attention to your pet’s needs. I usually take care of pet walks after 4 PM and am available for walks or visits then. My schedule is flexible in the afternoons and evenings to fit your pet’s needs. I prioritize creating a safe, calm, and loving environment for every pet, whether in my home or the client’s. I follow all care instructions carefully, keep hazardous items out of reach, and supervise pets closely during walks and playtime. Trust and open communication with pet owners are very important to me to ensure pets feel comfortable and well cared for at all times.

Sitter Profile Image: Pearl I.
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Pearl I.
$56
total per visit
4.8 out of 5 stars
• 24 reviews
8 repeat clients
4 years of experience
Winnipeg, MB, R2K

“This was the second time that Pearl watched my cat and everything went just as smoothly as the first time! Really great communication and eased my worries during a stressful time.”

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Emily M.
Sitter Profile Image: Dionne R.
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Dionne R.
$36
total per visit
20 years of experience
Tache, MB, R0A

About: ** Cat sitting available in your home, daily drop in visits. Dog sitting, in my home, considered on case by case basis based on compatibility with other pets and children ** I’ve had pets my entire life and have always cared for dogs, cats, rabbits, and birds. I also have 17 years of professional animal care experience. I’ve worked with dogs of all ages, breeds, and temperaments, including nervous, fearful, stressed, reactive, and energetic dogs. My experience includes feeding, cleaning, administering medications, monitoring health and behaviour, and keeping animals safe and comfortable. I also have extensive experience with dog behaviour and training, socialization, obedience, positive reinforcement, and reading body language. I’m comfortable adapting my approach to each dog’s individual personality and needs, and always provide calm, patient, and attentive care. I’m a stay at home mom looking to slowly get back into the work place while doing what I love. I’m available most days and just need a day or two notice in advance. At this time I may not be able to provide in home boarding but I do have a large, fully fenced-in backyard where your dog can safely enjoy some fresh air and playtime. I’ll always be outside with your dog to supervise and ensure they are safe, comfortable, and enjoying their time outdoors.

Sitter Profile Image: Omar R.
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Omar R.
$45
total per visit
5.0 out of 5 stars
• 6 reviews
11 years of experience
La Salle, MB, R0G

About: What sets me apart is my 11 years of hands-on experience raising my own dog from puppyhood to its senior years. I understand the patience needed for puppy training and the gentle, attentive care required for senior pets. I treat every guest with the same lifelong commitment and love I gave my own. Since I work from home, pet care is naturally integrated into my day. I provide constant supervision and companionship, taking regular breaks for walks, backyard playtime, and belly rubs. Your pet will never be alone and will enjoy a consistent routine right alongside me. I provide a secure, supervised, and loving environment. I specialize in maintaining consistent routines and constant monitoring to ensure every pet feels safe. From senior-friendly spaces to active puppy supervision, I use my 11 years of experience to manage potential risks and provide total peace of mind for every owner.

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

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?

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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 - Oakbank

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Sitters in Oakbank average 5
repeat pet sitting clients

FAQs for Pet Sitting - Oakbank

Frequently asked questions about Rover

The average cost of Pet Sitting in Oakbank is $26 per visit as of November 2026. Most bookings cost between $17 and $37 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 377 sitters on Rover for Pet Sitting in Oakbank. About 88% of Oakbank 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 Oakbank 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:

  • 87% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 93% 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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