House Sitting Oak Bluff

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Oak Bluff, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Kristin C.
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Kristin C.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 64 reviews
25 repeat clients
15 years of experience
Winnipeg, MB, R3J

“We loved having Kristin dog-sit for us! Kristin truly went above & beyond from buying our dog Odin a special toy to cleaning our oven! It made our holiday even more enjoyable having the peace of mind that Odin & our home were being so well looked after!”

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Darryl F.
Sitter Profile Image: Jessica & Joel O.
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Jessica & Joel O.
$50
total per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
3 years of experience
Winnipeg, MB, R3X

“This was the first time we used Rover for our 8 yr old golden retriever who is very special to us and we couldn't have been happier with Jess and Joel. From the photos they sent we could tell our doggo was happy and calm, and then when we got home the house was spotless and they had even put the sheets in the wash. Having our dog looked well after was a relief and we would absolutely love to have them back! Thank you!!!”

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Amy J.
Sitter Profile Image: Brena D.
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Brena D.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 134 reviews
45 repeat clients
20 years of experience
Winnipeg, MB, R3L

“Brena took such great care of our two dogs and our home while we were away for a week. We have a young golden and a senior spaniel and both were so well cared for! Brena even kept an eye on our house plants while we were away! We would absolutely hire Brena again, in a heartbeat.”

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Cindy H.
Sitter Profile Image: Avery B.
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Avery B.
$56
total per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
17 years of experience
Winnipeg, MB, R3V

“Avery stayed in our home with our two Pomeranians Bridjit and Kibu. Avery shared photos and videos with us during the month we were away. I knew from my dog’s behaviours that they were in good hands. They were playful and happy. We returned home to a happy well cared for pups and the bonus was how clean she kept our home.”

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Bonnie K.
Sitter Profile Image: Blair P.
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Blair P.
$56
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
11 years of experience
Winnipeg, MB, R2P

About: Hey there! My name is Blair and I want to make your life easier by walking your dog!!! Let me take em for a stroll, they can get some fresh air and exercise!! My dog Lily passed this May and it’s left a hole in my heart and would love to share that love with your dog!! Extremely dependable. I know what it’s like to leave your pet alone and instantly wonder if you should, and I’m here to tell you I’ve got you covered. I’ll make sure your dog or cat is taken care of and make sure you don’t have a worry in the world. Besides work, and looking after my own dog I have more then enough free time to help out and make sure all your needs are covered while you are gone. Whether it’s playing or feeding your dog or cat, cleaning out it’s litter box, heck I’ll even shovel your snow while you’re gone(seriously!) I currently work full time in the south end of the city from 8-430! I have my own vehicle and can get to you within city limits. I currently live in a condo, so having your pet stay with me may not be the best but I am more then happy to take care of yours from an environment they are more comfortable with.

Sitter Profile Image: Ulyana K.
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Ulyana K.
$89
total per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
8 years of experience
Springstein, MB, R0G

“It is clear Ulyana loves dogs! Pika and her clicked right away (which is rare for a shiba). I felt very comfortable leaving Pika with her. She sent photos which was very lovely. I will definitely be hiring again!”

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Pamela N.
Sitter Profile Image: Hayley B.
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Hayley B.
$73
total per night
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: Ann N.
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Ann N.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Winnipeg, MB, R2H

“Ann looked after our Rottie Karma for a week while we were gone. She was consistent with photos and updates, and all I can say is we couldn’t be more grateful to her! She is an amazing sitter and we will love to use her in the future. Thanks so much for such a great job!!!”

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mgoldade
Sitter Profile Image: Aalisha P.
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Aalisha P.
$45
total per night
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: Emily R.
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Emily R.
$67
total per night
25 years of experience
Winnipeg, MB, R3Y

About: Almost my entire life since I was born, I have had dogs as companions. I have experience taking my own dogs to public dog baths, keeping up with vet care, keeping up with walks/ runs, oral medication management, different styles of walking (friendly and reactive/ protective). A lot of people don't understand that reactive dogs have a reason to act the way they do - and that they may have known triggers, or not. Having experience with reactive/ protective dogs in which I have learned the body language, the ability to hold dogs in one place or removing them from the area, and ensuring communication with the other owner is clear and understood. I have experience both with puppies and senior care. I have crate trained one of my dogs, and the other 3 have roamed free in my house at all times. Currently, I am flexible and have an open schedule for dog house sitting, house visits, and walks. At this time, I do not have my own dog - however, I come with a lifetime experience and have so much love to give to other dogs! Over the years, I have cared for my pets in different ways, depending on their needs. For 2.5/4 of the dogs, I have not crate trained. The .5 is in reference to my first dog that tried to crate train, and ended up with an escape artist. I am able to use crates, or not, depending on your preference and personal crates. I understand dog's are very protective of their owners and home. I believe in my intuition on reading dogs body language after years of experience - for when to back away, and when I can confidently let the dog come to me. Overall, I focus on the overall environment safety when entering a clients home. I ensure doors are locked, any non-dog items out of reach (please let me know if your dog tries to bypass the restricted areas!), and keep an eye on the dogs body language when the dog is free to walk through the house. I have personal experience with my own dog's friendly and protective walking styles. When walking new dogs - I love to hear from the owner on their dogs walking style, while also staying aware of the dogs walking style with myself. I have plenty of experience with my own reactive dog - standing between him and another dog who is running up with no leash, or yelling "not friendly" if someone is approaching. Not everyone takes the boundary seriously - however, I will always be sturdy with my words. I have experience giving medication orally to dogs, especially dogs who know what to avoid. I have no experience giving medication by injection to dogs. I hope to have you give me your own house rules so I can follow your rules and conditions of caretaking, with my own style of caretaking - preferably written ! Please let me know if you'd like text/ photo updates, and I would be happy to send them!

Sitter Profile Image: Natacha T.
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Natacha T.
$73
total per night
5.0 out of 5 stars
• 62 reviews
17 repeat clients
20 years of experience
Winnipeg, MB, R3B

“Natacha was an incredible dog sitter who exceeded all of our expectations! She stayed overnight in our home to care for our two dogs, Joey and Phoebe, and I couldn’t be more impressed. She expertly managed the different needs of our puppy and senior dog, keeping us updated throughout her stay to reassure us that everything was going smoothly. She took the time to fully understand their routines and behaviors, making sure they felt calm and comfortable. Her patience and dedication made all the difference. When we returned, not only was our home spotless, but Joey and Phoebe were happy, relaxed, and clearly well-cared for. Natacha’s genuine care and attention gave us such peace of mind, and we will absolutely be booking her again. Highly recommend her to anyone seeking a thoughtful, reliable, and caring sitter!”

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Rita N.
Sitter Profile Image: Hadas K.
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Hadas K.
$56
total per night
5.0 out of 5 stars
• 2 reviews
16 years of experience
Winnipeg, MB, R3N

About: Hello! My name is Hadas and I am a dedicated pet sitter and dog walker based in Winnipeg. I am 26 years old and work full time from home during the week so my schedule is flexible. I have a passion for caring for animals, and I specialize in providing services for both cats and dogs. I am a big animal lover. I currently have three cats (one senior) and have experience with puppies and senior dogs. 🐶🐈‍⬛ I currently work home full time Monday to Friday 8-4:30. I am always home during the weekends as well. I have a very flexible schedule and can be with your pet all the time and give it all of the love and attention they need and deserve. My home is a very clean, organized and safe place. I have three cats who love dogs. Two of them are four years old and the other one is 11. They are all in great health condition, are fixed and have all their vaccines. We recently had our senior dog pass away and they all got along great. As long as your dog is cat friendly there won’t be an issue.

Sitter Profile Image: Erin & Mason L.
Erin & Mason L.
Star Sitter
$134
total per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
25 years of experience
Winnipeg, MB, R3T

“Just had our first experience with Erin and it was an amazing time! First time using Rover and found Erin and extremely happy with everything start to finish! Thank you Erin for everything!!”

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Anthany n.
Sitter Profile Image: Michelle P.
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Michelle P.
$62
total per night
5.0 out of 5 stars
• 22 reviews
2 repeat clients
23 years of experience
Oak Bluff, MB, R0G

“Michelle is an amazing pet sitter. We found her for a last-minute booking and couldn’t have been happier. She is friendly, responsible, and seems to love dogs as much as we do! Highly recommended.”

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Karen B.
Sitter Profile Image: Annika F.
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Annika F.
$73
total per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Winnipeg, MB, R2M

About: Our family dog Chico lived up to almost 17 years old. We grew up together and in the last few years of his life I was responsible of feeding him, medicating him, walking him, bathing him and of course loving him at all times. I also have had experience of pet sitting dogs in my own home when their owners were away travelling. I pet sat dogs from size small to large and I was very patient with accommodating to their different needs. Moreover, whenever I babysat kids for a family, having a dog in the house was never a problem and I was able to quickly adapt to their personalities. I am a university student and most of my classes are in the evening so my schedule is flexible for dog walks and drops ins! I make sure all animals are being taken care of with love and patience. Having their needs met, like being fed, getting walked and living in a comfortable and safe environment is most important to me. I make sure to be attentive and follow exactly what your pet needs. Whether it be a need of medication, or having help going down the stairs because of old age or a need to play at all times because they have a lot of energy, I am experienced and ready to do that for them.

Sitter Profile Image: Stephane L.
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Stephane L.
$45
total per night
25 years of experience
Winnipeg, MB, R2C

About: Our house has been a pet loving home for decades. My daughter has grown up with dogs her whole life. We've had small to large breeds. She came up with the idea to start dog walking. I felt helping people in their time of need would be a great idea. I have been actively training and caring for animals for decades. I really enjoy teaching my daughter about caring for animals and keeping their needs met. From burning off some energy, work based activities for mental stimulation or just some relaxing cuddle time to ease their mind, every dog has its own personality and needs. I will give them the most fulfilling experience I can as they are awaiting your return. From daily walks to caring for your friends in your absence, we would love to help you so you don't have to worry. I know... you'll probably still worry. But hopefully your mind will be at ease that they are well cared for. Can't wait to hear from you! Whatever your needs, I can be available weekdays and all weekends as I work a standard day schedule Monday to Friday. Either for scheduled feedings and potty breaks or full attention while your away, I can be consistent with whatever routine is already set in your home. Our dogs are family to us, as yours are with you I'm sure. Proper dog food, consistent exercise and positive reinforcement is how I've learned to keep my dogs living a fulfilling life.

Sitter Profile Image: Mei ki & Morin W.
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Mei ki & Morin W.
$56
total per night
10 years of experience
Winnipeg, MB, R3Y

About: 🐾Hi everyone, we are Miki and Momo, young thoughtful animal lovers from France and Hong Kong. We took care of fur babies in Australia for more than 10 years. Always make sure you feel relaxed and peaceful during your trip: 1) Arrange visit 1~2 times before confirming an appointment. 2) Ask information related to diet, routine and around the home. 3) Sending updates, pictures & video regularly. Last but not least, we will always do a professional clean before leaving! Momo is working day shift from Monday to Friday. Miki is working casually on weekend. So there is always someone spending time with your pet. We know it's nervous to leave your pet with strangers. We will visit in advance to start build up relationship with your fur babies. Make sure they feel comfortable and accept us to take care of them.

Sitter Profile Image: Kamil M.
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Kamil M.
$45
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R2J

“Kamil was great with my 90 kilos English Mastiff, Bane. He tried to get along with him, good during the walks, and the time spent during the day care.”

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Ellie L.
Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 14 reviews
6 repeat clients
6 years of experience
Winnipeg, MB, R3G

About: I've cared for a bunch of dogs through dog-sitting and have lived with, cared for, and become close to several dogs and cats. I've also done a lot of research regarding cats & dogs - but I'm very respectful of owners’ beliefs and instructions. I have a pretty flexible schedule right now, because I'm self-employed with another business as well. I'm generally available 7 days a week, depending on my other work and plans. I can care for pets in my home or at yours. My place is clean, safe and has room for pets to play and run around. I have lots of great toys for dogs and cats, and depending on the pet, we can also spend time in the yard or go for walks.

Sitter Profile Image: Yixi D.
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Yixi D.
$43
total per night
6 years of experience
Winnipeg, MB, R3Y

About: Hi there, I'm Tara, and along with my friend Iris, we share a deep love for animals. I'm the proud owner of a delightful 3-year-old Shiba Inu, who's like a daughter to me. Iris, on the other hand, has a beautiful 6-year-old cat as her feline companion. Our pets are not just animals; they are cherished members of our families. Now, we're excited to extend that love to your furry friends. With a commitment to treating pets as part of the family, Iris and I are eager to care for your dogs and cats. We understand the importance of providing a warm and nurturing environment, ensuring that your pets feel at home even in your absence. Allow us to share our passion and care for your pets, offering them the same warmth and affection they receive from you. Together, Iris and I are ready to make your pets feel loved and cherished. Caring for pets is not just a passion; it's a commitment that I efficiently manage alongside my studies. When booked, We dedicate all available time to ensure the best care for your beloved pet! We are deeply passionate about animals and have always enjoyed tending to their well-being. Providing affection to animals is my top priority, unless they prefer solitude. While you're away, I'll happily handle walks, feeding, playtime, and shower your pet with the attention they deserve! I'm eagerly looking forward to it :)

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How to book house sitting

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FAQs for House Sitting - Oak Bluff

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your postal code to find sitters within walking distance in your neighbourhood.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Oak Bluff maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Garbage & recycling: Taking garbage bins to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oak Bluff walking routes, the location of your favourite pet store, and any specific quirks about your home’s security or appliances.

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 Oak Bluff 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!

You can find what you need to review a sitter on their profile before booking with them. Each sitters’s profile on Rover shows verified reviews, a background check, and ratings to give a glimpse of how their previous visits went. You can also use the Meet & Greet to walk through your home, identifying which areas, like your bedroom, are off-limits or not. Requesting details of your home security through the app can also be a good way to have your sitter keep you updated about your home.

If you have security cameras or doorbells, Rover asks that you disclose them to sitters before you book.

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.

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.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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