House Sitting Oakbank

Find a loving house sitter to watch over your pets and your home.

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Oakbank, 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: Sara v.
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Sara v.
$62
total per night
5.0 out of 5 stars
3 reviews
2 repeat clients
6 years of experience
East Saint Paul, MB, R2E

Sara is the absolute best! It’s so hard to leave your pets with someone you don’t know, but Sara made us comfortable from the very start. She is so sweet and friendly and our dog was comfortable with her right away which was definitely a sign of her good nature. The biggest surprise was that even our shy cats made an appearance, which is almost unheard of! She showed up on time, sent us updates and made sure to reach out with any questions. Overall she gave us so much peace of mind while we were away. We can’t wait to have her pet sit again next month!

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Jessica A.
Sitter Profile Image: Rp S.
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Rp S.
Star Sitter
$60
total per night
5.0 out of 5 stars
101 reviews
31 repeat clients
24 years of experience
Winnipeg, MB, R2L

We have two high maintenance dogs and RP did an amazing job with all of their needs and nuances. He sent lots of updates and his communication was fantastic. Thanks again!

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Janelle H.
Sitter Profile Image: Charmaine N.
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Charmaine N.
$45
total per night
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Oakbank, MB, R0E

About: I love animals, am part of an active family and would love to be the one to help out by taking your furry friend for a walk, to chase a ball in the yard and to have their dinner at the time they expect it. When you are unavailable, I am happy to pay your pet a special visit and take special care of them just like my own🐶🐱 Do you have a late meeting or an event that keeps you away from home for the whole day? Does your furry friend need a outdoor break mid-day? Do your own mobility issues keep you from taking your pet outside for walks? Availability in the morning, afternoon or evening depending on what you require. A friendly greeting, a playful demeanor, gentle, loving with focus on the attention to details as required. Providing services in the way that suits your pets needs because you know your animal best🐶🐱

Sitter Profile Image: Cecilia U.
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Cecilia U.
$50
total per night
5.0 out of 5 stars
22 reviews
3 repeat clients
1 year of experience
Dufresne, MB, R5K

Fantastic! Thank you so much for taking extra great care of our dog while we were away. Oscar was so lucky to spend time and be cared for by you! We appreciate your thoughtful daily log and final comments too. 5 star!!

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Bonnie W.
Sitter Profile Image: Jessa J.
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Jessa J.
$56
total per night
5.0 out of 5 stars
20 reviews
8 repeat clients
5 years of experience
Winnipeg, MB, R3G

Jessa did a wonderful job staying in our home to watch our spoiled dog, Charlie, who since Covid has stayed with family instead of going to a kennel. I felt better about finding someone to come to our home knowing it would be less anxiety for me and the dog! Charlie was well cared for, got lots of walks in and Jessa always kept us updated with a note and pictures. The house was clean and tidy like nobody had even been here. Highly recommend Jessa and we will be using her again. I’m so happy we found her and I am sure Charlie would say the same!

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Jackie S.
Sitter Profile Image: Omar R.
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Omar R.
$45
total per night
5.0 out of 5 stars
6 reviews
11 years of experience
East Saint Paul, MB, R2E

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.

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: Holly E.
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Holly E.
$100
total per night
4.8 out of 5 stars
22 reviews
8 repeat clients
18 years of experience
St.Andrews, MB, R1A

I came home to a very happy kitten. I was nervous to leave her so long. So I asked for not too much info. Holly just let me know all was good so I don't know details. But my kitten seemd healthy and playful and cuddly when I returned and the place tidy. She was as Holly said in "good hands."

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Diane M.
Sitter Profile Image: Kaily S.
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Kaily S.
$106
total per night
5.0 out of 5 stars
17 reviews
7 repeat clients
6 years of experience
Winnipeg, MB, R2J

About: I previously worked at a dog daycare and hotel, caring for dogs of all breeds, ages, and temperaments. As a proud puppy owner, I continue to build on that hands-on experience through daily training and socialization. I bring patience, confidence, and genuine love to every walk, drop-in, or stay, always making sure each dog feels safe, happy, and cared for like one of my own. I’m currently a full-time pet care provider, which allows me to dedicate my time and attention to caring for animals. My schedule is flexible, and I’m available throughout the week, including afternoons, evenings, and weekends. Even if my calendar looks busy, please feel free to reach out—I always do my best to accommodate requests whenever possible. I’d love the opportunity to provide reliable care, plenty of attention, and lots of love for your furry friend! 🐾 Having grown up surrounded by a variety of pets, I feel at ease and self-assured when working with animals of all breeds and ages. My upbringing has instilled in me a deep understanding of their needs and behaviors. I am dedicated to prioritizing my clients' best interests, and I will go above and beyond to ensure that their beloved fur babies are happy, healthy, and content. Whether it’s providing gentle care or engaging in playful activities, I strive to create a nurturing environment that makes every pet feel cherished and secure.

Sitter Profile Image: Arissa R.
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Arissa R.
Star Sitter
$111
total per night
5.0 out of 5 stars
29 reviews
5 repeat clients
16 years of experience
Winnipeg, MB, R3L

10/10 recommended!! Arissa made leaving our dog so smooth!! She took great care of him and kept me updated the whole time!! She loved him and all his corks!! Always scary leaving your pet but she did an awesome job!

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Ashleigh L.
Sitter Profile Image: Hannah B.
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Hannah B.
$111
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
16 years of experience
Winnipeg, MB, R2K

About: I have cared for pets since I was 8 and we got our first family dogs. But when I was 17 I got my very own dog and have been a committed pet owner, to both cats and dogs, since! My family and friends have relied on me time and again to care for their most beloved companions when they are busy or travelling. I recently lost my soul dog who was with me for 14 amazing years. So now it’s just me and my sweet cat, Mona. I’d love the opportunity to ensure your pets have enriched, relaxed, and fun days, everyday, even when life gets busy. I work remotely from home with quite a bit of flexibility so I can work your pet’s care into my day! While I’m with your pet they will be my number one priority. I can offer a calm, loving and enriching environment for your pet in your own home. If you’d like, I will bring some of my tried and true toys for cats and dogs that we can play with to get the zoomies out and I love going for long walks, which are only made better with a furry friend!

Sitter Profile Image: Pearl I.
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Pearl I.
$78
total per night
4.8 out of 5 stars
24 reviews
8 repeat clients
4 years of experience
Winnipeg, MB, R2K

Pearl is hands-down the best cat sitter we could wish for! She was terrific with our cat Kit. He's a very shy cat, but loves his bestie Pearl. Pearl sent us lots of photo and video updates during our two-week vacation. It's been such a relief to know that our cat (and our apartment) is in the best hands. We're looking forward to another cat sitting arrangement in the future!

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Melanie B.
Sitter Profile Image: Rosa A.
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Rosa A.
$50
total per night
5.0 out of 5 stars
4 reviews
4 years of experience
Winnipeg, MB, R3C

About: I’ve been caring for dogs since I was 12, and it’s truly one of my favorite things to do! I love spending time with furry friends—feeding them, playing with them, and making sure they feel happy and safe. Since moving to Winnipeg four years ago, I’ve been the go‑to pet sitter for friends whenever they travel. They trust me because I follow their instructions carefully and treat their pets like part of my own family. I’d be happy to give your beloved companion the same loving care while you’re away! I’m working from home right now, so I’d really enjoy hanging out with a furry friend. I have plenty of experience caring for pets, and I’m flexible with my hours to make sure they get all the attention and walks they need. I’ll make sure your pet feels safe and comfy. With a balcony for fresh air, your furry friend will be happy. I follow instructions carefully and give lots of love and care.

Sitter Profile Image: Sharon A.
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Sharon A.
$73
total per night
4.9 out of 5 stars
59 reviews
13 repeat clients
11 years of experience
Winnipeg, MB, R3C

This was my first experience using Rover. I was hesitant about having someone stay in my home. Sharon was great with my dog and made me feel very comfortable before and while I was away with great communication. I would book her again and reccomend her as a pet/house sitter

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Kevin L.
Sitter Profile Image: Val I.
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Val I.
$67
total per night
20 years of experience
Winnipeg, MB, R2L

About: I have always loved interacting with and taking care of animals, my own, or my friends and families! It brings me joy to bring happiness, safety, security and fun into their life, whether it’s for 15 minutes, or 15 days! I have worked in a dog daycare environment, and in a vet clinic. I am certified in Pet First Aid, have experience with a variety of breeds, sizes, and personalities. I am currently working full time, but with flexible availability. I am always willing to go above and beyond to work with a clients schedule, and their pets unique needs. I strive to maintain a similar schedule for your pet, as I feel it is important for them to have routine and consistency, especially when their favourite humans are away. I am adaptable and commited to creating the best environment for your pet and I to have a comfortable, enjoyable and fun relationship. I am currently working full time, and my time outside of that during my stay will be completely devoted to your dog, their routine, and their wants and needs. Whether that's a long walk full of sniffs and enrichment, a cuddle on the couch, or both! I aim to treat each clients dog as if they are my own, whether we are in your backyard, out exploring the neighbourhood, or at the local dog park, , I make their safety and enjoyment my top priority!

Sitter Profile Image: Jacquelynn & Daniel S.
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Jacquelynn & Daniel S.
$62
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R2G

About: I’ve been taking care of pets for as long as I can remember. I’m not a professional, but I’ll treat your furry friends like my own. And if you need me on short notice, I’m usually available! I live in a house with a fenced yard and I’m right by a walking path and a fenced dog park. I work a hybrid job (3 days in office) and my husband is retired, so someone’s usually home most of the day. And my 9-year-old loves all animals, so they’re always up for some playtime. Give me a call or shoot me a message and let’s see if we can make something work! I work from home twice a week, and my husband is retired, so someone’s usually home. We’re usually in town on weekends during the winter, and we have a seasonal campsite near Warren in the summer. The campsite is fully fenced, and so is my yard at home. I will care for your pets as if they were my own. If I am caring for them in your home, I will be happy to follow any instructions left for me and will also treat your home as if it were my own.

Sitter Profile Image: Ilse D.
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Ilse D.
$67
total per night
5.0 out of 5 stars
5 reviews
35 years of experience
Winnipeg, MB, R3G

About: I have had dogs since I was born. I have fostered over 50 dogs and puppies for several rescues and done a lot of training. My dog, Leia who recently passed peacefully at 13, was very friendly and good with all of the fosters and was great at helping me train them too. Now it’s just me so no other pets in the home. I am currently at home full time and have lots of time to give your dog all the attention they need! I have a car and am mobile enough to play fetch and in the house but walks are usually short. I have a fully fenced yard and a 2 foot deck. I am experienced in puppy proofing my home and have dog toys and balls to play with. I can help with basic training and take instruction on any diet or food concerns or allergies and medications. My dog was 13 when she recently passed, and happy and well trained. My dog loves to play fetch and we walked almost daily as long as the weather wasn’t bad. I would treat your dog as my own. Lots of pets and cuddles too.

Sitter Profile Image: Brittany M.
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Brittany M.
$45
total per night
4.5 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Winnipeg, MB, R2W

About: Hi there I’m 28 and I love animals specially dogs I will watch them and treat them like my own. They will be safe and secure with me. Most animals fall in love with me. I have experience watching and taking care of pets as I have all my life. Love playing with them walking them and spoiling them with treats. I will walk them feed them and keep an eye on them while you out or on vacation. When I get to know a dog and they grow to love me they can’t wait for me to come back or don’t want me to leave at all. You can trust watching your dog because i have experience where other might not. Thank you. Brit

Sitter Profile Image: Julia B.
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Julia B.
$28
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Winnipeg, MB, R3C

Julia took such good care of our big dog, 2 cats and even updated us on our bearded dragon. Our home was well cared for and she was paying attention to the animals and noticed details about their day. Our dog is not great on a leash but Julia managed her no problem! We would definitely book with her again.

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Meaghan P.
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.

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Pet parents share their Rover experiences - Oakbank

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5.0 out of 5 stars

Katie looked after our house and animals, and we were delighted. The cat and dog were taken care of as per our instructions, and some extra attention given to them when needed. Katie was great communicating, and we would book her again.

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Kaitie R.
House Sitting
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