House Sitting Oakbank

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

End
Search

Over 3
pet parents in Oakbank have booked house sitting

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%.

1 / 1
Sitter Profile Image: Brena D.
Verified Background Check
Brena D.
Star Sitter
$67
total per night
5.0 out of 5 stars
130 reviews
45 repeat clients
20 years of experience
Winnipeg, MB, R3L

Our kitties loved Brena and we did too! Communication was great with lots of photos and cute updates. The cats enjoyed tons of play and snuggle time and were fed on schedule with litters scooped regularly. She was able to independently problem solve and showed respect for our home, leaving it exactly how she found it. We have already booked Brena for our next vacation!

Profile image
Heather
Sitter Profile Image: Rp S.
Verified Enhanced Background Check
Rp S.
Star Sitter
$60
total per night
5.0 out of 5 stars
107 reviews
33 repeat clients
24 years of experience
Winnipeg, MB, R2L

Rp was such a great sitter for our girls. He has a very calm and welcoming personality, our dogs felt comfortable with him right away. He gave them lots of attention and care. We received lots of updates and both dogs ate their food everyday, which is a huge indication that they felt safe. We will definitely hire Rp to look after our dogs again, we were very impressed.

Profile image
Ashley S.
Sitter Profile Image: Kaily S.
Verified Background Check
Kaily S.
Star Sitter
$106
total per night
5.0 out of 5 stars
19 reviews
7 repeat clients
6 years of experience
Winnipeg, MB, R2J

Kaily was excellent with my dog Charlie. She kept me informed and the house was clean when I got home. I would not hesitate to book Kaily again.

Profile image
Michael K.
Sitter Profile Image: Sara v.
Verified Background Check
Sara v.
$62
total per night
5.0 out of 5 stars
11 reviews
6 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!

Profile image
Jessica A.
Sitter Profile Image: Kamil M.
Verified Background Check
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.

Profile image
Ellie L.
Sitter Profile Image: Hayley B.
Verified Background Check
Hayley B.
Star Sitter
$67
total per night
5.0 out of 5 stars
4 reviews
3 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: Julia B.
Verified Background Check
Julia B.
$28
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
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.

Profile image
Meaghan P.
Sitter Profile Image: Leila M.
Verified Background Check
Leila M.
$45
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Winnipeg, MB, R3H

Was very pleased with Leila's dog sitting service! She was very sweet & knew all the right questions to ask about my dogs' care. She wasn't even phased by hearing my dog sleeps on the pillow next to me! She also sent me pics of Marti which I really liked:) She kept my place very clean, which was nice to come home to after a weekend away. I will definitely recommend her to my friends!!

Profile image
Liz L.
Sitter Profile Image: Natacha T.
Verified Background Check
Natacha T.
$73
total per night
5.0 out of 5 stars
61 reviews
17 repeat clients
20 years of experience
Winnipeg, MB, R3J

Natacha is an outstanding pet/house sitter. Very communicative, goes above and beyond in so many ways and most importantly really cares about the little animals. Highly recommend.

Profile image
Ian G.
Sitter Profile Image: Olivia M.
Verified Background Check
Olivia M.
$47
total per night
1 repeat client
9 years of experience
Selkirk, MB, R1A

About: I’ve taken care of my cat Lincoln for 9 years now, and am unable to adopt a dog because of the apartment I live in. I would love to spend some quality time with dogs however, I miss them so much! I’m currently working part time and trying my best to spend all my free time outdoors, I would love a dog companion for my walks! My cat has remained an indoor cat ever since I have adopted him, and I’m very dedicated to making sure he stays safe and healthy!

Sitter Profile Image: Tiffany & Nahuel C.
Verified Enhanced Background Check
Tiffany & Nahuel C.
$73
total per night
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Tyndall, MB, R0E

Tiffany was en excellent sitter! The dogs were very comfortable with her - and calm/happy when we came home. She left our home tidy - and with a few adorable 'easter eggs' and a lovely note. We highly recommend!

Profile image
Raelene H.
Sitter Profile Image: Cindy H.
Verified Background Check
Cindy H.
$78
total per night
5.0 out of 5 stars
6 reviews
20 years of experience
Winnipeg, MB, R3T

Cindy was *phenomenal*. I was on an extremely stressful trip and she was so communicative and send so many pics of my crew, it was a huge weight off my mind to not have to worry about them. She dealt with my reactive dog and shy cats with understanding, empathy, and competence and was an absolute lifesaver when a cancelled flight and some other issues caused delays. Will definitely book Cindy again if she's willing and available the next time I travel!

Profile image
Jill S.
Sitter Profile Image: Cecilia U.
Verified Background Check
Cecilia U.
$50
total per night
5.0 out of 5 stars
22 reviews
3 repeat clients
1 year of experience
Blumenort, MB, R0A

Cecilia was very responsive while I was away and provided informative updates. She went above and beyond when a Mud Event (tm) threatened to overtake my couch, and took the initiative to clean it herself with specialized tools and equipment. You wouldn’t even be able to tell! My gals seemed comfortable and well-taken care of based on how their updates depicted them spread out and lounging in various “paint me like one of your french girls” poses. Thanks for everything, Cecilia!

Profile image
Jenna A.
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
$111
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
18 years of experience
Winnipeg, MB, R2K

About: Over 18 years of experience caring for animals. I was just 17 years old when I got my first dog (other than family pets) and have been a committed pet owner to both cats and dogs since! My family, friends, and clients 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. I am happy to accommodate your pet’s needs through play, rest, outdoor time, or whatever else is required to ensure their comfort. I love going for long walks, which are only made better with a furry friend!

Sitter Profile Image: Sharon A.
Verified Background Check
Sharon A.
$84
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

Profile image
Kevin L.
Sitter Profile Image: Arissa R.
Verified Background Check
Arissa R.
Star Sitter
$111
total per night
5.0 out of 5 stars
34 reviews
8 repeat clients
16 years of experience
Winnipeg, MB, R3L

Arrisa stayed with our Frankie for 11 nights and we couldn't have asked for a better pet sitter. she met with us twice before hand so we could get to know her a bit which meant a lot. She sent us regular updates and pictures. Arissa even did all the laundry and cleaned the apartment...even baked croissants and left us some...yum! I know Frankie misses her as he keeps going into the spare bedroom where she slept looking for her. Thank you so much Arissa!

Profile image
Sharon L.
Sitter Profile Image: Omar R.
Verified Background Check
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: Michelle P.
Verified Background Check
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.

Profile image
Karen B.
Sitter Profile Image: Brittany M.
Verified Background Check
Brittany M.
$45
total per night
4.5 out of 5 stars
5 reviews
3 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: Portia G.
Verified Background Check
Portia G.
$67
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Winnipeg, MB, R3B

About: I’ve had dogs and cats my entire life, so being around animals has never felt like work, it just feels normal. Our home always had two or more dogs at a time (of all sizes), so I’m very comfortable juggling big personalities, different energy levels, and all the chaos that comes with a happy pack. My family used to breed Mastiffs, which means I truly grew up raising puppies. I was there for the tiny, clumsy stages, the early training moments, and all the cuddles in between. Helping care for litters taught me patience, structure, and how important consistency is, especially with large breeds. I’ve also loved and cared for senior dogs (fostering), small dogs (had a couple little pomeranians), so I understand the softer side of things too. Slower walks, extra gentleness, watching closely for comfort and mobility, and making sure they still feel safe and happy. Animals have always been family to me. I’m big on affection, routine, and making sure every pet feels secure and spoiled in the best way. Whether your dog loves long walks, play sessions, or just being someone’s shadow, I’m happy to meet them exactly where they are. Pet care fits really naturally into my routine. I work Monday to Friday from 9 to 5, which makes me a great option for evening walks, check ins, and overnights during the week. I’m fully available on weekends, so I can dedicate plenty of time to longer stays or more active pups who need extra attention. I live in a house with two other girls who also love animals, so it’s a welcoming home environment with space and flexibility. Your pet’s routine and comfort always come first, and I’m happy to stick closely to whatever they’re used to. I know leaving your pet with someone else can feel a little vulnerable because they’re family. I care for animals the same way I care for my own, with a lot of attention, patience, and love. I’m careful about things like doors, gates, and sticking to their normal routine because I know how important those small details are. Whether I’m in your home or they’re in mine, I want them to feel safe, relaxed, and genuinely cared for, not just “watched.”

1 / 1
View more

The median cost per night for house sitting in Oakbank is $50

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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

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

Popular requests for house sitting - Oakbank

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oakbank average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge