Dog Boarding Oak Bluff

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Oak Bluff, Find top rated dog boarding

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: Cady L.
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Cady L.
$45
total per night
5.0 out of 5 stars
• 66 reviews
19 repeat clients
16 years of experience
Winnipeg, MB, R3R

“Our chocolate lab had another great stsy with Cady. She is comfortable and happy in their home and loves all the backyard fetch they do with her. We were very grateful that Cady was willing to take on the added challenge of her being in heat. Much appreciated!”

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Kimberly W.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
20 years of experience
Winnipeg, MB, R3M

“Sugar had a great time with Richard and Melissa. She was a little nervous at first, but they gave her lots of TLC and she was soon feeling right at home. I received regular updates and some great photos. They were very patient and understanding and even invited Sugar to come back again. Thanks so much!”

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Carol N.
Sitter Profile Image: Diana M.
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Diana M.
Star Sitter
$56
total per night
4.9 out of 5 stars
• 30 reviews
3 repeat clients
16 years of experience
Winnipeg, MB, R3Y

“Diana’s was awesome with our two little babies 🦮🐶. She was the only reason we were able to stay calm while being away from them. She kept us informed by sending us photos, videos, and comments of every walk, or fun moment with them. She did a meet and greet previous the boarding which helped me and my husband to feel comfortable, and our doggies just fell in love of her and her beautiful family. I’ll always recommend her for her professionalism and the heart she puts into caring for animals. As long as she is able to, she will be our forever go to petsitter 😊”

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Lissette L.
Sitter Profile Image: Joshua V.
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Joshua V.
Star Sitter
$46
total per night
5.0 out of 5 stars
• 38 reviews
10 repeat clients
7 years of experience
Winnipeg, MB, R3L

“Joshua was wonderful, as always! Anytime he watches my dog, I know she is in good, loving company. Joshua sends daily updates with pictures and answers quickly.”

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Alex K.
Sitter Profile Image: Mandy D.
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Mandy D.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 60 reviews
14 repeat clients
27 years of experience
Winnipeg, MB, R2J

“Mandy is fantastic. My dog Fergus was so well taken care of during his 15-day stay. When I dropped Fergus off at Mandy’s he had a sprained back leg. Mandy took great care of him and when I picked him up, he was all healed up. I highly recommend Mandy for your dog sitting and boarding needs. Thanks Mandy!”

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Caroline P.
Sitter Profile Image: Jiayi S.
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Jiayi S.
$50
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
8 years of experience
Winnipeg, MB, R3Y

“My dog stayed for 5 days and got groomed. She sent me videos and pictures daily and he seemed super happy with her golden retriever and kids. Will definitely leave him with her again! Thank you!”

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Kimm P.
Sitter Profile Image: Sunisha M.
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Sunisha M.
$56
total per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
10 years of experience
Winnipeg, MB, R3Y

“Sunisha did a wonderful job in taking care of Rocky . Rocky needed special care because of his old age. Sunisha kept Rocky very comfortable during his stay & took care of giving him medication daily. Thanks Sunisha & family for being a wonderful host for Rocky.”

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Jatinder S.
Sitter Profile Image: Gaia G.
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Gaia G.
$40
total per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
5 years of experience
Winnipeg, MB, R2M

“Took good care of our dog Mocha! She also took excellent photos! No qualms the first time we did a meet and greet first. Totally trustable. For sure we will leave our dog Mocha with her again.”

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Marifel L.
Sitter Profile Image: Noshin A.
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Noshin A.
Star Sitter
$36
total per night
4.9 out of 5 stars
• 19 reviews
9 repeat clients
6 years of experience
Winnipeg, MB, R3Y

“Noshin provided great care for our two guinea pigs! Easy to communicate with and very responsive. She provided pictures during their care, was flexible with pick up and drop off times and even washed sheets and dropped them off after pick up. Highly recommend! Will definitely rebook again!”

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Benjamin H.
Sitter Profile Image: Bernard M.
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Bernard M.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 32 reviews
15 repeat clients
50 years of experience
Winnipeg, MB, R3J

“Ruby & Bernard had a fun couple of days. He was responsive and helpful, his fenced yard is perfect and Ruby was in fine form when I picked her up. We will choose Bernard again!”

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Thelma H.
Sitter Profile Image: Jessica W.
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Jessica W.
$45
total per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Winnipeg, MB, R3M

“Jessica is really a six-star border. I was somewhat nervous with my first-time boarding, but after meeting I was at complete comfort knowing my dog would be in great hands and a loving home. Caring feedback and communication rounded out a great experience. Highly recommended.”

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Chris H.
Sitter Profile Image: OWEN H.
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OWEN H.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
15 years of experience
Winnipeg, MB, R3R

“Owen is a trustworthy and attentive pet sitter. He truly cared for Gorly and took her on frequent walks, which Gorly absolutely loved. I was impressed by Owen’s fast responses to my messages for updating Gorly’s situation.”

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Sharon Y.
Sitter Profile Image: Danylo G.
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Danylo G.
Star Sitter
$47
total per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
2 years of experience
Winnipeg, MB, R3B

“Everything went so well! Danylo took great care of Pepper and sent sweet photo updates throughout the day, which gave me complete peace of mind. Highly recommend, and I’d definitely book with him again!”

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Pauline F.
Sitter Profile Image: Amanda H.
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Amanda H.
Star Sitter
$58
total per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R3T

“Amanda and her two kids took fantastic care of our 4 year old Maltipoo. Right from the time of booking I felt good about leaving our pup with them. We have a very anxious dog who is super nervous and I truly felt like he couldn’t really be in a better space if we had to leave him with someone ☺️ We got daily updates and pictures of his stay which gave us even more reassurance that he was in great care. Highly recommend Amanda and we would definitely rebook when we are back in Winnipeg!”

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Jessica S.
Sitter Profile Image: Lovepreet B.
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Lovepreet B.
Star Sitter
$34
total per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
5 years of experience
Winnipeg, MB, R2G

“Lovepreet was a wonderful host for Ozzy. She took good care of Ozzy. She connected with us throughout Ozzy’s stay by sending us the pictures and updates. Highly recommending her.”

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Inderjit S.
Sitter Profile Image: Pamela H.
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Pamela H.
Star Sitter
$45
total per night
4.9 out of 5 stars
• 57 reviews
16 repeat clients
14 years of experience
Winnipeg, MB, R2H

“Pamela took excellent care of Pippa. She sent me a video or two everyday and I could see Pippa was playing and being well cared for. I would definitely rebook with Pamela.”

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Betty K.
Sitter Profile Image: Polina B.
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Polina B.
$50
total per night
5.0 out of 5 stars
• 54 reviews
19 repeat clients
12 years of experience
Winnipeg, MB, R3C

“Polina took exceptional care of my cat during a 13-day stay. She provided regular updates with pictures and videos, making the entire process of boarding my pet for an extended period completely seamless and stress-free. She truly deserves her high rating, and I wouldn’t hesitate to use her services again. If you’re looking for someone to watch or check in on your pet, Polina is undoubtedly one of the best. Thank you again!”

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Brett T.
Sitter Profile Image: Dianne F.
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Dianne F.
$62
total per night
5.0 out of 5 stars
• 39 reviews
6 repeat clients
25 years of experience
Winnipeg, MB, R3T

“Dianne is always so great with our special needs cats. She takes amazing care of them and is so kind. We never worry when they’re with Dianne. In fact, this last time my male cat went hiding under her bed when he heard us coming and didn’t want to leave! 😹”

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Kayla H.
Sitter Profile Image: Mary Anne R.
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Mary Anne R.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 50 reviews
17 repeat clients
50 years of experience
Winnipeg, MB, R3J

“Mary Anne was so wonderful with Ollie while we were away! We know our dog is in the best hands when we leave him with her. She looks after every detail to make sure he is happy and eats well. I love the photos we received with comments about each day. I would highly recommend her, and for sure we’ll call her again.”

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Ana P.
Sitter Profile Image: Titiksha T.
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Titiksha T.
$28
total per night
5.0 out of 5 stars
• 91 reviews
25 repeat clients
10 years of experience
Winnipeg, MB, R3C

“When I thought she couldn’t get better she did! Benny remembered her and her husband and was so excited to be back. Leaving him for trips are so hard, but it puts my heart at ease knowing how much he loves them. On top of that I got so many pictures and updates. I always feel very confident that Benny is loved and cared for when staying here. Wouldn’t book any other sitter!!”

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Cal S.
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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 boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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 dog boarding - Oak Bluff

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FAQs for Dog Boarding - 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.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oak Bluff home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you
  • Special instructions such as a list of training cues, medical administration needs, or favourite hang-out spots in your Oak Bluff

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

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.

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.

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.

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.

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