Dog Daycare in Headingley

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sitter Profile Image: Denis & Stephanie V.
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Sitter Profile Image: Denis & Stephanie V.
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1. Denis & Stephanie V.

25 years in the vet industry!
Winnipeg, MB, R3V
21.0 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$32
per day

Thank you for taking such good care of my dog

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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2. Varsha T.

When I Need A Friend, I Find A Paw.
Winnipeg, MB, R2R
16.0 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$35
per day

Wow, honestly I only have great things to say! Maru LOVED her stay with Varsha and her spouse. They took really great care of Maru. Maru is tired and fell asleep as soon as we took her home! A tired pup is a happy pup! Also, Varsha agreed to take care of Maru with short notice(30 mins). I really appreciated that. The communication was super easy and she was very responsive. Best dog sitter Maru’s ever had! Thank you so so much!

Sitter Profile Image: Courtney P.
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Sitter Profile Image: Courtney P.
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3. Courtney P.

24/7 care, no kids, large backyard
Winnipeg, MB, R3N
16.1 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
51 reviews
15 repeat clients
from
$32
per day

Courtney is so amazing with Barkley. Barkley gets so excited every time we drive down her street to play with her dogs and she comes home tired and well cared for! I would recommend her to everyone I know!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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4. Liz P.

Rover 101
Loving care when you are not there!
Winnipeg, MB, R3Y
19.2 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$35
per day

Liz was great with our puppy. Sending frequent videos and photos. Our puppy got along so well with her dog who she’s trained so well. Perfect space for the dogs as well. Would highly recommend!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Oksana R.
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Sitter Profile Image: Oksana R.
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5. Oksana R.

Dog caring person with a big heart
Winnipeg, MB, R2R
16.9 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
6 reviews
1 repeat clients
from
$25
per day

Niko was happy to spend the day with Oksana. He was very comfortable and at home during his stay. I am able to leave him for the day and know he is well taken care of, happy and safe. Thank you Oksana!

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Sitter Profile Image: Tim & Amber A.
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Sitter Profile Image: Tim & Amber A.
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6. Tim & Amber A.

Dog Fun, Play, and Stay
Winnipeg, MB, R2M
20.7 km. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$36
per day

It was my first time taking my dog anywhere but daycare, so I was a bit nervous. But Tim and Amber took such good care of Oswald and updated me throughout. They have two dogs of their own who are kind and gentle and now my dog has new best friend :-) I would highly recommend the care of Tim and Amber. Your pup will be very well taken care of. Oswald didn't want to leave. Thank you :-)

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Mike & Alexandra O.
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Sitter Profile Image: Mike & Alexandra O.
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7. Mike & Alexandra O.

Experienced and Mature Pet Sitters
Winnipeg, MB, R3A
18.5 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$40
per day

About: Hi there! I come from a family of veterinarians and my girlfriend and I currently have two birds, a cat and a dog of our own. We have had pets for the majority of our lives and absolutely love all kinds of animals. You can be sure that your furry and feathered friends will be well taken care of! I am comfortable taking care of and walking any size dog. My girlfriend is currently attending med school and I am studying programming from home. I am currently working and studying from home so my schedule is flexible. I can take your dog out for daily walks and to go potty every few hours if needed. Alexandra studies mostly from home but does need to attend classes at times. Every furry friend is special and has their own personality and quirks. We will do our best to make them feel safe and comfortable. We have a fully fenced yard where your puppy can let loose and play with ours. There will always be someone home during your puppy or kitty's stay so you can be sure they will be fully supervised and any anxiety they may experience from your absence will be kept at a minimum. While staying at your home, you can be sure I won't use metal on your non-stick pan :)

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Jayson & Lovely M.
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Sitter Profile Image: Jayson & Lovely M.
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8. Jayson & Lovely M.

Your baby will be in good hands
Winnipeg, MB, R2R
16.0 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$30
per day

Roo had a great time. She played well with Jayson and Lovely’s dogs and enjoyed the fenced yard. Lovely was very mindful of slowly introducing the dogs to ensure a good experience. Roo came home happy and exhausted from a long day of play!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Mikayla P.
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Sitter Profile Image: Mikayla P.
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9. Mikayla P.

Experienced,Caring,Animal Lover
Winnipeg, MB, R3Y
18.5 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
101 reviews
44 repeat clients
from
$30
per day

Mikayla took great care of my dog! He was very happy every time I dropped him off, so I could tell he was being well cared for! Will definitely being using again!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Paula C.
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Sitter Profile Image: Paula C.
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10. Paula C.

Rover 101
Care For Your Four-legged Friends!
Winnipeg, MB, R3M
18.1 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
24 repeat clients
from
$30
per day

Paula was great with my dogs Brownie and Doumy! We received multiple pictures throughout the day showing they went to the dog park and walks in the neighbourhood. I had contacted her last minute and she was able to accommodate us. Paula is a very warm person and I could genuinely see her love for animals!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Aisa & Daniel R.
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Sitter Profile Image: Aisa & Daniel R.
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11. Aisa & Daniel R.

Pawsitively Furtistic Care Couple
Winnipeg, MB, R3Y
17.5 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat clients
from
$24
per day

Aisa and Daniel were perfect sitters for our high energy/anxious Australian Shephard. They were professional, attentive and provided lots of communication/photos throughout the booking. We will definitely be booking with them again.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Bibiana R.
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Sitter Profile Image: Bibiana R.
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12. Bibiana R.

Dog Lover
winnipeg, MB, R3Y
17.6 km. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$33
per day

Bibiana was really great with Clover and Clover loved staying there and especially playing with her own sweet dog. Very sweet :) Thanks so much!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Sophie R.
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Sitter Profile Image: Sophie R.
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13. Sophie R.

Caring & experienced dog trainer!
Winnipeg, MB, R3J
13.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
12 repeat clients
from
$30
per day

Everything went smoothly. Love that Sophie was able to work on some of Abba’s tricks. She even came with a report card. Would book again.

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Sitter Profile Image: Chozanne G.
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Sitter Profile Image: Chozanne G.
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14. Chozanne G.

Your Pet, Your Care
Winnipeg, MB, R3Y
15.8 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$60
per day

Chozanne sent videos and pics of Poncho having a grand time at the dog park. He also got a chew treat! I feel comfortable leaving Poncho with her because she’s patient and loving.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Roz D.
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Sitter Profile Image: Roz D.
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15. Roz D.

Your fur baby is welcome here.
Winnipeg, MB, R3Y
15.9 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$35
per day

My little girl loves going on runs with her! She's also great friends with her dog. Great for adventurous pups and cuddly couch potatoes alike.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Zhiqing Y.
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Sitter Profile Image: Zhiqing Y.
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16. Zhiqing Y.

Love and care guaranteed!
Winnipeg, MB, R3P
14.1 km. away
Boarding, Doggy Day Care
2 reviews
from
$24
per day

Zhiqing is a highly-motivated and reliable person with excellent health and pleasant personality. She really loves animals and she is friendly. She has positive work attitude and be willing and able to work diligently without supervision.

Sitter Profile Image: Shuangshuang H.
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Sitter Profile Image: Shuangshuang H.
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17. Shuangshuang H.

dog lover, love travelling with dog
Winnipeg, MB, R3P
14.1 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat clients
from
$30
per day

She and her partner Allen were outside, waiting for us when we dropped off and again when we picked up, they seemed very kind and gentle with our dogs and sent many pictures! Which I enjoyed…. She even understood when my little one had an accident on her floor…. I would recommend ShuangShuang and Allen.!

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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18. Jennifer F.

❤️ to walk and play with your pup
Winnipeg, MB, R3R
11.3 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$30
per day

Jennifer's day care was a great experience. I received regular updates and photos throughout the day, which added an extra layer of comfort. My puppy came home happy and exhausted from all the fun they had. Highly recommend!

Sitter Profile Image: Aubrie J.
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Sitter Profile Image: Aubrie J.
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19. Aubrie J.

Animal welfare professional
Winnipeg, MB, R3R
7.2 km. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$40
per day

I have 2 dogs, a 13 year old small pup and a 2 years old, 110 pounds German Shepherd. Aubrie has been amazing with both dogs and they have very different personalities. In a short time my small dog trusts her enough to be picked up (she barely trusts anyone). My shepard can be described as high energy (he literally will chase balls all day), and she is always able to work with him. She is super caring and is great with handling either dog. I would 100% recommend to anyone looking for someone to look after their dog.

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Sitter Profile Image: Elyse Nicole G.
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Sitter Profile Image: Elyse Nicole G.
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20. Elyse Nicole G.

Furry Friend's Home Away from home
Winnipeg, MB, R3K
8.4 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$25
per day

I highly recommend Elyse as a dog sitter. Their exceptional care, attention to detail, and genuine love for animals make them the perfect choice. They go above and beyond to ensure the well-being and happiness of every furry friend in their care. With their extensive experience and nurturing nature, you can trust that your beloved pet will receive the utmost love, care, and companionship while you're away. Your companion will be in the best hands with Elyse.

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