Dog Walkers in Headingley

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Over 2 pet parents in Headingley have booked dog walking

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Sitter Profile Image: Kristin C.
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Sitter Profile Image: Kristin C.
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1. Kristin C.

I will be your dogs best friend!!
Winnipeg, MB, R2Y
7.2 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
1 reviews

Kristin has many years experience with dogs of all sizes and breeds. She has looked after our dog multiple times while we have gone on vacation. She has ensured that he was loved, walked and had attention. She followed his routine so there was minimal stress. We already have her booked for another dog sitting.

Availability updated 2 days ago
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Shayleece R.
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Sitter Profile Image: Shayleece R.
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2. Shayleece R.

Animal lover and well experienced
Winnipeg, MB, R2Y
8.6 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Shayleece has been here 11 days now and has built a relationship with Chewie. Chewie is excited to see her when she arrives which is a great sign. I’m thankful to Shayleece for walking the dog for me.

Availability updated 4 months ago
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Cara S.
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Sitter Profile Image: Cara S.
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3. Cara S.

Your pets are welcomed & loved!
Winnipeg, MB, R3K
6.3 km. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
1 reviews
1 repeat client

Cara loves pets! Her entire demeanor lights up when she is around animals. She has a calming presence and has been very patient with her own pets and others. Cara has a flexible schedule and is very well educated about animals and their needs. Cara has an excellent emergency care plan and has excellent communication skills.

Availability updated 24 days ago
Sitter Profile Image: Tracey P.
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Sitter Profile Image: Tracey P.
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4. Tracey P.

Helping pets play while you’re away
Winnipeg, MB, R2Y
6.5 km. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per walk
2 reviews

I have known Tracey for many years and watched her care for her own pets and others. She has taken care of my pugshire Rufus who has severe separation anxiety. She is educated, empathetic and focused on Rufus’s needs. I will continue to leave Rufus in capable hands and feel secure in knowing he is getting the best possible care and attention.

Availability updated 9 days ago
Sitter Profile Image: Michelle P.
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Sitter Profile Image: Michelle P.
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5. Michelle P.

Pawsitive Pet Care in Winnipeg!
Oak Bluff, MB, R0G
12.1 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Amazing service as always! Michelle is SO helpful and our pup frankie loves when she comes to visit!

Availability updated 22 days ago
Sitter Profile Image: Darrell J.
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Sitter Profile Image: Darrell J.
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6. Darrell J.

Dogs!!!! Looking for a new buddy!
Winnipeg, MB, R2Y
7.0 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per walk
5 out of 5.0 stars
4 reviews

Darrell is one of the kindest human beings you will meet. He loves all living things, and they love him back. He had to clean up after and snuggle my dogs for 23 years, and they always enjoyed napping like a champ with him on the couch. :)

Availability updated 6 months ago
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Tanvir & Noshin A.
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Sitter Profile Image: Tanvir & Noshin A.
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7. Tanvir & Noshin A.

✊Personal dog trainer
Winnipeg, MB, R3Y
15.4 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 out of 5.0 stars
2 reviews

Having known Tanvir for years, I have witnessed his love and compassion towards his six cats and a dog. He is a responsible pet owner, in a sense that he treats his pets as if they were his biological children. He would drop everything and anything for them - that is how much he loves and cares for them.

Availability updated today
Sitter Profile Image: Jansher S.
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Sitter Profile Image: Jansher S.
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8. Jansher S.

Hello there 🙂
Winnipeg, MB, R3K
5.5 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
1 reviews

A great guy honest , decent , confident , well mannered . Love to has his company . He loves animals and loves to play with them.

Availability updated 5 days ago
Sitter Profile Image: Freya H.
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Sitter Profile Image: Freya H.
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9. Freya H.

Star Sitter
Experienced pet sitter!
Winnipeg, MB, R3L
20.5 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
5 out of 5.0 stars
236 reviews
66 repeat clients
Profile image

Freya took jack out for a walk twice last week. She’s from the same neighbourhood and was familiar with the area so jack had great walks. She sent updates throughout the walk which we appreciated and she was very friendly and knowledgeable when it came to getting to know Jack.

Availability updated today
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Alexia M.
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Sitter Profile Image: Alexia M.
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10. Alexia M.

Hi! My name’s Lexi!
Winnipeg, MB, R3R
9.9 km. away
House Sitting, Dog Walking
from
$18
per walk
10 years of experience

About: I’ve had a dog since I was 6 and got a new pup just this year! I love caring for dogs and making them feel loved! I’m currently working part-time and have plenty of time on my hands to spend time with the dogs. I am a university student and take plenty of virtual courses, giving me the opportunity to learn remotely. I have a fenced backyard and take the dogs out in the back. My new pup is still potty training so she is being taken out on a leash. I have also done mat training but found outdoor training to be more common.

Availability updated 57 days ago
Sitter Profile Image: Charlotte P.
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Sitter Profile Image: Charlotte P.
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11. Charlotte P.

Your pets new favourite stranger!
Saint François Xavier, MB, R4L
10.6 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per walk
10 years of experience

About: I’ve always had dogs in my life, from growing up with a Lab to now having a Chihuahua-Pom mix. I’ve been dog sitting and walking off and on since I was 15, helping out family, friends, and neighbors whenever they need an extra hand. I regularly dog sit for my boyfriend’s sisters and my grandma’s neighbor, so I’m used to all kinds of routines and personalities. Whether your dog is high-energy and loves adventure or prefers a more relaxed pace, I’m happy to match their vibe. I love keeping dogs engaged with walks, playtime, and activities that make their time with me fun and enriching! Pet care fits easily into my routine! I work Monday to Thursday evenings (3-11 PM), so I’m available for morning visits, walks, or check-ins on those days. On weekends, I’m completely free and can devote as much time as needed to make sure your pets are happy, comfortable, and well cared for. Whether it’s a quick visit, a long walk, or an overnight stay, I’m flexible and happy to work around your pet’s needs. I always prioritize safety, trust, and making sure pets feel comfortable in their environment. Whether I’m caring for pets in their home or out on a walk, I pay close attention to their needs, routines, and any special instructions from their owners. I make sure to keep a calm and positive atmosphere, giving pets space when they need it and attention when they want it. If a pet has any specific needs—like medication, meal schedules, or extra playtime—I’m careful to follow their routine to keep them happy and stress-free. My goal is always to make sure pets feel safe, cared for, and relaxed while their owners are away.

Availability updated 41 days ago
Sitter Profile Image: Natali O.
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Sitter Profile Image: Natali O.
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12. Natali O.

Natali’s Happy Tails: Loving Care!
Winnipeg, MB, R2Y
7.9 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
1 years of experience

About: I provide personalized pet sitting, having successfully cared for a pregnant Sphynx cat and her kittens while finding them loving homes, alongside nurturing my energetic poodle puppy. I am a full time online student, so my schedule is almost open availability! So I am free almost any time and any day as you need! You can trust me with your pets because I genuinely love and understand them, treating each one like my own. My experience caring for a pregnant Sphynx cat and her kittens, along with my playful poodle puppy, reflects my dedication to ensuring all animals feel safe, loved, and cherished.

Availability updated 3 months ago
Sitter Profile Image: Karina E.
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Sitter Profile Image: Karina E.
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13. Karina E.

Rover 101
Highly experienced full time sitter
Winnipeg, MB, R3Y
17.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
126 reviews
47 repeat clients
Profile image

Karina was wonderful with our German Shepherd Lucy! Her and her partner were attentive and communicative and Lucy always came home from her walks content. My mom is so grateful for the help while my dad was out of town. We will definitely rebook with Karina in the future!

Availability updated 2 days ago
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Heqing M.
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Sitter Profile Image: Heqing M.
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14. Heqing M.

Reliable Sitter for Your fur baby
Winnipeg, MB, R3Y
17.7 km. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 out of 5.0 stars
3 reviews
1 repeat client

"Heqing is a fantastic pet caregiver! He is incredibly responsible and has a natural affinity with animals. Our pets always feel happy and loved under his care. Highly recommended!"

Availability updated 8 months ago
Sitter Profile Image: Rebecca K.
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Sitter Profile Image: Rebecca K.
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15. Rebecca K.

Anything for your dog
Winnipeg, MB, R2M
22.9 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per walk
5 out of 5.0 stars
34 reviews
16 repeat clients

Rebecca is a very responsible and loving dog caregiver. She has 3 dogs of her own and takes them to the vet when she has to, gives them lots of love, and plays with them whenever she can. I think that she is a great fit for this job.

Availability updated yesterday
Confirmed availability for Victoria Day Weekend
Sitter Profile Image: Yash K.
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Sitter Profile Image: Yash K.
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16. Yash K.

Be the person your dog thinks you a
Winnipeg, MB, R3Y
17.3 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
1 reviews
1 repeat client

Yash is one of the most compassionate human beings I have met who is not only kind in his interactions but also in his actions. He has a special connection when it comes to pets in general and dogs in particular. He is extremely caring, very cautious of their needs, quite observant and enjoys himself fully when around them. He thinks of the dogs as his own kids and treats them the same way as you would treat a baby. He goes above and beyond when it comes to ensuring that medicines and food are give at appropriate times and that regular walks have been given to the pets in considerations. He will be an AWESOME addition to your team, you don't have to think twice!

Availability updated 29 days ago
Sitter Profile Image: Ashley S.
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Sitter Profile Image: Ashley S.
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17. Ashley S.

Trusted & Reliable Animal Care!
Winnipeg, MB, R3B
18.8 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
9 years of experience

About: I love caring for pets! I grew up with pets always part of my household. Being surrounded by animals gave me hands-on experience with dogs of all ages and breeds. I take my time to truly get to know each pet, understanding their unique personalities and needs. Whether it's energetic puppies or senior dogs with special care requirements, I’m experienced to handle a variety of pets. I live an active lifestyle, so if your dog loves walks or needs plenty of exercise, that’s a perfect match! I also strive to mimic your dog's usual schedule to keep them feeling comfortable and at ease while you're away. I’m committed to providing a calm and enriching environment that supports both the physical and emotional well-being of your pet. I am an extremely clean and organized person and will ensure cleanliness throughout my stay for your pet and for when you arrive back home! Plus, I’ll keep you updated with pictures and videos, so you can see how your pet is doing and feel at ease while you’re apart! I work full time Monday-Friday with a flexible schedule and a hybrid work setup, giving me the freedom to adapt my routine for pet care. When I'm working from home, I can take breaks to walk or play with your pet and adjust their feeding times around my work hours. On office days, I can still align my pet’s schedule with my work hours. This flexibility allows me to effectively balance my professional responsibilities and your pet's needs in a way that suits everyone’s lifestyle. I am committed to spending my off time with your pet! I prioritize safety, trust, and a comfortable environment for pets in my client's home. I follow each pet's routine, including feeding, exercise, and playtime, to maintain consistency and reduce stress. When caring for pets in a client’s home, I respect their space and routines while providing a high level of care. I ensure the environment is safe, clean, and comfortable, and I follow any specific instructions provided to meet their pet’s needs. Building trust is key, so I always communicate clearly and regularly with the pet owners, offering updates and addressing any concerns they may have.

Availability updated 2 days ago
Sitter Profile Image: Robyn E.
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Sitter Profile Image: Robyn E.
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18. Robyn E.

Nothing melts stress like snuggles
Winnipeg, MB, R3L
19.6 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
2 reviews

I have known Robyn for about a year now. Robyn has on a few occasions watched our now 4 month old siamese kitten for us. We were a little worried at first of course because our kitten had never been out of our home and we didnt know how she would react. Robyn met our kitten and she took to Robyn right away. They,ve been friends ever since. Robyn is a warm loving person who loves animals of all kinds. I would definitely recommend Robyn to anyone looking for that right person to care for their loved one.

Availability updated 49 days ago
Sitter Profile Image: Gabrielle W.
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Sitter Profile Image: Gabrielle W.
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19. Gabrielle W.

Rover 101
Pet Sitting/Boarding/Walking
Winnipeg, MB, R3L
18.3 km. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
7 reviews
2 repeat clients

About: I have taken care of friend’s and family’s pets while they were away travelling for the last couple of years. I also have a year of experience working at a dog shelter in Montreal. I work a night shift for FedEx from approx 3am-8/9am. So if you reach out for a booking after 4:30pm you will likely hear back overnight once I’m awake! If I board a pet at my home, there will be plenty of other dogs in my building to meet and play in the yard. If I dog sit at someone’s home, I do my best to keep them as comfortable as possible. I know it can be stressful when owners leave.

Availability updated 55 days ago
Sitter Profile Image: Noah Y.
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Sitter Profile Image: Noah Y.
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20. Noah Y.

Welcome to my page !
Winnipeg, MB, R3Y
20.0 km. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 reviews

Noah has taken care of our dog and cat off and on for the past 3 years. He is caring and knowledgeable of both including feeding, walking (dog) and cleanup! He truly loves pets!

Availability updated 50 days ago

The median cost per walk for dog walking in Headingley is $20

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Sitters in Headingley average 3 repeat dog walking clients

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