Dog Walkers in Winchendon, MA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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1. Nikki M.

Follow Me on IG: TheDogMama603
Peterborough, NH, 03458
18.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
120 reviews
43 repeat clients
from
$17
per walk

Thank you so much! You’re amazing!

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Sitter Profile Image: Jillian D.
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Sitter Profile Image: Jillian D.
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2. Jillian D.

Animals of all kinds welcome!
Winchendon, MA, 01468
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
232 reviews
103 repeat clients
from
$17
per walk

Jillian is a professional starting with her first interaction. Kind, is wonderful with my dog. Wears him out on his walks. His bright spot of the day is seeing Jillian. She is prompt, informative, and responsible. What more is there?! With all her great reviews, I’m not sure how… but has been very flexible as well!

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Sitter Profile Image: Leeha H.
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Sitter Profile Image: Leeha H.
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3. Leeha H.

Rover 101
Tender love and care is my game ❤️
Gardner, MA, 34746
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$28
per walk

Leah is knowledgeable and kind! I was very anxious about my dogs first walk but Leah made the process much easier. Highly recommend!!

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Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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4. Amanda S.

8yrs experience as Vet Tech - WFH
Rindge, NH, 03461
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$22
per walk

Amanda has been great with our two shy hounds! Our 9 year-old dog has warmed up to her quickly, thanks to Amanda's patience and kindness - now he wants to walk with her forever without turning around! I cannot speak highly enough of the work Amanda has been doing to build trust with our new young dog (who came to us without much people socialization and is pretty anxious with new people). Amanda has been phenomenal at working with us to create a plan to build our new pup's confidence and people skills. I highly recommend Amanda to take care of your animal friends, especially if one (or both!) is anxious.

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Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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5. Adrianna L.

No dog too big or small!
Winchendon, MA, 01475
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$17
per walk

I highly recommend Adrianna! I have 2 dogs 1-3year old long hair german shepherd (90lbs) and 1-8year old shepherd mix (50lbs). Adrianna often watches them for long weekends in her home and is always on top of checking in with me and letting me know how they are. She takes them on trail walks and makes sure they get plenty of exercise daily. She's also great about sending picture updates. I don't trust anyone else with my dogs!

Sitter Profile Image: Megan H.
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Sitter Profile Image: Megan H.
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6. Megan H.

Will hike with your dog!
Gardner, MA, 01440
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per walk

Megan is very trust worthy and loves animals. She is a hard worker and really puts her all into ever job she has ever had. When she was working on the west coast she would ask for pictures of the cats from home almost everyday. Now that she is back on the east coast we ask for her to take care of our home and the cats and there has never been any troubles.

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Sitter Profile Image: Sam F.
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Sitter Profile Image: Sam F.
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7. Sam F.

Tina the Longerina's Dad
Fitchburg, MA, 01420
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk

Sam is awesome with my Lil man Pete. He is always excited to see him and I know he is in good hands. Very reliable and prompt.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mariah J.
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Sitter Profile Image: Mariah J.
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8. Mariah J.

I enjoy long walks with your pets🐾
Fitchburg, MA, 01420
13.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
92 reviews
45 repeat clients
from
$25
per walk

Mariah is amazing!!! We will definitely be using her again and would highly recommend to anyone with a pet. Cici is looking forward to her Sunday walks with her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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9. Haley B.

Wag More, Worry Less 🐶 🐱
Ashburnham, MA, 01430
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$22
per walk

Haley has been helping me with my pets for years! She takes my dog Spot every time I go away on a trip, and she treats him just like her own animals. She always goes above and beyond, takes him on at least one walk a day, spends time playing with him. She even makes sure to give him extra love at night when she knows he misses me extra! She’s an incredible pet owner, pet sitter, pet walker. Anything you need for your pets, she’s the best person to call.

Sitter Profile Image: Alexis R.
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Sitter Profile Image: Alexis R.
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10. Alexis R.

Ready to meet all your pets!!
Phillipston, MA, 01331
6.4 mi. away
Boarding, Doggy Day Care, Dog Walking
4 years of experience
from
$17
per walk

About: I've worked at a doggy daycare for the past few months. I've learned how to train puppies and basic grooming skills like clipping nails, brushing, and bathing dogs. For this job, I've been able to take some of the animals home for a few nights at a time to give them some family socialization time! I've taken care of friends animals in the past, going over every few hours to clean up, take care of bathroom breaks, and making sure they're fed and loved. I recently was able to get my very own puppy and she's a joy to have, so I'm excited for the opportunity to meet even more animals and be able to take care of them! I work full-time at the moment, and my schedule varies from week to week. That will be changing very soon and then, hopefully, I'll have more availability! But, anytime that I'm not working on my days off or days I'm scheduled I'll be available for any caretaking needed. I have a young puppy, she gets along great with other animals and would love to have more company! My yard is very big, but is not fenced in. I could 100% crate a dog if it's needed, otherwise, the dog will get a lot of playtime in/outside! If I'm visiting/staying at a home for caretaking, I'd make sure any messes were cleaned thoroughly, and that the animals got as much play time and exercise as they wanted.

Sitter Profile Image: Mallory G.
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Sitter Profile Image: Mallory G.
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11. Mallory G.

Pet sitter since 2012
Gardner, MA, 01440
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk

Mallory has been watching my animals for years! She absolutely loves all of the animals like they were her own. I have dogs, cats, bunnies, and have had some exotic animals in the past and she has done well with all of them! I couldn’t recommend mallory enough for you and your pets :)

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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12. Kayla S.

Animal lover through and through
Gardner, MA, 01440
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$16
per walk

I love booking with Kayla! She is always prompt and so responsive, I trust her completely with my fur babies! Lucky to have her in the area! 💗

Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
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13. Jordan H.

All fur babies lives matter!
Ashburnham, MA, 01430
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$25
per walk

Jordan has cared for my two dogs, (a Chihuahua mix and a Pit Bull mix), many times. He is clearly an animal lover. My dogs are always happy to see him. He has a super calm energy which seems to put animals at ease. Plus my dogs really listen to him - better than they listen to me! I also appreciate that Jordan is consistently reliable and professional. I highly recommend him as a pet sitter and/or walker.

Sitter Profile Image: Samuel L.
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Sitter Profile Image: Samuel L.
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14. Samuel L.

dog physical activity specialist
New Ipswich, NH, 03071
8.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk

Sam is my go-to dog sitter. He’s watched my dog on several occasions and she always has a great time! I’ve also seen him around many other dogs and they all seem to take to him right away. Sometimes I think my dog might like him more than me…but we don’t have to talk about that

Sitter Profile Image: Luiz B.
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Sitter Profile Image: Luiz B.
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15. Luiz B.

Rover 101
we love animals, they're family too
Gardner, MA, 01440
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
134 reviews
26 repeat clients
from
$35
per walk

If you want to leave your dog in a safe environment among nice people, you have just found the right place!!! I recommend it !

Sitter Profile Image: Katie D.
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Sitter Profile Image: Katie D.
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16. Katie D.

Loving Dog Mom of 1
Jaffrey, NH, 03452
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$20
per walk

Katie met with Brandi and me a week before her walk date to get to know Brandi and to review the walk route. She was on time and very easy to work with. On the walk date, Katie arrived on time and had a successful walk with Brandi. She provided us with a walk report and photo which set us at ease as we were out of town that day. I would definitely use Katie again. She was very pleasant and professional.

Sitter Profile Image: Alexis A.
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Sitter Profile Image: Alexis A.
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17. Alexis A.

Dog spoiler here
Templeton, MA, 01468
10.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$25
per walk

We are very happy that we have found Alexis for drop-in visits for our dog. Like many pet owners, our dog is a part our family, so it takes a lot for us to trust someone with her. Alexis is very trustworthy, professional, and you can tell that she has a genuine love for dogs. She is very communicative and goes above and beyond by proactively resolving issues I have had with the app. Thank you, Alexis, for taking great care of our girl!

Sitter Profile Image: Danielle D.
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Sitter Profile Image: Danielle D.
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18. Danielle D.

Your pets are safe with me!
Gardner, MA, 01440
7.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$25
per walk

About: I have had my own pets for at least 10 years, but have also had a lot of experience caring for rescues, farm animals, and caged animals. I have two rescue pups and 2 cats that are my babies. I understand how difficult it can be to leave them behind while you are away. I will care for your animals exactly as I do my own. I have experience working with reactive dogs, and am comfortable handling them. My two rescues both have a history of reactivity, and I have worked closely with trainers to help curb their behaviors. I am patient and understanding. I currently foster dogs with a local dog rescue. Not only do we provide a temporary home, but we also help with basic obedience and house manners. I’m also experienced in giving medications as needed. I went to a vocational high school where I studied veterinary science. We cared for several cows, donkeys, chickens, and sheep. As well as managed a variety a small cage animals, hamsters, gerbils, chinchillas, ferrets, etc. This is also where I learned some basic grooming care. I currently work from home and have autonomy and flexibility to make my own schedule. I can stay in your home or visit several times a day to make sure pet is getting walked and some extra love throughout the day. I’m also available in the evenings and on weekends. I have two friendly dogs who are used to sharing their space with fosters. My cats are very dog savvy and stay up and off the floor if needed. I do crate train and can keep up with any schedule you already have in place. While I have a small backyard for quick potty breaks, we are very close to several walking paths.

Sitter Profile Image: Ashley H.
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Sitter Profile Image: Ashley H.
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19. Ashley H.

🐾Expert Pet Care in Your Home!
Winchendon, MA, 01368
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
11 repeat clients
from
$25
per walk

Ashley was easy to communicate with and tried her best to get to know my dog and his quirks. It was a pleasant experience for all parties and I’m delighted that my very people picky dog has someone who can walk him and take care of him when we arent around or traveling.

Sitter Profile Image: Lauren S.
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Sitter Profile Image: Lauren S.
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20. Lauren S.

Walk in any weather
Rindge, NH, 03461
4.8 mi. away
Dog Walking
from
$20
per walk

Lauren is an awesome, loving person! Takes care of my dog like she’s her own! Highly recommend absolutely will not regret your choice with Lauren!

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Winchendon Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Winchendon are rated on average 5 out of 5 stars based on 57 reviews.

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Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Winchendon, MA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

Need to find a dog walker near Winchendon, MA? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Winchendon walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Winchendon, MA to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

Speaking of payment, the cost of dog walking in Winchendon, MA may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you book Winchendon dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.

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