Dog Walkers in Winchendon Springs, MA

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

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Top rated Winchendon Springs dog walkers

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Jorden A.
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Jorden A.
Star Sitter
$25
total per walk
5.0 out of 5 stars
80 reviews
14 repeat clients
15 years of experience
Rindge, NH, 03461

Jorden is always reliable, and has finally been accepted by my cat, who accepts no one! This is a true testament to Jorden's connection with animals!

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Chris A.
Sitter Profile Image: Courtney R.
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Courtney R.
$19
total per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
29 years of experience
Ashburnham, MA, 01430

My dog loves her, she is so caring and always makes sure to greet him with a lot of belly rubs, follows instructions very well. Definitely recommend her.

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Jianny D.
Sitter Profile Image: Sean C.
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Sean C.
$23
total per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Ashby, MA, 01431

I feel like I hit the jackpot with Sean. The minute he walks in Rocky is so excited to see him. We already have another session booked and will continue to use Sean

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Karol D.
Sitter Profile Image: Emily J.
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Emily J.
Star Sitter
$25
total per walk
5.0 out of 5 stars
34 reviews
12 repeat clients
35 years of experience
Gardner, MA, 01440

Bailey was treated beautifully- thank you!

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Sharaai B.
Sitter Profile Image: Danielle K.
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Danielle K.
$30
total per walk
4.8 out of 5 stars
34 reviews
9 repeat clients
20 years of experience
Templeton, MA, 01468

Dani is AWSOME. She was very patient with my mini schnauzer Toby.He likes to sniff everything and gets upset with other dog walkers when they rush him. She brought her dog Greyhound Zeke who is well behaved and adorable.

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Jason V.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
$23
total per walk
4.9 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Winchendon, MA, 01475

Amanda won our senior dog’s heart. We appreciated her photos and updates after walks.

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Arlene W.
Sitter Profile Image: Colin P.
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Colin P.
Star Sitter
$34
total per walk
5.0 out of 5 stars
91 reviews
18 repeat clients
15 years of experience
Fitchburg, MA, 01420

I needed Colin within a 2 hour notice. He helped me and took such great care of Mulligan! He gave me many updates and took great pictures! Thank you so so so much for being flexible and wonderful!

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Katie M.
Sitter Profile Image: Patricia H.
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Patricia H.
$28
total per walk
1 repeat client
40 years of experience
Princeton, MA, 01541

About: I’ve owned pets since my daughter was young and brought her first kitten home. I’ve been helping her to walk dogs for a couple years now. I’m retired so my schedule is fairly open. It gets me walking and outside, two things I enjoy. It helps my health and makes me feel good. Happy to walk your dog! Cannot have pets stay at my house as I have a kitty cat of my own. His name is Toby and he’s a real pain in the butt! 😂

Sitter Profile Image: Kristen M.
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Kristen M.
$26
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
Templeton, MA, 01468

About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.

Sitter Profile Image: Amanda E.
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Amanda E.
$43
total per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Winchendon, MA, 01475

About: I worked in an exotic vet hospital for 7 years which is also a wildlife rehab facility. Prior to that I have raised and cared for animals of all species of my own my whole life. Whether fury, feather, scales, or more I love just about every living being & critter. I will care for your pets like they were my own. *Making a note that poisonous/venomous or illegal animals are not acceptable or allowed. I have experience with reptiles like geckos, bearded dragons like my own, iguanas, turtles, birds of all shapes, color, and sizes, some farm animals, ferrets, guinea pigs, hamsters, rabbits, and things of the like. Animals that are venomous or harmful are excluded.* I care for and hang out with my fur babies, but there's plenty of room and time for more friendly faces. I work hard so my pets can have a good life. I frequently walk my dogs and can take yours around the neighborhood as well, lots of dog toys, pats and belly rubs, and can crate your pup if needed. I'm also willing to help with some trainings and house breaking if requested.

Sitter Profile Image: Jeffrey W.
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Jeffrey W.
Star Sitter
$23
total per walk
5.0 out of 5 stars
42 reviews
16 repeat clients
12 years of experience
Sterling, MA, 01564

I came in from our of town for a family gathering and needed a last minute walker for my dog. Jeffery was great with communicating with me for the last minute need. Was great handling Denise (my 2.5 year old had) and they had a nice hour long stroll around the neighborhood. Would recommend

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jonathan k.
Sitter Profile Image: Mallory G.
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Mallory G.
$29
total per walk
4.0 out of 5 stars
3 reviews
3 repeat clients
11 years of experience
Gardner, MA, 01440

About: I’ve taken care of cats, dogs, snakes, chinchillas, quails, pigs, lizards, Guinea pigs, and bunnies. I am willing to learn how to take care of any animal and have given medicine/received special requests previously I work 4-8 hours a day and one of my jobs is a work from home job. My timing can can be flexible unless I am lifeguarding. I do not offer boarding. I do have pets of my own and would take care of other peoples’ animals according to the owner’s and their vets’ wishes and judgement

Sitter Profile Image: Mackenzie H.
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Mackenzie H.
$25
total per walk
5 years of experience
Hubbardston, MA, 01452

About: Pet Care Experience: I’ve been caring for animals my whole life! 🐾 From my time in 4H, where I competed with my own animals, to looking after pets of all kinds, I bring experience, dedication, and a deep love for animals. Whether it’s caring for energetic puppies, providing companionship for senior dogs, or making sure your pet gets the right amount of playtime and love, I’m here for it! ❤️🐶 I specialize in: ✔️ Puppy care & basic training 🍼🐕 ✔️ Senior pet support 🦴🐾 ✔️ Administering medications (oral & topical) 💊 ✔️ Walks, playtime & belly rubs! 🏃‍♀️🎾 Your pet will be treated like family while you’re away! 🏡💖 Schedule: 🐾 Pet care is my #1 priority! 🐾 I have a flexible schedule since I’m currently in school, which allows me to accommodate morning, afternoon, and evening visits. Whether your pet needs a quick potty break, a midday walk, or overnight care, I can work with your schedule! 📅🐕 Safety, Trust & Environment: I believe pets are happiest in their familiar environment, which is why all care is provided in your home. 🏡💙 Here’s what I offer: 🐾 Regular check-ins for food, water & potty breaks 🐾 Daily walks tailored to your pet’s needs 🦮🚶‍♀️ 🐾 Playtime to keep tails wagging 🎾🐕 🐾 Overnight stays for extra comfort & security 🌙🐾 I always ensure pets feel safe, loved, and comfortable while you’re away. 🐾💖

Sitter Profile Image: Maggie P.
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Maggie P.
$34
total per walk
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Gardner, MA, 01440

About: Hi, I am a huge dog lover. Your dog will be safe with me. I’m a kind and trustworthy person. I love to help and I hope to meet your doggo! I am in college so this means I am available throughout the day. Send me a message and I’ll gbe sure to make you and your pup a priority I am working part time. I will have plenty of time to visit and be with your dog! I am flexible and will be working from home. I have a friendly dog named Piper, we live on a dead end road and have plenty of room to run! I am ready to love and take care of your dog!

Sitter Profile Image: Emerald J.
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Emerald J.
$34
total per walk
5.0 out of 5 stars
9 reviews
45 years of experience
Westminster, MA, 01473

About: I love animals and have been around them as long as I can remember. I have extensive experience with dogs and cats, from birth to their last breath. I believe in positive reinforcement training. I am very loving and treat all animals with respect but can be strict when required for safety. With me your babies will feel like they are at home away from home. I work from home and have a very flexible schedule. I am available almost always and your fur babies will have lots of love and company. I have a large grassy yard, and I live near a pond and multiple trails. I also have a Chihuahua mix girl, who is very friendly and loves making new friends.

Sitter Profile Image: Kayla G.
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Kayla G.
$28
total per walk
5.0 out of 5 stars
20 reviews
8 repeat clients
4 years of experience
Fitchburg, MA, 01420

Kayla was great! She was prompt and let us know how each walk went. It is great knowing that Sully was able to have a little fun while we are working.

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Erin I.
Sitter Profile Image: Paige S.
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Paige S.
$28
total per walk
12 years of experience
Rindge, NH, 03461

About: I have had dogs my entire life and currently own three. I have experience with a wide variety of breeds and have cared for many dogs beyond my own. I am currently a veterinary student at Midwestern University and have a strong passion for animal care. I am confident handling multiple dogs at once and lead an active lifestyle, ensuring pets receive plenty of exercise, attention, and high quality care. I am committed to going above and beyond to meet each pet’s individual needs. Pets have been a big part of my life since I was born and I am taking the passion I have for animal care into my career. I am currently a vet student at Midwestern. Your pet will feel at home and comfortable. I will make sure their schedule stays the same and they are fed and walked at the time given.

Sitter Profile Image: Debster D.
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Debster D.
$39
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
new ipswich, NH, 03071

My baby was SOOOO happy. Debster what above board to make Jazz’sday comfortable and happy. An not say enough. Thank you Debster for a worry free day!!!

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Patricia W.
Sitter Profile Image: Chastity N.
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Chastity N.
$17
total per walk
4 years of experience
Gardner, MA, 01440

About: I have had a passion for taking care of animals since a young age. I have experience with all types of animals. I worked as a doggy daycare attendant and a veterinary assistant. I currently work at an animal shelter. I'm currently working 2 part time jobs. Wednesdays, Saturdays and Sundays availability with the possibility of Mondays. I'm available for dog walking, trips to the dog park and pet sitting. We do have a backyard which is not fenced in and a porch that I usually block off to let my dogs get outside for some fresh air.

Sitter Profile Image: Katie C.
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Katie C.
$32
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Gardner, MA, 01440

About: I have had dogs and cats, and also a horse for most of my life! My current dog is a 10 year old rescue from Tennessee, and he’s the love of my life. I’ve worked very hard with a trainer with my pup, so I have some experience there. I volunteered at the humane society and ASPCA for many years off and on, and I also fostered dogs throughout college. Safe to say I have plenty of hands on experience with all sorts of pets :). I am working full time, but I have a somewhat flexible schedule! I have plenty of time throughout the day to spend some time with whatever pet needs the attention! In my home, my dog is pretty spoiled :). He is my main priority, as it is just him and myself, and it’s been that way for years! As far as other people’s pets in their home, I will follow any instructions in detail that are provided, but above all I will make sure the pet is happy and healthy and comfortable!

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Winchendon Springs dog parents share their Rover experiences

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5.0 out of 5 stars

Jorden is always reliable, and has finally been accepted by my cat, who accepts no one! This is a true testament to Jorden's connection with animals!

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Chris A.
Dog Walking
1 / 1
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Winchendon Springs is $25

Why Choose Rover?

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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winchendon Springs average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winchendon Springs on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winchendon Springs dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 407 dog walkers in Winchendon Springs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 79% of Winchendon Springs dog walkers respond in under an hour.

Dog walkers in Winchendon Springs have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winchendon Springs.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 407 dog walkers in Winchendon Springs on Rover, so you’re sure to find the perfect match for your dog! In Winchendon Springs, 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.