Dog Walking Winchendon Springs

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

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Over 2
pet parents in Winchendon Springs have booked dog walking

Winchendon Springs, Find top rated dog walking

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
87 reviews
16 repeat clients
15 years of experience
Rindge, NH, 03461

Takes care of my precious dog...

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Chris A.
Sitter Profile Image: Emily J.
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Emily J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
36 reviews
17 repeat clients
35 years of experience
Gardner, MA, 01440

Emily is awesome. Always on time and very good with our Polo, as well as our house. Definitely recommend 100%

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Steven L.
Sitter Profile Image: Danielle K.
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Danielle K.
$30
total per walk
4.8 out of 5 stars
35 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: 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: Scarlett F.
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Scarlett F.
Star Sitter
$23
total per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Keene, NH, 03431

About: I used to babysit for my friends, family membersand & neighbors. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. I'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.

Sitter Profile Image: Melissa M.
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Melissa M.
$28
total per walk
5.0 out of 5 stars
29 reviews
4 repeat clients
20 years of experience
Gardner, MA, 01440

We are so lucky to found Misty ! She is amazing to both our dogs and literally went above and beyond ! Our dog Skylar is a difficult dog, she is afraid of everything and takes longer time to trust new people, but Misty, she has her magic and now Skylar and Googie are her best friends ! Couldnt thank her enough for taking care our dogs for 3 weeks ! Highly recommended and did I mention she is amazing ?!

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Christy C.
Sitter Profile Image: Alexis F.
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Alexis F.
$19
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Fitchburg, MA, 01420

About: I have spent my entire life around animals so caring for them has always come naturally to me. I grew up in a household with over 40 animals, including dogs, cats, and exotic pets. I have spent years working in a small locally owned pet store in my home town taking care of exotics, before moving into kennel work at a vet’s office. I have experience in giving medications to dogs and cats in different methods, and monitoring their health afterwards. My primary role was offering our boarding pets the comfort of a home away from home. I’m a reptile dad every day, taking care of my own snake and bearded dragon babies. I’m currently home every day with time and love to give to other pets and their people who need an extra hand. I have a big room with a comfy bed that they can lay on in a nice couch that we can sit and watch shows on. I also have a fenced in yard outback that I can take them in to play, but I have a spacious cemetery up and across the street that is great for leash walks as well. I also have various toys and litter boxes as well.

Sitter Profile Image: Leah W.
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Leah W.
$28
total per walk
1 year of experience
Templeton, MA, 01468

About: I grew up with a dog by my side always. I have had experience working at a doggy daycare and doing check ins on dogs throughout the day. I love dogs of all kinds and will treat them as if they are my own I have always enjoyed working with animals especially dogs, and would love to include this in my daily routine. I can do mornings and afternoons! I always treat every dog as if they are my own. I care deeply for animals, and will take good care of yours when you can’t!

Sitter Profile Image: Jeffrey W.
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Jeffrey W.
Star Sitter
$23
total per walk
5.0 out of 5 stars
43 reviews
20 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: Amanda E.
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Amanda E.
$43
total per walk
5.0 out of 5 stars
9 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: Colin P.
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Colin P.
Star Sitter
$34
total per walk
5.0 out of 5 stars
95 reviews
19 repeat clients
15 years of experience
Fitchburg, MA, 01420

I needed to have Colin walk Mulligan last minute. He was so kind and friendly and accommodated my request. This was amazing as Mulligan loves Colin and feels comfortable with him. Colin always is an amazing communicator and writes up awesome notes after the visit. Mulligan and I are so grateful!

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Katie M.
Sitter Profile Image: Julie C.
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Julie C.
$27
total per walk
15 years of experience
Gardner, MA, 01440

About: Hi! I’m JuJu, a happy-go-lucky animal lover who’s had pets my entire life. I grew up caring for dogs, cats, birds, and even farm animals — I never had to ask Santa for a pony because I actually had one! Being around animals has always come naturally to me, and I treat every pet with the same love and attention I give my own. Whether your pet needs playtime, snuggles, slow-and-steady care, or a fun walking buddy, I’m here to make sure they feel safe, comfortable, and adored while you’re away. I’m reliable, patient, and great at following routines. I’m also happy to send updates and photos so you always know how your furry family member is doing. I can’t wait to meet your pets and make them feel right at home! I’m a mom getting settled here in Massachusetts, and I currently have a very flexible schedule. I’m able to fit drop-ins and walks around my other duties, and I’m happy to help even on holidays. If you need reliable care at a specific time, just let me know—chances are I can make it work! I always make sure your pet feels safe, relaxed, and cared for while staying in their own home. I follow your routines closely so everything feels familiar and comfortable for them. They’ll have fresh water, a clean space, and plenty of attention. I’m very mindful of safety—whether I’m giving them playtime, keeping them company, or taking them for a walk. I also send photos and updates so you always know how your pet is doing. Your pet’s comfort and happiness truly matter to me.

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
9 reviews
3 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: 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: 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: Dee G.
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Dee G.
$39
total per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Fitchburg, MA, 01420

Dee is compassionate, patient and reliable. She's also a very nice lady. My dog is comfortable with her so I will definitely hire her again

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Kathie M.
Sitter Profile Image: Tatyana G.
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Tatyana G.
$22
total per walk
4.9 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Jaffrey, NH, 03452

About: I have had a dog since I was born. My dog and I grew up together, learning together. Saying that I’ve had my fair share of experience being with pets. I have always had the responsibility to learn how to take care of them and their needs and we can’t forget having fun with toys and walks. Recently my dog sadly passed away and I would love nothing more being pets again. I currently work night shift during the week. So I’ll be available during the day after 7 am for playtime and walks and making sure they are fed and whatever they may need. I also have the weekends off Unfortunately I do not have a fenced in yard but I do have lots of grass for them to run around in and live in a quiet neighborhood perfect for walks. Since I’m used to having two dogs in the home, I can accommodate most specific needs.

Sitter Profile Image: Emerald J.
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Emerald J.
$34
total per walk
5.0 out of 5 stars
11 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: 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!

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

Dog parents share their Rover experiences - Winchendon Springs

1 / 1
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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Winchendon Springs

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winchendon Springs average 3
repeat dog walking clients

FAQs for Dog Walking - Winchendon Springs

Frequently asked questions about Rover

The average cost for Dog Walking in Winchendon Springs on Rover is $24.42 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 1,273 sitters on Rover offering Dog Walking across Winchendon Springs. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winchendon Springs. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winchendon Springs.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

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 walkers who have experience with handling special pet needs in Winchendon Springs. On Rover:

  • 92% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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