Dog Walking Winchendon Springs

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

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Over 3
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
93 reviews
18 repeat clients
15 years of experience
Rindge, NH, 03461

Jorden is great with our dog Winston. Jordaen really takes the time to work with Winston on things he is still learning and Jorden let's us know Winston's growth. I would recommend Jorden. ☺️🐶

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Amy P.
Sitter Profile Image: Emily J.
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Emily J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
43 reviews
19 repeat clients
35 years of experience
Gardner, MA, 01440

Bailey was treated beautifully- thank you!

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Sharaai B.
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: 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: 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: Colin P.
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Colin P.
Star Sitter
$34
total per walk
5.0 out of 5 stars
97 reviews
20 repeat clients
15 years of experience
Fitchburg, MA, 01420

Thank you for making the visit work! Mulligan feels safe and happy with Colin! He always is so great to him! We are grateful to have someone so trustworthy , fun, and loving care for Mulligan! Thank you!

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Katie M.
Sitter Profile Image: Michelle P.
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Michelle P.
$28
total per walk
30 years of experience
Ashby, MA, 01431

About: Owned and taken care of dogs and cats since I was young. Can’t remember a time without having pets! Currently own two crazy pups and two pretty kitties, and can’t wait to meet yours. Have experience with senior dogs, puppies, and everything in between. I am a full time firefighter/EMT, so I only work two 24hr shifts a week, and the rest of the time I get to play with yours, and my own animals! Love to hike or be outdoors with as many pets as possible! If they’re happy, I’m happy! I will follow all rules set for your pet, and be sure to keep their safety at the top of the list! As a pet owner, I can’t imagine something happening to my own animals, and I would never want to let anything happen to yours!

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
21 repeat clients
12 years of experience
Sterling, MA, 01564

Jeffrey is amazing! He was on time, personable and professional. He was patient with my dog and now Finn runs right away to Jeffrey. Rover is lucky to have him! As are we!

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Sharon E.
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: 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: 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: 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: Zachary G.
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Zachary G.
Star Sitter
$23
total per walk
5.0 out of 5 stars
57 reviews
14 repeat clients
20 years of experience
Lancaster, MA, 01523

Zachary is a perfect match for my mini schnauzer Toby. He was very patient and let him sniff everything he wanted to. I will definitely book him again thank you

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Jason V.
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: 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: 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, as well as shelter experience. I'm available for drop in visits and dog walking. I do not have a set schedule at work yet so I will have different availability every week. 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: 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
Barre, MA, 01005

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: Kayla G.
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Kayla G.
$39
total per walk
5.0 out of 5 stars
23 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: Laurie T.
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Laurie T.
$28
total per walk
25 years of experience
Leominster, MA, 01453

About: Hi, I’m Laurie! Animals have always been at the heart of my life and work. I run my own professional pet transport company, where I safely move pets across the country by both air and ground. Because of that experience, I’ve cared for dogs, cats, bunnies, and other small animals of all temperaments and personalities. Whether I’m boarding pets in my home or staying at yours, my goal is to give them the same comfort, attention, and love they’d get from you. I’m USDA certified, insured, and have a spotless driving record. I’m also a non-smoker and child-free, so all my focus goes to the pets in my care. I understand how stressful it can be for pets (and owners!) when routines are disrupted, so I make sure to keep feeding, walks, playtime, and snuggles as consistent as possible. I provide regular photo and video updates so you’ll never wonder how your pet is doing. Why Choose Me: • Years of hands-on experience with animals of all sizes and personalities • Small-scale, quality-over-quantity care (I only take on a manageable number of pets so each one gets the attention they deserve) • Compassionate, trustworthy, and dedicated to keeping your pets safe, happy, and stress-free Your pets aren’t just animals — they’re family. I’d be honored to care for them like my own. There is always someone at the house to care for the dogs, usually two or three people to provide frequent play and potty time outside How I Keep Pets Safe While Boarding: • I only board a small number of pets at a time so each one gets proper attention and supervision. • Pets are never left outside unattended. I use leashes, harnesses, and secure fenced areas for bathroom breaks and playtime. • Feeding is done separately when needed to avoid food guarding or scuffles between pets. • I sanitize bowls, bedding, and crates regularly to maintain a clean and healthy environment. • I follow each pet’s routine closely, including any medications, special diets, or exercise needs. • I provide constant check-ins and updates so you always know how your pet is doing.

Sitter Profile Image: Julia L.
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Julia L.
$19
total per walk
5 years of experience
Townsend, MA, 01469

About: Been around many different dog breeds and pets since I was a kid. Family and friends have all relied on me to walk, play, and stay with their pets. I am comfortable with small or large dogs! I am a part-time server 3-4 nights a week! My shifts are roughly 4 hours, and I am out of school for the summer so I am available during the weekdays and weekends. I am willing to stay with pets overnight or as long as needed at clients home to ensure their comfortability! I have references that will testify to my willingness to keep their pets safe and satisfied.

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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 great with our dog Winston. Jordaen really takes the time to work with Winston on things he is still learning and Jorden let's us know Winston's growth. I would recommend Jorden. ☺️🐶

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Amy P.
Dog Walking
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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

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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

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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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 September 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 September 2026, there are 1,233 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:

  • 91% 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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