Dog Walking Winchendon
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 7 pet parents in Winchendon have booked dog walking
Winchendon, 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%.
“Courtney, did Amazing. She followed all instructions very well, She is so gentle and caring. Treated my boy like it’s her own. Seeing how my dog had the same reaction Everytime he seen her was amazing and i will definitely re-book her.”
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.
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
“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.”
About: I’ve always loved animals and have spent many years helping friends and family take care of their pets. It’s something that brings me a lot of joy. Over the years, I’ve looked after all kinds of pets — from energetic pit bulls and bulldogs to small dogs like Shih Tzus and even cats. Sometimes I’ve stayed in people’s homes for a week or two, and other times I’ve just stopped by for walks or check-ins. I’ve also welcomed pets into my own home when friends needed someone they could trust. I have a calm, friendly personality and get along well with animals, even if we’re meeting for the first time. I’m always careful to notice when a pet might be nervous or needs some space, and I do my best to make sure they feel safe, happy, and cared for. My schedule is very flexible since I work a per diem job and can choose when to take shifts. This gives me plenty of time for pet sitting, walks, or overnight stays. I’m usually available on short notice, too. The only thing I plan ahead for is care for my own cat while I’m away, but that’s easy for me to arrange — so it won’t affect my availability or reliability. When I’m caring for pets in their own home, I do my best to keep their routine as normal and comfortable as possible — feeding, walks, playtime, and cuddles just the way they’re used to. I make sure they feel safe and cared for while their family is away. If a pet stays in my home, I treat them like one of my own. I create a calm, cozy environment with plenty of love, attention, and playtime. I also make sure to follow any specific instructions from the owner so each pet’s needs are met. I’m gentle, patient, and understanding of different personalities — whether a pet is shy and needs space or energetic and ready to play.
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.
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.
“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 ?!”
“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!”
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.
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.
About: I love all animals and have fostered for the local Humane Society for the last couple of years. I am drawn to all animals regardless of type, size or breed. Sometimes the more unique the better but there’s something special about every pet. I work remotely so my schedule allows flexibility that is conducive to pet sitting. I am available 7 days a week. I can sometimes accommodate last minute bookings as well. I work remotely and love getting out for walks. I have a flexible schedule but I also know how hard it can be to entrust someone with your fur babies so I am happy to answer any questions you may have.
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! 😂
About: With several years of experience caring for dogs of all sizes and breeds, I’m passionate about providing personalized care that makes both pets and owners feel at ease. Whether it’s taking your dog on a leisurely walk, providing companionship during a pet-sitting session, or ensuring their daily routine is maintained, I approach every job with patience, love, and attention to detail. As a dedicated pet care professional, I prioritize flexibility to accommodate both your pet’s needs and your schedule. I structure my day to ensure that each pet gets the individual care they deserve. I understand that every week looks a little different, which is why I offer flexible scheduling options. Whether you need daily walks, occasional visits, or overnight care, I am happy to work with you to create a routine that fits seamlessly into your life. When you trust me with your pet, you're giving them more than just a service — you're giving them love, attention, and the comfort of knowing they're in good hands. I always ensure that all activities are suited to your pet’s size, breed, and temperament. I believe in keeping you informed. Whether through photos, messages, or video updates, I’ll share how your pet is doing during our time together. This way, you can feel connected and reassured, no matter where you are. When caring for your pet in your home, I take great care to respect your space. I follow any specific guidelines you have for your pet’s care and household rules, ensuring your home remains as you left it.
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. 🐾💖
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!
The median cost per walk for dog walking in Winchendon is $25
Dog parents share their Rover experiences - Winchendon
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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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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Reservation protection
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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How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winchendon sitters!Sitters in Winchendon average 4 repeat dog walking clients
FAQs for Dog Walking - Winchendon
Frequently asked questions about Rover
The average cost for Dog Walking in Winchendon on Rover is $16.05 per walk (as of July 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 July 2026, there are 1,236 sitters on Rover offering Dog Walking across Winchendon. 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. 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.
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. On Rover:
- 91% of walkers can help with special care needs
- 97% 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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