Personalized care for your dog or cat - Winchendon

Highly-rated overnight sitters - Winchendon
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Thank you Emily for making Sherlock feel at home!!! Sherlock was welcomed as part of their own family. Emily and all her family members made it very easy for him! He had a very comfortable stay! ❤️”

“Kourtney is a kind and a knowledgeable dog sitter. When I overseas for almost a month, my high energy dog was boarded in her place. She kept me posted and sent pictures. I could tell how much my dog got her attentions and love. She made my absence very easy and pleasant to my very sensitive rescued dog. I highly recommend Kourtney to you when you need help. Thank you very much, Kourtney and your husband!”

“I couldn’t feel more comfortable leaving my dogs with anyone else. The girls settle right in with Judy and are not that anxious to leave when I come to get them. Love her sweet dog Rosey 😊”


“This was our first boarding experience for our 1yr. old lab. We were immediately impressed with Luiz's knowledge and professionalism. During our time away we received numerous updates with photos and videos reassuring us our dog was being very well cared for. We'll be booking with Luiz in the future.”

“My two dogs enjoyed their stay with Rachael and her family. It is a very relaxed and welcoming atmosphere, and her two dogs are great! Outside time, sofa time, just perfect. We'll be back!!”

About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. We have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
“Laddie’s stay with Nicole could not have been a better first experience- for him, and for us. Nicole was incredibly flexible, understanding of our anxiety, and sent MANY fabulous photos and reassuring messages. She also put up with our neurotic requests! I suspect Laddie was reluctant to leave. He had a blast with her dog, AND her amazing cat😂. I”


“Megan was a great sitter, she communicated well and sent pictures of Tori which I loved :) Drop off and pick up went smoothly and she had everything ready when I got there. Thanks Megan!”


“Tracy was so sweet, very responsive, and you could tell she loves animals. She sent updates with pictures regularly and o could see he was so cared for. My dog Kanan came home a very happy pup! Thank you again Tracy!”

“Thank you Riven for taking in Remi on such short notice. I appreciate the help so much!! Remi liked being there so definitely would like to have you sit for her again.”
“Philip and Chelsea were amazing with our dog Cooper! We were a little nervous, since this was Cooper’s first time away from us. Though Cooper was nervous at first he warmed right up to Philip and Chelsea and the other dogs that were there. We loved the pictures and updates we got about Cooper’s visit. I highly recommend having Philip and Chelsea watch your dog. They are great with dogs, have an amazing space for the dogs to play and take such good care of them. I will be booking them again whenever I need someone to watch Cooper while we are gone.”

“Matt is absolutely amazing. He really took care of my dog during the 40 days we were away. He sent pics and videos daily and he's really responsive to questions and requests. My dog had a good time with Matt. I would definitely recommend Matt to anyone who needs boarding service.”

“Emerald was amazing. My Sawyer loved being there, which made me feel so much better knowing that someone will give him a one on one attention, even though she has her own dog. She also made me feel like Sawyer was her own and did everything with Sawyer that her dog does. I would absolutely go back again as long as she would have Sawyer back.”

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.
“I couldn’t have asked for a better experience. Amy was warm, kind, and incredibly attentive while caring for my dog. It gave me real peace of mind knowing my baby was in such good hands. Communication was great, and it was clear she genuinely cared. I would absolutely trust her again and highly recommend her services!”

Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Winchendon
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

“We recently used Devon to watch our 3 cats and are very glad we booked her! She is extremely responsive, kept us up to date on our cats and gave them extra love and attention. We are so glad we found someone we can trust with our cats.”


“Amanda was a wonderful pet sitter, and we couldn’t be happier with our experience. She stayed in our home and cared for our cat while we were away, and she regularly checked in to let us know how things were going, which gave us real peace of mind. When we returned, our cat was happy and relaxed, and everything in our house was exactly as we had left it. We initially felt a little uneasy hiring someone we didn’t know to stay in our home and care for our baby for a week, but we’re so glad we put our faith in Amanda. We completely trust her and will absolutely hire her again.”


“Emily was very reliable and caring coming by to check on my cat Henry while I was on vacation. He was a little shy at first but warmed up to her after a few visits. I had peace of mind knowing he was being taken care of while I was away. I liked the pictures she sent with the daily visit update. I would definitely recommend Emily if you need someone to tale care of your pets while ypu are away.”


“Taylor was great with my 2 cats! I have one very shy cat who typically hides under my bed whenever anyone unfamiliar is here but he came out to say hello to her! Would very much recommend!”


“Danielle was able to modify my original booking, becauase I accidentally put in the wrong dates. She kept us informed of the feeding and scooping of the cat boxes. She also told us about if she saw the cats, they hid when people are over.”


“Emily was wonderful! She came over for a meet and greet before taking care of our three cats. I appreciated her taking the time to do that. She was extremely thorough and very communicative which I also appreciate it. She took great care of the cats and my house! She really went above and beyond. I appreciate her and definitely recommend hiring her.”

“Margaret & Dawson were great and took care of our pets like they were their own. Very trustworthy, dependable and communicative. They sent us pictures and videos of the pets with each visit. We recommend booking with them and we will book with them again in the future!”

About: I’ve been around cats my whole life and have always had a special connection with them. I’ve cared for friends’ cats over the years and have a cat of my own who’s now 7 years old. I’ve had her since she was a tiny kitten, and she’s truly my world. She’s independent but loving — she has her favorite cozy spots around the house and loves playing with interactive toys. I believe in gentle redirection and positive reinforcement, and it’s helped her grow into a sweet, well-behaved cat. I’m comfortable with all kinds of feline personalities — from shy or nervous cats who need space, to affectionate ones who love attention. I understand their body language and always approach them with patience and respect. My goal is to make every cat feel safe, calm, and cared for while their owner is away.
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.

“Colin was wonderful with our cat, Lily. She's it's normally very shy and will hide when new people enter her life, but Colin was able to gain her trust and get her to come out of her shell. He did a great job and I highly recommend him.”

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!
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

About: I have over 10 years of experience working with cats through volunteer work at a local cat shelter and caring for cats for friends, family, and neighbors. I’ve worked with cats of all ages and personalities, including kittens, seniors, shy cats, and multi-cat households. I understand feline behavior and know how to make cats feel comfortable and safe while their owners are away. Whether your cat needs playtime, feeding, medication assistance, litter box care, or simply a calm and patient companion, I provide reliable and attentive care. I treat every cat as if they were my own and will keep you updated with photos and messages during each visit.


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Perfect for high energy dogs - Winchendon
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

“It was obvious to me that she was having a real good time with not only the other dogs but the children as well which makes me happy to know that she was well taken care of. Thank you so much for taking good care of my fur baby”
About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. We have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
About: I have had indoor cats for the past 24 years. I have pet sat for dogs and cats personally. I have house sat twice for a dachshund and doberman. These were contacts from my mom’s pet sitting job years ago. I had a beta fish for about 3 years. I can walk and play with the dogs and cats, feed them, etc. I will provide what is going on and what is being done, sharing pictures and videos as much is wanted. I currently work full time Monday through Friday. I can work from anywhere. I am available evenings during the week and available on the weekend. This is a side hustle and to offer some help for anyone that need it. We have a dog and a cat. We aren’t sure how our dog and cat would be to other pets in our home. I am happy to come to yours. Whatever is needed.
“Thank you so much for all of the wonderful pictures and the videos of Miss Tulips day with you. I hope she was a good girl for you but thank you so much for the exceptional care and love you gave her. We will most definitely have you watched her again for us. Thank you ☺️”

“Maggie is awesome!!! Kallie had a great day with her. Took her out to the doggy park and tired her out!! Def my go to next time I need a pet sitter for the day! Thank you so much!!!”
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 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: Hello, my name is Amy, I am 36 years old, a huge animal lover with lots of pet experience! I’m currently in Troy NH so I’m open to anyone in need in the surrounding towns or a bit further. I’m available to do either daycare or boarding in my home 7 days a week. If you have any questions or anything please feel free to message me anytime, and I’d be happy to speak with you! I have a flexible schedule and I’m looking to make this a regular job. Hope to hear from you all soon and thanks for taking the time to read this! Have a wonderful day, and I’ll talk to you soon. Click here for $20 off your first booking with me :) https://www.rover.com/sit/amyp86790 I have a completely open flexible schedule 7 days a week and should be able to meet all your needs! I’m available morning and night just shoot me a message I care for pets in my home. I will walk and play with them, bathe them, feed them and snuggle them, whatever they need :)
“My two great danes had the best day playing with Rachel's dogs and relaxing. They felt at home immediately when we dropped them off, and are definitely missing Kevin! Very grateful and will for sure be using again if I they need to be watched.”

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.
“Michael and his family are wonderful! Constantly sending photos and updates of my dog throughout his stay! My dog was a bit nervous in the beginning but Michael made sure he was comfortable and able to have lots of fun with other dogs and his kids! Will continue to send teddy here :)”

“Jenna was great with my pup Lily! She’s watched her twice now and the second time Lily ran straight to her door and strolled right in when I dropped her off. I know my girl is totally safe and happy with Jenna, highly recommend :)”

“Jarica has been prompt, friendly, professional and flexible in all our communications and bookings. Our pup Cider loves her!! She is so excited to see Jarica every time we drop her off. Jarica has a beautiful, open yard, away from roads where dogs can run around. She is very attentive and clearly loves to care for dogs! We highly recommend booking with Jarica!”


“Tracy was such a good sitter for our dog! She had great communication and was very friendly and accommodating to our schedule. She provided plenty of photos and updates as well. We’ll definitely book her again if we need a sitter!”

About: I have 14+ years experience in the veterinary field. Learning about animal behaviors, preventative care and physical health is a passion of mine. I am a very well rounded animal enthusiast that loves to stay busy. Some of my extracurriculars include training my Australian shepherd, whether it’s dock diving, agility or overall obedience. I will hold each pet to standards that support good manners, so some training may be associated with my services. I strive to exercise your fur babies intellectually as well as physically. I am very detailed oriented, and consider myself very observant. I’m not afraid to communicate and ask questions regarding your pets’ needs. I would be caring for your pet around my typical work schedule, which is M-F ~8-6pm, but I can always drop in mid day during lunch. Communicating your expectations so I may practice proper time management is important for a successful and stress free pet sitting job. I have a very well socialized 5yo male, 50lb, Australian shepherd, Oshie and he loves to play. Additionally I can provide walks, and play sessions. Hikes are also supported.
About: I love dogs. I have a rescue her name is Snickers and shes 7 months old. I've had dogs all my life. How anyone can hurt man's best friend is beyond me. She is like my child and makes me smile, keeps me company and I dont know what I would do without her. I love her with all my heart and wouldnt trade her for the world. I would treat anyone's dog like I would my own. They are all special in their own way. I would be honored to take care of your dog, I look forward to meeting you very soon. Thank you, Robin K I work full time at home and I'm able to walk my dog and take her out anytime! I'm available all day. My Snickers would love a play mate. I dont have crate but if yours needs one you'll have to bring it. I'm very diligent in taking my pup out all day long.

About: Ive been caring for pets for many years. I had a dog walking business over a decade ago. We taken care of our own and others elderly dogs. We like taking dogs on long off leash walks in groups if possible. Dogs are always welcome to cuddle up on the furniture. Im a stay at home-mom, homeschooling. We go to play groups and trips but we can plan our day around dog walks. We take the dogs out first thing in the morning on leash as our yard isnt fenced. We are happy to come feed kitties and water plants. We love taking dogs out on walks and caring for them in our home. We love going on long walks mid day out in nature
“Alicia is great!! She accommodated my last minute request for daycare and was very easy to communicate with. My puppy had a blast playing - very happy and comfortable when I picked her up. I’d book again with Alicia anytime!”

About: I'll care for your dogs like no other. Whatever your pet needs to be happy, they will get. Walks? Treats? Hugs? Massage? Toys? You name it. Just love dogs and want to give back to the many dogs I have owned and cared for in my life. Have years of experience with pet sitting. I work from home and have plenty of time to care for your pet. I am also available on weekends. Can accommodate many varied schedules. I have a fenced in yard and have over 2200 square feet of home. I have access to many trails for walking, hiking, and swimming. Star, my friendly and loving black lab lives with me and will provide the perfect setting for your dog.

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winchendon
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
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 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.
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 ?!”

“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!”

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! 😂
“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!”

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: 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!
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Winchendon
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Thank you Emily for making Sherlock feel at home!!! Sherlock was welcomed as part of their own family. Emily and all her family members made it very easy for him! He had a very comfortable stay! ❤️”

“Kourtney is a kind and a knowledgeable dog sitter. When I overseas for almost a month, my high energy dog was boarded in her place. She kept me posted and sent pictures. I could tell how much my dog got her attentions and love. She made my absence very easy and pleasant to my very sensitive rescued dog. I highly recommend Kourtney to you when you need help. Thank you very much, Kourtney and your husband!”

“I couldn’t feel more comfortable leaving my dogs with anyone else. The girls settle right in with Judy and are not that anxious to leave when I come to get them. Love her sweet dog Rosey 😊”


“This was our first boarding experience for our 1yr. old lab. We were immediately impressed with Luiz's knowledge and professionalism. During our time away we received numerous updates with photos and videos reassuring us our dog was being very well cared for. We'll be booking with Luiz in the future.”

“My two dogs enjoyed their stay with Rachael and her family. It is a very relaxed and welcoming atmosphere, and her two dogs are great! Outside time, sofa time, just perfect. We'll be back!!”

About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. We have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
“Laddie’s stay with Nicole could not have been a better first experience- for him, and for us. Nicole was incredibly flexible, understanding of our anxiety, and sent MANY fabulous photos and reassuring messages. She also put up with our neurotic requests! I suspect Laddie was reluctant to leave. He had a blast with her dog, AND her amazing cat😂. I”


“Megan was a great sitter, she communicated well and sent pictures of Tori which I loved :) Drop off and pick up went smoothly and she had everything ready when I got there. Thanks Megan!”


“Tracy was so sweet, very responsive, and you could tell she loves animals. She sent updates with pictures regularly and o could see he was so cared for. My dog Kanan came home a very happy pup! Thank you again Tracy!”

“Thank you Riven for taking in Remi on such short notice. I appreciate the help so much!! Remi liked being there so definitely would like to have you sit for her again.”
“Philip and Chelsea were amazing with our dog Cooper! We were a little nervous, since this was Cooper’s first time away from us. Though Cooper was nervous at first he warmed right up to Philip and Chelsea and the other dogs that were there. We loved the pictures and updates we got about Cooper’s visit. I highly recommend having Philip and Chelsea watch your dog. They are great with dogs, have an amazing space for the dogs to play and take such good care of them. I will be booking them again whenever I need someone to watch Cooper while we are gone.”

“Matt is absolutely amazing. He really took care of my dog during the 40 days we were away. He sent pics and videos daily and he's really responsive to questions and requests. My dog had a good time with Matt. I would definitely recommend Matt to anyone who needs boarding service.”

“Emerald was amazing. My Sawyer loved being there, which made me feel so much better knowing that someone will give him a one on one attention, even though she has her own dog. She also made me feel like Sawyer was her own and did everything with Sawyer that her dog does. I would absolutely go back again as long as she would have Sawyer back.”

“I couldn’t have asked for a better experience. Amy was warm, kind, and incredibly attentive while caring for my dog. It gave me real peace of mind knowing my baby was in such good hands. Communication was great, and it was clear she genuinely cared. I would absolutely trust her again and highly recommend her services!”

“John provided Lilly with excellent care. Lilly had been traumatized by a two-day visit last year to a kennel last year. We vowed never to do that again. But her visit with John was just wonderful. Lilly will definitely be hanging out with John in the future!”

“I wish I could give more stars! Haley was heaven sent. She gave us a full tour when I dropped my dog off, she sent so many adorable photos and videos during the stay, and completely kept my mind at ease the whole time. We will definitely be using her for all future trips!”

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