Doggy Day Care Winchendon
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 9 pet parents in Winchendon have booked doggy day care
Winchendon, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Luiz and his family are amazing! Took such good care of my pup Bentley. Treated him like their own. So many cute videos and pictures sent through out the day! Bentley came home exhausted from all the play time. He also loves their dog Molly. Definitley will be booking stays there again. Highly recommend for any pet parent looking for a safe and caring place to leave their babies.”
“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 ☺️”
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’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: 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 :)
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 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.
“Rachael was wonderful! Opie went for a day play and hang out. He had some buddies to play with and was a sleepy pup once we got back home. Rachael sent photos and reassured us everyone was happy! Thanks!!”
“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!!!”
“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 :)”
“I cannot thank Michael enough for going above and beyond today for taking simba literally 6 days after surgery, keeping a close eye on him, and watching him for me so that I could too work on the holiday. He accommodated my hours, and was kind enough to spend this family holiday not only with his family but including simba as one of his own family. I can honestly say I was at ease today with Michael watching simba today and was able to focus on my work.. thank you the continued reassurance throughout the day letting me know simba was ok and the many pictures and videos I rec’d!!!! Thank you for being there for me when I truly had no one else to rely upon!!!”
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.
“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: 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!”
“My wife and I were in town for my cousin's graduation from Keene. Jarica looked after our dog Chuck for the day and we picked up our happy, tired boy in the evening. She's a great communicator, a warm person, and Chuck seemed to have fun. Thanks Jarica!”
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: 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.
About: My journey as a pet caretaker began early, with the responsibility of taking care of family and friends' pets. I offer attentive and personalized care, adapting to the individual needs of each pet, including specific diets, medication schedules and exercise routines. I guarantee safety, affection and a lot of fun, keeping tutors informed with regular updates. Your pet will be in an environment of love and trust. My passion for animals allows me to integrate pet care into my daily routine in a very flexible way. Although I have a current commitment, I am looking for more opportunities in the area of pet care and I dedicate myself to it. I can adapt to your pet's schedules for daily visits and walks, with great availability in the afternoons, evenings and every weekend, ensuring that your pet receives constant attention. Each pet is treated with the utmost affection and constant supervision to ensure its safety at all times. In the customer's environment, I focus on maintaining the established routine and creating a calm and fun space. If it's on tours, I use adequate safety equipment. Trust is built through my responsibility, attention to detail and genuine care that always prioritizes the health and happiness of your furry friend.
The median cost per day for doggy day care in Winchendon is $40
Dog parents share their Rover experiences - Winchendon
Amanda was very kind and patient with our nervous dog. She took time to sit with us during a meet and greet, playing and chatting until our pup warmed up. On her first day of daycare, I appreciated Amanda's check ins and photos to let me know how it was going. It was clear our dog had a lot of attention and love throughout her day from Amanda and her family. Thank you!
Book with peace of mind
- 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.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer doggy day care
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 5 repeat doggy day care clients
FAQs for Doggy Day Care - Winchendon
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winchendon on Rover is $49.95 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 317 sitters on Rover offering Doggy Day Care across Winchendon. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winchendon commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 317 sitters in Winchendon, 87% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
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 sitter.
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