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%.
“Amanda's home was clean, welcoming and well set up for pet care. Amanda's pricing was fair and honest and she was amazing with communication throughout the day. It was obvious that she loves animals and my dog agrees as she was excited and happy on the days that she was in Amanda's care. I highly recommend her!”
“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.”
“Jie was very responsive and easy to communicate with. My dog had such a great time being at Jie's house, meeting the other dogs, observing the chickens, and even doing some agility in the backyard. They are definitely dog lovers, we feel fortunate to have found Jie. We love knowing our dog is safely in good hands, and having a great time to boot!”
“Kourtney was so incredibly kind and helpful with taking our Nellie girl last minute. She immediately made Nellie feel welcomed and safe, introduced her slowly to the other furry friends, and eased my worried heart by sending updates and photos regularly. We are so grateful to have found Kourtney and are looking forward to working with her again in the future!”
About: I love having dogs around and work hard to make sure every pup is not only well cared for, but has a genuinely fun and enriching stay. My partner and I live on 30 acres, giving dogs plenty of room to explore. We also go on regular walks and hikes, which are a great way to burn off both physical and mental energy. Of course, not every dog wants an adventure. If you have a senior dog or one who prefers to take it easy, we’re just as happy to spend the day relaxing together with plenty of attention and snuggles. We have two friendly pet goats that are accustomed to being around dogs. That said, your dog’s comfort and safety always come first. If there’s any uncertainty about how either the dog or the goats might interact, the goats stay safely in their fenced pen while we have dog visitors. I work remotely from home with a flexible schedule. I usually spend a few hours working in the morning, then I’m outside for much of the day working on projects, and spending time with our canine guests. I’m very adaptable to your dogs needs. We can work together so your dog can have a routine similar to the one they have a home.
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 :)
“Samantha and Brian has a large backyard for my dog to roam and they took him on a nice hike in the woods. My dog had so much fun with them and their young kids. I would choose them again for a eventful daycare that my swiss shepherd definitely needs!”
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.
“The best! So thankful to have such an amazing family to care for Ghost Pepper when I need to go somewhere he can't join. Great communicator, clearly loves dogs. So helpful and kind!!!”
“Our pup was very well taken care of, few hiccups along the way however they were very responsive, and she returned home every day just wiped out from blowing off all of her energy.”
“Tracy is an excellent host for our dog Riley. Riley is 15 years old and Tracy is patient and kind with him. She takes him on several short walks, provides him with plenty of water, and feeds him according to our specific steps. Tracy is also enjoyable for us to talk to. She is positive and upbeat. We like her so much.”
“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 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.
“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've been caring for dogs for over 25 years and truly believe every pet deserves to feel safe, loved, and understood. I have experience with dogs of all sizes, from tiny Chihuahuas to large breeds, as well as puppies, energetic adults, and senior dogs who require extra patience, medication, or special care. I'm naturally calm, dependable, and attentive to each pet's individual personality and routine. Whether your dog loves long walks, playtime, cuddles, or simply quiet companionship, I adapt my care to what makes them happiest. My goal is to keep their routine as consistent as possible so they feel comfortable while you're away. As someone who works for myself, I have the flexibility to provide reliable daytime care and give each visit my full attention. I'll also keep you updated with photos and messages so you can relax knowing your pet is in caring hands. I treat every pet as if they were one of my own. I work for myself, which gives me a flexible schedule and allows me to provide dependable, personalized care for your pets. I'm available Monday through Friday from 9:00 AM to 6:00 PM for walks, drop-in visits, playtime, feeding, medication, and companionship. I always do my best to be punctual, reliable, and accommodate your pet's routine. Your pet's comfort, safety, and happiness are always my top priorities. I believe pets feel most secure when their normal routine is maintained, so I take the time to learn their habits, preferences, and any special needs. I'll care for your home with the same respect I would my own, provide regular updates with photos, and treat every pet like a member of my own family.
About: Hi all! I have lots of experience walking and caring for dogs/pups and cats. My very first pup was a chihuahua at around age 5. Since then my love for animals grew. I've had several Siamese cats, aquatic fish and dogs growing up. I've walked and cared for many different pups around town (just about all breeds) and I can assure your furry friend is in good hands. In our house I have a 13 year old son, a 2 year old daughter, three turtles, bearded dragon and several fish. Feel free to contact me with any questions you may have. I can provide you with several references, past employer and client related. I can also pick up/drop off to make things easier. Thank you!
“I feel so lucky to have found Sofie and Teryn! They took such great care of my two dogs for the whole day. I was thrilled to get pictures right away and throughout the day while I was gone. I hope to use their services many times to come. Javi and Rocky were happy and very well-cared for at the beautiful home. Thank you!”
“John was great with our nervous Velcro dog. John is definitely a dog/animal person who can quickly read them and see what level of interaction they’re comfortable with. We plan to book with John for future dog-free trips.”
About: I am a caring, loving, responsible person. I am 26 years old and I've been caring for animals since i was a little girl. I love bringing dogs to local dog parks and on hikes. i have years of experience with reptiles, small animals, fish, dogs and cats. i make sure after each and every visit pets will come home and want to snuggle up with their loving owners. I am capable at calming pets when stressed or energetic. I am always clean, well-organized and i always put pets first. When pets are in my care, they are always treated with love and have the best care. I treat them like family because they are family. If you want a professional loving pet sitter contact me now. I am available throughout the week. I am basically up everyday before 9 am so i can have time to do things around my home and have time for your pets. In my home I go on walks all the time, or trails, or even dog parks. I always give the fur babies love and attention. At your place its whatever you need me to do, but I do play with the pups and kitties when they have toys.
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!
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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.
Why Choose Rover?
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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.
Meet local sitters who will treat your dogs like family
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Popular requests for doggy day care - Winchendon
Select a filter and find qualifying sitters offering doggy day care.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 September 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 September 2026, there are 299 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 299 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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