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.”
“Some people just have that natural rapport with animals and Alexis is definitely one of them! My recently adopted husky has been struggling with separation anxiety and Alexis made her feel right at home. By the time I picked Bella up, she had gone on THREE walks and I had so many photos to enjoy! I simply cannot recommend Alexis’s conscientious care enough, and the next time Bella needs daytime care I will be coming back with no hesitation. Thank you! It couldn’t have been better!”
“Eloise and otter had a blast at Rachael’s. They came home happy and tired after a fun day playing with her pups. Rachael was really easy to communicate with. Would definitely book again in the future!”
“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!”
“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!”
“Brooke is so kind and sweet and my pup loved her - I definitely felt like he was in good hands while she watched him for the day. She is quickly responsive to text messages as well. Great experience!”
“This was the first time Bailey has been left with someone. Phillip and Chelsea sent me pics throughout the day. They are very experienced with dogs, super friendly and very accommodating with scheduling. The fenced in back yard is perfect to let her roam around and play with other dogs. Bailey will be back soon! I highly recommend them to babysit you're baby. She had a blast and is now sleeping like baby.”
“I highly recommend Lee...the immediate level of comfort Atlas had as well as myself with Lee and his dog Sharif... The meet and greet went great with others as well... Atlas was in very goods hands and I would no problem booking with Lee in the future... Thankyou Lee”
“John did a amazing job with gizmo. he also responded back to my messages quickly as possible. also he sent me pictures of gizmo and stay in touch letting me know how gizmo was doing .I really recommend John he was also polite and understanding .when it came to him meeting gizmo the day before he was going to doggy sit him .also I will be using John as my dog sitter when I need it .thank u John”
About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. My partner and I 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.
“Our collie, Logan, and ourselves, too loved Kathryn and her big back yard. Her 2 dogs, Arlo and Smoky, were great hosts. Logan had a fun time and came home happy and content. We are looking forward to many more daycares and boarding soon.”
“Our dogs had a blast at Nicole’s place. They got to run around in her nice fenced in yard, played a lot of fetch and got to cool off in the kiddie pool. Nicole and her family are obviously dog lovers and I was so happy we left our girls with them. I would highly recommend Nicole to care for your pups as if they were her own.”
“Our first day with Melissa went very well. We wanted a sitter who had a small young dog to socialize with our Louie, and her Casper was a great playmate. We'll do it again! Thank you!”
About: I have not been an official sitter before, but I have been a dog owner for 20 years and know how much trust it takes to leave your dog in someone else’s care. Dogs are family, and I understand the importance of making them feel safe, comfortable, and loved. We do not currently have any fur friends at home, so we would be honored to share that love with your dog. I provide a calm environment, pay attention to routines and needs, and communicate clearly so you can feel confident while you’re away. Because we do not currently have pets at home, we have room in our routine to give your dog plenty of love, attention, and companionship. We can be intentional about feeding, walks, potty breaks, playtime, and rest, and we know how important it is to keep dogs on a routine that helps them feel safe and settled. We know dogs are family, so we care for them with patience, attention, and genuine love. Our home is currently without other pets, which allows us to offer a calm environment and focused care. We will follow your instructions closely, pay attention to your dog’s comfort and behavior, and communicate clearly so you know your pet is safe and well cared for.
“Vicky and her family were wonderful with Athena! She got lots of love and attention, and I received updates throughout. She came home happy and content. I would definitely use them again.”
“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!”
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
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 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 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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