Doggy Day Care in Winchendon
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Loving doggy day care in your neighborhood
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1. Amanda H.
“Amanda was so good with my dog Freddy who has a high level of separation anxiety. Freddy ended up having a great day at Amanda’s house. She sent me pictures during the day. I highly recommend Amanda to watch your dog.”
2. Luiz B.
“My dog had the most amazing time here! Luiz is so good with dogs and my William felt right at home. He sent many pictures and videos. I haven’t seen my dog so happy since his sister pup passed. So thankful to Luiz and his family.”
3. Amanda E.
“Amanda was very good with watching my 1 and 1/2-year-old mix Hunter! She made sure that he got plenty of playtime and on any late shifts that I had at work she made sure to feed him the appropriate amount of food needed.”
4. Adrianna L.
“Adrianne was very professional and polite. She was knowledgeable in the topics that were discussed. Would very much recommend and do it over again.”
5. Haley B.
“Another great stay for Blade with Haley!”
6. Dayana C.
“Now my baby’s are my world all four and I can say this sweet lady and her son are the greatest doggy sitters ever my first time ever leaving my dogs with anyone for some hours and I will definitely use her again when ever I come back to Massachusetts use her my babys came home ate dinner and have been sleep since it’s been theee hours 😂 they are worn out yet I love that try her out y tambien Ella habla Espanol”
7. Alexa G.
“Alexa stayed at our home for 5 days caring for our Chiweenie and English Mastiff. Alexa loved them as her own while she was here. Sent us pictures and updates along the way. Our pups were very happy in her care! She can handle all pups big to small! She was a pleasure to work with, very responsive and responsible.”
8. Rachael L.
“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.”
9. Aidan S.
“Aidan has always been a lover for pets. She cares for all pets equally and loves them for who they are. She provides an amazing environment for our current dog and I know will provides a great environment for your dog! She’s loving, caring and patient with all pets of any kind. She will be the perfect pet sitter for your next get away!”
10. Wendy O.
“Wendy was a wonderful care taker. She updated me on how my dog was doing and provided me with a great sense of security. I recommend her highly.”
11. Giannina S.
“Giannina and her family are very nice people. They watched my dog for a day while I was at work. He came home content and tired out.”
12. Nikki M.
“It sounds like Quinn had a nice time playing with other dogs here. Nikki was able to take him on fairly short notice. He returned calm and happy after the exercise and attention.”
13. Noy H.
“Spot loved spending time at doggy daycare with Noy! She sent cute pictures throughout the day and was very communicative and easy to work with.”
14. Casey V.
“Magnificent yard. My pup loved romping with Casey’s dogs and though the visit was brief Casey was professional and thoughtful and we will absolutely visit again.”
15. Laurie T.
“Laurie and her family have been taking care of my dogs while I go away on vacation for years. The dogs love it there and they are treated as if they are their dogs as well! My husky is shy of everyone but after a few hours she was acting like she belonged right at Laurie’s house because of how patient Laurie and her family were to easing her in. I highly recommend Laurie and her family for your pet’s needs”
16. Robin K.
“Hi Robin K would be an awesome sitter or dog walker. I know she has a love of animals & a great sense of responsibility for caregiving. I would hire her in a minute.”
17. Violeta E.
About: I am dog mom of two; I have two golden retrievers and have experience working with puppies and also adapting their training skills and making sure they are stimulated. A stimulated dog, is a happy dog. I also have experience making healthy homemade cooked meals, as I feed my dogs daily a healthy home cooked diet. I currently work from work Monday- Friday but have a flexible schedule and also available for weekend work. I currently am looking for side work to maintain a busy schedule and lifestyle. I have two golden retrievers at home, Brooklyn and Belle. I will always ensure safety if a pet is brought to my home and make sure a crate is available at all times in case a pet needs space. If I travel to your home, please assure I will take all measures to make your pet comfortable and build my trust with every visit.
18. Michael B.
“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!!!”
19. Shankar M.
“Very diligent, meticulous and lovingly dog care-giver they are! It may be easy to find care-givers but the ones who truly love animals and are passionate to provide the best-service are hard to find I believe, would highly recommend Shankar and family for being one of those rare ones!”
20. John M.
“John was very caring and supportive to my dog who is anxious with new people. . He was also very flexible with the time, which I really appreciated. I already planned a second day for him to watch my dog.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winchendon on Rover as of May 2025 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of May 2025, 95 sitters provided doggy day care in Winchendon. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Winchendon sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchendon have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winchendon.
Winchendon doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winchendon sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 95 sitters offering doggy day care in Winchendon on Rover, so you’re sure to find the perfect match for your dog! In Winchendon, 91% of sitters offer daily exercise, 100% offer medication administration, and 82% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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