Dog Boarding in Winchendon
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog boarding sitters in your neighborhood
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1. Amanda H.
“Amanda did such an amazing job! She took great care of my dog and sent me pictures where I could see he was having a blast! I’m sure my dog loved staying at her house and playing with her dogs and kids, he loves the attention and I know Amanda have him plenty! Thank you Amanda!”
2. Dayana C.
“Dayana did an amazing job with my pup. Even sent photo updates throughout the booking! I’ll definitely be using her services again in the future!”
3. Maryah C.
“Maryah was wonderful. She found flexibility in her schedule and was kind enough to provide some training suggestions for my dog after the boarding. I'd highly recommend her.”
4. Michael B.
“Our pup Bowie enjoyed another great stay with Michael and his family! As always, Michael is thoughful in his care. He even brought Bowie out to my car in the bad weather!”
5. Rachael L.
“I've never had to board my dogs before and was very nervous. Rachael answered my many questions, explained everything I needed to know. Her family is wonderful with my dogs and I finally feel I've found someone caring and trustworthy. I will definitely rebook in the future!”
6. Debra H.
“This was the second time Katie stayed with Deborah while we were on vacation in New England. Deborah has a large yard for the dogs to play and she's great about staying in touch and sending photos. I recommend her highly! ”
7. Nikki M.
“Nikki is a lifesaver! She provided a warm, loving home for LuLu on short notice. She spoiled LuLu with walks and snuggles. HIGHLY recommend!”
8. Jo W.
“Our dog Lance was cared for by Jo and her husband Mike. We were extremely happy with the care he received while we were on vacation. We will definitely use her again and highly recommend her as a sitter.”
9. Phillip G.
“Phil provided excellent care of my 2 Golden Retrievers and was flexible when my travel plans changed. I received daily photos which showed my dogs enjoying their stay. His large fenced-in backyard was a plus as my dogs love to roam and play. Phil was able to accommodate changes in my travel plans as I had to move up drop off date and extend the stay due airline cancelations.”
10. Luiz B.
“Luiz and his family are fantastic. Piper had the best time with them and they were so good with her. Communication was wonderful - he provided lots of photos and updates about her stay. We will definitely use them again!”
11. Adrianna L.
“Adrianna is wonderful to work with and her love and dedication to pups shines thru in her work. We wouldn’t hesitate to use her services again and look forward to discussing sending our boy to her for training!”
12. paul d.
“On mine and Baxter's first meeting with Paul, Baxter was able to walk around the area without the other dogs so that Baxter could check things out on his own. Paul answered all of my questions and I felt confident leaving Baxter with Paul for an upcoming trip. After coming back from a short 3 day trip later, I could tell that Baxter had a great time and had met some new friends. He slept all the way back home and on the couch once we were back settled! I'll definitely be leaving Baxter with Paul for future trips. Thanks, Paul!”
13. Paul M.
“Our pup Loki had an absolute blast with Paul. After an initial meet and greet, we were very comfortable leaving hims with Paul, and look forward to doing so on the future as well. Thank you so much!”
14. Haley B.
“Haley was great with our Dog. Now that are children are grown and out of the house, our Dog is like a child to us, Haley kept us informed of his daily activities with photos and messages and also gave us updates on his mood. She was also flexible when we had an unexpected issue crop up in regards to pick up. I would highly recommend Haley for your boarding or other needs for your dog, we will definitely use her again if the need arises.”
15. Story B.
“Story LOVES animals! She currently has her own farm with 5 lamb and 22 chickens. She lives among 4 cats, 1 dog and a bunny as well. Friday night plans are often cancelled because she is watching other family’s dogs. She’s been taking care of animals her whole life and is protective over them. As a person she loves to be active, so often she is taking animals on long walks or hikes through the woods. I trust her with my pets anytime I’m away!”
16. Riven H.
“Was very communicative and great with my dog. Took blue on multiple runs and hour long walks, which really helps her when she’s feeling anxious away from home. Would definitely recommend.”
17. Maria G.
“Maria was great! Her Boston is a sweetheart and Ella had a great time playing with the other dogs there during her stay. Their home is very dog friendly and comfortable. Definitely recommend!”
18. Dawn P.
“Would definitely recommend Dawn and her family to watch your fur baby! Grayson was well looked after and super happy when I went to pick him up. She sent an update while watching him overnight. Will definitely book again in the future!”
19. nevaeh b.
“We couldn't be anymore happier Nevaeh! She was beyond great, and our dogs loved the time they spent with her. She was very communicative and attentive which made us feel at ease for leaving them for a week.”
20. Brooke L.
“Brooke took really good care of our dog while we were away. I would receive pictures daily. I felt very comfortable leaving our dog with Brooke and will definitely use her again.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder 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?
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in Winchendon is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winchendon dog boarding rates can be found as low as $22 to as high as $67 per night.
As of Apr 2025, 125 sitters provided dog boarding in Winchendon. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 95% of Winchendon dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winchendon have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 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.
Rover makes it easy to find Winchendon dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 125 dog boarding sitters in Winchendon on Rover, so you’re sure to find the perfect match for your dog! In Winchendon, 89% of sitters offer daily exercise, 100% offer medication administration, and 89% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding 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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