Dog Boarding in Winchendon Springs, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog sitters in your neighborhood
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1. Amanda H.
“Amanda and her family were so wonderful with Rocky and made me feel so comfortable leaving him. She sent me adorable pictures of Rocky being taken care of so well. I could tell he was happy and cared for.”
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. 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.”
4. Debra H.
“Our dog Katie stayed with Debra for a week and the difference in her disposition upon pickup, compared to her previous stay in a kennel, was amazing and a huge relief. Debra provided wonderful care and Katie showed none of the signs of anxiety that we see from kennel stays. We received pictures of Katie every day and will be using this service going forward. Thank you to Rover and Debra!”
5. Nikki M.
“Nikki was so great! This was my first time leaving my girls with a stranger and I was definitely at ease having them with her. She texted with pictures and gave me updates the week I was away. Super kind and you can tell she really loves your dogs while they are in her care! Thanks so much, would 100 times recommend and use her services again!”
6. Michael B.
“My dog is a regular customer always happy to be at Michael’s house. He takes good care of her while we were away so no need to worry about our dog. Highly recommend leaving your pup with him. Michael is quick in replying which we like.”
7. Jo W.
“Jo takes wonderful care of our dog. I highly recommend her, as I always feel confident our pup is getting great care, exercise and attention in a lovely home environment. Thank you Jo!”
8. Maryah C.
“Maryah was awesome. Even when our plans changed because of hurricane Lee she was accommodating. Great country location for the dogs. I would highly recommend her and have no reservations using her again in the future.”
9. Rachael L.
“We had a wonderful experience! Our girl , Anne, was treated like family and she had a blast with Rachael’s dog , Kevin! I personally love receiving update and pictures ! We will definitely be sending Anne over for boarding again when we are traveling.”
10. Luiz B.
“This was our first boarding experience for our 1yr. old lab. We were immediately impressed with Luiz's knowledge and professionalism. During our time away we received numerous updates with photos and videos reassuring us our dog was being very well cared for. We'll be booking with Luiz in the future.”
11. Stefanie S.
“Stephanie and her family were super nurturing to our dog and by the end of his stay with them we weren’t sure if he’d even want to go back with us. They were very responsive and gave updates with pics daily. We will 100% be using them again.”
12. Danielle D.
“Danielle was fantastic! Sadie always seemed happy and excited in all the pictures and videos she sent! She also was so understanding when my flight got delayed!”
13. Paul M.
“You can tell when someone loves what they do, and Paul was the perfect match, very caring and knowledgeable. Our ol’ gal Greta was in great hands, I had no worries whatsoever when the time came to drop off our senior pup! Communication was A++ throughout the whole experience.”
14. Katelyn M.
“Katelyn was amazing - she kept us updated about pickles and sent us plenty of pictures and videos. I'm sure Pickles had a blast at her place!”
15. Patty & LeeAnn S.
“If you need a dog sitter look no further. Seriously this is where you want your pet to stay. What a wonderful stay our dog had he absolutely loved his time playing with Moto. Patty and LeeAnn went above and beyond making Indiana feel comfortable and provided great updates for us making us at ease and were extremely accommodating from start to finish.”
16. 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!”
17. Michelle E.
“Michelle cared for our two adult (11 hrs old) cats for 1full week in June. One kitty is pretty social and adaptable , while my second kitty is pretty big anxiety kitty. Well my high anxiety kitty hid and refused to eat for the week!! Michelle was very in tune and considerate of Simon’s needs and secured him space to eat and relax! Meanwhile she was also took care of my VERY Social and Affectionate kitty, Sadie! Sadie came home with a new confidence!! Michell was very flexible and took wonderful care of my two babies!! I would definitely recommend her!!”
18. Dawn P.
“Dawn and her family were awesome! I needed to find someone to watch Sammy. They accepted him as their own and gave me updates on a daily basis. She is very communicative and I felt safe leaving Sammy with Dawn and her family. Thank you so much for everything! ❤️”
19. Haley B.
“Haley was amazing!! So kind and flexible with communicating and planning with me, and very responsive! I felt very safe leaving my pup with her and her family on a holiday night☺️”
20. Riven H.
“Riven and Matt are very experienced in dog care. Dexter was well taken care of, he was happy and quite himself when we picked him up. I highly recommend Riven and Matt.”
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?
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 sitter has to cancel, we’ll work with you to find a new 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 Mar 2025, 138 sitters provided dog boarding in Winchendon Springs. 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 Springs dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winchendon Springs have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Springs.
Rover makes it easy to find Winchendon Springs 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 138 dog boarding sitters in Winchendon Springs on Rover, so you’re sure to find the perfect match for your dog! In Winchendon Springs, 90% of sitters offer daily exercise, 100% offer medication administration, and 90% 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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