Dog Boarding in Pittsfield, VT
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. Deirdre G.
“Our senior dog Hank had a wonderful time with Deirdre. She took excellent care of him and gave us lots of updates with pictures and videos. It seemed like he had a fantastic time. I really appreciated that she was so kind and thoughtful concerning his advanced age. We’re very happy to have finally found such an outstanding person to look after our old pal while we’re away. Thank you Deirdre!”
2. Harmony V.
“Harmony is fantastic and truly makes sure dogs are comfortable, safe and happy. She puts them as her top priority. She had another dog staying at the same time so she brought it over to meet ours before the weekend away. We got loads of pictures and daily updates. She thinks of all the things puppy parents need and does then before we needed them. She kept Finnegan on his schedule, reinforced his training and generally loved on him! We couldn't be happier with Harmony and are so lucky to have her in our lives.”
3. Tara R.
“Tara R. was very easy to deal with to setup the booking and provided great communication including photos to throughout our dogs stay. We will definitely plan to use Tara on our next trip to Vermont.”
4. Cindy F.
“Cindy was the best rover Apollo has visited. She was super easy to contact, helpful with updates and even helped me w some training tips. Apollo didn’t want to go home after - will definitely contact again”
5. Samantha L.
“Boots seemed to enjoy her long weekend at Sam's boarding facility. The atmosphere is lively with rescue pigs, goats and dogs, and Sam did a great job assessing the groups and finding a spot that worked for her temperament and sometimes quirky behaviors. It was our first time boarding a dog, and all went well!”
6. Sean D.
“My dogs didn't want to leave! They loved Sean and Lisa, and especially Pluto and Cosmo, their dogs. Big fenced yard. Nice area. Dogs slept in their bed.”
7. Molly M.
“Molly was absolutely amazing and went above and beyond what I asked of her! She was always on time (and early!), easy to get a hold of, and very thorough in contacting me and sending photos through out the weekend! Our pup was wonderfully exhausted from a weekend full of playing and was so happy !!!!! Could not recommend her enough!”
8. Kaitilin G.
“Kaitilin was super nice and a compassionate dog lover at heart. Very accommodating, very caring and thoughtful. Thank you so much Kaitilin!!!”
9. Josephine K.
“Josephine was great! Kept us updated and Bode looked like he had a great time while making a friend with her pup. 👍🏽”
10. breukelen w.
“Breukelen provided the upmost of quality service for us and our dog, Olaf. I had reached out to her an hour before we needed to drop him off, and was super flexible with drop off and pick up times. Highly recommend her to take care of your pets! Thanks again!”
11. Joseph C.
About: We are family of four. We love pets. Mom and Dad have been dog owners for half our lives. Right now we are not ready to be full time dog owners because of our children. But this is great opportunity to show our love for dogs. We would provide a loving and comfortable environment for your dog. We have experience with large dogs such as Rottweilers ans Pitbulls. We jave experience with small dogs such as a maltese. Right now we live in apartment in a multi family home. It has a small backyard. We would be available to come to your home. We can come to your home and do walks. We can come and play with your dog. Meets us and we are confident you will be comfortable with us.
12. Gwynn Z.
“My sister and I were heading to Stowe with our dogs for a ski trip when we found out the house wasn't dog friendly. Oh no! Luckily we found Gwynn who lives close to Stowe. She only takes two dogs at a time which was perfect for my dog and my sister's since they're best friends! Gwynn was great with initial introductions with my somewhat skittish dog and her dogs. We were in contact with her everyday with photos and a video of them frolicking in the snow. She always responded quickly via phone or text. After picking them up, our dogs ended up sleeping the entire next day from having too much fun. My dog in particular did not want to leave Gwynn's chickens! I would highly recommend Gwynn, especially if your dog needs personal attention, lots of exercise and outdoor time.”
13. Kasey B.
“Kasey watched our pups for the weekend while my partner and I attended a wedding. Both our pups, and let’s be honest, ourselves, have separation anxiety, but Kasey put us all at ease. She was very attentive and interactive with our pups easing their anxiety. She sent us regular photos and updates of our fur babies of their various adventures, cuddles sessions, and tug of war matches reminding us they were in good hands. Our pups can be a handful, but Kasey did such a wonderful job with them. We will definitely use Kasey again in the future! :)”
14. Sarah & Ben A.
“Sarah, Ben and Bean are the BEST. Attie had the most incredible time playing with Bean and I loved the updates and pictures. Sarah knew how nervous I felt leaving him for nearly 3 weeks and was so considerate and kind. Attie came home tired and he seems like he misses Bean and Sarah already. Love that we have found such an incredible family to leave Attie with when we are away ❤️”
15. Jesse B.
“Jesse was wonderful with my dog. He was flexible with my sudden change of plans, and maintained great communication. I could tell my dog was excited about her doggy vacation time at Jesse's dog friendly house! Next time I need to find a dog sitter again, I will be reaching out to Jesse.”
16. Samantha S.
“Samantha was diligent in ensuring the dogs would have every need met when they stayed with her. She even took pictures every day (the best we have seen to date)!”
17. Kevin & Inez W.
“Jericho had a wonderful week-long stay with Kevin, and we loved the easy communication, flexibility, and pictures that Kevin sent. During the stay, Jericho seemed to be right at home with Kevin's other dogs, and got to go to some of his favourite parks and off-leash trails. We've already re-booked for next time, and we highly recommend Kevin!”
18. Meredith K.
“Meredith is wonderful. She is very thoughtful about how she pairs her visiting pups for playtime. She is also very organized and an excellent communicator.”
19. Jessica P.
“Jessica did a superb job! Can't recommend her highly enough. She was fantastic with our dog, taking her on lots of hikes and other adventures. And she was a very thoughtful and responsive communicator. It was a pleasure working with her from start to finish. We're lucky to have such a wonderful dog sitter in our area!”
20. Zachary B.
“Zach was a great sitter. Our dog can be nervous, and Zach made him feel at home. Great communication, lots of pictures we would definitely love to use him again!!”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Pittsfield.
Rover makes it easy to find Pittsfield 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
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.