Dog Boarding in Pittsfield, VT
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Top rated Pittsfield dog boarders
“Christina and Jason were great with my girls. I received pictures of them daily along with descriptions of their daily activities. They kept my girls busy and happy. I would highly recommend them.”
“It’s always tough to leave our dog at a new place with a new person, but Alyssa made it easy and comforting :). Appreciated the check-ins and pictures too! Thank you for looking after Juno and she looks forward to seeing you again!”
“Zuko loved his little vacation!! Samantha was wonderful and a perfect host! Her and her family have a beautiful property with a ton of outdoor space. My dog played his heart out and had the time of his life. I don't think he wanted to leave! I would recommend her for any and all boarding you needs! I will certainly be using her again in the future!”
“Gwynn is amazing. She paid attention to exactly the attention (exercise, etc.) that Martie needed and even sent us pictures of their adventures. Martie was exhausted when we got home!”
“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 ❤️”
“Sam and Thomas were awesome. They were able to watch Sharlee last minute, and updated us often with pictures of Sharlee. They took her on walks and played fetch with her. We could tell she was very comfortable in all the pictures. Sharlee got along very well with their two other dogs who were very friendly. Thank you so much ! Heather”
“This is my second time leaving Charlie with Tom. He goes way beyond taking care of him, and my dog loves him. He responds fast my messages and sends many pictures. Charlie has such a great time with him that he cries on the way back home! Thanks Tom.”
“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”
“I picked up a happy pup after a stay with Eddie and Rene. Eddie took Charlie on walks, hikes, and to the local parks. He has two other dogs who got along well with Charlie. Eddie is quick to respond to texts and sends pictures along. We will have Charlie stay with Eddie and Rene again. Thank you !”
“Min Joo is a very thoughtful and accommodating dog sitter. We had a wonderful experience and felt reassured that our dog was well taken care of with the frequent communication and photo/video updates.”
About: I have taken care of cats and dogs for as long as I can remember. Looking to get my own, but in the meantime, would be excited to watch yours. I have plenty of toys and treats and I’m happy to do anything that makes you feel comfortable to keep your furry friend happy! I currently work at Dartmouth Hitchcock full-time which is why I typically can only watch during the weekend. My flexibility means I can also sometimes work remote. Depending on your preference, I’m sure we can work out something great. I am happy to do anything that makes you feel comfortable. I love to go for a walk, so I’m happy to take them down to the small park that we have. Or if they’re not much of a walker, I’m happy to sit and relax as long as they know how to pick a TV show.
About: There was not a single day in my life that I was not surrounded by dogs. No matter which house we lived in, I was always greeted after school by one, two or three dogs. Before moving for university, my mother and I began fostering puppies for two weeks at time. We would wake up at 4am when we heard them squealing, stay up late making sure they could have the latest potty break possible for hopes of maybe sleeping in the next day, and even build a pen in our backyard to allow for endless playtime together. Due to these numerous pups we cared for, my dogsitting popularity skyrocketed in our neighborhood. I was being called upon every other week to care for my neighbors cats, dogs, and once even a chinchilla. Now, I hope to provide the same service and be there for your cutest friends when life simply gets in the way. I don't mind the -20 degree weather if it means going for a nice brisk walk with your dogs.
About: Since I was 12, I have taken care of neighborhoods, friends, and families dogs, cats, and other pets. I have owned three dogs, other miscellaneous pets, and have raised three litters of puppies. I am more than happy to feed and care for other pets, including rodents, amphibians, and reptiles. I am a college student back home from July 30th to August 20th. My schedule is completely open and I can house sit during the week. I am unable to bring pets into my own home. I will stay over at my client’s houses with their pets because it tends to be more convenient.
“Sam was wonderful with our Labrador “teenager,” who was on his first “vacation” away from us! She has a great, calm and positive demeanor, and clearly understands dogs. She kept us regularly updated, sent pictures, and was very reassuring. Our boy had lots of fun and we were able to enjoy our time away without worrying, confident in Sam’s caring and skill. We have already booked her again!”
About: My 3 year old golden retriever LOVES other dogs as do I. We love to to have other dogs share our home for playtime and cuddles while their pet parents are away. I travel often and know how much more enjoyable my time away is when I know my golden girl is being cared for the way I would care for her. I strive to provide the same for my furry guests! I work outside of the home during Monday through Thursday for 8 hours a day but I am home all day on the the weekends. We are happy being homebodies and playing in the fenced in backyard or going out for a hike. We even have 40 acres close by with a cabin, river and hiking trails that is super fun for the dogs!
Loving dog boarding sitters in your neighborhood
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Christina & Jason S.Star Sitter
“Christina and Jason were great with my girls. I received pictures of them daily along with descriptions of their daily activities. They kept my girls busy and happy. I would highly recommend them.”
Kevin & Inez W.Star Sitter
“Great response time. Was grateful they were available on such short notice which I was not expecting. Sent pictures and kept me updated during my dog’s stay.”
Alyssa B.Star Sitter
“It’s always tough to leave our dog at a new place with a new person, but Alyssa made it easy and comforting :). Appreciated the check-ins and pictures too! Thank you for looking after Juno and she looks forward to seeing you again!”
Samantha L.Star Sitter
“Zuko loved his little vacation!! Samantha was wonderful and a perfect host! Her and her family have a beautiful property with a ton of outdoor space. My dog played his heart out and had the time of his life. I don't think he wanted to leave! I would recommend her for any and all boarding you needs! I will certainly be using her again in the future!”
Gwynn Z.Star Sitter
“Gwynn is amazing. She paid attention to exactly the attention (exercise, etc.) that Martie needed and even sent us pictures of their adventures. Martie was exhausted when we got home!”
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 ❤️”
Sam & Thomas L.
Star Sitter
“Sam and Thomas were awesome. They were able to watch Sharlee last minute, and updated us often with pictures of Sharlee. They took her on walks and played fetch with her. We could tell she was very comfortable in all the pictures. Sharlee got along very well with their two other dogs who were very friendly. Thank you so much ! Heather”
Tom D.
“This is my second time leaving Charlie with Tom. He goes way beyond taking care of him, and my dog loves him. He responds fast my messages and sends many pictures. Charlie has such a great time with him that he cries on the way back home! Thanks Tom.”
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”
Tara R.Star Sitter
“Tara was a rockstar! Johnny Nacho is a new pooch to the family, so I wasn't sure how he'd react to staying elsewhere. He did great! And Zella was fine too.”
Edgar & Rene G.
“I picked up a happy pup after a stay with Eddie and Rene. Eddie took Charlie on walks, hikes, and to the local parks. He has two other dogs who got along well with Charlie. Eddie is quick to respond to texts and sends pictures along. We will have Charlie stay with Eddie and Rene again. Thank you !”
Min Joo L.
“Min Joo is a very thoughtful and accommodating dog sitter. We had a wonderful experience and felt reassured that our dog was well taken care of with the frequent communication and photo/video updates.”
Abbey G.
“Abby was great! Super kind, would gladly have her watch my dog again.”
Nancy H.
“Great experience & Taluk loved spending the weekend! 😊”
Maxamus S.
“I cannot recommend Maxamus highly enough! He took exceptional care of our dogs and cats making sure our pets were not only safe but happy and well-loved in our absence. Max is trustworthy, dependable, and has a wonderful, calming nature. Our pets loved him. We will absolutely be using Max again!”
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!!”
Beatrice H.Star Sitter
“There is a kind of dog person who thinks that all dogs are their dogs, and loves them as such. Beatrice is one of those people. She has been watching my beagles for a few years and not only do they love her but she truly loves and cares for them.”
Nora L.Star Sitter
About: Since I was 12, I have taken care of neighborhoods, friends, and families dogs, cats, and other pets. I have owned three dogs, other miscellaneous pets, and have raised three litters of puppies. I am more than happy to feed and care for other pets, including rodents, amphibians, and reptiles. I am a college student back home from July 30th to August 20th. My schedule is completely open and I can house sit during the week. I am unable to bring pets into my own home. I will stay over at my client’s houses with their pets because it tends to be more convenient.
Samantha S.Star Sitter
“Sam was wonderful with our Labrador “teenager,” who was on his first “vacation” away from us! She has a great, calm and positive demeanor, and clearly understands dogs. She kept us regularly updated, sent pictures, and was very reassuring. Our boy had lots of fun and we were able to enjoy our time away without worrying, confident in Sam’s caring and skill. We have already booked her again!”
Jessica H.
“Jessica and family are very responsible pet owners. Murphy always enjoys visiting and being part of their family. With plenty of space to run and play he certainly gets his exercise. I would highly recommend Jessica for your pet’s getaway.”
Popular requests near you
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1. Search
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Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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The median cost per night for dog boarding in Pittsfield is $60
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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.
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Sitters in Pittsfield average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 31 sitters provided dog boarding in Pittsfield. 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, 93% of Pittsfield dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 13 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 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
There are 31 dog boarding sitters in Pittsfield on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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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