Doggy Day Care in Pittsfield
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Pittsfield doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Gabrielle continues to be the best friend to our Baxter! He always loves going to Gabrielle's and it puts us at ease knowing he is happy and well taken care if when we are at work”

About: Hi! I’m Charlotte, a lifelong dog lover with a soft spot for senior dogs and young pups alike, especially high-energy breeds. I’ve had the joy of raising and caring for my family’s 12-year-old Boston Terrier since she was a puppy. Over the years, I’ve guided her through every stage of life—from potty training to behavioral shaping and teaching fun tricks. She’s now a sweet senior, and I’ve become well-versed in the extra love and patience older dogs need to stay comfortable, happy, and active. I’m also the owner of an energetic 8-month-old Blue Heeler, so I understand the importance of keeping dogs mentally stimulated, exercised, and engaged. Whether your pup loves long walks, playtime, or just some cuddles on the couch, I’m here to make them feel right at home. My blue heeler, Kota, has gone through heat so I do have experience with caring for puppies in this stage and would ensure that there are no unneutered males there at the same time. I provide a safe, calm, and fun environment, and I treat every pet like my own. I live in a townhouse style condo and am local to many walking/hiking trails. I’d love to meet your furry family member and help care for them while you’re away! Pet care fits naturally into my daily routine! I work from home and have a very flexible schedule, which allows me to be fully present and attentive to the pets I care for throughout the day. Since my Blue Heeler is still a puppy, I’m already used to planning my day around potty breaks, playtime, walks, and training sessions—so adding another furry friend into the mix is something I’m well prepared for. Your pet will get plenty of love, attention, and care, no matter the time of day! Whether I’m caring for pets in my home or in a client’s home, my goal is always to make them feel safe, comfortable, and loved. In my home: I offer a calm, pet-friendly environment with plenty of space for play, rest, and attention. I follow each pet’s routine closely—mealtimes, walks, medication if needed, and play—so they feel right at home. I make sure they get plenty of exercise, mental stimulation, and of course, cuddles and affection! In a client’s home: I’m respectful of your space and your pet’s usual routine. I maintain consistency with feeding schedules, walk times, and any specific care instructions you provide. I make sure your pet feels secure in their familiar environment, and I keep you updated with regular photos and messages so you can feel at ease while you're away.

About: I have had a dog at least 20 years. We occasionally have a Labrador a week at a time, he has full run of the house. I do not work, so I am home most of the time. I do local Arts Markets, but those aren't long days. A dog would get lots of attention. I have a fenced in back yard that has plenty of room for playing. The house is one floor, which would be easier on older dogs.
“Amanda was wonderful accepted to watch our little Tony last minute. She was responsive and kind and even let us come for a quick meet and greet the day before, just 15 minutes after we started chatting on the app. I would highly recommend her!”
“Suzanne is professional and friendly. She immediately put me at ease and made me feel confident about leaving our dog in her care. When I picked him up, he was happy and exhausted from playing. I'll definitely book Suzanne again.”

“My 2 dogs had a meet & greet with Nicole before spending the day at her home. There was a nice fenced in area and other dogs to play with. When I dropped them off for the day, they didn't even look back. She was kind enough to send photos during the day and let me know they were doing fine. I picked them up that evening - they were happy and tired!”

“Heather did a great job! She was prompt with communication & our pup was well cared for with picture updates through the day. It’s about a 40 minute drive round trip to highland mountain bike park and without Heather we wouldn’t have been able to bike together. Thank you Heather!!”

“This was the first time I used a dog sitting app, and the experience that my pup and I had was excellent! Kimberlie was very attentive to my dog's needs and even sent me pictures throughout the day. I have every intention of rebooking with Kimberlie again and highly recommend her and this service to anyone looking to place their pet in a safe and loving environment. Thank you, Kimberlie!”

“Susan is so warm and welcoming, and our sweet Murph felt relaxed right away! He enjoyed naps and long walks and had a great time during his day with her. Very much appreciated!!”

About: My family has had pets my entire life, and I've grown up with dogs and cats, so the question of how many years of experience I have is difficult to answer. I have a lot of experience being around animals, but I obviously was not the primary caregiver for our pets during my childhood. I am very fond of animals (of course), and would love to get to know your furry friends and help them get out and about! I'm a student in college at UVM, so I am around to hang out with your pets in between and after my classes! Because of the way they are spaced out, I'm usually free midday or in the afternoon/evening. I put a lot of care into making sure your furry friends are happy and healthy while in my care. I keep a close eye on them, and stick mainly to quieter roads that I'm familiar with on walks.
“What a wonderful place to take Chester for the day! It was so cozy I was kind of wishing I could stay for the day, too. Thank you Kim for your kindness and for taking such great care of Chester!”

“Sandra spent time before our first visit getting to know my beagle, Millie, who has separation anxiety. She was willing to make accommodations so that Millie would be comfortable and so would I! Millie's first visit was very positive. We hope to work up to longer stays and really appreciate Sandra's willingness to work with us.”


About: I am a mom to a wonderful 4 year old boy! I am a server at the moment, also looking to fill up some of my free time by spending time with and looking after some pups and cats since I am not allowed to have my own full time at the place I currently live! I have been around animals almost my entire life, mainly dogs, but also cats; birds, ferrets, guinea pigs, and also a chameleon! When I was around 7 up until age 12, I helped my aunts take care of over 20 miniature pinchers, as well as a Doberman, 5 cats, 3 ferrets, and two birds! And afterwards, I’ve lived with three pups that have absolutely all of my heart. Since moving out of my parents a several years ago though, I only get to see my pups a few times a week, and god do I miss being around them for snuggles, walks, and playtime outside. I cherish every moment with them. I don’t currently have any pups living with me at my own place, the stars haven’t aligned quite yet to take in a dog of our own, which is why I’ve decided to become apart of this community so that I am able to still spend more time with pups and also help out others who need their’s watched and cared for! I know most dogs (and some cats depending on their mood aha) just need lots of love and attention, and it can be super nerve wracking for them to be away from their owners, but also nerve wracking for the owners to leave their pets with a stranger. Dogs and cats are more than pets, they’re family. Trusting in me to care and look after your pet is something that will never be overlooked, and I will do whatever I can to ensure that they are cared for and kept safe, as well as doing whatever is needed to give you complete piece of mind that your loved one(s) are in the greatest of hands✨ I look forward to meeting you and your pups or kittys!! As stated above, I am currently a stay at home mom, meaning my week is generally open and free, besides Tuesday’s which is the designated family day at my parents! Although I don’t have a fenced in yard, there are plenty of parks around for exploring and play time, as well as some yard space just right outside my home if you don’t feel comfortable with your pup being brought elsewhere! My place isn’t too big but my home is their’s for as long as they’re here! I can give baths if needed, walks, snuggles, and playtime!

About: We love dogs and live in a quiet rural setting together with our golden retriever, Sammy and our pug, Frank. Sammy has a lot of energy with Frank close behind. They love to play with other dogs as much as we do and your pup will be treated like a family member. We understand how important it is to have a family member cared for in a home environment and your pup would be treated just like our own baby. We are surrounded by country roads and private trails so your pup will have plenty of exercise. We also have a large fenced in backyard and your pup can play and romp around safely, always under supervision. We have been caring for dogs now for over thirty years and regard them as an essential part of our lives. We are both retired so there is almost always one of us at home with your family member and their care and safety is our priority Our yard is fenced in with trees all around and as well as us, Sammy and Frank will watch over your pup. No pup will feel lonely.
About: I’ve taken care of dogs for over 12 years, I grew up with a cockapoo and now I have 2 dogs of my own, I’ve always taken care of a lot of my friends and family’s pets when they were away, walking, feeding, giving medicine, and keeping them company, I also work in healthcare so I have a special love for caring for others! I work Monday through Friday until about2 to 3 pm I am completely available on the weekends and available the hours after work during the week I have a big back yard for the dogs to run and play I live in a quiet neighborhood away from any highway, I live on a cul de sac which I take my dogs for a walk on everyday and lots of trails to take them on near by. They are allowed on the couch and anywhere in our home
“We had a booking mixup and Maya came to the rescue! Excellent service! Our dogs are shy, so it’s important that we have a sitter that is able to accommodate their special needs. By the end of the day, our most shy dog was licking her face! Highly recommended!”

Over 3 pet parents in Pittsfield have booked doggy day care
Popular requests near you
Select a filter and find qualifying Pittsfield sitters!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!
The median cost per day for doggy day care in Pittsfield is $40
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.
Sitters in Pittsfield average 5 repeat doggy day care clients
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 Pittsfield on Rover as of May 2026 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 2026, 173 sitters provided doggy day care in Pittsfield. 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, 91% of Pittsfield sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Pittsfield have an average of 20 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 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.
Pittsfield 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 Pittsfield 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 173 sitters offering doggy day care in Pittsfield on Rover, so you’re sure to find the perfect match for your dog! In Pittsfield, 85% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.




