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

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Top rated Pittsfield doggy day care sitters

“Heather and her gang are the absolute best doggy caretakers I've ever met. Odessa absolutely loves her stays there and some morning, when she's got day care, she beats me to the car and starts honking the horn. It kinda speaks for itself.”


“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!!”


“Rebecca is fantastic! Stormy had a great day with her and felt right at home. After daycare, Rebecca dropped her off at my house (before I was home) and got her all settled for me. I came home to a happy and tired dog. I loved getting all the pictures and videos and updates!”


“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!”


“Julie-Ann was amazing with Giddy! We did a little meet up before his first day of doggy daycare and it was great. Giddy also enjoyed spending time with her dog and kids. He practically ran out of my car and into her home every morning! Great communication and lots of photo updates every day. Highly recommend! 😊”


“Kevin was kind and helpful with Max. Max came home exhausted on a rainy day, so Kevin must have kept him busy! There were other dogs to play with which Max enjoys.”


“Amelia was attentive and communicative, and of course took lots of pictures. Would recommend.”


“Gabrielle is great and Charlie had a great time with her! Her yard is spacious and Charlie loves running around with her dog. Highly recommend and we’ll definitely be a repeat customer!”


“Taylor was great! I needed care last minute for a family event…Charlie was very happy there. It was a relief knowing he was in good hands. 😊🐶❤️”


“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.”


“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!”


“Ella did a great job with Daisy Mae. She was willing to work with our schedule, especially our last-minute change in pick up time. Daisy had a great time with her, and we will be scheduling with Ella again. Thank you, job well done:)”


About: Over the past 17 years, I've cared for four dogs of our own, including our cherished senior dog who recently crossed the rainbow bridge at 16 years old. Each of our pets have been treated like a cherished family member in our warm and loving home. We've enjoyed taking our dogs on hikes, car rides, and even swimming during vacations. Our dog Blue loves playing with his dog friends, but is also gentle and considerate with calmer or older dogs who may not be as energetic. Additionally, we have a 16-year-old cat who is well cared for and seamlessly integrated into our pet-friendly routine. To ensure a great fit and smooth transition, we schedule meet and greets for all first-time boarders. Your furry friend will be welcomed with love and care, ensuring they feel safe, comfortable, and right at home. Your pet will receive plenty of affection, exceptional personalized care, and the companionship of our family, including our two kids, who are excited to play and socialize with them. Rest assured, your furry friend will be cherished, entertained, and cared for as one of our own in our warm and loving home. Drop-off and pick-up times are flexible to accommodate your schedule. Pet care is integrated into our routine with flexibility throughout the week and on weekends, ensuring that pets receive consistent and attentive care, including walks, playtime, and any other needs they may have. We also work from home during the week, so your pet will not be left alone for extended periods, ensuring plenty of attention and companionship throughout the day. We understand how important your pet’s safety and comfort are while you're away. That’s why we take every precaution to create a secure and welcoming environment. We schedule meet and greets for all first-time boarders to ensure a great fit and a smooth transition. Our friendly dog, Blue, provides companionship, but we always prioritize your pet’s individual needs. If your furbaby is nervous or anxious, we take extra care to help them feel at ease. To ensure safety at all times, dogs are fed separately to avoid any food aggression, and we maintain careful supervision to provide a trustworthy and stress-free stay.

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

“Aimee was so great with my dog Penny! Her home was a perfect place for Penny to spend the day and her kids were so sweet with her.”


About: I am an avid dog lover looking to not only get your dog outside but help you while you’re at work so that they have interaction and exercise. My dog of 16 years has passed so I miss having a walking buddy. I currently own two Frenchies that I walk daily. My work schedule is very flexible since I own my own business. All of my kids are now graduating. I only have one in school so I do have time on my hands. I have two Frenchies that are very loving and social. I have a large farmhouse with a big field and pond to play in .


“Ashley is awesome … you can certainly trust your fur babies with her. Very much pleased with the whole experience - 3 times !!!!!”



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.

“Amazing! She was able to take my cat (casserole) on very short notice and made sure casserole was comfortable with the other cats in the house. She also sent me updates and photos so I knew all was going well. We’ll defiantly be repeat clients.”

Loving doggy day care in your neighborhood
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Heather C.
Star Sitter


“Heather and her gang are the absolute best doggy caretakers I've ever met. Odessa absolutely loves her stays there and some morning, when she's got day care, she beats me to the car and starts honking the horn. It kinda speaks for itself.”


Susan M.

“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!!”


Rebecca F.Star Sitter

“Rebecca is fantastic! Stormy had a great day with her and felt right at home. After daycare, Rebecca dropped her off at my house (before I was home) and got her all settled for me. I came home to a happy and tired dog. I loved getting all the pictures and videos and updates!”


Kimberlie C.
Star Sitter


“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!”


Julie-Ann L.

“Julie-Ann was amazing with Giddy! We did a little meet up before his first day of doggy daycare and it was great. Giddy also enjoyed spending time with her dog and kids. He practically ran out of my car and into her home every morning! Great communication and lots of photo updates every day. Highly recommend! 😊”


Kevin N.

“Kevin was kind and helpful with Max. Max came home exhausted on a rainy day, so Kevin must have kept him busy! There were other dogs to play with which Max enjoys.”


Amelia S.

“Amelia was attentive and communicative, and of course took lots of pictures. Would recommend.”


Gabrielle D.
Star Sitter


“Gabrielle is great and Charlie had a great time with her! Her yard is spacious and Charlie loves running around with her dog. Highly recommend and we’ll definitely be a repeat customer!”


Taylor M.

“Taylor was great! I needed care last minute for a family event…Charlie was very happy there. It was a relief knowing he was in good hands. 😊🐶❤️”


Sandra O.

“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.”


Amanda S.

“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!”


Ella G.Star Sitter

“Ella did a great job with Daisy Mae. She was willing to work with our schedule, especially our last-minute change in pick up time. Daisy had a great time with her, and we will be scheduling with Ella again. Thank you, job well done:)”


Sarah & John H.Star Sitter
“Sarah would make an excellent pet sitter. I've seen her around her own pets, she's kind and gentle and makes sure they are well cared for. She loves both cats and dogs. She loves taking her dogs on walks.”


Megan F.
“Meaghan is Coles favorite sitter. He loves playing with her dogs who are very respectful of his space and he loves cuddling with everyone on the couch. Meaghan is super responsive, responsible, and dependable. I highly recommend her if you want your dog to stay in a home that has a big yard, furry friends, and lots of love (and also treats!).”


Aimee B.

“Aimee was so great with my dog Penny! Her home was a perfect place for Penny to spend the day and her kids were so sweet with her.”


Jennifer M.
About: I am an avid dog lover looking to not only get your dog outside but help you while you’re at work so that they have interaction and exercise. My dog of 16 years has passed so I miss having a walking buddy. I currently own two Frenchies that I walk daily. My work schedule is very flexible since I own my own business. All of my kids are now graduating. I only have one in school so I do have time on my hands. I have two Frenchies that are very loving and social. I have a large farmhouse with a big field and pond to play in .




Ashley D.

“Ashley is awesome … you can certainly trust your fur babies with her. Very much pleased with the whole experience - 3 times !!!!!”




Lynda W.

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.


Maya B.


“Amazing! She was able to take my cat (casserole) on very short notice and made sure casserole was comfortable with the other cats in the house. She also sent me updates and photos so I knew all was going well. We’ll defiantly be repeat clients.”




Carrie J.


“Elly had a great place to stay while we had things to do in Canterbury on a hot summer day. Thanks Carrie.”
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1. Search
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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
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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 Aug 2025 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 Aug 2025, 178 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, 89% 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 4 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 178 sitters offering doggy day care in Pittsfield on Rover, so you’re sure to find the perfect match for your dog! In Pittsfield, 90% 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.
