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

“Irene was an excellent sitter for our boy Aslan. He got along great with her dog, and she sent many photos of how well the two puppies got along! Our boy came back to us happy and a little tired from so much play, we highly recommend Irene and will be excited to have her watch our boy in the future!”


“We had such a great experience with Yenifer! Our dog, Rocky, absolutely enjoyed his stay—he came home happy and relaxed. Yenifer was incredibly kind and responsive, and even accommodated us on very short notice, which we really appreciated.”


“I can’t say enough good things about Kathleen. Panuchi had another wonderful day with her and her pups. He comes home tired and satisfied and is always excited to see her again. Can’t wait till next time.”


“I’m so thankful I found Tetiana. I left my 5-month puppy for the first time with her and I could not be happier. She took care of her with love and so much warmth. I received many pictures thought the day. Thank you Tetiana!!!”


“Sandi was the absolute best dog sitter! Giddy was so excited to go to doggy daycare every day and was tuckered out by the time I picked him up. He loved spending time with Copa and getting to play outside often. He even got some healthy snacks! If I’m ever back in the area I will definitely we calling Sandi! Her whole family was lovely. We’ll miss y’all!”



“Peter was great with my very energetic pup! He called a day before the appointment to make sure all my preferences are met. Very flexible with the times I requested. Most importantly, I was confident that my puppy was safe and enjoying himself. Peter’s home is dog friendly and he was kind enough to send me a picture of my beloved pup. Would definitely recommend!!”


“Our Marcie came home nice and tired, and didn't seem stressed at all. Mikayla has other pets that are friendly and sociable, so we are of course happy to have our dog have the opportunity to play and socialize with them.”


About: I’ve been around dogs my whole life and truly understand their needs! I’ve trained my personal service animal, fostered pups in need, and already dog-sit for wonderful owners in the North Park community. Plus, I work from home, so your dog will get plenty of attention, care, and companionship throughout the day. Whether they need playtime, training reinforcement, or just a cozy cuddle, I’ll make sure they feel right at home! 🐾 Pet care fits naturally into my daily routine! Since I work from home full-time, your pup will have plenty of attention and care throughout the day. I’m available for weekend boarding and can accommodate weekday care after 12 PM—unless we’ve planned and confirmed a schedule that works best for your dog’s specific needs. Whether it’s playtime, walks, or cuddles, I’ll make sure they feel loved and comfortable! 🐾 Whether caring for pets in my home or yours, I provide a loving, structured environment tailored to their needs. My dog, Luca, is a great companion and will help keep your pup company. We have a routine of three walks a day, ensuring plenty of exercise and outdoor time. I also provide mental enrichment activities, assist with crate training, and even reinforce sign language for dogs—a valuable skill that benefits all pups, especially as they age and may experience hearing loss. Your dog will be in great hands, getting the care, attention, and training they need to thrive! 🐾


About: I am an outgoing person and love being around dogs! When it comes to the dogs, I can bathe them, walk them, play with them, feed them, and more! My dog requires oral medication on a daily basis so I am able to do the same to your pets if it is needed! Even though they are our pets, they are our furry family members and deserve the best! When it comes to experience, I have watched many family and friends dogs while they are on vacation and now I am looking to expand whose dogs I get to meet. I currently have 2 dogs of my own, both mini Australian Shepherd’s! I hope to meet your pup soon! I am currently working full-time from home and am able to do drop-ins or walks on my lunch break depending on work meetings. I am also done by 5:20 everyday and can do after work drop-ins! When I am at your house, I will do whatever makes your dog feel most comfortable. I know they don’t like when their family is gone and it’s my job to make them as happy as they can be until their family gets back home!

About: Hello! My name is Catherine, and I’m passionate about caring for animals of all shapes and sizes. Growing up with Newfoundlands, I’ve developed a deep love for big dogs and have enjoyed training them in water activities. My experience extends beyond just my personal pets; I’ve worked in kennels and as a petsitter for family, friends and neighbors where I gained valuable skills in dog care and rehabilitation, particularly with dogs facing challenges like fear-based aggression. Currently, I share my home with three dogs: two energetic Boxers and a fun-loving Chihuahua/Pug mix. I appreciate the unique personalities and needs of both big and small dogs! One of my dogs is a certified therapy dog, which has brought as much joy to him as his new friends. In addition to dogs, I have a deep love for cats (although my partner is allergic, so I'd love to come over and play with yours!). I have cat-sat before and would love to take care of your kitty. I have experience caring for various animals as a farmhand, including ducks, chickens, and sheep. This diverse background has equipped me with the skills to manage different temperaments and needs in pets. I also have experience with dogs that have special needs, including my deaf dog, senior dogs, and others that have required extra patience and understanding. I believe every pet deserves the best care tailored to their individual needs. My philosophy is that whatever decision is right for your pet is also the right one for you as an owner. I regularly pet sit for family, friends, and neighbors, providing companionship, playtime, and cuddles. I’m great at managing mealtimes and administering medication, ensuring your pet feels comfortable and safe while you’re away. Whether it’s playing fetch, going for walks, or simply relaxing on the couch, I aim to create a nurturing environment that your pets will love. Your pet's safety and happiness are my top priorities, and I look forward to potentially welcoming them into my home! Let’s connect and discuss how I can provide the best care for your furry (or feathered, or scaled) family member! I currently work full-time from home but with a flexible schedule. I am completely free on weekends. Due to my flexible schedule, I can be available for pet care during the day with enough advance notice (generally one week). Otherwise I am available every day before 8pm, after 5pm, and available on weekends and ESPECIALLY holidays! I will care for your pets in the manner that is the most familiar and comfortable for both you and them - this will always be a discussion prior to our first appointment. I am comfortable with crates, harnesses of all sorts (including gentle leaders), prong collars (but NOT metal chain collars!), slip leads, treat dispensing (everyone's favorite, of course!), clicker training, muzzles, electronic collars (which I am trained on and have been using for 12+ years, especially with our deaf dog), I will respect room and house boundaries (for both myself and your pet), litterbox cleaning, I will wash their bowls daily and as needed, play-based training and rewards, brushing, grooming/bathing as needed, etc.

“Amanda was fabulous!! I’m so happy we found someone relatively last minute to look after our pup while out at a padres game/dinner (we’re from out of town). We would use her again if we were locals!!”


About: My name is Jessica and I am a caring and fun person who has been caring for dogs since I was seven years old! Now I am 24 years old and do not have a dog anymore but still enjoy spending time with my friends pets and I dog sit for my neighbors. I am very active so I enjoy taking dogs on walks and hikes. I live walking distance from a lake. If the dog I am taking care of feels comfortable in water then I will splash around with the dog in the lake (there are dirt roads in this area to walk the dog on too). I have had experience with a wide variety of breeds, so I feel pretty comfortable with any dog. I understand caring for a dog is similar to caring for a child. I am trustworthy and loving towards animals! I recently passed my board exam so now I am relaxing for some time & will begin my job hunt in February, 2022. Therefore, caring for a pet will fit perfectly into my current flexible daily routine. I do not live with any other pets & I create a safe environment by keeping the dog on the first level of my home only. On the first level I make sure that there are no hazards for the dog. In a client's home, I follow all of their reccomendations in order to keep the pet as comfortable & safe as possible.

“Our two and a half-year-old, 70 plus pound Australian labradoodle had a great day with Stefanie and her four-year -old standard poodle. They happily played in the field and along the trail behind her house. Stefanie kept us updated with how our dog was doing with regular updates and photos. We could see from the moment we met her that she was quite experienced and comfortable with dog care. We will definitely schedule dog care with her in the future and highly recommend her to other dog loving families.”


“Adrienne was so attentive and kind. She clearly loves dogs. We also appreciated the updates and photos while our pet was with her. We will most definitely call her again!”


About: My name is Jess! Thank you for stopping by! ☺️ I’m 27 and work from home in Adams, MA. I have a fairly flexible schedule and am a classic Berkshire native. I have been a pet owner and lover my entire life! My boyfriend and I currently have a black cat named Binx, who is the love of our lives. My family has two havanese pups, that Are in their golden years. We were pervious owners of a chocolate lab and poodle mix. I spent a good portion of my life around German Shepard’s and cats! I will care for your pets just as you would and am happy to provide in home care in their own space to provide the best comfort. I am confident in handling all types of breds and needs of pets. I’ve been an experienced dog sitter for over 10 years! Please consider me for your pets next walk, meal, or sleepover! I currently work from home full time! I prefer to chat to see if the conditions work for both myself and the pets! Always open to questions/concerns/inquiries! My message box is always open. I prefer to care for pets just as you would! I love to understand their current routine and try to keep things as normal as possible for them to prevent anxieties.

About: I have owned a dog ever since I was about 4 or 5 years old. I’ve had anywhere from poodles, to a Maltese to a Malinois! I am currently working from home, making me available almost 24/7. My partner and I currently raising our puppy, Nemo. He is an adorable 3 month old puppy we adopted from the local Berkshire Humane Society. My partner and I love dogs, so if you are in need of some you time, please feel safe and comfortable leaving them with us :) Up as early as 5am Twenty - four seven availability Work from home Active lifestyle Am able to play, watch, manage, walk at any time I care for pets in my home by allowing for walks/car rides as needed for potty breaks. I do close off my bedroom, & bathroom to animals; free roam of a long hallway and kitchen/living room. Food/treats are given or left out at the owners request.

About: I will offer your dog or puppy a comfy couch to sleep on,plenty of room to run and lots of love and attention while they are here with us. About this sitter: Hi,my name is Shelby. I had this business for several years and then went through breast cancer followed immediately by a divorce. So needless to say, life changed. But I’m back and ready to work! I have always loved animals! I was a breeder of Bulldogs and Shih Tzus for several years! I have two adult daughters and have run a home Daycare for 21 years. My home is comfy, convenient and has a nice large fenced in backyard.. I would love to care for your pet! Why I love dog sitting I have been a dog lover since I was a little girl. My parents always had a dog and a cat or two growing up. My mom was also known for taking in strays.....cats, kittens, birds and once she even took in a wounded squirrel! I bred Olde English Bulldogges and English Bulldogs for about 13 years and then Shih Tzus. I am no longer breeding and am devoting my time to pet sitting. Meet my pets I am the happy owner of two English Bulldogs About my yard I have a large fenced in backyard with plenty of room for dogs to run! I currently run a home daycare so I’m always home. The dogs will have a separate area from all of the daycare kids. I’ve run this for more than 26 years and am slowly cutting back. I have a fully fenced in yard so your dog will always be safe. Someone is always home and we have a whole room just for the dogs.

“Ariela is a great dog sitter who helped out with my anxious hound dog for several hours. She took him on a long walk and got him to relax, so that I was also able to relax after a long day.”


About: I’ve had and taken care of pets since I was a young child. I have 20 years experience dog sitting for one or multiple dogs. I am currently out of work so my schedule is very flexible. I am home most of the time and have reliable transportation for services. The animals needs are extremely important to me. I make sure they are well fed, entertained, and exercised. Hydration and rest are also a must!
Loving doggy day care in your neighborhood
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Irene T.

“Irene was an excellent sitter for our boy Aslan. He got along great with her dog, and she sent many photos of how well the two puppies got along! Our boy came back to us happy and a little tired from so much play, we highly recommend Irene and will be excited to have her watch our boy in the future!”


Yenifer V.

“We had such a great experience with Yenifer! Our dog, Rocky, absolutely enjoyed his stay—he came home happy and relaxed. Yenifer was incredibly kind and responsive, and even accommodated us on very short notice, which we really appreciated.”


Kathleen M.
Star Sitter


“I can’t say enough good things about Kathleen. Panuchi had another wonderful day with her and her pups. He comes home tired and satisfied and is always excited to see her again. Can’t wait till next time.”


Tetiana M.Star Sitter

“I’m so thankful I found Tetiana. I left my 5-month puppy for the first time with her and I could not be happier. She took care of her with love and so much warmth. I received many pictures thought the day. Thank you Tetiana!!!”


Sandra W.

“Sandi was the absolute best dog sitter! Giddy was so excited to go to doggy daycare every day and was tuckered out by the time I picked him up. He loved spending time with Copa and getting to play outside often. He even got some healthy snacks! If I’m ever back in the area I will definitely we calling Sandi! Her whole family was lovely. We’ll miss y’all!”




Peter K.

“Peter was great with my very energetic pup! He called a day before the appointment to make sure all my preferences are met. Very flexible with the times I requested. Most importantly, I was confident that my puppy was safe and enjoying himself. Peter’s home is dog friendly and he was kind enough to send me a picture of my beloved pup. Would definitely recommend!!”


Mikayla H.Star Sitter

“Our Marcie came home nice and tired, and didn't seem stressed at all. Mikayla has other pets that are friendly and sociable, so we are of course happy to have our dog have the opportunity to play and socialize with them.”




Ivan O.

“Thank you for keeping Scout safe and happy:)!”


Sarah Y.
“Sarah is the only person outside of immediate family that I would trust to watch our dog. She treats every animal in her care as if it were her own, going above and beyond! Your dog will have a GREAT time with her, making separation for anxious pets (and humans) all the easier.”




Jessie T.

“Jessie has been our dog sitter for many years. She is amazing with our dog, as well as being incredibly reliable, professional and trustworthy. As much as we don't like to leave our dog, we have complete peace of mind knowing that with Jessie, she is well taken care of, loved and played with. I would highly recommend Jessie to anyone to care for their pets!”


Catherine M.Star Sitter
“I can’t recommend Catherine highly enough as a dog caregiver! She recently watched my German Shorthaired Pointer, Atlas, and I was blown away by how phenomenal she was with him. From the moment he arrived at her home, it was clear that he felt completely at ease and excited to be there. Catherine’s home is like a second haven for him, and he absolutely lights up whenever he visits her and her wonderful husband, Oliver, along with their three dogs. Catherine is a highly skilled dog handler with a wealth of experience caring for various breeds. She has an incredible ability to connect with dogs, and it shows in how happy and relaxed Atlas is in her care. I wouldn’t trust anyone else with him. It’s comforting to know that Atlas is not only well taken care of but also genuinely enjoys his time with Catherine and her family. She is simply the best!”


Amanda E.

“Amanda was fabulous!! I’m so happy we found someone relatively last minute to look after our pup while out at a padres game/dinner (we’re from out of town). We would use her again if we were locals!!”


Jessica P.
“Jessica was absolutely great! She walked my dog for an hour, gave him plenty of exercise and treats! She is very responsive, sent updates and photos throughout their time together. I will definitely be using her services again!”


Stephanie G.

“Our two and a half-year-old, 70 plus pound Australian labradoodle had a great day with Stefanie and her four-year -old standard poodle. They happily played in the field and along the trail behind her house. Stefanie kept us updated with how our dog was doing with regular updates and photos. We could see from the moment we met her that she was quite experienced and comfortable with dog care. We will definitely schedule dog care with her in the future and highly recommend her to other dog loving families.”


Adrienne H.Star Sitter

“Adrienne was so attentive and kind. She clearly loves dogs. We also appreciated the updates and photos while our pet was with her. We will most definitely call her again!”


Jessie L.
“Jessie was amazing...took such loving care of our 18 year old dog while we were vacationing. Very patient, conscientious, trustworthy and reliable. We highly recommend.”


danielle p.
About: I have owned a dog ever since I was about 4 or 5 years old. I’ve had anywhere from poodles, to a Maltese to a Malinois! I am currently working from home, making me available almost 24/7. My partner and I currently raising our puppy, Nemo. He is an adorable 3 month old puppy we adopted from the local Berkshire Humane Society. My partner and I love dogs, so if you are in need of some you time, please feel safe and comfortable leaving them with us :) Up as early as 5am Twenty - four seven availability Work from home Active lifestyle Am able to play, watch, manage, walk at any time I care for pets in my home by allowing for walks/car rides as needed for potty breaks. I do close off my bedroom, & bathroom to animals; free roam of a long hallway and kitchen/living room. Food/treats are given or left out at the owners request.


Shelby P.

“Shelby has had a few different dogs herself, she has been taking care of dogs for many years, she has been a breeder and has had to help with the birth and death of a few. She truly loves animals and is very good at what she does. There is no reason why anyone would not want her watching and taking care of animals, would recommend her in a heartbeat.”


Ariela T.

“Ariela is a great dog sitter who helped out with my anxious hound dog for several hours. She took him on a long walk and got him to relax, so that I was also able to relax after a long day.”


Alaina S.
About: I’ve had and taken care of pets since I was a young child. I have 20 years experience dog sitting for one or multiple dogs. I am currently out of work so my schedule is very flexible. I am home most of the time and have reliable transportation for services. The animals needs are extremely important to me. I make sure they are well fed, entertained, and exercised. Hydration and rest are also a must!
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
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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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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 $38 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, 39 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, 96% of Pittsfield sitters offering doggy day care respond in under an hour.
Sitters offering doggy day care with repeat customers have an average of 3 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 39 sitters offering doggy day care 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 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.
