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

“Storm has had the BEST week with Mrs Megan!! She sends pictures and updates throughout the day and he always looks right at home in her care. She spoils him with treats and lots of love. I will definitely continue to leave Storm with Mrs Megan when Doggy Daycare is needed!!!”


“Bailey’s the best! Leinie always loves going to her house and playing with the other dogs she watches! She is always sending pictures and videos while I’m away which always makes mom happy :)”


“Kristopher has been such a great sitter for my elderly pug. He is informative and responds quickly to my messages. He is aware of her elder state and caters to her beautifully. 10/10”


“We have used Jessica’s services several times now and our lab Hazel absolutely loves her! I feel so comfortable knowing Hazel is well taken care of in Jessica’s home. She takes her for walks, and engages with her and Hazel always comes home in a great mood and can’t wait to see Jessica when we pull in her driveway at drop off! Jessica always sends pictures and updates throughout the day which is so thoughtful. She really cares about you and your dog and it shows. She’s the best!! I recommend her to everyone. :)”


“I felt that Alex took care of our puppy like it was her own. He was tuckered out at the end of the day and got to meet other farm animals, which was great! It’s a great opportunity for us to socialize our puppy, in a safe environment. Definitely will continue bringing our pup to Alex!”



“Danielle was wonderful taking care of our dog Uconn. He loves to play and her dog Bruno is so sweet and full of energy. She was very flexible with our schedule for work which was great. We definitely would love to have her watch our pup again.”



“Our dog had a great time with Joseph, and we loved the pictures he sent throughout the day. It was very obvious that he cared and wanted to make sure our pup felt comfortable and had a good time.”


About: I had pets all through childhood and now I've got 4 dogs and 8 indoor cats plus some chickens and ducks. We also have 2 children who adore animals. My skills with pets is heating what they are saying and getting on their level, or giving them space o If needed. I am on short term disability due to medical issues of the autoimmune variety so I am home all the time! I can let dogs out when needed and play with cats. I have lots of availability. I have a fenced in backyard for the dogs (6 foot high wire fence), crates, kennels, rooms that can be shut off from the house, etc. Our animals can also be sectioned off if necessary for the stay.

“This was my first time using Rover. I am so happy I chose Eva and Justin. I was visiting Umaine with my daughter for orientation and needed last minute care for my goldendoodle. Eva and Justin were amazing with communication and taking care of Luna for the day. I couldn’t be happier. I will definitely use them in the future when up in Maine.”


About: I’ve been caring for dogs since I was a child, both in my own home and for friends and neighbors. I’ve always had a natural connection with dogs and am very in tune with their needs. I now have a sweet and playful Morkie puppy of my own who loves making new friends, so your dog will have a built-in buddy if they enjoy canine companionship! I truly enjoy spending time with dogs and getting to know their unique personalities. My goal is to make sure your pup feels safe, happy, and loved-just like family, while you’re away. I’m a homemaker with a very open and flexible schedule, which means I’m home throughout the day and available to give your dog plenty of attention, care, and companionship. Whether your pup needs frequent potty breaks, playtime, or just a calm presence nearby, I’m able to accommodate their routine and make sure they feel safe and loved while you’re away. I create a calm, loving, and safe environment where dogs can feel right at home. I’m very attentive to each pet’s individual needs and take special care to ensure their comfort and safety at all times. While my yard is not fenced, I always take dogs out on a leash for fresh air, bathroom breaks, and walks as often as needed. Whether it’s playtime, snuggles, or a quiet place to relax, I’m dedicated to making sure your pup feels secure, cared for, and happy during their stay. I also share my home with a small, quiet cat who keeps to her own gated-off area, so your dog will still have their own peaceful space without feline surprises.

About: With over 3 years of professional pet sitting experience, I’ve cared for dogs and cats of all sizes, ages, and temperaments—including puppies, senior pets, and those with special routines. I’m not just a sitter—I’m your pet’s second best friend while you’re away. What sets me apart is the level of personalized care I provide, my strong communication with pet parents, and my flexibility to adapt to each pet’s unique habits and energy levels. I work full-time as a pet sitter, so your pet’s well-being and routine are my top priority. I’m experienced with multi-pet households, large breed dogs, and high-energy pups that need extra playtime. I also offer overnight stays with discounted rates for multiple pets, and I’m happy to discuss custom bundles based on your needs—whether it’s a weekend getaway or a longer trip. If you’re looking for someone who genuinely cares, communicates consistently, and treats your pets like family—I’d love to help. Pet care is a big part of my daily life—I’m a full-time sitter, so my schedule revolves around the pets I care for. I plan my day around feeding times, walks, play sessions, and check-ins to make sure each pet gets the attention and consistency they’re used to. I also block off time for overnight stays and am available on weekends and holidays with advance notice. Since this is my primary focus, I’m flexible and responsive, making it easy to accommodate custom routines or last-minute bookings when needed. Whether I’m caring for pets in my client’s home or stopping in for visits, I treat every space with the same respect and attention I would expect for my own. I make it a priority to stick closely to each pet’s routine so they feel safe and secure while their owner is away. In a client’s home, I maintain a calm, clean environment, follow all feeding, potty, and medication instructions closely, and always double-check doors, gates, and locks. I’m mindful of each pet’s comfort level and body language, especially when it comes to shy or energetic pets, and I adjust my approach to match what they need—whether it’s quiet company, active play, or just a little extra patience. For overnight stays, I create a peaceful and familiar atmosphere by keeping to your pet’s bedtime routine, favorite toys, and walking routes. I also provide regular updates so you know your pet is safe, happy, and well cared for while you’re away.

About: People say I am an animal whisper. Specifically pets. However, I don’t consider myself a whisperer. I call it RESPECT. I treat any animal like it’s my own (I have 5) and I get on the same level with the furry friend (both literally and intellectually). And yes, people may think I’m weird because I talk to the animals out loud but I believe animals who are living organisms (like people) get RESPECT! I currently work part-time. But that won’t stop me. I have 4 days off usually through out the week. Depending on my schedule I’m going to provide services on my days off of my part time job. If a time will not work for both you and me then I will make a priority to try and arrange a time to provide a service as soon as possible. I will walk your furry companions as long as you would like. If it’s really hot out no matter if it’s a short or long walk, I can bring a container and a thing of water as well as during the walk. I will provide rest breaks in the shade. Pet sitting I will play with them, make sure there food is always available (clients preference) and if they need to go out I’ll be happy to take them out.

“Brandon took excellent care of our pup. In the days leading up to our appointment he confirmed with us and confirmed our expectations with great forethought. He was at our meet up location early and waiting outside for us on our return. We received a text and picture update during the time he had her. He had an easy way with her and she seemed comfortable with him right away.”


“Jillian took good care of our dogs over 4 days of boarding and later during a day of dog sitting. Her location in the forest made for exciting walks and time outdoors. Her dogs were good company. And Jillian was sensitive to the needs of our dogs and expert in knowing how to draw them out when everything was new.”


“Lincey was amazing! I can't speak highly enough about her care, kindness and attention for my rambunctious puppy!! She and her family welcomed and cared for my Rosie while I was visiting my grandbaby. Rosie was in excellent hands and her stay took a huge stress off my shoulders! I am so grateful..Lincey deserves the highest recommendation!”


“Can't recommend Erin enough—we felt like we were leaving Friday with an old friend! She responded to us instantly and was able to fit Friday into her schedule last minute. She went above and beyond to make sure that Friday was comfortable and well taken care of during the day. To top it off, we received so many fantastic photographs. We will definitely be reaching out again once we are back in Waterville. You can't go wrong with Erin and her friendly pack of dogs!”


“Nancy was great! We are traveling through Bingham and needed a sitter while we rafted the Kennebec. We appreciated her responsiveness and the tips on local places. Most especially we appreciated that she decided to drive the dogs back to our campsite while she was out enjoying the Fall colors. Thanks so much!”


About: I have always loved dogs of all breeds. It is a dream of mine to keep dogs happy and healthy when ever i can. I feel that i could help keep many dogs in there forever homes by offering my services so dogs do not go potty in the house. The dogs can go outside while your at work and have other puppy friends to play with. I do not care what the breed of the dog is. Or how big or small your dog may be. I will take care of you pets as i would my own. I truly believe every dog needs more time then we can offer on own working full time. With me you will see a difference in your dogs mood. That a promise.


About: I have 20 years of hands-on animal care experience, and I actually love being around them, and putting my skills to good use. They bring me great joy, and I try to reciprocate that. I would love to work locally so I am able to work my own hours around my grandsons educational needs, while providing income by doing what I love. I have my Veterinary Assistant certificate, and have experience in applying some medications. I am aware of the drastic New England temperatures, as I've lived her all my life, and I take that into great consideration when caring for the animals entrusted in my care. I appreciate your consideration. Thank you for your time. I am available seven days a week, 24/7 I can work a schedule with you, or be on call. I will send you pictures and updates, you can call to check in at anytime at all. I have always practiced safety first when working with animals. I truly love them all, and will take necessary precautions to prevent anything negative happening. I make them feel at home while in my care, they are allowed free range of my home. I know some dogs can go unleashed, but I do NOT let them off leash while in my care. I apologize for this, but I will walk them on a leash as many times as they like!
Loving doggy day care in your neighborhood
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Megan K.

“Storm has had the BEST week with Mrs Megan!! She sends pictures and updates throughout the day and he always looks right at home in her care. She spoils him with treats and lots of love. I will definitely continue to leave Storm with Mrs Megan when Doggy Daycare is needed!!!”


Bailey C.Star Sitter

“Bailey’s the best! Leinie always loves going to her house and playing with the other dogs she watches! She is always sending pictures and videos while I’m away which always makes mom happy :)”


Kristopher V.Star Sitter

“Kristopher has been such a great sitter for my elderly pug. He is informative and responds quickly to my messages. He is aware of her elder state and caters to her beautifully. 10/10”


Jessica H.


“We have used Jessica’s services several times now and our lab Hazel absolutely loves her! I feel so comfortable knowing Hazel is well taken care of in Jessica’s home. She takes her for walks, and engages with her and Hazel always comes home in a great mood and can’t wait to see Jessica when we pull in her driveway at drop off! Jessica always sends pictures and updates throughout the day which is so thoughtful. She really cares about you and your dog and it shows. She’s the best!! I recommend her to everyone. :)”


Alex L.Star Sitter

“I felt that Alex took care of our puppy like it was her own. He was tuckered out at the end of the day and got to meet other farm animals, which was great! It’s a great opportunity for us to socialize our puppy, in a safe environment. Definitely will continue bringing our pup to Alex!”




Danielle K.Star Sitter

“Danielle was wonderful taking care of our dog Uconn. He loves to play and her dog Bruno is so sweet and full of energy. She was very flexible with our schedule for work which was great. We definitely would love to have her watch our pup again.”




Joseph S.Star Sitter

“Our dog had a great time with Joseph, and we loved the pictures he sent throughout the day. It was very obvious that he cared and wanted to make sure our pup felt comfortable and had a good time.”


Madelyn S.Star Sitter

“Thank you much Madelyn the twenty on the table was for you when come get Dory tomorrow take it thank you again”


Grace R.
About: I had pets all through childhood and now I've got 4 dogs and 8 indoor cats plus some chickens and ducks. We also have 2 children who adore animals. My skills with pets is heating what they are saying and getting on their level, or giving them space o If needed. I am on short term disability due to medical issues of the autoimmune variety so I am home all the time! I can let dogs out when needed and play with cats. I have lots of availability. I have a fenced in backyard for the dogs (6 foot high wire fence), crates, kennels, rooms that can be shut off from the house, etc. Our animals can also be sectioned off if necessary for the stay.


Justin & Eva M.

“This was my first time using Rover. I am so happy I chose Eva and Justin. I was visiting Umaine with my daughter for orientation and needed last minute care for my goldendoodle. Eva and Justin were amazing with communication and taking care of Luna for the day. I couldn’t be happier. I will definitely use them in the future when up in Maine.”


Paige A.
“Paige has been caring for my pomeranian for the past year whenever I’m away on vacation or sometimes work trips. She only watches one or two dogs at a time so I know my baby is getting all the love and attention she needs.I highly recommend Miss Paige to anyone!!!! She’s delightful.”


Liseli M.
About: With over 3 years of professional pet sitting experience, I’ve cared for dogs and cats of all sizes, ages, and temperaments—including puppies, senior pets, and those with special routines. I’m not just a sitter—I’m your pet’s second best friend while you’re away. What sets me apart is the level of personalized care I provide, my strong communication with pet parents, and my flexibility to adapt to each pet’s unique habits and energy levels. I work full-time as a pet sitter, so your pet’s well-being and routine are my top priority. I’m experienced with multi-pet households, large breed dogs, and high-energy pups that need extra playtime. I also offer overnight stays with discounted rates for multiple pets, and I’m happy to discuss custom bundles based on your needs—whether it’s a weekend getaway or a longer trip. If you’re looking for someone who genuinely cares, communicates consistently, and treats your pets like family—I’d love to help. Pet care is a big part of my daily life—I’m a full-time sitter, so my schedule revolves around the pets I care for. I plan my day around feeding times, walks, play sessions, and check-ins to make sure each pet gets the attention and consistency they’re used to. I also block off time for overnight stays and am available on weekends and holidays with advance notice. Since this is my primary focus, I’m flexible and responsive, making it easy to accommodate custom routines or last-minute bookings when needed. Whether I’m caring for pets in my client’s home or stopping in for visits, I treat every space with the same respect and attention I would expect for my own. I make it a priority to stick closely to each pet’s routine so they feel safe and secure while their owner is away. In a client’s home, I maintain a calm, clean environment, follow all feeding, potty, and medication instructions closely, and always double-check doors, gates, and locks. I’m mindful of each pet’s comfort level and body language, especially when it comes to shy or energetic pets, and I adjust my approach to match what they need—whether it’s quiet company, active play, or just a little extra patience. For overnight stays, I create a peaceful and familiar atmosphere by keeping to your pet’s bedtime routine, favorite toys, and walking routes. I also provide regular updates so you know your pet is safe, happy, and well cared for while you’re away.


Madison J.
About: People say I am an animal whisper. Specifically pets. However, I don’t consider myself a whisperer. I call it RESPECT. I treat any animal like it’s my own (I have 5) and I get on the same level with the furry friend (both literally and intellectually). And yes, people may think I’m weird because I talk to the animals out loud but I believe animals who are living organisms (like people) get RESPECT! I currently work part-time. But that won’t stop me. I have 4 days off usually through out the week. Depending on my schedule I’m going to provide services on my days off of my part time job. If a time will not work for both you and me then I will make a priority to try and arrange a time to provide a service as soon as possible. I will walk your furry companions as long as you would like. If it’s really hot out no matter if it’s a short or long walk, I can bring a container and a thing of water as well as during the walk. I will provide rest breaks in the shade. Pet sitting I will play with them, make sure there food is always available (clients preference) and if they need to go out I’ll be happy to take them out.


Brandon T.

“Brandon took excellent care of our pup. In the days leading up to our appointment he confirmed with us and confirmed our expectations with great forethought. He was at our meet up location early and waiting outside for us on our return. We received a text and picture update during the time he had her. He had an easy way with her and she seemed comfortable with him right away.”


Jillian W.

“Jillian took good care of our dogs over 4 days of boarding and later during a day of dog sitting. Her location in the forest made for exciting walks and time outdoors. Her dogs were good company. And Jillian was sensitive to the needs of our dogs and expert in knowing how to draw them out when everything was new.”


Lincey W.

“Lincey was amazing! I can't speak highly enough about her care, kindness and attention for my rambunctious puppy!! She and her family welcomed and cared for my Rosie while I was visiting my grandbaby. Rosie was in excellent hands and her stay took a huge stress off my shoulders! I am so grateful..Lincey deserves the highest recommendation!”


Erin P.

“Can't recommend Erin enough—we felt like we were leaving Friday with an old friend! She responded to us instantly and was able to fit Friday into her schedule last minute. She went above and beyond to make sure that Friday was comfortable and well taken care of during the day. To top it off, we received so many fantastic photographs. We will definitely be reaching out again once we are back in Waterville. You can't go wrong with Erin and her friendly pack of dogs!”


Nancy B.

“Nancy was great! We are traveling through Bingham and needed a sitter while we rafted the Kennebec. We appreciated her responsiveness and the tips on local places. Most especially we appreciated that she decided to drive the dogs back to our campsite while she was out enjoying the Fall colors. Thanks so much!”


Katlynn H.
About: I have always loved dogs of all breeds. It is a dream of mine to keep dogs happy and healthy when ever i can. I feel that i could help keep many dogs in there forever homes by offering my services so dogs do not go potty in the house. The dogs can go outside while your at work and have other puppy friends to play with. I do not care what the breed of the dog is. Or how big or small your dog may be. I will take care of you pets as i would my own. I truly believe every dog needs more time then we can offer on own working full time. With me you will see a difference in your dogs mood. That a promise.




Nancy B.

About: I have 20 years of hands-on animal care experience, and I actually love being around them, and putting my skills to good use. They bring me great joy, and I try to reciprocate that. I would love to work locally so I am able to work my own hours around my grandsons educational needs, while providing income by doing what I love. I have my Veterinary Assistant certificate, and have experience in applying some medications. I am aware of the drastic New England temperatures, as I've lived her all my life, and I take that into great consideration when caring for the animals entrusted in my care. I appreciate your consideration. Thank you for your time. I am available seven days a week, 24/7 I can work a schedule with you, or be on call. I will send you pictures and updates, you can call to check in at anytime at all. I have always practiced safety first when working with animals. I truly love them all, and will take necessary precautions to prevent anything negative happening. I make them feel at home while in my care, they are allowed free range of my home. I know some dogs can go unleashed, but I do NOT let them off leash while in my care. I apologize for this, but I will walk them on a leash as many times as they like!
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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 $35 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, 22 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, 93% 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 22 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.
