Doggy Day Care Pittsfield
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 117 pet parents in Pittsfield have booked doggy day care
Pittsfield, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Yenifer and her family did an excellent job! PeeWee got lots of attention and he seemed so happy at the end of the day. We will definitely use Yenifer again on our next visit.”
“Tetiana and her family have a loving, welcoming home and environment. We were met with smiles, shown around and we felt very comfortable leaving our pup. The communication during the booking process was great, as I had a number of questions. Tetiana was responsive and thorough. We found written Q&A better than a call. They were flexible with how we prefer care, food, exercise, rest, etc. We received nice pictures, videos and notes ... even though our stay was only 2 days. We will use Tetiana again when we have a need in the Berkshires, and I'd feel comfortable with longer if needed (and agreed upon). Each member of the family was fast friends with our dog.”
“Irene was great with Sadie. Sadie loved playing with Goldie and loved the friendly and warm reception she got. Sadie was given both play and rest time and really looked really comfortable with Irene when I picked her up.”
“Jess took great care of my pup and sent me lots of pics and updates throughout the day! She has a sweet dog, and her dog and mine played together all day. Uva came home fed, healthy and tired! Thank you Jess!”
About: I've taken care of many dogs for family and friends. I have been house and dog sitting regularly for the same family twice a year since 2007 and through word of mouth have picked up many more clients that would happily give a reference if requested. I feed fish and small pets and I'm happy to hang out with cats, spiders, and snakes too. I work full time for a very flexible boss, so getting home to let pets out on breaks and lunch isn't an issue. Once home for the day I tend not to leave so pets will be well cared for and I'll be very present for them. I don't trust letting any pet off leash while outside unless in a fenced in yard. I'm overprotective to a fault. I have sat on a kitchen floor for 45 minutes letting a dog bark at me while getting used to having me around.
About: What sets me apart from other pet sitters is the genuine care and attention I give to every animal I look after. I treat each pet as if they were my own, taking the time to understand their unique personalities, routines, and needs. My goal is to keep them comfortable, happy, and stress-free while you’re away. I believe in open communication and send regular updates so you can have complete peace of mind knowing your pets are safe, loved, and well cared for. With a dependable and compassionate approach, I go above and beyond to make sure both pets and owners feel confident and at ease. 🖤🐾🐈⬛ 🐕 Because I’m a stay-at-home mom, I’m available around the clock to make sure your pets get the attention and care they deserve when you need it most. Your pet’s safety and comfort are always my top priorities. I provide a calm, secure environment where every animal feels safe and cared for. Whether I’m visiting your home or hosting your pet, I make sure their surroundings are clean, pet-friendly, and stress-free. You can trust that your pets are in responsible hands — I’m attentive to their needs, mindful of routines, and always alert to signs of discomfort or stress. My goal is to give you peace of mind knowing your pets are happy, protected, and treated with the same love and respect they receive from you.
“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!”
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!
“Kathleen was great. She was very responsive before we dropped our pooch off, and then sent regular updates throughout the day. He was in a good mood when we picked him up at the end of the day.”
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.
About: Hi! I’m Maura, a high school English teacher who has lived and worked in the Berkshires for 19 years. I’ve spent my entire life caring for animals of all kinds, and my goal is simple: to provide safe, personalized care so you can enjoy your time away without worrying about your pets. Now accepting bookings for my private pet guest house, Booked and Boarded! Unlike a traditional kennel, I board only one pet family at a time, allowing your pets to enjoy a calm, low-stress stay with individualized attention. The guest house opens directly into a fully fenced backyard, giving dogs plenty of opportunities for safe outdoor play while enjoying a cozy, home-like environment. The space is also designed with (indoor) cats in mind! Booked and Boarded is a perfect space for pets (and owners!) who want a quieter, more personal boarding experience. In addition to private boarding, I offer dog walking, drop-in visits, and small farm sitting throughout the Berkshires. Whether you need someone to check on a new puppy, care for a senior pet, or manage a small farm while you’re away, I’d love to help. I have experience caring for dogs, cats, rabbits, ferrets, hamsters, gerbils, rats, large aquariums, horses, cows, goats, and pigs. In addition to caring for my own animals, I have experience managing an equine boarding facility with 19 horses on the property and am comfortable handling a wide variety of animal personalities, energy levels, and care needs. I am experienced with: • Puppies and kittens • Senior pets • Oral medication administration • Basic trick training and potty training • High-energy dogs • Shy or anxious animals • Horses and livestock requiring daily care routines I also offer red light therapy sessions for pets, both small and large, upon request. When your pet stays with me at Booked and Boarded, you can expect plenty of communication. I send regular photos, videos, and updates throughout their chapter with me, and every boarding guest goes home with a personalized treat bag and a fun “report card” highlighting their time at Booked and Boarded. I know firsthand how stressful it can be to leave beloved pets behind when traveling. That’s why I prioritize communication, reliability, and individualized care so you can feel confident your pets are safe, comfortable, and genuinely enjoying themselves while you’re away. Whether you’re visiting the Berkshires for a weekend, heading out for a day of boating, skiing, or sightseeing, or leaving town for a longer trip, I’d love the opportunity to care for your pets as if they were my own. Please feel free to reach out with any questions about services, availability, or your pet’s specific needs. I look forward to meeting you and your animals! I’m always running errands for my pets, spending time with my pets, or I’m at the barn with my horse. Taking care of the needs of my own pets is one of my top priorities, and I can easily work your furry friend into my schedule! It’s important that we discuss your specific expectations and needs as a pet owner/parent to ensure that you get the best care! Every pet owner and pet is different and I want to tailor my approach to what your pet is used to and comfortable with.
About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.
About: I’ve been on Rover for 5 years now! I have lots of experience with animals and my education background is in biology and animal sciences I am available pretty much whenever to do drop ins or walks for your pets!! Let me know what you need and I can accommodate :) I always make sure to follow the owners instructions and communicate with them! Communication is important when taking care of someone else’s animals! I make sure to send lots of pictures as well
About: My name is Jess! Thank you for stopping by! ☺️ I’m 30 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 two cats, Binx & Titan. Who are the loves of our lives. My family has always been pet lovers! We’ve recently lost our two havanese pups. We were pervious owners of a chocolate lab and a poodle mix. I’ve spent my life around different breads of dogs, big and small. As well as lots of 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 15 years! I started doing this when I was a teenager and never stopped. I love caring for animals. 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.
“Thank you, Peter, for taking such good care of Minnie! She had a great time hiking and monitoring those rabbits and came home a tired and happy dog. She was in a beautiful and safe place and we will look forward to return visits.”
About: I'll provide constant supervision of your pet. I enjoy interacting with animals. Although I am not a professional dog handler I have had a dog in the house for the past 12 years. I will do my best to provide competent care for your pet. I am currently retired from the Columbia County jail, after completing 23 years. I am a Navy veteran. My wife and I have twin boys who are all grown up and out of the house. As a result of this I have become a little bored. I would appreciate your consideration when deciding on who to entrust the care of your pet while you are away. You will be able to be rest assured that they are being taken care of. I am usually available all the time except for the occasional vacation I might go on. Weekends are no problem either. I am pretty much available year round. I like to hang out with my dog all day. Adding more animals to the mix is no problem. I like taking walks with them and I also have a fenced yard.
About: I’ve grown up with Chinchillas, Cats, Dogs, Ducks, Chickens, & Reptiles. My Fiancé & I currently have 3 Cats (they love dogs- but if any issues - can be kept separate in their cat room to create a more comfortable stay for any pet that doesn’t like cats), between me & my partner- someone is always home to give attention to & play with pets. (Aside from when we go to the store or doctors appointments). Your pets will get the best care!!! Someone will always be home with your pets, either I am home or when I’m at work my fiancé Deanne is home & is also a huge animal lover. The only times someone isn’t home is when we’re grocery shopping or at an appointment. We have the rail trail right in our backyard that goes for miles- it’s a great trail to take dog walks on! We usually do that or use tie outs or the dogs leashes in our yard since we don’t have a fenced in yard, but your pets are never left unattended on the tie-outs, someone will be outside with them at all times
The median cost per day for doggy day care in Pittsfield is $40
Dog parents share their Rover experiences - Pittsfield
Deb was very welcoming and kind and focused on Sadie being happy and safe. Deb made Sadie feel very welcomed and played with her right away. On the second visit Sadie pull into her house and was very excited to see Deb. She gave me updates during the visit on how Sadie was doing. Thanks!
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your dogs like family
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Select a filter and find qualifying Pittsfield sitters!Sitters in Pittsfield average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Pittsfield
Frequently asked questions about Rover
The average cost for Doggy Day Care in Pittsfield on Rover is $33.3 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 163 sitters on Rover offering Doggy Day Care across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Pittsfield commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 163 sitters in Pittsfield, 86% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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