Dog Boarding Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 429 pet parents in Pittsfield have booked dog boarding
Pittsfield, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!”
“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”
“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”
“This was our first time leaving our Dottie with a sitter, and Tetiana took the most thoughtful and thorough care of her. She kept me updated every day with messages, photos and videos of how Dottie was doing, and we could absolutely tell how happy our girl was to the point where I wasn’t sure she’d want to come back home with us! I can’t recommend Tetiana enough, and will absolutely use her again!”
About: Hi! My name is Joss, and I’m a passionate animal lover with years of experience caring for pets. I’ve had dogs and other pets throughout my life, so I understand how important they are as members of the family. I’m responsible, patient, trustworthy, and caring, and I always make sure every pet feels safe, comfortable, and loved while they’re in my care. Whether it’s walks, playtime, feeding, administering basic care, or simply keeping them company, I’ll treat your furry friend as if they were my own. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while providing your pet with the attention, affection, and care they deserve. If you have any questions or would like to schedule pet care, please don’t hesitate to call or text me . I’d love the opportunity to meet you and your furry friend! I provide loving, attentive, and reliable care for every dog as if they were my own. I take dogs out for potty breaks at least three times a day and make sure they get plenty of exercise, playtime, and attention. I love taking dogs on long walks, visiting dog parks, going on hikes, and enjoying outdoor adventures whenever possible. Since I work part-time, I have a flexible schedule that allows me to spend quality time with your pet instead of rushing through visits. My goal is to make sure your dog stays happy, active, safe, and well cared for while you’re away. I can also keep you updated with messages and photos, so you always know how your furry friend is doing! Your dog’s safety and comfort are my top priorities. I live in a safe, clean, and pet-friendly home where dogs can relax and feel comfortable. I always keep a close eye on the pets in my care and make sure they’re supervised, happy, and well cared for at all times. I understand that every dog has different needs and routines, and I’m happy to follow your instructions to help them feel right at home. My goal is to provide a loving, stress-free environment where your furry friend feels safe, comfortable, and treated like family.
“My dog was well taken care of and didn't spend my vacation locked up in a kennel, so I didn't have to worry about her. Aura sent pictures and updates every day, and I was very happy with the whole situation.”
About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.
About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.
“I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.”
“Katelynn and her pet family and small 6 month old were and are amazing to have your beloved pet taken care of!! Copine settled in right away. I got a daily update with pics! Could not be happier with how the pet sitting went for my beautiful pup!”
“Mary and Todd were wonderful hosts to our 4 month old puppy, June. Everything was handled very easily and leaving her behind with such nice people was really comforting. She even got a longer walk than she would have with us!”
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
“Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!”
About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!
“I am blessed to have found Jennifer. She was quick to respond and provided picture and message updates while I was gone. Gus loves her already and I know that he would be comfortable with Jennifer again if the need arises. I would highly recommend her to others.”
“Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.”
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! Find Booked & Boarded on Facebook! 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.
“Deanne was great! My husband and I both felt like we were in good hands. We loved the photo updates that she sent — we could see that our dog was happy and well cared for. Will use her services again!”
“Franny and her husband were absolutely wonderful!! They took extra great care of our pup! I highly recommend. It was soo convenient being right down the road from camp Pontiac, where we attended a wedding.”
“Both of our dogs were calm and relaxed after a 4-day stay. James was attentive to all of their needs and was very kind. His roomates were a bonus, because someone was almost always around to hang out with our dogs! Thanks James, we will be back!”
The median cost per night for dog boarding in Pittsfield is $50
Dog parents share their Rover experiences - Pittsfield
Aura and Nick took such amazing care of our pup while we were away! They even accepted our last-minute boarding request after our original sitter became unavailable, which we were so grateful for. Every day, we received thoughtful updates and plenty of photos. In almost every picture, Briggs had the biggest smile on his face, which gave us so much peace of mind while we were gone. Thank you both for treating Briggs like he was one of your own. We truly appreciate everything you did for him and wouldn’t hesitate to book with you again!
Irene was just wonderful with our pup Guthrie. Guthrie has seperation anxiety and gets a little jittery around other dogs initially (thanks, COVID!) but she was patient with him. Once he settled in, he had a great day lounging on her porch and hanging with her dog. (Irene sent us load of pictures). Guthrie came home relaxed and tired. Irene will be our go-to from now on!
Tetiana is anlways absolutely wonderful with Dyce (my furry baby)! This was Dyce’s third stay with Tetiana, but his first longer boarding stay, and once again she was amazing! Having used her before, I already trusted her, but she truly went above and beyond during this extended stay. She kept me updated with messages and photos, which gave me so much peace of mind while I was away. It was clear that Dyce was happy, comfortable, and receiving lots of attention and care. Tetiana was responsive, professional, and genuinely caring throughout the entire booking. As a dog parent, it means a lot to know your dog is in good hands, and Tetiana consistently provides that reassurance. I am so grateful for the excellent care she gave Dyce and will absolutely continue booking with her in the future. Highly recommend!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
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Popular requests for dog boarding - Pittsfield
Select a filter and find qualifying sitters offering dog boarding.Sitters in Pittsfield average 10 repeat dog boarding clients
FAQs for Boarding - Pittsfield
Frequently asked questions about Rover
The average cost for Dog Boarding in Pittsfield on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 234 sitters on Rover offering Dog Boarding across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
96% of Pittsfield sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Pittsfield landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pittsfield home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Pittsfield.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Pittsfield sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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