Dog Boarding Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 329 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 was great, able to take our puppy in on short notice so we could attend a concert at Tanglewood, and very attentive to his needs. A great help if you are coming from out of town and unsure where to leave your pup for a few hours or overnight”
“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.”
“Tetiana was a wonderful and caring caregiver to our two rambunctious pups. She not only gave them much love and affection, she walked them many times and spoiled them with couch and bed time snuggles. She took pictures regularly throughout their stay and shared them with us. She is a top notch person and was very accommodating and delightful.”
“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: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment
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.
About: I love a challenge and a new four legged friend! Puppy biting, pulling on walks, endless energy? Let me know and we can come up with a good plan to meet your pups needs. I’m happy to hike with dogs, water activities, or other outdoor outings if it is what your pup needs to be their best at home. I also have a large fenced in yard to play fetch as opposed to a walk if that helps your dog get their energy out better! (6ft tall wood privacy) I learn quickly and care about how you want your pet care of above all else. I’ve owned, cared for, and fostered many animals across numerous ages and breeds. I have availability on weekends and after 4pm most weekdays. I am flexible and don’t mind last minute requests as my job allows for a good amount of flexibility I can adjust for a specific situation. I reinforce good behaviors or redirect bad behaviors with positive methods. I will not place any animal in an overly stressful environment and will meet them where they are at.
About: My name is Ava and I’m a lifetime dog lover with over 15 years of experience dog sitting for friends & family. I work from home M-F and can provide care for your pups throughout the entire day so they won’t have to be left alone. I have 2 dogs of my own (Newman, 5yo Havanese and Eddie, 3yo Pomsky) who are always ecstatic to make new friends and will keep your own pups entertained! I also know it can be stressful leaving your dogs someplace new and will send picture updates as often as you’d like. Some details about my home: - 1.5 acres of land, about .5 acres are fully fenced in - Single story home, no stairs - My dogs are allowed on furniture but I am happy to enforce your own rules Any other questions, please reach out! I look forward to taking care of your fur babies! I work from home M-F (9-5) and usually have full availability on weekends. This allows me to give your pups the attention they need throughout the day in addition to potty breaks. I have a fenced in yard and 2 dogs of my own in the home. Happy to crate your dog or provide any other special care and/or meds as needed.
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.
“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!”
“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.”
“As I write this review I look down at my pup who is exhausted from her stay with Mary and Todd. They took Harper in last minute for an overnight/all day play date with their other dog pepper. Harper was treated as one of their own. Over the course of her stay we had daily updates and shared pictures of the trip to art Omi and for evening/morning walks. I can’t thank them enough so I figured this review would be accepted as my appreciation. I would highly recommend them, you will not be disappointed!!! Thanks again Mary and Todd”
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!
“Saskia watched our two dogs at her home, and we had a great experience! They were both very well taken care of, and Saskia sent us several photos throughout their stay, which we really appreciated. Our dogs seemed to have a great time and got along really well with her dogs. It gave us peace of mind knowing they were in good hands while we were away. We will definitely be booking with Saskia again!”
“Chelsea was amazing and I would highly recommend. She administered insulin shots for my dog and accommodated my dog’s special needs. Her family was very caring and loved having my dog over for the short stay.”
“Amazing dog sitter, Kathleen! She really understands how to meet and great your dogs with her dogs and others. Definitely a dog whisperer no joke. Has a great safe yard, take them for walks and just overall comfortable atmosphere. Will recommend Kathleen any time 24/7 for your cool dogs.”
“I felt great leaving our dog with Jennifer. She is so kind and clearly loves animals. She already had a number of pet supplies and toys which made things even easier since I was traveling at the time I had booked for boarding. She sent updates and was flexible with drop off and pick up times. I would definitely book with her again.”
About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do
“Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.”
The median cost per night for dog boarding in Pittsfield is $55
Dog parents share their Rover experiences - Pittsfield
Leaving my lil anxious pup with strangers can be so hard, but I felt so comfortable and confident leaving him with Aura and Nick. They were so attentive to my dog’s needs and a calming presence for him while I was away. They are lovely and I hope to have the chance to use their boarding services 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?
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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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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 11 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 September 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 September 2026, there are 226 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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