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%.
“So glad we found Brooke!!! We had deferred family vacations out of driving distance for the past two years because we no longer had family nearby who could watch our pups. That has all changed now. Rover.com was recommended by a friend and truthfully I was a bit hesitant until I met Brooke. She responded so quickly to my messages when I was exploring sitters and as soon as the pups met her I knew this would be a great match. She treated our girls like family, letting them nap on the furniture (just like at home), taking them for walks and playing fetch. She sent us pictures each day of the dogs and it made us feel so much more at ease seeing they were being loved on. I can not say enough kind things about Brooke and her family and I highly recommend her. She went exceedingly above what was necessary and we will certainly be calling on her again!”
“Jess was great! She took such great care of our Cavapoo Molly for the day while we skied. She was great with communication and super friendly and flexible. Would definitely use her services again!”
“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!”
“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.”
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.
“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.”
“Amazing sit for my pup. I could just tell Tatiana loves animals and took to my little Zoe (4 y/o mini Aussie) right away. Got some photo updates and was super responsive to messaging. Highly recommend!”
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
“Thanks to Rebecca, we enjoyed an amazing concert on our vacation and didn't worry about our dog for a second. She put me at ease before I ever met her. She happily anwered my questions and she asked questions that showed me that she really wanted to make our dog's stay pleasant. Her warmth and love for dogs was apparent as soon as I met her. And it was apparent to my dog, too-- she immediately connected to her. I told Rebecca that our dog loves to play fetch, and Rebecca played fetch with her as we drove away. While we were at our concert, Rebecca texted me to let me know our dog was doing great. She told us that our dog was playing with her dogs and that she and her husband had taken all three on a walk. She also sent along a few photos. When we went to pick our dog up, she was happy. to see us but didn't run to our car. She went back to Rebecca-- maybe to say goodbye! We had such a wonderful time at our concert and it was all thanks to Rebecca. We will definitely book her again! And we know our dog will be thrilled to see 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!”
“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.”
“Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.”
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
“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.”
“We would not hesitate to use Jennifer again. She was very attentive and conscientious to our requests in caring for our senior dog, including medications. She was very loving and kind and made our dog feel very much at home. Jennifer was very communicative and responsive before and during Jessie’s stay. We appreciated knowing that all was well while we were away.”
“We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!”
“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!”
“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.”
About: I have pet/house sat multiple times over the past several years for friends and family, and have worked in animal shelters and a local doggy daycare, 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 on your special day without any added stress. 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!
The median cost per night for dog boarding in Pittsfield is $50
Dog parents share their Rover experiences - Pittsfield
My dog stayed two nights and two days with Brooke and was very happy. Pip (my dog) got a little snappy with Brooke's dog Suki when they were first meeting, and both Brooke and Suki were very chill about it. Brooke told me everyone settled down quickly and reported a good stay. Her calm inspired confidence. Good communication. I was disappointed to find on arrival that the yard is not yet fenced as advertised, but Brooke let the dogs play outside leashed. I believe they are working on the fence. Great dog sitter!
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pittsfield sitters!Sitters in Pittsfield average 10 repeat dog boarding clients
FAQs for Dog 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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