Dog Boarding Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pittsfield, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Kiana was truly amazing. I had a sudden family emergency that required me to go out of state. She went so far above and beyond during that time, while having no obligation to do so. From the beginning of the cats stay with Kiana, she had been so incredibly flexible, she agreed to watch them with only two days notice, and due to the situation evolving and becoming unpredictable, she was more than happy to allow me to extend their stay. She was the direct cause of so much stress relief due to knowing the cats were safe, and well taken care of. 5/5 human. As for her actual care of the kitties she again went well above and beyond anything anyone might think is going the extra mile. The cats were given the space needed to become comfortable and very quickly, and happily adapted to the new routine. I received frequent pictures and videos, she was very communicative, and because of her vigilance we were able to create a plan of action for one of the kitties who started throwing up more frequently than normal. She even went out and bought higher quality food for the cats, and implemented a structured feeing strategy so we could better assess the puking, which I doubt was an easy task since they both free fed before they were boarded. She kept me up to date at all times and provided regular, detailed updates. 5/5 for animal care as well. She is the best sitter/boarder I have ever had any experience with, by exponents, it’s not even close. Her service was head, and shoulders above anyone I’ve personally used before and far better than anything I’ve heard about other boarders. Choosing Kiana to care for your pets should be an insanely easy decision for anyone who wants their animals taken care of at the highest level of care, and wants someone that is just a straight up good human as well.”


“Janelle and Bob took very good care of Maggie. She looked happy and well cared for when we picked her up. She loved running around in their fenced in yard. We will definitely trust them with Maggie again. Highly recommend.”

“Nicole was very good with Cozo. Since I was from out of town, there was a lot of coordination ahead of time that needed to happen nd she was very responsive and accommodating. I would highly recommend Nicole and her house for all your per needs.”

“Andrea watched our dog Duncan with less than a week’s notice after a previous sitter fell through. He was so well taken care of and it was clear he fit right into her home! We received daily updates and photos which was great peace of mind on our trip. She also has a big fenced in yard and two friendly dogs for our pup to play with! We definitely wouldn’t hesitate to bring Duncan back in the future! Thank you again Andrea!”

“Suzanne was a great sitter to our 6 month old puppy. She sent us updated pictures and information on how are dog was doing. Our dog loved staying with her and got along with her dog Koda and cat. Our dog got daily walks, play time, and Suzanne treated our dog like her own.”
“Penny was fantastic. We got to do a meet and greet ahead of time so our super nervous Emmie was familiar. Penny sent us many pix/vids and even set up a special "perch" so Emmie could keep an eye on things going on outside. Penny will definitely be our #1 choice in the future when we need a place for Emmie to stay.”


“Faustine took our kids on with fairly short notice and one of our furry children is a little difficult when it comes to meeting new people. She handled it with grace and I think may have actually managed to convince our child that she wasn't so bad. Impressive! Will definitely be reaching out in the future if we need a sitter and Faustine is still at it. ❤️”

“Kim was great, she really helped us out last minute (the day of) and sent lots of pictures! He was super tired when he came back, she gave him lots of attention and exercise!”

“Great dog sitter. Briahna was easy to work with and took excellent care of our pups, it was relaxing being away knowing they were so well taken care of. She sent daily updates and photos. Will 100% work with her in the future. Thank you Briahna!”

“I recently boarded my dog with Daria for the first time, and I was a bit nervous since it was my dog's first experience staying in a stranger's house. However, Daria was amazing! She made my dog feel comfortable and at ease right away. The updates and pictures she sent showed how well my dog was adapting and enjoying the stay. Her kindness and attention to detail made all the difference. I highly recommend Daria for anyone needing a reliable and caring dog sitter, especially for first-timers!”

“Our dog Mona always comes back looking happy and healthy after her lengthy stay with Beilka. We boarded our dog at kennels and when picking her up after a weekend Mona looked stressed and wouldn’t eat. But with Beilka you can see that Mona is relaxed, happy and just well taken care of. I can’t thank her enough for helping care for Mona during our long trip. Normally I worry about her because I know she isn’t the happiest where she’s at the kennel. But this was the first trip that we all felt assured she was in good hands. Lots of updates and photos helped put at as ease. Forever grateful to have met Beilka and family. They are lovely and feel familiar as if you’ve known them your whole life. Mona is thankful as well!”

“Jessica was the best! My pup had so much fun, played every day, and was on his own little vacation! Jessica also kept me up to date with photos and videos throughout his entire stay and I was able to enjoy my time away without worrying about my pup at all- he was in very loving hands.”

“Katie, is fantastic I receive updates and photos of my animals through out the time I was away. Plus she always, speaks with me regarding how they did while there. I would recommend her to anyone who wants to feel secure in the person watching their babies. PS Daisy and Boy love Katie”

About: I know how important it is to find the right person to watch over your pets. My home is a haven for dogs, with a fully fenced-in backyard where they can play, sniff, sunbathe, and explore safely. My Golden Retriever, Marshall, is a sweet and well-loved boy who adores making new friends. He loves to play with other dogs, nap on the couch, and splash in a pool on a hot day. I always make time for my dog whether it’s taking walks during breaks, playing in the yard, enrichment games, or sunbathing time (for the dogs, not me) I have a fully fenced in backyard that always has fresh water for the pups. There’s plenty of toys to play with, shade under a gazebo, and on a hot day, a mini pool to cool off in! The yard is treated with all natural, pet safe flea and tick deterrent.
“Heather was very quick to respond when I was looking for a dog sitter. She is very responsive and always kept me updated! My dog had a little upset stomach and she did give him some pumpkin puree :) I would definitely rebook with Heather and highly recommend!!”

About: I am a very detail oriented individual who has loved raised animals since I was a child. I have experience with different types of dogs and personalities including rescues and spicy personalities. I myself own 3 dogs. 2 rescues and a French Bulldog. I consider myself someone who can easily gain trust with nervous or territorial dogs. I also have a lot of experience cats as well. I really like to listen to what the animal requires to give the best care for your fur babies. Currently, I work a full-time job 7-3:30pm. I am looking to do nights and weekends with the goal of going full-time. Currently weekends and last minute walks during the weekdays after 4:00 will work best. First and foremost my animals are my babies and I feel the same way about yours! I like to make sure that anyone whose animal I care for feels comfortable and all questions have been asked prior to care. If possible, I like to meet the dogs and owners ahead of time which allows the owners to see our interactions together to make sure it is a great fit. I will send photos and updates while giving reassurance to those who worry when not at home. My animals are my babies and yours will be too during care.
“Aya and Abdullah took excellent care of my 2 cats. My cats were both rescues and I was unsure of how they would behave in a new environment with other cats. Aya made sure they were gradually introduced and felt comfortable in their own private space. She provided regular updates and pics. The cats seemed so happy where they were and also very happy when I brought them home, no bad habits developed duringn their 2 week stay. I wholeheartedly recommend Aya and Abdullah! Thanks again!!”

The median cost per night for dog boarding in Pittsfield is $55
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

1. Search
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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
As of September 2026, there are 338 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.
93% 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 NH 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.




