Dog Boarding Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1 pet parents in Pittsfield have booked dog boarding
Pittsfield, Find top rated dog boarding
“Kayla was a great sitter for our pup. We needed help last minute, we did a meet and greet and then our dog stayed for a long weekend. She came home exhausted from all the fun and play. She was well taken care of. Would definitely recommend Kayla for your sitting needs.”
“Bridget was so easy to coordinate with and did a fantastic job taking care of Watson for a 3 night visit. Really great communication before and during the stay. Her dogs were super friendly and welcoming of Watson in their space right from the start which gave me good peace of mind while he was there. He literally didn’t want to leave when I picked him up so I think that says it all :) Thanks Bridget!”
“Margaret was very friendly she treated our dog like he was her own! I loved getting pictures of my dog enjoying walks and playtime with her dog! I gave very short notice but she was very accommodating and understanding. We would love to use her again and highly recommend her to others.”
“As always, Karin did an amazing job taking care of our dog Graycie. From daily pictures to even letting her crash a Thanksgiving family photo, she makes sure Graycie is taken care of and loved. We can’t thank you enough!”
“Christiana was great! Our two dogs seemed to enjoy their time there & especially loved being able to run around in the backyard! She sent us pictures and updates throughout and was very responsive when I checked in with her!”
“We have used Marcie multiple times now. We never have to worry with her. She takes wonderful care of our dog and spoils him like he is her own. She is super flexible with time last minute changes. We were gone on our dog’s birthday and she sent us pics of him getting special birthday dog treats! Can’t say enough good things!”
“Tina & Rick are my go too sitters; they are kind, compassionate and understanding towards my Husky (and her behavioral changes as a senior dog). They are always flexible, which is good because I’m a huge procrastinator!!! But definitely book well in advance don’t be like me. 😂”
“Great couple to watch our pup. We wanted someone with a fenced in yard and other dogs to help socialize and tire our pup out and that’s exactly what we got. Our girl was happy to come back after the initial meet and greet and happy to book with them in the future.”
“Robert was amazing! Made us feel very comfortable when dropping Dino off and continued to stay in close contact while we were away. Received multiple photos and videos + daily updates. Dino was safe and engaged every day!! We can tell he misses Robert already which is a great sign. Will definitely book with Robert again!!”
“Hailey and Potato were wonderful hosts to our dogs, Marley and Luna. Luna is a bit shy and Luna was able to open uo and play with Potato. Hailey sent just enough photos and updates throughout the visit and was very accommodating with the scheduling. The girls came back extremely happy and had a wonderful time with their stay with Hailey. Her yard is perfect and she is very efficient with drop off and pickups. I would definitely have our girls stay with Hailey again!”
“Kristine took excellent care of our old gal. She gave her the attention she needed, made sure she had her meds and carefully introduced her to the other dog. Her daughter was also very sweet to Tinkerbell. We will definitely use Kristine again!”
“Swetha and her family took great care of my dog. She sent multiple pictures and updates and replied promptly to messages and even gave my dog some holiday treats. I would use Swetha again in the future.”
About: I’ve had three dogs of my own over the years, so I know firsthand that dogs aren’t just pets—they’re family. I truly enjoy getting to know each dog’s unique personality, whether they’re energetic and playful, cuddly and calm, or a little shy at first. When your dog is in my care, my goal is to make them feel safe, comfortable, loved, and right at home. I’m attentive to their routines, love giving plenty of playtime and affection, and will treat your pup with the same care I would give my own. You can feel confident knowing your dog is getting both loving attention and dependable care while you’re away. Would love if dog(s) are getting treated regularly for fleas/ticks especially if coming into my home. I currently stay at home all day during the week so I would be able to give full attention to your pets needs. If they’re staying over the weekend I would accommodate my plans to be home while they’re in my care. Your pet(s) would have free range in my first floor apartment townhouse. There is a communal dog park that is walking distance I would take them to only if no one else was there. We have a private community that I would take them on walks throughout the day.
“Kelly and her family were absolutely wonderful with my sweet Myka. I was able to enjoy my vacation knowing that my pup was being loved in her home as much as we love her in ours. She lives in a beautiful neighborhood with minimal traffic. Kids and families everywhere was perfect Would ABSOLUTELY use agin!!”
“Allison was great for our Dachshund. She took her on a weeks notice and Molly stayed with her for a few days while we were traveling out of state. She kept in touch with us by text and sent us photos daily. Definitely will use Allison again and highly recommend her. Thank you again Allison!”
“Samantha was wonderful! So friendly, communicative, and clearly took great care of our dog, Finn. He’s 11 and can be a little finicky when staying somewhere new, and she even made him fresh eggs (his favorite breakfast topper) to encourage him to eat. She sent lots of photos, kept us updated, and made sure he got plenty of exercise and attention. We’re so happy to have found a great local sitter and hope she can watch him again!”
“Debbra was wonderful, and took great care of Grady. She texted me daily updates about how he was doing, and even sent pics which I appreciated. Would definitely use Debbra again and recommend her to others. :)”
“Miranda & her husband took great care of our dog while we were gone for 6 days. She sent us updates which were appreciated. Recommend booking with Miranda & will use her again in the future.”
“This was Rue’s second time staying with Joylyn and we only have positive things to say about our experience. Rue felt so much more comfortable this time. You can really see how much Joylyn cares for our dog with her updates and interactions. We plan to continue to use her in the future.”
About: I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals.
The median cost per night for dog boarding in Pittsfield is CA$45
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 to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
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 for dog boarding - Pittsfield
Select a filter and find qualifying sitters offering dog boarding.Sitters in Pittsfield average 13 repeat dog boarding clients
FAQs for Dog Boarding - Pittsfield
Frequently asked questions about Rover
As of November 2026, there are 443 sitters on Rover offering Dog Boarding across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Pittsfield can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Pittsfield. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 OH 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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