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

West Stockbridge, 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 is the best! She is very responsive, sends photos and updates regularly, and I can tell my dog loves the time he spends with her and her family. I am a repeat client and couldn't recommend her more!”

“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!”

“Deanne and Garrett did a great job and we’d happily use them again anytime. Our dog isn’t the easiest but I could quickly tell that they appreciated the individual she is and would do a wonderful job keeping her happy and safe.”

“Jillian and John were wonderful to my dog. They sent photos and videos daily. Made my trip wonderful as knew didn’t have to worry she was taken care of so well.”

“Jenifer took great care of Jax, encouraging the manners we have trained him with, giving him plenty of attention and exercise, as well as provide updates to us throughout the weekend. She is very communicative and accommodating with pick up and drop and just a genuinely nice human who loves dogs. we would absolutely recommend her and book with her again.”

“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.”

“If there were more stars that I could give Vera, I would do that!❤️ I was going on vacation for four days and needed to find a boarder and this is the first time that I have ever went away. I met and chose Vera and am sooooo glad that I did. She erased any anxiety that I had and was an AWESOME pet sitter!!!! She gives daily updates with photos and videos so you can see how your fur baby is doing. I will definitely use her again in the future for anything.”

“Taylor was incredible with my pups and went above and beyond washing their crates. They seemed super happy over a long stay. My dogs are not easy to handle and she was able to handle them very well. Much appreciated and would 10/10 book with Taylor again!!!”


“We had a wonderful experience! Danielle responded promptly, shared pictures and updates, and was so kind. Our dog seemed happy and comfortable in their cozy home. We’d happily book again!”

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.
“Cache took great care of Charlie. He was super calm when I picked him up, instead of jumping all over me. Maybe he wanted to stay with her! Cache was very communicative and also flexible with my ever-changing timeline. It seemed clear that Charlie was her top priority for the 4 days he spent with her. She was on top of his routines and packed up all his things tidily for pick-up. By the way, I know Charlie doesn't care that she has a lovely apartment, but I liked it a lot. 😊 Cache inspired confidence so that I could relax during my trip.”


“Lydia was very easy to work with especially since my travel plans changed and my return was delayed by a few days. She loved on my dog like she was her own. I will use her again when the time comes.”

“I’ve booked Kevinh twice now, this time was a last minute, long-term arrangement. He was just as wonderful with Zula as he was the first time. He’s incredibly attentive to her needs, and I can see she adores him. He’s excellent! Absolutely no complaints at all.”

“Our dog, Joule, had a great time at Diana’s! The whole family was extremely accommodating and knowledgeable about how to handle a high energy and attention seeking pup. She got along great with the other dogs and if we are back in the area, this would be our first choice for a rover!”

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!
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 - West Stockbridge
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - West Stockbridge
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 West Stockbridge home-away-from-home, 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 West Stockbridge.
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 West Stockbridge 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 , 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 .
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.







