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

Over 50 pet parents in Berkshire have booked dog boarding
Berkshire, Find top rated dog boarding
“Megan took great care of my 2 dogs while I was away and terrific to deal with. She really went out of her way to make sure they were taken care of and providing me with updates and pics throughout thier stay. She was also very accomadating when my schedule was changing as well as dealing with my one dog who is very anxious and hyper active. He was more at ease with her than I would have anticipated after meeting for the first time. I will be using her again in the near future and would definitely recommend.”

“This is the 2nd time Mike has watched our 2 dogs, and this time it was for 2 weeks!! The dogs were happy and well cared for and we were able to enjoy our time overseas with no worries. Thank you Mike!! Apollo and Luna miss their friend Bear already!”

“I truly cannot say enough good things about Gillian! My dog, Benson, has serious separation anxiety along with specific dietary and medical needs, and it has been such a relief to finally find someone I completely trust to care for him. I never thought I’d see the day where he’d happily run into a sitter’s home—until we found her! From day one, Gillian has gone above and beyond to make sure he’s comfortable, safe, and genuinely happy. She understands all of Benson’s quirks and needs, and treats him with the same patience and love that I do. It’s so clear how much she cares about every dog she looks after and truly treats them as her own. She’s also great about sending daily updates with photos and thoughtful notes, which give me so much peace of mind while I’m away. I always know he’s in the very best hands with her!”

“Maegan took great care of both my dogs on a short notice. Sent pics daily to make me feel more at ease and reminded that they were in great hands. Love the indoor space she has created for dogs with direct access to her fenced in back yard so dogs were able to go outside at their free will. Will book with her again in the future.”

“Natthinee B is definitely a 5 star. This was my first time leaving my fur brother with anyone while we went away. We received updates twice a day along with beautiful pics. The meet & greet was very good!….. I knew from then it was going to be a lovely experience for my fur brother. Thank you, Natthinee for making fun and feeling like a home for my Frisco.🧡🦋…. Props to your husband as well!🧡”

About: I currently have 4 dogs, 3 cats, a Flemish giant bunny and a lizard. I am very well qualified to take care of your fur babies. I work on training with my animals. I have always loved being a dog mama! I’m a real estate agent and make my own hours so my times are open! Very flexible and willing to work with you! I do have children and I make time daily for my animals I have a fenced portion of my yard, my dogs are good with other animals and I also have availability to crate your dog if that is what your routine requires
“As usual, Jen is the ultimate pet sitter. Her attention to detail from sending daily pictures and updates to flexibility in her schedule keeps her at the top of my list for Wolfie. Thank you again!”


“Kassandra and Johnathan were great with our Puppy Leo! He is a big ball of energy and they were great with him and he loved playing with their dog Charlie. I would recommend to anyone in the area and will definitely bring Leo back when we need boarding again!”

“Jack took great care of our dog, Dash while we were away. He stayed in contact by sending many photos and videos which helped us to relax and enjoy our vacation. We returned to a very happy dog! Thanks, Jack!”


“Selfishly I would love to keep this my best secret , but John is the best sitter you could possibly hope for. I am actually blown away by the amount of attention and care my pup received here. We got constant updates and had no doubts at all about Winston being spoiled while we were spoiling ourselves. Couldn't ask for more.”

“Brad and Mary did a fantastic job watching my shy girl, who is a COVID dog, and can’t stay with any other dogs. I’m glad to leave PomPom with Brad and Mary so that we could have a peaceful vacation without worrying about her.”

“Awesome! Jillian accommodated the last minute request, and we enjoyed a weekend getaway with total peace of mind. Rover had a glitch and she arranged a workaround right away. Came back to a chill, well-exercised pup as always.”

“Kara was amazing with my two fur babies, while I was out of town. I didn’t have to worry leaving them and she checked in frequently and also sent me pictures. I highly recommend her and am very grateful and pleased. Thanks again”

“David was incredibly responsive, kind and easy to work with! He took on my elderly 16 year old pup within a 24 hour notice after we found out our Airbnb didn’t allow dogs :( He took great care of her and sent daily updates which we really appreciated! She felt right at home with him and he made us feel very comforted knowing she was in good hands! Will definitely rejoin with him in the future :)”

“Ginger was amazing with Otis. It was our first time leaving him but she assured us with daily updates, pictures and videos. He had a wonderful time playing with Ranger and really settled in nicely. Definitely recommend Ginger and will book with her again in the future.”

“Tiffany was great with Nova! She kept me updated by sending pictures and videos and made Nova's stay wonderful. She also helped to clip Novas nails and gave her a good brush out. She is very professional and I would highly recommend leaving your pup with her!”

“Great first Rover experience. Anna was super communicative, very friendly, and my two Golden Retrievers were happy as can be at drop off and pick up! She sent daily updates and answered every question I had immediately. She even sent them home with goodie bags and report cards :) Thanks, Anna!”


“Even though this was short notice, Jillian was excellent with Ezra! She sent videos, photos, and updates about what was going on during the night and day. I felt at peace knowing my boy was in great hands. If you're looking for a responsible, loving, caring sitter, look no further.”

“Thank you so much Peg for taking such great care of Mugzy again. Peg and her family truly gave our puggle a warm and loving home while we were away. She sent daily pictures and updates on him which showed how much love he was getting. He was certainly treated like family. Thank you again and we will surely be back :)”

The median cost per night for dog boarding in Berkshire is $54
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
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 near you
Select a filter and find qualifying Berkshire sitters!Sitters in Berkshire average 14 repeat dog boarding clients
FAQs for Dog Boarding - Berkshire
Frequently asked questions about Rover
The average cost for Dog Boarding in Berkshire 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 171 sitters on Rover offering Dog Boarding across Berkshire. 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.
97% of Berkshire 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 Berkshire 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 Berkshire 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 Berkshire.
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 Berkshire 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 NY 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.

