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

Over 9 pet parents in Great Barrington have booked dog boarding
Great Barrington, 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%.
“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.”

“Nicole took excellant care of Baxter and Oliver during our vacation. Daily updates and photos showed my pups happy and loved in my absence. Thank you so much for taking the worry away.”

“My dog came home happy and even better, tired! My pup loved her dog and kids. Brooke was great about communication and sent updates. Will definitely book again.”


“Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.”

“John was great with our two senior labs and they felt right at home. We were able to enjoy our time away knowing they were content. Also easy to coordinate the booking / drop offs and John was easy to communicate with as well. Would definitely hire him again for care.”

“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!”

“Jasper seemed very happy and well cared for when we picked him up. He needed a bit of extra care in the beginning of his stay. Deanne followed all of the instructions perfectly. Deanne sent lots of updates and pictures during his stay.”

“Candice was kind, caring and responsive. She took the bestest care of my dog, Bruce, and was so patient with me and my husband even though we booked her totally last minute. I cannot wait to book her again!”


“Mary and Todd were wonderful hosts to our 4 month old puppy, June. Everything was handled very easily and leaving her behind with such nice people was really comforting. She even got a longer walk than she would have with us!”

“Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!”

“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: My boys and I love dogs, and we love being at home, making us a fabulous choice for hosting your favorite loved one. Thank you for considering us! Hi, I’m David. I’m a stay-at-home dad to my two boys, Zenith and KoaSol, and we share our home with our dog, Magnolia — Maggie for short. We live on 10 private acres with open lawn, fields, gardens, and trails, far away from roads and traffic. We spend much of our time outdoors gardening, landscaping, cutting trails, playing, and caring for the property, so visiting dogs have plenty of fresh air, space, and attention. My boys are 11 and 5 and love dogs. They are excited to welcome new dog friends, while I remain solely responsible for all care, supervision, routines, and safety. Maggie is social, playful, and friendly, and she enjoys having other dogs around. I will respect your instructions and your dog’s normal routine as much as possible. Please share any important details about feeding, health, behavior, crate comfort, sleeping preferences, and how your dog does with children and other dogs. Meet-and-greets are welcome before booking, and I’m happy to send updates during your dog’s stay. My goal is to provide a safe, attentive, family-centered home where your dog is cared for with patience, respect, and genuine attention. Because I’m home most of the time, your dog will not be left alone for long periods. If we leave for errands, Maggie is comfortable in her crate, and we can offer the same option for your dog if they are crate-trained or feel secure that way. We also have a spare crate available, or you are welcome to bring your dog’s own bed, crate, blanket, or comfort items. While my kids are always game to play, I will be solely responsible for the care of your loved one!
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.
About: I’ve grown up with Chinchillas, Cats, Dogs, Ducks, Chickens, & Reptiles. My Fiancé & I currently have 3 Cats (they love dogs- but if any issues - can be kept separate in their cat room to create a more comfortable stay for any pet that doesn’t like cats), between me & my partner- someone is always home to give attention to & play with pets. (Aside from when we go to the store or doctors appointments). Your pets will get the best care!!! Someone will always be home with your pets, either I am home or when I’m at work my fiancé Deanne is home & is also a huge animal lover. The only times someone isn’t home is when we’re grocery shopping or at an appointment. We have the rail trail right in our backyard that goes for miles- it’s a great trail to take dog walks on! We usually do that or use tie outs or the dogs leashes in our yard since we don’t have a fenced in yard, but your pets are never left unattended on the tie-outs, someone will be outside with them at all times
“I was so glad to have found Mary Ann on Rover to watch our dog Piper for 2 weeks while we were on vacation. On our initial visit with Mary Ann, I knew this was a great fit for Piper. She is such a sweet, caring, knowledgeable woman that I knew would take wonderful care of my dog. This was the first time using Rover as I was not comfortable leaving her in a kennel again for this long as my dog gets very anxious and sad when we are away and my usual in house dog sitter was with us on vacation. Mary Ann lives just 10 minutes from my house with a lovely fenced in side yard for her to go to the bathroom outside and just run around not being on a leash, which is just like home. Also being able to jump on the furniture and the beds was a plus too, again just like home. And she did not have any issues getting too anxious which is what I was hoping for. It was a perfect fit and a great find. I would not hesitate to book with Mary Ann again.”

“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!!”

“Tetiana was fabulous. We struggled to find a sitter last minute due to an error...hours before having to leave for a big weekend trip, Tetiana responded and was able to house our new puppy. Immediately when meeting her, we could tell she knew what she was doing. She bonded with our rambunctious, 8-month-old hound mix (who normally has anxiety with strangers) right away. Tetiana sent us frequent picture and text updates about our puppy's activitie, and this made us feel so secure leaving her in a new place for the first time. We could not be happier! Tetiana is professional, compassionate and a natural caregiver...she went above and beyond and we will absolutely be booking with her again. Thank you!!!”

“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.”

“Karina took excellent care of my two greyhounds! Our dogs felt completely at home as we could see from the daily updates and photos. The fenced in yard is very secure and safe. I plan to use Karina again in the future and highly recommend her.”

“I highly recommend using Kathleen if you need any dog boarding. Her home is impeccable and her dogs Gunther and Woody are such a great addition to the stay. Kathleen does a wonderful job at keeping you updated through the stay with a ton of fun photos. My dog was so happy during and when we picked her up. Highly recommend!”

The median cost per night for dog boarding in Great Barrington 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

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Popular requests near you
Select a filter and find qualifying Great Barrington sitters!Sitters in Great Barrington average 11 repeat dog boarding clients
FAQs for Dog Boarding - Great Barrington
Frequently asked questions about Rover
The average cost for Dog Boarding in Great Barrington on Rover is $55.5 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 173 sitters on Rover offering Dog Boarding across Great Barrington. 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.
100% of Great Barrington 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 Great Barrington 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 Great Barrington 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 Great Barrington.
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 Great Barrington 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.
