Dog Boarding Great Barrington

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Over 15
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%.

1 / 1
Sitter Profile Image: Franny A.
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Franny A.
$56
total per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Great Barrington, MA, 01230

“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.”

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Terri L.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 139 reviews
36 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke and her family were kind and loving to Millie! She hasn’t been with anyone but us and she isn’t a very easygoing pup so we were so relieved when Millie was so relaxed and happy in Brooke’s home. Brooke kept us updated and sent many adorable photos! I would absolutely book with Brooke again and will recommend her to anyone needing care for their fur children.”

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Kisti O.
Sitter Profile Image: Sarah & Noah P.
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Sarah & Noah P.
$45
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Pittsfield, MA, 01201

“Noah and Sarah were wonderful! They were reliable, communicative, and took great care of Tahoe. I felt completely comfortable leaving him in their hands and would absolutely recommend them to other pet parents. I’d happily book with them again!”

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David W.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 81 reviews
31 repeat clients
10 years of experience
Hudson, NY, 12534

“Candice was amazing and Barry absolutely adored her and her kids! he had a great time there and came home so happy! 10/10 would recommend and will def be going back!”

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Nataliya W.
Sitter Profile Image: Jess L.
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Jess L.
$47
total per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess was amazing with Rusty! She sent me daily updates and I saw that Rusty had fun with the other dogs in the yard and had cozy places to sleep and play with toys. Will definitely book her again!!”

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Jahna S.
Sitter Profile Image: Yenifer V.
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Yenifer V.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
3 years of experience
Pittsfield, MA, 01201

“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.”

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Divya C.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 64 reviews
20 repeat clients
20 years of experience
Torrington, CT, 06790

“Thank you Rover for providing a platform for pet owners new and old to find such amazing people to take care of our fur babies. Nicole is such an amazing pet sitter. She took such great and loving care of my Loki. He’s never seemed happier. I would recommend Nicole to anyone and everyone with a pet that they love and want to be in the best of care. THANK YOU NICOLE.”

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Boz B.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 35 reviews
9 repeat clients
20 years of experience
Coxsackie, NY, 12051

“Amanda was great with our dogs. She listened carefully to each of their needs and made sure to accommodate particular requests. Amanda was prompt in getting back to us anytime we reached out and sent us occasional photos of the dogs playing or resting. She has a lovely home and large fenced-in backyard where the dogs could run free and get plenty of exercise. We felt at ease knowing our precious pups were kept safe and warm while we were away!”

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Brooke M.
Sitter Profile Image: Lisa J.
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Lisa J.
Star Sitter
$128
total per night
4.9 out of 5 stars
• 96 reviews
34 repeat clients
37 years of experience
Tivoli, NY, 12583

“Lisa was wonderful and my dogs had a Really good time!! I will definitely book with her again :-)”

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Lynn L.
Sitter Profile Image: Taylor F.
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Taylor F.
Star Sitter
$117
total per night
5.0 out of 5 stars
• 46 reviews
16 repeat clients
15 years of experience
Hudson, NY, 12534

“Our Cat Alan loved staying with Taylor. So much so tear he cried when I picked him up and he had to leave. Taylor was very responsive and sent many great photos and videos of him looking very happy.”

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Francis M.
Sitter Profile Image: Francy & William S.
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Francy & William S.
$28
total per night
1 year of experience
Pittsfield, MA, 01201

About: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment

Sitter Profile Image: Western B.
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Western B.
$84
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Dalton, MA, 01226

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

Sitter Profile Image: Aura G.
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Aura G.
$67
total per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

“This was the second time Aura & Nick watched Shannon. Shannon ran into their house to see them, excited to be there. It was very clear Shannon is happy to be there.”

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Holly K.
Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$89
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

“She was great.. very caring and responsible. I will use her again. Thank you Yasmin.”

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Vina P.
Sitter Profile Image: Steve F.
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Steve F.
$84
total per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

“Steve communicated very directly. He had passion for caring for your dog.”

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Michael T.
Sitter Profile Image: Kelly H.
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Kelly H.
$84
total per night
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“This was our first time leaving our 8 month old puppy but from the moment we all met Kelly & Nabil, we knew we found a good fit!! They are more then welcoming and Stella immediately took to them both. While we were away we received daily updates and pictures which allowed me to truly relax knowing she was being taken care of and having fun with them and her new pup friends! We will most definitely use them again in the future!!”

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Lisa Z.
Sitter Profile Image: Stephanie P.
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Stephanie P.
$56
total per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
30 years of experience
Catskill, NY, 12414

“It wonderful to board Olaf with Stephanie!! She was very quick to reply to inquiries and really made me feel comfortable leaving my pup in her care. We had an overnight visit for a test run, preparing for a longer trip coming up. It went very well!!! She sent several pics and updates so I could see how Olaf was doing, and it was very reassuring. It was clear when I picked him up how comfortable and happy he was with Stephanie. I am very thankful to have found her and have already booked Olaf's next stay!!”

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Natina A.
Sitter Profile Image: Katherine M.
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Katherine M.
$67
total per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
4 years of experience
West Coxsackie, NY, 12192

“Katherine was so fantastic and loving towards my dog Seamus. I’m convinced he’s still missing her after his weekend away! I would highly recommend her to anyone looking for caring and diligent pet care. She went above and beyond and all of the photos were such a nice touch! 10/10!”

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Erin G.
Sitter Profile Image: Kaylee P.
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Kaylee P.
$56
total per night
5.0 out of 5 stars
• 48 reviews
9 repeat clients
7 years of experience
Nassau, NY, 12123

“We were so fortunate that Kaylee was able to accommodate our somewhat last minute request to look after our 6 month old puppy for the weekend. She had such a blast with Kaylee’s dog and came home tired and happy! Thanks again!”

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Shauna W.
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The median cost per night for dog boarding in Great Barrington is $60

Dog parents share their Rover experiences - Great Barrington

1 / 1
5.0 out of 5 stars

Franny and her husband Andy were wonderful. They took such great care of our dog Lily. She became like a member of their family very quickly. We felt right from the beginning, that Lily was in very good hands with Franny. We recommend them very highly for anyone looking for a family to watch their dog. Regards, Sue and Mark

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Mark & Susan H.
Boarding
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Popular requests for dog boarding - Great Barrington

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Sitters in Great Barrington average 10
repeat dog boarding clients

FAQs for Dog Boarding - Great Barrington

Frequently asked questions about Rover

The average cost of Dog Boarding in Great Barrington is $67 per night as of October 2026. Most bookings cost between $56 and $103 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 165 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 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 Great Barrington 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 Great Barrington 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 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 , 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.

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