Dog Boarding Great Barrington

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

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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%.

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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: Nicole P.
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Nicole P.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“Nicole and family were amazing!! Rummi was treated as a member of the family as soon as she arrived. Nicole provided regular and detailed updates as well as adorable photos. Rummi is wiped out from all the fun she had during her stay. We will definitely be booking with Nicole again! Highly recommend.”

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Pamela and Jason D.
Sitter Profile Image: Peter K.
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Peter K.
$62
total per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

“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.”

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Sarah T.
Sitter Profile Image: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 122 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

“First time leaving our dog with John, and he's a keeper. Excellent communications. Quick responses and regularly sent pictures and updates. Large fenced backyard for dogs to run and he has a playful dog that ours enjoyed. John is also friendly and seems very responsible. Highly recommend and we plan on turning to again.”

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

“Brooke was an absolute lifesaver for our family when we got in a tough spot with a home move and we had absolutely no options for our large, elderly matriarch of a dog. I would enthusiasticaly recommend her to anyone. Our dog needed so much extra attention and we are really indebted Brooke and her family for helping us out.”

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Rich M.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
$50
total per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

“As I write this review I look down at my pup who is exhausted from her stay with Mary and Todd. They took Harper in last minute for an overnight/all day play date with their other dog pepper. Harper was treated as one of their own. Over the course of her stay we had daily updates and shared pictures of the trip to art Omi and for evening/morning walks. I can’t thank them enough so I figured this review would be accepted as my appreciation. I would highly recommend them, you will not be disappointed!!! Thanks again Mary and Todd”

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Stephanie G.
Sitter Profile Image: Saskia C.
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Saskia C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Kinderhook, NY, 12106

“A great experience! I was able to drop Nellie off at my convenience and she had a great time with all of the dogs ! We got a picture each day we were away! It was perfect!”

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Darcy C.
Sitter Profile Image: Deanne R.
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Deanne R.
$45
total per night
5.0 out of 5 stars
• 75 reviews
23 repeat clients
10 years of experience
Kinderhook, NY, 12106

“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.”

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Marnie T.
Sitter Profile Image: Yvette C.
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Yvette C.
$56
total per night
1 repeat client
9 years of experience
Winsted, CT, 06098

About: I am a dependable, patient, and caring animal lover with many years of personal experience caring for dogs. I previously cared for my own Rottweiler for nine years, so I am comfortable with large breeds as well as smaller pets. I understand that every animal has a different personality and routine. I will follow your instructions carefully and treat your pet with the same love, attention, and respect I would give my own. Pet care fits well into my routine. I carefully schedule each booking around my work hours so I can provide dependable, unhurried care. I will keep my availability updated and communicate clearly with every pet owner. I follow each owner’s instructions closely, including feeding schedules, medication needs, walks, and house rules. I keep doors and gates secure, supervise pets carefully, maintain a clean environment, and provide regular photo updates.

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

“Candice was amazing and we could tell our dog Zoey had a great time with their family! Very responsive and punctual with both pick up and drop off. Highly recommend for anyone looking for a sitter!”

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Wesley E.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
• 35 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: Jess L.
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Jess L.
$50
total per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess was great with our 2.5 year old German shepherd mix, Moose! She was super communicative and flexible, and sent photos and videos which we really appreciated. We’ll definitely book her again!”

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Maria P.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
20 years of experience
Pittsfield, MA, 01201

“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!”

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Eric B.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
14 years of experience
Cornwall, CT, 06753

“This was our fourth time booking Mary Ann to care for our elderly pup and once again, she delivered in spades! Over the years, our dog has boarded at various kennels and veterinary offices, but none those experiences with trained professionals could hold a candle to the services Mary Ann provides. I fear we have become too spoiled and now we will never be satisfied with anyone else ever again! Mary Ann is kind, professional, clean, and extremely skilled with pet care. She is the very best and we look forward to using her services again!”

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Becky R.
Sitter Profile Image: Danielle C.
Verified Background Check
Danielle C.
$67
total per night
4.8 out of 5 stars
• 10 reviews
1 repeat client
30 years of experience
Hillsdale, NY, 12529

“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!”

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Jane G.
Sitter Profile Image: Nicole M.
Verified Enhanced Background Check
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

“Nicole was great to work with and we really appreciated her availability on short notice. She gave us many updates over a short period of time, we felt very comfortable with her!”

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Jonathan G.
Sitter Profile Image: Diana G.
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Diana G.
$67
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Valatie, NY, 12184

“Diana was amazing and we felt at ease leaving our two pups with her. When picking them up after our quick trip it was very clear that she had already bonded with them.”

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Sophie G.
Sitter Profile Image: Karina & Jared S.
Verified Enhanced Background Check
Karina & Jared S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 143 reviews
64 repeat clients
23 years of experience
Barkhamsted, CT, 06063

“Being that this was Hannah's first experience away from us, and with the separation anxiety she has, Karina showed a lot of patience and compassion in helping Hannah feel at home. I would highly recommend her if you are in need of a sitter.”

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Lisa C.
Sitter Profile Image: Christine A.
Verified Background Check
Christine A.
Star Sitter
$108
total per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“Christine was an absolute hero to us - accepting a late notice booking to watch our dog during our wedding weekend. She was so incredibly helpful, nice, sweet, and took such great care of Wallace. She made us feel so comfortable and we know Wallace felt the same in her home. She was a great communicator and we cannot say enough good things about the experience with her!”

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Talia W.
Sitter Profile Image: Kristina F.
Verified Enhanced Background Check
Kristina F.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Torrington, CT, 06790

“Tina and Jordan took incredible care of our dog, Rae. As a nervous pet parent, I was so grateful for the frequent photo and video updates—they truly gave me peace of mind while we were away. From our very first meeting, I knew Rae was in the right hands, and now that she’s stayed with them, I honestly can't recommend them enough. They listened to all of my concerns, eased my worries, and were wonderfully flexible when our travel plans changed a bit.”

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Lisa B.
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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 11
repeat dog boarding clients

FAQs for Dog Boarding - Great Barrington

Frequently asked questions about Rover

The average cost of Dog Boarding in Great Barrington on Rover is $67 per night as of October 2026. Most bookings cost between $56 and $103 per night. 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 169 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.

100% 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, 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.

<b>Tip:</b> 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.

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