Dog Boarding Great Barrington

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

Pick up
Search

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%.

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

Franny and her husband were absolutely wonderful!! They took extra great care of our pup! I highly recommend. It was soo convenient being right down the road from camp Pontiac, where we attended a wedding.

Profile image
brittany R.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
$84
total per night
5.0 out of 5 stars
29 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.

Profile image
Pamela and Jason D.
Sitter Profile Image: John S.
Verified Enhanced Background Check
John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
114 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

John is the best! We have booked with him repeatedly and will continue to. He is quick to respond to communications, professional, personable, and has a great home including fenced in back yard, wonderful assistant (wife), and Dolly who is a 4-legged companion for our dog. Would highly recommend him, without any reservations.

Profile image
Richard R.
Sitter Profile Image: Brooke B.
Verified Background Check
Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
133 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!

Profile image
Rebecca M.
Sitter Profile Image: Peter K.
Verified Background Check
Peter K.
$62
total per night
5.0 out of 5 stars
29 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.

Profile image
Sarah T.
Sitter Profile Image: Candice S.
Verified Enhanced Background Check
Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
58 reviews
23 repeat clients
10 years of experience
Stottville, NY, 12172

Candice watched our dog for the first time this weekend . It was a great experience for all of us ! Thank you for taking such good care of Nellie ! ❤️

Profile image
Darcy C.
Sitter Profile Image: Saskia C.
Verified Enhanced Background Check
Saskia C.
$56
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Kinderhook, NY, 12106

Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.

Profile image
tamas u.
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Deanne R.
$45
total per night
5.0 out of 5 stars
69 reviews
23 repeat clients
10 years of experience
Kinderhook, NY, 12106

Deanne was great! My husband and I both felt like we were in good hands. We loved the photo updates that she sent — we could see that our dog was happy and well cared for. Will use her services again!

Profile image
Margaret A.
Sitter Profile Image: Mary & Todd H.
Verified Background Check
Mary & Todd H.
$50
total per night
5.0 out of 5 stars
38 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

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!

Profile image
Deborah G.
Sitter Profile Image: Irene T.
Verified Enhanced Background Check
Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
20 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!

Profile image
Eric B.
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check
Yenifer V.
$73
total per night
5.0 out of 5 stars
28 reviews
5 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.

Profile image
Divya C.
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
60 reviews
14 repeat clients
2 years of experience
Pittsfield, MA, 01201

This was our first time leaving our Dottie with a sitter, and Tetiana took the most thoughtful and thorough care of her. She kept me updated every day with messages, photos and videos of how Dottie was doing, and we could absolutely tell how happy our girl was to the point where I wasn’t sure she’d want to come back home with us! I can’t recommend Tetiana enough, and will absolutely use her again!

Profile image
Jessica B.
Sitter Profile Image: Mary Ann P.
Verified Enhanced Background Check
Mary Ann P.
Star Sitter
$84
total per night
5.0 out of 5 stars
29 reviews
7 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!

Profile image
Becky R.
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
133 reviews
61 repeat clients
23 years of experience
Barkhamsted, CT, 06063

Karina was amazing!! She made the whole boarding process with our dog easier than I thought it would be! This was our first time leaving our dog in someone else's care and Karina made sure to update us daily on how our Nova was doing and she even sent pictures! We could tell that our dog adored Karina and was always having so much fun with Karina's dog, Ariel! Knowing that Nova was being loved and cared for by a responsible individual while my family was away definitely put my mind at ease. I (and Nova) are so thankful and look forward to seeing and booking with Karina again! I could not ask for a better person! I would, and will recommend Karina every time!!

Profile image
Rachel H.
Sitter Profile Image: Kristina F.
Verified Enhanced Background Check
Kristina F.
Star Sitter
$89
total per night
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Torrington, CT, 06790

This was Rae's third stay with Tina and Jordan, and once again they were absolutely wonderful. As repeat clients, we already knew Rae would be in great hands, but they still exceeded our expectations. They sent plenty of photos and videos throughout her stay, which we always appreciate, and it was clear from every update that Rae was happy, comfortable, and treated like part of the family. Seeing how excited she is to be with them gives us so much peace of mind when we're away. Tina and Jordan are kind, communicative, and genuinely care about the dogs they watch. It's not easy leaving your dog behind, but knowing Rae is with people who love and care for her as much as they do makes all the difference. We wouldn't hesitate to book with them again and highly recommend them to anyone looking for exceptional pet care.

Profile image
Lisa B.
Sitter Profile Image: Cheyenne F.
Verified Enhanced Background Check
Cheyenne F.
$62
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Kinderhook, NY, 12106

Cheyenne watched our dog Nellie for the first time last night . Nellie seemed to love it and Cheyenne’s dogs . It was a great experience! Thank you !

Profile image
Darcy C.
Sitter Profile Image: Nicole M.
Verified Enhanced Background Check
Nicole M.
$62
total per night
5.0 out of 5 stars
59 reviews
19 repeat clients
20 years of experience
Torrington, CT, 06790

Butter had such a nice stay! Nicole sent so many pictures of him throughout his stay and he got so much socializing time with other puppy friends! He looked like he had such a fun time and seemed well taken care of! I loved receiving updates and pictures all throughout the day to see what he’s up to and what he’s doing! I definitely will rebook again!

Profile image
Emma T.
Sitter Profile Image: Reka N.
Verified Enhanced Background Check
Reka N.
$56
total per night
5.0 out of 5 stars
8 reviews
30 years of experience
Stanfordville, NY, 12581

Reka and her family took such wonderful and loving care of my dog Rafa, who was clearly very happy with them for the entire time he was with them. I am so grateful to them and couldn’t recommend Reka more.

Profile image
Jacob S.
Sitter Profile Image: Josselin M.
Verified Enhanced Background Check
Josselin M.
$50
total per night
5 years of experience
Pittsfield, MA, 01201

About: Hi! My name is Joss, and I’m a passionate animal lover with years of experience caring for pets. I’ve had dogs and other pets throughout my life, so I understand how important they are as members of the family. I’m responsible, patient, trustworthy, and caring, and I always make sure every pet feels safe, comfortable, and loved while they’re in my care. Whether it’s walks, playtime, feeding, administering basic care, or simply keeping them company, I’ll treat your furry friend as if they were my own. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while providing your pet with the attention, affection, and care they deserve. If you have any questions or would like to schedule pet care, please don’t hesitate to call or text me . I’d love the opportunity to meet you and your furry friend! I provide loving, attentive, and reliable care for every dog as if they were my own. I take dogs out for potty breaks at least three times a day and make sure they get plenty of exercise, playtime, and attention. I love taking dogs on long walks, visiting dog parks, going on hikes, and enjoying outdoor adventures whenever possible. Since I work part-time, I have a flexible schedule that allows me to spend quality time with your pet instead of rushing through visits. My goal is to make sure your dog stays happy, active, safe, and well cared for while you’re away. I can also keep you updated with messages and photos, so you always know how your furry friend is doing! Your dog’s safety and comfort are my top priorities. I live in a safe, clean, and pet-friendly home where dogs can relax and feel comfortable. I always keep a close eye on the pets in my care and make sure they’re supervised, happy, and well cared for at all times. I understand that every dog has different needs and routines, and I’m happy to follow your instructions to help them feel right at home. My goal is to provide a loving, stress-free environment where your furry friend feels safe, comfortable, and treated like family.

Sitter Profile Image: Kathleen M.
Verified Background Check
Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
157 reviews
45 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was an excellent overnight sitter for our dog! She gave frequent updates with photos and made sure the pup was well fed, well exercised, and well taken care of. This was our first experience with Rover and we are very likely to use the service again (and Kathleen if we are back in the area).

Profile image
Ashley S.
1 / 1
View more

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

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Great Barrington

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Great Barrington average 11
repeat dog boarding clients

FAQs for 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge