Dog Boarding in Great Barrington

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

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Great Barrington dog boarders

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: 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: John S.
Verified Enhanced Background Check
John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
109 reviews
22 repeat clients
20 years of experience
Norfolk, CT, 06058

John and his wife are so welcoming! I knew my dogs were in great hands as soon as I dropped them off! Very friendly and caring people, would recommend!

Profile image
Kristen C.
Sitter Profile Image: Mary Kate M.
Verified Enhanced Background Check
Mary Kate M.
Star Sitter
$84
total per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

Very good!!! Would recommend her for all dogs. Thank her very mch

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

Brooke immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

Profile image
Tory S.
Sitter Profile Image: Irene T.
Verified Enhanced Background Check
Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
17 reviews
6 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: Magnolia M.
Verified Enhanced Background Check
Magnolia M.
Star Sitter
$73
total per night
5.0 out of 5 stars
100 reviews
50 repeat clients
15 years of experience
Hillsdale, NY, 12529

Magnolia is a wonderful dog sitter, as always! We are repeat customers and our dogs always get so excited when we pull up to her house, knowing that fun pup socializing, outdoor exercise and the kind, calm energy of Magnolia that awaits them!

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

Candice was so nice and was easy to coordinate with. Her space was perfect for my dog and a plus that she let him on the furniture as he loves to chill out on the couch and bed. My dog seems to have a great time and I’m so thankful to have someone nearby.

Profile image
Jacob B.
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Deanne R.
Star Sitter
$45
total per night
5.0 out of 5 stars
62 reviews
21 repeat clients
10 years of experience
Kinderhook, NY, 12106

Deanne was great!! First, she immediately allowed us to bring our dog to her home to see where he would be staying. She did not judge him based on size and breed but rather on his temperament and his potential fit with her family. She asked great questions before his stay and kept me informed during his visit.(she even sent photos and brief video) This was a great experience for us and Lucido!! We will be using her services again very soon!!!!

Profile image
Horace J.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
$73
total per night
5.0 out of 5 stars
25 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

I would highly recommend Nicole to anyone looking for dog day care or boarding She communicates well and goes the extra mile to make your pet feel comfortable and happy Not only did Buddy have a Christmas themed neck scarf but also a Christmas toy! She clearly loves dogs and is proficient and skilled in all aspects of their care We had total peace of mind while we were away and she sent us some beautiful pictures of Buddy!

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

Kathleen took great care of our pup, sending me daily updates and photos! Her house and yard are set up perfectly with a lot of space to run around and she gave our pup lots of love and care. She gave us peace of mind while we were out of town and I highly recommend taking your dog to stay with Kathleen!

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

Tetiana and her mother took exceptional care of my puppy. They sent me daily photos, videos, and updates. They delighted in my dog, and really seemed to enjoy caring for him. I am so grateful that they were able to accommodate his needs. Tetiana is easy to work with and very responsive. I highly recommend Tetiana and will definitely be working with her again in the future!

Profile image
Ailsa C.
Sitter Profile Image: Amy H.
Verified Enhanced Background Check
Amy H.
$50
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

Amy and her family were fabulous. They made Takoda feel right at home. Takoda enjoyed making new friends, the walks and sleeping on the couch. Amy was very responsive and provided updates so we knew it was all going well. It was a wonderful experience for us and Takoda. We will definitely board Takoda with Amy again.

Profile image
Alexcia A.
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Jess L.
$50
total per night
5.0 out of 5 stars
86 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

Jess was great! She was super flexible on a last-minute booking. My pup has almost boundless energy, but she came home happy and pretty worn out. We'll definitely be sending her to Jess again!

Profile image
Mike L.
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check
Yenifer V.
$73
total per night
5.0 out of 5 stars
23 reviews
4 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: Aura G.
Verified Enhanced Background Check
Aura G.
$67
total per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

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.

Profile image
Lisa M.
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 & Todd are a dream come true! We were very nervous leaving our baby with someone we didn’t know, for the first time, and Mary made us feel so beyond comfortable. The photos, updates and check ins made us think Tilly may never want to come back home! Our pup went for rides, walks, runs, errands, ball chases and partook in endless fun for two straight days. I’m not sure how Mary & Todd could possibly have more energy than our dear Tilly but she’s officially exhausted and had the adventure of a lifetime. My husband joked that we should do this as a doggy camp once a month, we just may ask if they’d be down!

Profile image
Nadine L.
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
Copake, NY, 12516

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: Mary Ann P.
Verified Enhanced Background Check
Mary Ann P.
Star Sitter
$84
total per night
5.0 out of 5 stars
26 reviews
6 repeat clients
14 years of experience
Cornwall, CT, 06753

A heartfelt thank you to Mary Ann for her care for Hope while I was traveling for 8-9 days! I returned to a very happy Pup (what more could you ask for?!)! Greatly appreciate Mary Ann’s care and will no doubt reach out in future!

Profile image
Mary M.
Sitter Profile Image: Janice A.
Verified Enhanced Background Check
Janice A.
Star Sitter
$120
total per night
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice and her family took such good care of Moo while we were gone. We don’t typically leave Moo when we go places, so we were a little nervous to not be with her for the weekend but all our worries were squashed when we arrived at the property and saw all the land and how Janice and her family loved Moo. We got many pictures and updates which were incredibly appreciated. We will be using Janice whenever we need someone to watch Moo or if Moo just needs a farm getaway! Can’t recommend enough.

Profile image
Nicole F.
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Nicole R.
$84
total per night
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
Elizaville, NY, 12523

Outstanding experience with our sweet rescue puppy. This was our dogs first tine being boarded and we felt very comfortable; Nicole took such great care of her and kept us updated throughout the whole stay. Would 100% use her again. It's obvious she truly loves animals.

Profile image
Olivia S.
1 / 1
View more sitters

Over 85
pet parents in Great Barrington have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Great Barrington is $65

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Great Barrington average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Great Barrington is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Great Barrington dog boarding rates can be found as low as $25 to as high as $64 per night.

If you’re searching for a Great Barrington dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 60 sitters provided dog boarding in Great Barrington. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Great Barrington dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Great Barrington.

Rover makes it easy to find Great Barrington dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 60 dog boarding sitters in Great Barrington on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.