Dog Boarding in Great Barrington

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

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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%.

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Sitter Profile Image: Peter K.
Verified Background Check
Peter K.
$62
total per night
5.0 out of 5 stars
26 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: Brooke B.
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Brooke B.
Star Sitter
$45
total per night
5.0 out of 5 stars
126 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke was great, able to take our puppy in on short notice so we could attend a concert at Tanglewood, and very attentive to his needs. A great help if you are coming from out of town and unsure where to leave your pup for a few hours or overnight

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Eric B.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
$73
total per night
5.0 out of 5 stars
19 reviews
5 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!

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Wendy W.
Sitter Profile Image: John S.
Verified Enhanced Background Check
John S.
Star Sitter
$80
total per night
5.0 out of 5 stars
96 reviews
21 repeat clients
20 years of experience
Norfolk, CT, 06058

This was my first experience using rover and leaving my doggo outside of my care. John and his wife were the absolute best, the sweetest souls and dolly their dog is just that, a doll! They are now my go tos and I look forward to seeing them again!!

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Chloe T.
Sitter Profile Image: Mary & Todd H.
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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 amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

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Judi P.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
56 reviews
12 repeat clients
2 years of experience
Pittsfield, MA, 01201

Tetiana was great with our dog Nellie ! She sent pictures the whole time we were away. Tetiana was great to work with and I am so happy I found her !

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Darcy C.
Sitter Profile Image: Deanne R.
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Deanne R.
$44
total per night
5.0 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Kinderhook, NY, 12106

This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!

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Gonzo M.
Sitter Profile Image: Irene T.
Verified Enhanced Background Check
Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
10 reviews
4 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: Lynette M.
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Lynette M.
Star Sitter
$73
total per night
5.0 out of 5 stars
88 reviews
25 repeat clients
38 years of experience
Red Hook, NY, 12571

I wish I could leave more than 5 stars for my dog's recent stay with Lynette and her family. She was simply amazing with Shea and her special needs as an older rescue dog that needs medication and extra tlc with being comfortable in new situations. We were updated frequently during our trip with pics which was a nice touch and very much appreciated on our end. Her dog Honey was the best and most patient host as well! If you are looking for a sitter for your pet, and are a bit apprehensive about using this app/someone you dont know, leave your fears behind and enjoy your trip bc Lynette is the real deal. Our usual sitter was not available the week we needed someone and a trial stay at a kennel did not go well for Shea, so we were about to cancel our trip. A friend recommend using Rover and we came across Lynette and her profile. We scheduled a meet and greet and from there booked out dogs stay. Im so glad we did and look forward to using her again in the future when needed. Thanks again Lynette!!! 🥰🙂💜

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Jean C.
Sitter Profile Image: Mary Kate M.
Verified Enhanced Background Check
Mary Kate M.
Star Sitter
$73
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

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

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Roger B.
Sitter Profile Image: Aura G.
Verified Enhanced Background Check
Aura G.
$50
total per night
5.0 out of 5 stars
16 reviews
4 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: 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 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: Ashley D.
Verified Enhanced Background Check
Ashley D.
$56
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Southfield, MA, 01259

About: Hi there! I'm Ashley, a lifelong dog lover and work-from-home mom ready to give your pup the care and comfort they deserve. I have a special place in my heart for senior dogs, especially after caring for my fur daughter, my sweet long-haired Chihuahua who was by my side for 17 wonderful years. I understand the slower pace and extra TLC that older pups need, and I’m here to provide just that. We’ve also had two German Shepherd mixes in the past, so I’m no stranger to larger breeds. While I typically prefer small to medium-sized dogs for our home setup, I’m open to exceptions for well-mannered larger dogs — especially seniors. Because I work from home and my kids are at daycare during the day, it’s just me and your pup…which means plenty of calm, one-on-one attention and companionship in a quiet environment. I know how stressful it can be to find care you trust…especially when options in our area are limited. That’s why I treat every dog like family, with love, routine, and lots of affection. I’ll care for your furry loved one as if they were my own and will happily share updates and photos as often as you'd like to give you peace of mind while you're away. I provide attentive, loving care while fitting seamlessly into my daily routine. Because I work from home with a lot of flexibility, I can offer daily daycare with plenty of walks, playtime, and cuddles. I’m also happy to provide overnight boarding for dogs who need a home-away-from-home. Throughout, I’ll keep you updated as much as you’d like, so you always feel comfortable and connected. I care for dogs in a safe, comfortable home environment where your dog will be treated like a valued family member. While I don’t have a fenced backyard, your dog will always be supervised and safe. They’re always free to explore and relax throughout the home. Because pets are part of the family, we often allow them on the couch and beds to snuggle and feel at home, but I’m always happy to follow your preferences to make sure your fur baby feels comfortable and loved.

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

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!

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Jessica L.
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check
Yenifer V.
$73
total per night
5.0 out of 5 stars
22 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.

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Divya C.
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Jess L.
Star Sitter
$48
total per night
5.0 out of 5 stars
83 reviews
20 repeat clients
5 years of experience
Pittsfield, MA, 01201

Jess was great! She took such great care of our Cavapoo Molly for the day while we skied. She was great with communication and super friendly and flexible. Would definitely use her services again!

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Andrew R.
Sitter Profile Image: Amy H.
Verified Enhanced Background Check
Amy H.
$50
total per night
5 years of experience
Blandford, MA, 01008

About: Hello! I am a lifelong pet owner and animal lover with experience with everything from chickens and horses to cats and dogs. I have two canine family members myself: a medium-sized mix named Bonnie and a 10-pound Italian Greyhound/chihuahua named Rio. I know how hard it can be to find loving, reliable, and safe pet setters, which prompted me to open up my own home. My dogs love meeting new friends to play with. They get along well with others (though we always require a meet-and-greet before a sit) and are friendly with cats as well. My work-from-home career and spacious property allows me the flexibility to fully care for your pet without any interruptions such as commutes or 9-5 work hours. I am fortunate to enjoy a fully remote, flexible career, which means I am always present for your canine or feline family members. I can accommodate short or long-term stays, and am home throughout the day to maintain your pet's schedule, so they feel completely at home. I think it's important to a pet's sense of wellbeing to be able to keep to their usual schedule as best as possible while in my care. I live on five acres in a log home in a beautiful hilltown in Western Massachusetts, and have a fully fenced yard. I love taking my own pup on daily walks on our property or on nearby dirt roads, so if you have an active dog who needs exercise, I'm your person! If a less active lifestyle is better for your dog, I can fully accommodate that as well. Pets are allowed on my furniture and can make themselves cozy by my wood stove in winter or on my sunny deck in summer. I am familiar with using crates (if desired, but not required) and have a large finished basement perfect for playtime in the winter months.

Sitter Profile Image: Mary Ann P.
Verified Enhanced Background Check
Mary Ann P.
Star Sitter
$83
total per night
5.0 out of 5 stars
22 reviews
6 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: benjamin r.
Verified Enhanced Background Check
benjamin r.
$78
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
ancram, NY, 12502

Definitely recommend! My dog had a fantastic time, and it was clear how much Ben enjoyed taking care of him. He was very communicative and sent lots of pic of our dog having fun. Will definitely book again!

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Laurey D.
Sitter Profile Image: Magnolia M.
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Magnolia M.
Star Sitter
$73
total per night
5.0 out of 5 stars
97 reviews
50 repeat clients
15 years of experience
Hillsdale, NY, 12529

Maggie was so great with Gus!! He was happily tired and calm upon his return. She is really a dog person!! She loves them so much!! We would definitely contact Maggie again for dogsitting!! She also has a great fenced in yard for running :)

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MG G.
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Over 85
pet parents in Great Barrington have booked dog boarding

Great Barrington dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We are so happy we found Liv to watch Nelly! She is super nice and clearly a dog person. Her property is so beautiful and a dog’s paradise - and Nelly quickly became besties with her pup Mia. Liv kept us updated with photos throughout her stay, enjoying long walks and cuddles on the couch. We will definitely reach out the next time we’re in the area!

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Ally Q.
Boarding
5.0 out of 5 stars

Olivia provided phenomenal pet sitting services for our senior dog! She was so responsive and attentive in planning for boarding at her house, and she had arranged the environment to suit his needs and limitations. Olivia is warm and obviously very fond of dogs, and I could tell our dog was happy to be back the second time we boarded him with her! We will definitely be using Olivia again and I highly recommend her services.

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Abby N.
Boarding
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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 $64

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 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, the median cost of dog boarding in Great Barrington is $64 per night, including service fees. Boarding your dog for one week typically costs $448. 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 Feb 2026, 68 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, 90% of Great Barrington dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 9 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 68 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.