Dog Boarding in Stockbridge, MA

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

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Top rated Stockbridge 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: Brooke B.
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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 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: Deanne R.
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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

Jasper seemed very happy and well cared for when we picked him up. He needed a bit of extra care in the beginning of his stay. Deanne followed all of the instructions perfectly. Deanne sent lots of updates and pictures during his stay.

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Chris C.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
$73
total per night
5.0 out of 5 stars
24 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!

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Wendy W.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
15 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!

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Eric B.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
58 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!

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Ailsa C.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
50 reviews
16 repeat clients
10 years of experience
Stottville, NY, 12172

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
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.

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Divya C.
Sitter Profile Image: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
104 reviews
21 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!

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Kristen C.
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 & 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!

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Nadine L.
Sitter Profile Image: Jess L.
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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 awesome and took wonderful care of our dog Wiley. She sent lots of photos of him and kept us up to date on how he was doing, the nice walks they went on and other dog buddies he met. We would definitely board with Jess again.

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Lily D.
Sitter Profile Image: Amy H.
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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.

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Alexcia A.
Sitter Profile Image: Peter K.
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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 was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.

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Jana P.
Sitter Profile Image: Aura G.
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Aura G.
$67
total per night
5.0 out of 5 stars
19 reviews
4 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.

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Lisa M.
Sitter Profile Image: Franny A.
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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.

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brittany R.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
152 reviews
41 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was an excellent Rover host - perhaps the best we've encountered! Kathleen honestly seemed to love our dog almost as much as we do, and send updates and pics throughout his stay. Most importantly, our dog seemed to have a great time, and was in a really good, relaxed mood when I picked him up.

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Max G.
Sitter Profile Image: Vera M.
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Vera M.
$56
total per night
5.0 out of 5 stars
29 reviews
6 repeat clients
8 years of experience
East Greenbush, NY, 12061

Excellent, excellent, excellent! Vera where were you when my children were in daycare??! Your professionalism is outstanding! My family and I truly appreciate you and the care you give our fur baby! Thank you again. We will see you soon.

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Laquita L.
Sitter Profile Image: Magnolia M.
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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 was great with our dog Toby. She kept us updated with texts and photos to let us know how he was doing and was very quick in responding to all of our questions. We didn’t worry while we were away because we knew Toby was in good hands.

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Margaret A.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
94 reviews
27 repeat clients
30 years of experience
Averill Park, NY, 12018

I am blessed to have found Jennifer. She was quick to respond and provided picture and message updates while I was gone. Gus loves her already and I know that he would be comfortable with Jennifer again if the need arises. I would highly recommend her to others.

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Vickie F.
Sitter Profile Image: Mary Kate M.
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Mary Kate M.
Star Sitter
$84
total per night
5.0 out of 5 stars
20 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: Caitlin J.
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Caitlin J.
$56
total per night
5.0 out of 5 stars
4 reviews
20 years of experience
Windsor, MA, 01270

I had an amazing experience with Caitlin and her family. From the moment we met, it was clear how caring, responsible, and attentive they were with my dog. They kept me updated with photos and messages, which gave me so much peace of mind while I was away. My dog came home happy, relaxed, and clearly very well cared for. You can tell they genuinely love animals and treat them like family. I would absolutely book with them again and highly recommend them to anyone looking for someone trustworthy and compassionate to care for their pet

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David W.
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Over 20
pet parents in Stockbridge 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 Stockbridge is $60

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 Stockbridge average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Stockbridge is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Stockbridge dog boarding rates can be found as low as $25 to as high as $42 per night.

If you’re searching for a Stockbridge 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, 47 sitters provided dog boarding in Stockbridge. 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, 89% of Stockbridge dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 12 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 Stockbridge.

Rover makes it easy to find Stockbridge 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 47 dog boarding sitters in Stockbridge 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.