Dog Boarding West Stockbridge

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West Stockbridge, 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: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 139 reviews
36 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke is the best! She is very responsive, sends photos and updates regularly, and I can tell my dog loves the time he spends with her and her family. I am a repeat client and couldn't recommend her more!”

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Elle T.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 24 reviews
8 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: Deanne R.
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Deanne R.
$45
total per night
5.0 out of 5 stars
• 75 reviews
24 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: Nicole P.
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Nicole P.
$89
total per night
5.0 out of 5 stars
• 32 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“Nicole was fantastic. This was the first time I ever left my dog with anyone other than family. She consistently provided updates and pictures. My dog was well cared for.”

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Maureen B.
Sitter Profile Image: Diana G.
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Diana G.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: Jialin & John Y.
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Jialin & John Y.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
4 years of experience
East Greenbush, NY, 12061

“Jillian and John were wonderful to my dog. They sent photos and videos daily. Made my trip wonderful as knew didn’t have to worry she was taken care of so well.”

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Theresa E.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 101 reviews
30 repeat clients
30 years of experience
Averill Park, NY, 12018

“Jenifer took great care of Jax, encouraging the manners we have trained him with, giving him plenty of attention and exercise, as well as provide updates to us throughout the weekend. She is very communicative and accommodating with pick up and drop and just a genuinely nice human who loves dogs. we would absolutely recommend her and book with her again.”

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Samantha D.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 165 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

“Amazing dog sitter, Kathleen! She really understands how to meet and great your dogs with her dogs and others. Definitely a dog whisperer no joke. Has a great safe yard, take them for walks and just overall comfortable atmosphere. Will recommend Kathleen any time 24/7 for your cool dogs.”

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akira d.
Sitter Profile Image: Vera M.
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Vera M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
10 years of experience
East Greenbush, NY, 12061

“If there were more stars that I could give Vera, I would do that!❤️ I was going on vacation for four days and needed to find a boarder and this is the first time that I have ever went away. I met and chose Vera and am sooooo glad that I did. She erased any anxiety that I had and was an AWESOME pet sitter!!!! She gives daily updates with photos and videos so you can see how your fur baby is doing. I will definitely use her again in the future for anything.”

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Maria H.
Sitter Profile Image: Taylor F.
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Taylor F.
Star Sitter
$117
total per night
5.0 out of 5 stars
• 46 reviews
16 repeat clients
15 years of experience
Hudson, NY, 12534

“Taylor was incredible with my pups and went above and beyond washing their crates. They seemed super happy over a long stay. My dogs are not easy to handle and she was able to handle them very well. Much appreciated and would 10/10 book with Taylor again!!!”

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Caroline D.
Sitter Profile Image: Danielle C.
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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: Kellie H.
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Kellie H.
$107
total per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Dalton, MA, 01226

About: I love a challenge and a new four legged friend! Puppy biting, pulling on walks, endless energy? Let me know and we can come up with a good plan to meet your pups needs. I’m happy to hike with dogs, water activities, or other outdoor outings if it is what your pup needs to be their best at home. I also have a large fenced in yard to play fetch as opposed to a walk if that helps your dog get their energy out better! (6ft tall wood privacy) I learn quickly and care about how you want your pet care of above all else. I’ve owned, cared for, and fostered many animals across numerous ages and breeds. I have availability on weekends and after 4pm most weekdays. I am flexible and don’t mind last minute requests as my job allows for a good amount of flexibility I can adjust for a specific situation. I reinforce good behaviors or redirect bad behaviors with positive methods. I will not place any animal in an overly stressful environment and will meet them where they are at.

Sitter Profile Image: Cache T.
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Cache T.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 48 reviews
19 repeat clients
20 years of experience
Arbor Hill, Albany, NY, 12210

“Cache took great care of Charlie. He was super calm when I picked him up, instead of jumping all over me. Maybe he wanted to stay with her! Cache was very communicative and also flexible with my ever-changing timeline. It seemed clear that Charlie was her top priority for the 4 days he spent with her. She was on top of his routines and packed up all his things tidily for pick-up. By the way, I know Charlie doesn't care that she has a lovely apartment, but I liked it a lot. 😊 Cache inspired confidence so that I could relax during my trip.”

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Riley H.
Sitter Profile Image: Carlee R.
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Carlee R.
$50
total per night
5.0 out of 5 stars
• 50 reviews
17 repeat clients
10 years of experience
Athens, NY, 12015

“Carlee did a great job watching Phoebe. She provided updates and was very communicative but not overly so, and was also flexible and accomodating with timing.”

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Lillian D.
Sitter Profile Image: Lydia K.
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Lydia K.
$67
total per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
4 years of experience
Rensselaer, NY, 12144

“Lydia was very easy to work with especially since my travel plans changed and my return was delayed by a few days. She loved on my dog like she was her own. I will use her again when the time comes.”

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Debbie B.
Sitter Profile Image: Kevinh M.
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Kevinh M.
Star Sitter
$17
total per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
11 years of experience
Center Square, Albany, NY, 12210

“I’ve booked Kevinh twice now, this time was a last minute, long-term arrangement. He was just as wonderful with Zula as he was the first time. He’s incredibly attentive to her needs, and I can see she adores him. He’s excellent! Absolutely no complaints at all.”

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Shi S.
Sitter Profile Image: Diana H.
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Diana H.
$109
total per night
5.0 out of 5 stars
• 14 reviews
7 repeat clients
19 years of experience
Athens, NY, 12015

“Our dog, Joule, had a great time at Diana’s! The whole family was extremely accommodating and knowledgeable about how to handle a high energy and attention seeking pup. She got along great with the other dogs and if we are back in the area, this would be our first choice for a rover!”

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Buyea M.
Sitter Profile Image: David S.
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David S.
$98
total per night
5.0 out of 5 stars
• 1 review
22 years of experience
Ghent, NY, 12075

“David was a wonderful host to our Bug. His place is amazing with lots of area to roam far from any roads. I’m not completely sure Bug wanted to go home with us.”

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Ruth H.
Sitter Profile Image: Zoey L.
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Zoey L.
$73
total per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Ivan O.
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Ivan O.
$67
total per night
5.0 out of 5 stars
• 6 reviews
20 years of experience
New Lebanon, NY, 12125

“Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.”

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Lyndsey W.
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How to book dog boarding

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FAQs for Dog Boarding - West Stockbridge

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 West Stockbridge home-away-from-home, 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 West Stockbridge.

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 West Stockbridge 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 , 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 .

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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