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
• 141 reviews
37 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Our two dogs stayed with Brooke and her family for the weekend and had a great time!! They came back very happy. Brooke provided updates and pictures throughout the weekend which we appreciated. We would absolutely book with her again! Thanks again 😊”

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Ava L.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
$50
total per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

“I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!”

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Deborah F.
Sitter Profile Image: Yenifer V.
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Yenifer V.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 37 reviews
7 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: Candice S.
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Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 82 reviews
35 repeat clients
10 years of experience
Hudson, NY, 12534

“Candice was absolutely wonderful!!!!!!!! This was my first time leaving my baby boy with anyone! I was kept updated with messages and pics. Would definitely recommend and/or book with Candice again.”

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Morena B.
Sitter Profile Image: Franny A.
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Franny A.
$56
total per night
5.0 out of 5 stars
• 7 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.”

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brittany R.
Sitter Profile Image: Vicky G.
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Vicky G.
$73
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Hudson, NY, 12524

“Vicky was incredibly caring and communicative during her time with my dog Poppen! She helped him through his separation anxiety, went on plenty of walks, and made sure he was comfortable and safe. Really appreciate her being in Hudson and her help.”

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Emily P.
Sitter Profile Image: Garrett & Deanne G.
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Garrett & Deanne G.
$45
total per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Kinderhook, NY, 12106

“Garrett & Deanne were really great! Ruby seemed to have a great time with them. They kept me updated on how she was doing (especially with the fireworks over July 4th). I'll definitely be having them watch my girl in the future!”

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Mike L.
Sitter Profile Image: Krystal N.
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Krystal N.
$40
total per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
7 years of experience
Williamstown, MA, 01267

“Krystal is great! We brought our mini cockapoo, Nella, over for a sleepover. Krystal sent us photos throughout the day and gave us notes about specific things she noticed. Nella can be a shy little pup, but Krystal’s dog Soju is a sweetheart and very gentle. Would definitely book again!”

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Jean G.
Sitter Profile Image: Josselin M.
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Josselin M.
$73
total per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Pittsfield, MA, 01201

“Josselin did a nice job with our two little dogs. We would use her again.”

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Paul R.
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

“Highly recommend! Taylor took wonderful care of my dog. I would absolutely use her again- she was communicative, and I felt very comfortable having my dog in her hands.”

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Andy K.
Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$89
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

“She was great.. very caring and responsible. I will use her again. Thank you Yasmin.”

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Vina P.
Sitter Profile Image: Katherine M.
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Katherine M.
$56
total per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
4 years of experience
East Greenbush, NY, 12061

“Katherine was amazing taking care of Bogey for the first time! She was super responsive during the booking process, and sent loads of photos throughout his stay. It was clear Bogey was sad to leave given what a nice time he had in Katherine's home.”

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Eric M.
Sitter Profile Image: Lauren Z.
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Lauren Z.
Star Sitter
$56
total per night
4.9 out of 5 stars
• 152 reviews
54 repeat clients
15 years of experience
Earlton, NY, 12058

“Lauren was great. She was super friendly and responsive and took great care of Chloe! Would've enjoyed a few more photos maybe, but there was no doubt our dog was being well taken care of.”

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Joel N.
Sitter Profile Image: Kellie H.
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Kellie H.
$134
total per night
5.0 out of 5 stars
• 16 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: Western B.
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Western B.
$84
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Dalton, MA, 01226

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

Sitter Profile Image: Joni M.
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Joni M.
$56
total per night
5.0 out of 5 stars
• 6 reviews
12 years of experience
Albany, NY, 12207

“Joni was great. Communicated ahead of our drop off. Flexible on timing. Kept us updated during Teddy’s stay. He was a happy pup at pick up and had a great time.”

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Mike C.
Sitter Profile Image: Steve F.
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Steve F.
$84
total per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

“Steve communicated very directly. He had passion for caring for your dog.”

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Michael T.
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

“Kevinh is amazing! I felt super comfortable, leaving my snow princess with him. We received constant updates and photos, and I know that my girl had an amazing time with him! So much so that we live in the same neighborhood and she has spotted him at times and she immediately tries to run to him! He really does care for your dogs as his own. So grateful to have found him on this app.”

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Charlene C.
Sitter Profile Image: Kelly H.
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Kelly H.
$84
total per night
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“After considering several boarding options for our pup Isaac, we decided to go with Kelly and we don't regret it. She was accommodating to our last minute changes and very communicative throughout Isaac's stay. She is fantastic and we'll definitely book with her again when we are back in the area.”

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Stephanie G.
Sitter Profile Image: Imonia R.
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Imonia R.
$45
total per night
4.9 out of 5 stars
• 34 reviews
21 repeat clients
20 years of experience
Arbor Hill, Albany, NY, 12210

“Imonia was great sitter! I can tell Hulk and Lily enjoyed themselves a lot. She sent videos and photos to me which I loved! and gave me updates on how they were doing everyday and was very active with them. I would definitely recommend her to others and will definitely rebook.”

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Judea T.
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The median cost per night for dog boarding in West Stockbridge is $55

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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

How to book dog boarding

  1. 1. Search

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

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  3. 3. Book & Pay

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Popular requests for dog boarding - West Stockbridge

Select a filter and find qualifying sitters offering dog boarding.

Sitters in West Stockbridge average 9
repeat dog boarding clients

FAQs for Dog Boarding - West Stockbridge

Frequently asked questions about Rover

As of November 2026, there are 188 sitters on Rover offering Dog Boarding across West Stockbridge. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in West Stockbridge can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, 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 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.

Yes, you can find sitters who have experience with handling special pet needs in West Stockbridge. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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