Dog Boarding Berkshire

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

Pick-Up
Search

Berkshire, 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%.

1 / 1
Sitter Profile Image: Brooke B.
Verified Background Check
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!”

Profile image
Elle T.
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Jess L.
$47
total per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess was amazing with Rusty! She sent me daily updates and I saw that Rusty had fun with the other dogs in the yard and had cozy places to sleep and play with toys. Will definitely book her again!!”

Profile image
Jahna S.
Sitter Profile Image: Mahayla G.
Verified Enhanced Background Check
Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 54 reviews
25 repeat clients
15 years of experience
Adams, MA, 01220

“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”

Profile image
Nancy McCabe B.
Sitter Profile Image: Sheronda L.
Verified Background Check
Sheronda L.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 29 reviews
15 repeat clients
20 years of experience
Troy, NY, 12180

“Sheronda and her family are awesome! They loved having another pug in the house. Elly loved having a pug friend and running with Molly as well as Chewy was great fun for her. We would highly recommend Sheronda as your next dog sitter.”

Profile image
Sarah A.
Sitter Profile Image: Chelsea H.
Verified Enhanced Background Check
Chelsea H.
$62
total per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
22 years of experience
Nassau, NY, 12123

“Chelsea was great with my dogs. One of them has bad anxiety and she knew exactly how to make him feel comfortable. She also kept in touch throughout their stay.”

Profile image
Amy K.
Sitter Profile Image: Aura G.
Verified Enhanced Background Check
Aura G.
$67
total per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

“Our 15 year old puppy received so much love and care. They were managed her unique old lady needs with grace and kindness. Our puppy fell in love with both of them. We appreciated the regular updates and photos. Our dog can’t wait to go back. Fabulous caregivers.”

Profile image
Holly H.
Sitter Profile Image: Ericca B.
Verified Enhanced Background Check
Ericca B.
$70
total per night
5.0 out of 5 stars
• 58 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

“Ericca was very communicative, responsive, and easy to work with. She was professional and cared about the health and happiness of our dog Zelda. Highly recommended.”

Profile image
Don G.
Sitter Profile Image: Christopher H.
Verified Enhanced Background Check
Christopher H.
Star Sitter
$49
total per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
16 years of experience
Menands, NY, 12204

“They were great with Bailey, communicated just the right amount of times to help us feel at ease while far away, that he was doing okay. When he arrived home, he was calm and relaxed, and that's a sure sign for us that he was well cared for and felt comfortable. Would highly recommend and definitely will use them again. Thank you for letting us enjoy our time with our family without worrying about Bailey. :-)”

Profile image
Debbie H.
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Kaitlyn B.
$56
total per night
5.0 out of 5 stars
• 37 reviews
12 repeat clients
20 years of experience
Castleton, NY, 12123

“Kaitlyn was great with Hadley! She sent photo updates and booked very last minute which we are incredibly appreciative of. Her kids also adored Hadley so she felt right at home. Highly recommend!”

Profile image
Bianca P.
Sitter Profile Image: Diana G.
Verified Enhanced Background Check
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.”

Profile image
Sophie G.
Sitter Profile Image: Kelsey R.
Verified Background Check
Kelsey R.
$67
total per night
5.0 out of 5 stars
• 72 reviews
31 repeat clients
12 years of experience
Pittsfield, MA, 01201

“Kelsey was terrific. She picked up our dog at the hotel right on time next morning Charlotte was delivered back to us again right on time. This one stop overnight on our way to vacation allowed us to attend a performance. We are very pleased with The River experience away from our home”

Profile image
Barbara M.
Sitter Profile Image: Darcy J.
Verified Enhanced Background Check
Darcy J.
$56
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
36 years of experience
Castleton-on-Hudson, NY, 12033

“Darcy was fantastic with my dog, Blaze! Her own dog is so sweet and Blaze had a wonderful time. I got updates and pictures throughout his stay. We will definitely be using Darcy as a sitter again!”

Profile image
Rosemary F.
Sitter Profile Image: James S.
Verified Enhanced Background Check
James S.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
10 years of experience
Williamstown, MA, 01267

“Summer another great visit with James! It was clear how well he cared for her—she came home happy and super clean too! I highly recommend James.”

Profile image
Anna P.
Sitter Profile Image: Alex B.
Verified Enhanced Background Check
Alex B.
$56
total per night
5.0 out of 5 stars
• 4 reviews
1 year of experience
Hoosick Falls, NY, 12090

“Thank you for taking awesome care of MR Bruno”

Profile image
Karen E.
Sitter Profile Image: Tenzin W.
Verified Enhanced Background Check
Tenzin W.
$73
total per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
8 years of experience
Troy, NY, 12180

“Tenzin was amazing! She took great care of my nigh energy puppy and was super communicative throughout the stay. I really appreciated her help. My puppy came home relax, tired, and happy. Thanks Tenzin!!”

Profile image
Camille D.
Sitter Profile Image: Cong P.
Verified Enhanced Background Check
Cong P.
$69
total per night
5.0 out of 5 stars
• 58 reviews
32 repeat clients
5 years of experience
Rensselaer, NY, 12144

“Matcha had a great time at Cong’s! Cong sent pictures and videos and put us at ease that Matcha was doing well, eating well, and enjoying the other dogs and cats. Would definitely bring Matcha to Cong again.”

Profile image
Meg S.
Sitter Profile Image: Maritza O.
Verified Enhanced Background Check
Maritza O.
$35
total per night
4.6 out of 5 stars
• 13 reviews
3 repeat clients
1 year of experience
North Adams, MA, 01247

“Maritza did an awesome job taking care of Lola. She sent me frequent updates on how things were going while I was away that put me at ease. I would definitely use her again she’s highly recommended.”

Profile image
Wanda H.
Sitter Profile Image: Logan S.
Verified Enhanced Background Check
Logan S.
$67
total per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
25 years of experience
Castleton, NY, 12033

“Logan took such good care of my puppy during her first time away from home and communicated with me throughout her stay. He shared videos and photos and it was clear she was treated very well and was having a blast. She loved his dog, too, which was a great added bonus. We will definitely be back!!”

Profile image
Kathryn G.
Sitter Profile Image: Martin D.
Verified Background Check
Martin D.
$56
total per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
KINDERHOOK, NY, 12106

“Martin clearly loves dogs, and took really good care of Kevin. He sent us frequent photos and videos of their adventures.”

Profile image
Jeff Z.
Sitter Profile Image: Renna E.
Verified Enhanced Background Check
Renna E.
$84
total per night
16 years of experience
Shelburne, MA, 01370

About: I have experience in veterinary clinics as an assistant, technician, and at the front desk for a combined 3+ years. I have done petsitting for 16 years. I am well-versed in animal body language and I have experience handling pets of many temperaments, including anxious, reactive, senior, and medically complex animals. I’m comfortable administering medications, monitoring for signs of illness or stress, and helping pets feel safe. My background in veterinary medicine has taught me the importance of patience, reliability, and attentive care, and I treat every animal as if they were my own. My schedule is very pet-care friendly, and I’m used to building my daily routine around animals’ needs. I’m experienced with feeding schedules, walks, medications, playtime, enrichment, and monitoring animal behavior and health. I’m reliable, communicative, and make sure pets receive consistent attention and care throughout the time we spend together. I always try to keep pets comfortable by maintaining their normal routine as closely as possible. In a client’s home, I make sure pets are fed on schedule, exercised, given fresh water, and provided with plenty of attention, play, and affection. I also monitor their behavior closely for any signs of stress or illness and keep owners updated with photos and messages. With my veterinary background, I’m comfortable handling medications, senior pets, anxious animals, and pets with special needs. I prioritize safety, cleanliness, and creating a calm environment where pets feel secure and cared for.

1 / 1
View more

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

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

  • World-class support

    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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Berkshire

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Berkshire

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 Berkshire 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 Berkshire.

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 Berkshire 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge