Dog Boarding in Berkshire, MA

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki in February of 2016. They're both good dogs, house tra... (more)

2. Bryan

Dog lover with big farm

Averill Park, NY, 12018

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"My dog Blue stayed with Bryan for one week. He was relaxed when I picked him up. I got updates and photos from him which was a big help knowing he was well t... (more)"

3. Catherine

Doggy Trails is where we like to Go

New Lebanon, NY, 12125

Dog Boarding

"Catherine took great care of our dog and is very kind and friendly. I would definitely have her watch him again! (more)"

4. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

5. Romana

Responsible and loveable!

Pittsfield , MA, 01201

Dog Boarding, House Sitting, Drop-In Visits

"Romana is a wonderful person with a real love of animals and knowledge of how to care for them. She is completely committed to caring for your pets. I highl... (more)"

6. Hannah

Dog enthusiast and active student

Lenox , MA, 01240

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Hannah did a great job taking care of my two labs. She is extremely responsible and if one could say she had the talent of a dog whisperer than I would conc... (more)"

7. Michelle

Experienced dog, cat and bird 'Mom'

nassau, NY, 12123

Dog Boarding, Drop-In Visits, Dog Walking

About: We have 2 yellow labs, 1 cat and two cockatiels. I work outside the home during the day for an IT company, and I also work part-time as a receptio... (more)

8. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Ava is a dream with our boys! She made them so happy in our home and consistently kept in touch. Our pups were well cared for and so was our home. We are so ... (more)"

9. Bethany

Big or small, I've done it all.

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I was raised in a family that broke horses and trained dogs. I have worked at multiple doggie daycares, and am not intimidated by any dog ... or nu... (more)

10. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Ava-Lena is one of the few people in the world who managed to befriend our nervous little rescue dog--and many have tried! We have a two year old daughter an... (more)"

Available this weekend
11. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"Samantha is a very dependable, friendly, and caring person, who really took great care of our 3 dogs when we went on vacation. Whether it was just for the we... (more)"

12. Collette

College Kid Wants to Love Your Dog

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Collette did a fantastic job with my two pups. I was gone for 10 days, and when I returned home, neither dog was stressed! She cared for my home as if it was... (more)"

13. Katie

Friendly & dependable pet care!

North Adams, MA, 01247

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Moose had a great time with Katie! We have never had someone we did not know watch him so we were a little hesitant to use this service. But from the very ... (more)"

14. Sara

I'll hike with your dog!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Sara is so lovely! Great with people, great with dogs. She was punctual ( actually a little early) which I really appreciate .Maddie felt comfortable with h... (more)"

15. Emma

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"we left our two pooches with Emma while we went to a nearby theater to see a play. She was prompt in responding and very sweet with the dogs. If you're going... (more)"

16. Romana

Responsible and loveable!

Pittsfield , MA, 01201

Dog Boarding, House Sitting, Drop-In Visits

"Romana is a wonderful person with a real love of animals and knowledge of how to care for them. She is completely committed to caring for your pets. I highl... (more)"

17. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is dependable and quick to respond at any text or call. I feel fortunate to have found her and you can feel confident in hiring her. She came to my ho... (more)"

18. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

19. Amber

Veterinary Trained Dog Lover!

Delaware Avenue, Albany, NY, 12209

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with lots of animals. Before and during college, I worked as a veterinary assistant. After college, I volunteered at the humane society. ... (more)

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Learn About Premier

Rover.com is the simple, savvy way to find and book in home dog boarding in Berkshire. It's easy to find the perfect dog sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Berkshire, MA on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 640,000 sitters who've listed their services on Rover. When you book Berkshire dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.