House Sitting in Berkshire, MA

Find a loving dog sitter to watch your dog overnight in your home.

1. Sara

Dependable and Active!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits

"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)"

2. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

"Kelsey is a gem! She was fantastic with my dog and completely accommodating. I recommend her without reservation. (more)"

3. 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)"

4. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"In the 7 years I have known Charlie, she always had a strong passion for animals, especially dogs. She can't pass by one at the store or out in public wit... (more)"

5. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

"I whole-heartedly and unhesitatingly recommend Ava. She has babysat and done many other things for me off and on, including pet-sitting, for at least 8 years... (more)"

6. Annemarie

Daragan's walks/expert dog care

Sixteen Acres, Springfield, MA, 01118

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

About: I am a dog breeder and have bread Gold Retrievers for five years. In addition, I have trained aggressive dogs with excerise, trust and by working ... (more)

Confirmed President's Day Availability
7. Jennifer

Dog lover willing to travel!

Rensselaer, NY, 12144

House Sitting, Drop-In Visits, Dog Walking

"Jennifer was wonderful! All of our animals were well taken care of and our house was in perfect condition when we got home from out 10 day vacation to Florid... (more)"

8. 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)"

9. 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)

10. Shane

I'm the guy to help with your dog

dalton, MA, 01226

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life: large, medium and currently two small dogs, who I love a lot. I enjoy spending time with dogs: playing, relaxing...... (more)

11. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

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)

12. Jennifer

Dog trainer w/customizable options

Woodford, VT, 05201

House Sitting, Drop-In Visits, Dog Walking

About: I've worked in several kennels over the past 7 years and worked behind the scenes at a veterinary hospital. For the past 3 1/2 years I worked as a ... (more)

Confirmed President's Day Availability
13. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"We have known Sam for many years and she has taken care of our beagle Emmy for the past two years She's is extremely reliable, took the time to get to kno... (more)"

14. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"I can't count the number of times we have had Brooke stay at our home with our dog and this last time we had a 2nd dog visiting while the parents all went aw... (more)"


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Berkshire house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Berkshire who can provide the care your dog needs, when they need it.