House Sitting in Berkshire, MA

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

1. Heather

Home Full-Time Flexible Hours

Pittsfield, MA, 01201

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

1 repeat client

"Heather was great. She took perfect care of our house, cats and slightly finicky dog. Would definitely ask her to sit again. (more)"

Confirmed Memorial day Availability
2. Angela

Large Yard for Big Play Times!

Shelburne falls, MA, 01370

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

"Our family has know Angela for years. We travel several times a year for at least a week and always ask her to take care of our animals. We have a dog, two ... (more)"

3. Yvannette

Your dog will feel at home with us!

Albany, NY, 12205

Dog Boarding, House Sitting

4 repeat clients

About: Hi. My name is Yva. I am a wife and a mom to 13 yr old and 18 yr old. We just love dogs. Our pet care is a family business. For the past 4+ years w... (more)

4. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley has been watching my pets for years. They get so excited when she comes, I'm pretty sure they don't even know I'm away! She is the best, and I don't... (more)"

5. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

4 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)

6. Kelly

Family of dogs love them like mine

Stephentown, NY, 12168

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

About: Worked fostering dogs for over 20 years and my mom was a vet tech we have always loved our animals like family they bring so much joy to our lives.... (more)

7. Mary

Dog lover! I live on a 8 acre farm

Hoosick falls, NY, 12090

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

1 repeat client

"Mary was on time, very pleasant, and handled one adult dog and one puppy with ease. Both of the dogs were happy when we arrived home and one even wanted to ... (more)"

8. Elizabeth

Forever FURfriends Pet Sitting

Latham, NY, 12113

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

"Betty is a fabulous! Great with my girls and their unique personalities. Betty makes my timid worrier feel strong and safe and keeps my rambunctious puppy ... (more)"

9. Claudia

Runs, walks, socialization!

Troy, NY, 12180

House Sitting, Drop-In Visits, Dog Walking

"Claudia's love for animals, especially dogs, is truly amazing. Her knowlege of dogs is quite extensive. Her attitude toward getting to know dogs, and their n... (more)"

10. Jennifer

Dog lover willing to travel!

Rensselaer, NY, 12144

House Sitting, Drop-In Visits, Dog Walking

"Jen was fantastic. She was great with Bella and so easy to work with. It was great being able to go out of town knowing the dog and house was well taken care... (more)"

11. Sara

Dependable and Active!

Pittsfield, MA, 01201

House Sitting

"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)"

12. Lauren

Home full time, tons of land!!

Johnsonville, NY, 12094

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

"My experience with Lauren has been great! She's a wonderful pet sitter and my dogs love her. They were well cared for and I don't think they even missed me! (more)"

13. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

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

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

14. Maggie

Observant and Loving Care-giver

Northampton, MA, 01060

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"I highly recommend Maggie. She is very trustworthy, reliable, and I know for a fact she takes great care of my dog who has a touch of separation anxiety and ... (more)"

15. Terrence

I am studying to be a Dog Trainer!!

mechanicville, NY, 12118

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

"From working in doggy daycares, to working as a kennel worker and dog trainer in shelters, Terrence is by far one of the most passionate dog caretakers I hav... (more)"

Confirmed Memorial day Availability
16. Cassidy

full time animal lover

Nassau, NY, 12110

House Sitting, Drop-In Visits, Dog Walking

About: Growing up i've always been surrounded by animals which really sparked my love for all animals. And since i was 12 i've pet sat for neighbors and f... (more)

17. 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)"

Confirmed Memorial day Availability
18. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

Dog Boarding, 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)"

19. Mary

Experienced and Knowledgable Sitter

Amherst, MA, 01002

House Sitting, Drop-In Visits, Dog Walking

About: If you chose me to be the care taker of your dog you will have peace of mind knowing that they will be well cared for and happy when you come home.... (more)

20. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

"Ava-Lena was a wonderful pet sitter to Chuck Norris, our big, loving Saint Bernard. As a pet sitter, Ava was patient, loving, and especially caring to Chuck ... (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.