House Sitting in Berkshire, MA

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

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1. Rachel

Your dog’s future best friend

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

"Rachel is excellent. She has the perfect personality for pets of all types and temperament. Our dog is very calm but nervous/scared of people and is pretty... (more)"

2. Claudia

Runs, walks, socialization!

Troy, NY, 12180

House Sitting, Drop-In Visits, Dog Walking

"Excellent service. Very responsible and responsive. Sent pictures and follow ups daily. Will absolutely be in touch again when looking for a dog sitter. (more)"

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3. Angela

Large Yard for Big Play Times!

Shelburne falls, MA, 01370

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

"Angela stayed and house-sat our two cats for almost two weeks, the second week unexpected and she was able to be flexible and stay! Oscar and Sabine seemed j... (more)"

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4. Yvannette

Your dog will feel at home with us!

Albany, NY, 12205

Dog Boarding, House Sitting

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)

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5. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

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

6. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

House Sitting, Drop-In Visits, Dog Walking

"We are happy to report that Rachael took exceptionally good care of our little Caesar! He's on a few supplements and meds, so that gave her a bit more to sch... (more)"

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7. Karen

Home full time....trail to walk on

Bennington, VT, 05201

Dog Boarding, House Sitting, Drop-In Visits

"Karen has taken great care of my dog, Maggie. And my dog loves when she watches her. I would highly recommend her with taking care of your pet needs. (more)"

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8. Kaylee

Dependable, reliable, & dog loving

North Adams, MA, 01247

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

"Kylie is a great dog owner. She takes care of her dogs very well. She’s taking care of my dog and get a great job for me. She treats animals would love And c... (more)"

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9. Holly

Know all the best dog walking spots

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Holly takes pet sitting to the next level. She has cared for my dogs on numerous occasions. Holly has always stepped up even when it was on short notice. My... (more)"

10. Mary

Dog lover! I live on a 8 acre farm

Hoosick falls, NY, 12090

House Sitting, Drop-In Visits, Dog Walking

"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)"

11. 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)"

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12. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"Samantha takes care of my 7 year old black lab Mr. Cody. She is loving, caring and extremely responsible. Mr. Cody has extremely dry skin and she has surpr... (more)"

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13. Carol

Professional Dog Trainer

Hoosick Falls, NY, 12090

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

"BOY CAN I TELL YOU ABOUT CAROL LOVES ANIMALS MORE THAN LIFE IT SELF TAKES THE TIME TO GO THE EXTRA STEPS LISTENS TO THE PETS AND THERE OWNERS NEEDS WILL MAKE... (more)"

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14. Joe

I will do whatever it takes!

Guilford, VT, 05301

House Sitting, Drop-In Visits, Dog Walking

About: I have experienced with dog for 5+ years. I have done overnight shifts at a family farm looking after dogs, cleaning up after them, feeding them ev... (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. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is not just a good pet-sitter but an EXTRAORDINARY one. I've know her for 20+ years and when she was still in high school my husband and I entrusted her... (more)"

17. Swig

Magical Mill seeking dog vibes

West Chesterfield, MA, 01084

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

"Swig has a deep appreciation of animals of all sorts and is a wonderful companion, walker, feeder, petter and appreciator dogs. He is responsible and patien... (more)"

18. Brandon

Loving care for your pet

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs in my house for the last 15 Year’s. I currently take care of two of my own. I enjoy taking my dogs on hikes on various trails aroun... (more)

19. Emily

Willing to love on your dog 24/7

Cummington, MA, 01026

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

About: I love dogs and cats and the unconditional love they give back in return. I want to show your pet that love when you unfortunately can’t be home to... (more)

20. 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)


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.