House Sitting in Berkshire, MA

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

Confirmed availability
Thanksgiving
1. Jesse

Dog whisperer, happy dog happy me

Wynantskill, NY, 12198

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

"Jesse is my son and has grown up with dogs his entire life. His last dog, Maddison, a lab, was a gem. He brought her up from a puppy of 3 months until she pa... (more)"

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2. Danielle

Huge yard and tons of play time!

New Lebanon, NY, 12125

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

"Danielle did a wonderful job watching my dog! She was very friendly, responsible and professional. My dog can be a bit of a handful, and he really seemed to ... (more)"

Confirmed availability
This weekend
3. 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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4. Jennifer

Dog lover willing to travel!

Rensselaer, NY, 12144

House Sitting

"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)"

Confirmed availability
Thanksgiving
5. Hunter

Your dog will be my full priority

Canaan, NY, 12029

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

"Hunter loves dogs. She likes to walk them and take them for rides and play with dogs as well. She has taken care of my dogs before and they love her. Very re... (more)"

6. Karen

Home full time....trail to walk on

Bennington, VT, 05201

Dog Boarding, House Sitting

"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)"

7. Ashley

I'll run and play with your dog!

Bennington, VT, 05201

House Sitting, Drop-In Visits, Dog Walking

"Ashley combines a customer service background with a genuine love for animals. I've personally seen her go to great lengths for animals, hers or others, just... (more)"

Confirmed availability
Thanksgiving
8. Emily

Willing to love on your dog 24/7

Cummington, MA, 01026

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

About: None (more)

9. Kaylee

Dependable, reliable, & dog loving

North Adams, MA, 01247

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

"Kaylee took great care of our 2 Dogs! Thanks for all you did to make our weekend away special. The photos were great! Sharon & Doug (more)"

10. 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)"

Confirmed availability
Thanksgiving
11. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, 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. 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)"

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13. Lindsay

I will give your dogs ALL the love

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Linsay has two beautiful dogs of her own. A sweet, loving home, heart to treat any pup to cuddles and a friendly atmosphere. She has raised two very friendly... (more)"

14. Julia

I love dogs more than anything.

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Julia is one of the most tender, attentive people I know. I have seen her care for and connect with many dogs and have not only seen how happy she is with pu... (more)"

15. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"We were so happy that Ava-Lena could help us out! She came over immediately following her daytime job, with little downtime in between. And Our golden retr... (more)"

16. Matt

Home all hours of the day most days

STEPHENTOWN, NY, 12168

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: None (more)

17. 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)"

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18. Elizabeth

Forever FURfriends Pet Sitting

Chatham, NY, 12037

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

"I have known Elizabeth for over 5 years now, and I’m that time we have worked along side as animal caretakers at a shelter together where I have seen her ded... (more)"

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19. 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)"

Confirmed availability
Thanksgiving
20. Kelly

Family of dogs love them like mine

Stephentown, NY, 12168

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

About: None (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.