Available this weekend
1. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, 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)"

2. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

1 repeat client

About: My life has been dedicated to my dogs and dog sports since I was in elementary school. I've also done pet sitting, dog training, and dog walking fo... (more)

3. Caitlin

Walk N Roll Pet sitting

ballston lake, NY, 12019

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

2 repeat clients

"Sophie had a wonderful time with Caitlin.She played all day long and was petted to her heart's content. Caitlin is a wonderful dog sitter, totally responsibl... (more)"

4. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (more)"

5. Samantha

In-home care by dog daycare manager

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)"

6. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

7. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

8. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

Available this weekend
9. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"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)"

10. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

1 repeat client

About: My life has been dedicated to my dogs and dog sports since I was in elementary school. I've also done pet sitting, dog training, and dog walking fo... (more)

11. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

12. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

13. Caitlin

Walk N Roll Pet sitting

ballston lake, NY, 12019

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

2 repeat clients

"Caitlin has been a dependable, accommodating caregiver for our family's dogs for over three years. She's in tune with each of the dogs' temperaments and the... (more)"

14. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

15. Samantha

In-home care by dog daycare manager

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)"

16. Harrison

So much love to give to dogs!

Pittsfield, MA, 01201

Drop-In Visits

About: My name is Harrison and I'm a 23 year old senior Musical Theatre major at Tulane University, originally hailing from the Berkshires in Western Mass... (more)

17. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"We love Meredith! And so do our puppies. She was so thoughtful with both our pets and our home while we were away. She is incredibly kind and reliable, an... (more)"

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Home owners love Pittsfield house sitters on Rover. 7,958 owners have reviewed sitters in Massachusetts, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Pittsfield? Become a pet sitter or dog walker on Rover.

As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.