Pet Sitting in Pittsfield

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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1. Reilly Verified Background Check

Experienced Pet Owner and Dog Lover

Pittsfield, MA, 01201

Drop-In Visits, Dog Walking

"Reilly's love of dogs is matched only by her willingness to go above and beyond as a dog caregiver. She'll treat your dogs as if they were her own and provid... (more)"

2. Meghan Verified Background Check

Great Care, Trustworthy, & Flexible

Dalton, MA, 01226

Drop-In Visits, Dog Walking

"Meghan has worked with animals her whole life and treats them like family members. When she makes a commitment, she does not let anything stop her. I would... (more)"

3. Sarah Verified Background Check

Dogs think I’m a rockstar.

Lenox, MA, 01240

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

"Sarah is great. Very accommodating and flexible. Dogs love her! (more)"

4. Gabrielle Verified Background Check

Home away from home!

Pittsfield, MA, 01201

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

About: Hi I’m Gabrielle! I love dogs and it shows in everything I do! I am a pet owner myself and I have many years of experience taking well care of an... (more)

5. Sandy Verified Background Check

Pets are Family Members

Pittsfield, MA, 01201

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

"I would highly recommend Sandy Morley as a pet sitter. Sandy has always not only been a loving and responsible pet owner but a pet care giver as well. Not ... (more)"

6. Jeanne Verified Background Check

Country setting, lots of hiking

pittsfield, MA, 01201

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

"Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outsid... (more)"

7. kendra Verified Enhanced Background Check

For the love of animal's

Pittsfield, MA, 01201

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

About: Hello, To all animal parents. You will have not to worry as your animal will be having a blast while in my care. Wheather it's walks overnight s... (more)

8. Alyson Verified Background Check

Flexible schedule, love walking

Dalton, MA, 01226

Drop-In Visits, Dog Walking

"Alyson was reliable, and checked in with us so we knew all was well. Dogs were happy with her and we happy and relaxed when we got home. Thanks! (more)"

9. Megan Verified Background Check

Super caring, loving, animal lover

Pittsfield, MA, 01201

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

"My dogs love Megan! She is a natural dog lover and they run right to her! (more)"

10. Rachel Verified Background Check

Animal Professional

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

"Rachel is great with any type of animal. I have always trusted my pets with her, and they take to her very well. She is always happy to help and has a sunny ... (more)"

11. Marie Verified Background Check

Reliable Animal Lover

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"I have had a number of pet sitters over the years, and no one I trust more than Marie. She loves dogs (I have one dog), is an owner, and understands and appr... (more)"

12. Ashley Verified Enhanced Background Check

I've had animals my whole life

pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Ashley is a very dependable young woman who I would recommend anyone leave their animal with! She has volunteered for me at the Berkshire Humane Society cou... (more)"

13. Sara Verified Background Check

Dependable and Active!

Pittsfield, MA, 01201

Drop-In Visits, Doggy Day Care, Dog Walking

"Sara came to our resort unit on Sunday before the sitting day we needed which was Thursday. There was some confusion as to the times she would be available.... (more)"

14. Kelly Verified Background Check

Ready to help you worry less!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I’m a love to keep busy kinda gal and always looking for something to keep me busy! I’ve always had animals and understand they’re family! I’ve had... (more)

15. Kelsey Verified Background CheckRover 101

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

"Kelsey is terrific! She loves dogs and my dog loved her. She saved me at the last minute and even came over earlier in the day so we could meet her. We hope ... (more)"

16. Brandon Verified Background Check

Got Work? No problem!!

Pittsfield, MA, 01201

Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m a very active guy with sports, but I love animals lol. I have a dog myself. Dogs are fun to watch and to take care of especially when they love... (more)

17. Ava-Lena Verified Background Check

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Very professional and saved me in the last minute! (more)"

18. Bryce Verified Background Check

Friendly flexible pet sitter

pittsfield, MA, 01201

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

About: My mom is a vet and has been my whole life. I’ve helped her at her job caring for the animals in the resort. I’ve also watched her work friends ani... (more)

19. Emma Verified Background Check

Big heart and a lot of free time!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits

About: I am a recent college graduated who just moved back home. While searching for some ways to generate extra income, a friend who uses Rover recommend... (more)

20. Shelby Verified Background CheckRover 101

Where your dog will feel at home!

Pittsfield, MA, 01201

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

"Shelby has had a few different dogs herself, she has been taking care of dogs for many years, she has been a breeder and has had to help with the birth and d... (more)"


Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.