Pet Sitting in Pittsfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving pet sitters in your neighborhood
Search Results


1. Kristen B.

“Kristen was a great pet sitter! She was punctual and communicative, which enabled us to go away feeling comfortable that our pets were being well cared for.”


2. Kaitlyn O.

“Kaitlyn was so amazing with our cat, Sunny! We were worried about leaving him alone for an extended period, but Kaitlyn showed up everyday and sent us picture of her engaging with Sunny. She even brought in our packages from outside. We would highly recommend Kaitlyn as a sitter!”


3. Jessie M.

“Jessie took the time to come and meet my Zoe Gurl to make sure we were all comfortable come the time of the visits. She was very interested in knowing her quirks and how to care for her, being an older dog (almost 16). Will use again!”


4. Betsy H.

“Betsy is amazing!! Very reliable and responsive to last minute bookings! Definitely someone I highly recommend”


5. Baylie F.

“Baylie was able to accommodate and accept a last minute request which was greatly appreciated! Very grateful to have had her to take care of our pup while we were out!”


6. Suzanne O.


“Suzanne was wonderful, I would definitely recommend her. She stopped in and visited our cat while we were away on a trip. She was very communicative and always gave us a recap of her visit. She stayed for a good amount of time and really gave our cat the attention we were hoping for. Thanks Suzanne!”


7. Shane P.

“Shane does a great job with Bo. I am very happy with the interaction between Bo, Shane and Sheba. I would highly recommend Shane should you be looking for a dog caretaker.”


8. Meagan S.

“Meagan was quick to respond and flexible with my schedule when my dog sitter cancelled last minute before my trip. She was detailed in her updates and I will 100% try to schedule with her the next time I’m out of town!”


9. Taylor M.
“Taylor is amazing with all animals. I have used Taylor several times to pet sit when I am out of town or even just to pop over to my house when I am stuck at work late. My dogs get so excited to see her. I highly recommend Taylor for anyone in need of pet sitting.”


10. Brittany G.
“Brittany takes care of my cat very frequently and is one of the few people I would trust with her. Brittany is a hard worker and will spend extra quality time with your pets. My cat is elderly and requires medications twice a day, Brittany is able to administer them with no problem. When looking for a pet sitter there’s no one more caring and trustworthy!”


11. Spencer L.
“I’ve entrusted Spencer with my pets on multiple occasions and every time was a delight. He’s super responsible and he absolutely loves being with the animals. Whether it be walks, playtime, or just keeping them company, he is always attentive. My pets are always ecstatic to see him and I know that I never have to worry about a thing. Highly recommend!!”


12. Becky B.

“Thanks so much for taking care of Max for his lunch and potty break! He can be a shy guy, but I can tell he’s warmed up to you!”


13. Antonio & Janay W.

“I hired Antonio to take care of my cat. He was flexible and responsive and responsible. I could not have asked for more from a pet sitter. Highly recommended!”


14. Reilley M.
“I had a fantastic experience with Reilley as our pet sitter! She took care of our two cats and dog with such care and attention. Reilley is not only trustworthy but also wonderful with animals. We felt at ease knowing that our furry family members were in such capable hands. I highly recommend Reilley for anyone looking for a reliable and caring pet sitter. Thank you, Reilley, for your excellent service!”


15. Angel C.
About: Ive studied animal behavior and health at a great college in Colorado and completed my associates in animal science back in 2018. Ive trained herding dogs and sport dogs. I can easily train basics such as sit/stay. Ive worked with puppies and old dogs. I'm great at picking up on behaviors and know when to back off My son started preschool this year so I'm free to work any weekday. I prefer to keep weekends free as I enjoy doing fun activities with him along with our four Shepherds. I text when I am 15 minutes out from your house. I take pictures during the time the pet is let out as well and will send them to you. I love making walks and let outs more enriching by using things around us or even some of your dogs favorite toys.


16. Elizabeth S.

“Beth was great! Good with dogs, friendly and reliable. Happy to recommend her.”


17. Garrett R.

“Garrett was wonderful with my dogs. They had never met him because of the short notice request. He showed up and met them for t”


18. Kayla M.

“Kayla is so kind and attentive! She was great at keeping me updated about my cat, sending lots of cute pictures to keep my mind at ease while I was away. I highly recommend her!”


19. Mikayla R.

“Baxter was well taken care of by Mikayla! Even a walk! Highly recommend as I think Baxter loves her!”


20. Morgan M.

“Morgan did a great job! She followed all our individualized requests, and the dogs and cat were obviously well cared for and not traumatized by us being gone a week. We would highly recommend her!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Pittsfield on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 79 pet sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Pittsfield pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Pittsfield.
Rover makes it easy to find Pittsfield pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 79 pet sitters in Pittsfield on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
