House Sitting in Pittsfield
Find a loving house sitter to watch over your pets and your home.

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Top rated Pittsfield house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kendra was fantastic! She sent several updates and photos each day while I was gone and Tucker really enjoyed his cuddle and play time with her ❤️ I came home to a tidy home and happy pup! Tucker looks forward to hanging out with Kendra again!”

“Casey was excellent. He took care of all of our pets, including two cats, a dog, and six ducks he was considerate of our space, clean, and trustworthy. I feel grateful to know that we have someone now that we can rely on.”

“Gabriela was wonderful and responsive and came ahead of time to meet which allowed both of us to be comfortable with each other. She was also very responsive and respectful of my concerns. I highly recommend her.”

“Joy did a wonderful job with my pups while I was away for nearly 2weeks. Unexpectedly she had to take my one to the vet as we noticed something just the day before I had to leave. She kept me fully updated along the way and I felt a lot better knowing she would show the same amount of concern and care as I would. I received frequent updates and lots of pictures too! My dogs are definitely a handful and take a good amount of patience, so I really appreciate all that she does for me. I would definitely have Joy stay at my house any time I am in need of a kind hearted pet lover.”

“Brian is the best. We were so lucky to find him. We can go on vacation and not worry about our pets with Brian taking care of them. I highly recommend him for any animal care you need”


“Rose was absolutely amazing with Ghost 🐾 You can tell she genuinely loves animals and treated him like her own. She kept us updated, gave him so much love and attention, and gave us total peace of mind while we were away. Coming home to a happy, relaxed pup says everything. We’re so grateful for her and would trust her with Ghost again in a heartbeat 💕”

“Brittany was so great with our two pups! She did great at sending updates & communicating with us so we felt at east the whole time we were away! So thankful to have found someone to love on our dogs!”
“Amanda is amazing! They are so happy and comfortable with her. She supports the needs of the 5 month old puppy and the 13 year old dog (and the cat) with love and structure. Her years of experience with dogs really shows!”

“Kylie was a wonderful doggie sitter. My babies loved her and I know they were taken care of very well. She did all of the extras which I hadn’t expected. We cannot wait to have her here again. :)”

About: Growing up I had a sweet little fur baby named Bruno. He was a pug and my whole life. My family and I loved him so much after rescuing him he lived to be almost 16 years of age! Since then, I spent many weekends dog or cat sitting as well as working at a doggy daycare, called Paws for a brief period of time where I was able to hone in my skills. Daily/weekly pet care comes from observing the comfort and behaviors of each pet. There are a big dog park just around the corner of my apartment as well as a hiking route I love to take dogs to run around with. It's a perfect place to go for a few hours so that your fur babys can have the most fun! Safety and trust are the most important part of having an animal in my home. I want to make sure your fur baby is given everything they need so they can enjoy their time with me. Animals lives are short, and they deserve the best with the time they have.
“This was our second time to use Chloe to watch our pups and she, once again, went above and beyond! We were able to enjoy our trip knowing Chloe was taking great care of our four legged family members.”

About: I’ve taken care of animals all my life and most recently have fostered cats.. I love all animals and can’t wait to show your baby some love! I work from home and love to go on walks. I have a flexible schedule to provide for pets that need some company while owners are away I live in a home with a half fenced yard. I can make it work with whatever you prefer as far as taking care of them in my home or yours.
“James is the best!! He has taken care of my reactive, anxious, senior pup and my senior cat many times. I can comfortable travel internationally for over a week without any worries. My pets love James so much and he’s an amazing house guest. Can’t recommend him highly enough!”

“Grace is the best! She is very comfortable with our lab, and seemed very confident with her care. Our kitties also really enjoyed having Grace around. Grace is great at sending sweet update photos and messages, and we are looking forward to being able to book her for future pet care!”

About: I have always had dogs my whole life growing up. Recently our two dogs have gone through a board and train program and I have learned alot from that! I’m currently working a full time job. I am available in the afternoons usually and could do pop in visit during the day depending on the time. I am usually available after 5pm for sure but can work out times during the day that would work! I have a fenced in yard on my property. I can take your dog for a walk ; let them out for potty breaks however you usually do. I can Crate your dog as I have experience with that as well.
“Maura was AMAZING!!!!!! We were gone for 11 nights and she treated our dogs like they were her own. She communicated and sent pics to keep us updated. I couldn’t have asked for more! She went above and beyond! Will be using her again!!!”

Over 1 pet parents in Pittsfield have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Pittsfield is $50
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 house 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.
Sitters in Pittsfield average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Pittsfield on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 714 house sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Pittsfield house sitters respond in under an hour.
House sitters in Pittsfield have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Pittsfield.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Pittsfield house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.




