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.

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Loving pet sitters in your neighborhood
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1. Alex L.

“Alex was amazing and my dogs love her! I was nervous leaving them for the first time and Alex came over and made me much better! She clearly loves dogs and is very knowledgeable! Highly recommended!”


2. Jazmin S.
About: I have taken many years of Veterinary Technology classes. Knowledgeable in pet medication administration and animal CPR. I am experienced with both dogs and cats of all sizes I am a stay at home mom looking to provide care for pets that are in need of a sitter! My availability is very flexible Pets are family members and I will treat them as such! We love all animals big and small and are happy to help you in a situation of need


3. Madelyn S.

“Maddie is awesome! We love her and more than recommend her!!! She's responsible, thoughtful and loves our dogs, all 5! We have 5 dogs with all different personalities and she has managed to win over all 5! Thank you so very much, Maddie!”


4. Brandon T.

“Brandon and his wife were great. The animals all opened up to them. Even the cat that will not let me close to her was out with them. I will be using them again in the future.”


5. Cleo L.

“Cleo was absolutely amazing with our dog. She was patient and willing to take the time to get to know our dog. She communicated frequently about how everything was going which put us at ease. We will absolutely use her again. Highly recommend!”


6. Emma B.

“Emma was fantastic! She communicated with us and gave us video/pics of both cats. I appreciate that she took the time to hang with our kitties as they do not like to be alone. We’ll definitely use her services again.”


7. Gillian L.

“Gillian was a huge help taking on drop in visits last minute Christmas week and in bad weather! She sent plenty of updates with each visit which I appreciated leaving my cat for the first time. Will definitely use her again in the future!”


8. Alexandra D.
“Alex has always been so fun and caring with my 2 yo golden retriever Tillie! She is always up to take Tillie for a walk or an adventure in the woods and can keep up with Tillie's playful nature. Tillie is always excited when she gets to see and play with Alex.”


9. Syleena M.
“Syleena is the most caring, loving, and trustworthy person I know she always puts her animals needs before her own. I’ve had to go away and I need someone to watch my dog and she was there with him the whole time and he loved her company.”


10. Melissa H.

“Great first visit with Melissa today. My dog immediately liked her. We look forward to many future drop in visits.”


11. Erin D.
About: I’ve been taking care of pets since I was a little kid and helped my parents at my uncle’s farm. I truly love all animals and enjoy their individual personalities. I have experience dog/house sitting dating back to 2000 in the Camden area. Since we moved last year, I’m looking to meet new clients and help you with your furry loved one in the Waterville area. I worked in animal hospitals in my early 20s so I have a great wealth of knowledge to draw from in many areas (but not exotic pets, as none of the veterinarians I worked with had that as a specialization.) I’m currently working from home doing some freelance work and have many opportunities to go for walkies. We are currently without a dog in our home, and I’m looking to get out more. Any pet I take care of is treated as if they’re a member of the family. I believe in spoiling pets with love, but keeping the boundaries of the owner so as not to undo any training. Reinforcing good behavior is always a priority.


12. Mckenna W.

“McKenna was a GREAT pet sitter. She was on time and did all the tasks asked and even filled the bird feeders. Best of all, Stormy was excited to see her each day for food and pets. Her photos were so appreciated and so well done. I really appreciated her daily updates.”


13. Allison C.
“Allison is an awesome pet sitter! She's responsible, sends lots of pictures/text check ins (which we love!) and always leaves our house as clean as she found it. We love her laid back personality and the fact that she has experience working in a veterinary setting - plus, our animals love her :) It makes traveling so much easier knowing that our pets are being so well taken care of.”


14. Alexis V.

“Very attentive and so good with my dogs! Alexis is an amazing sitter and takes such good care of my dogs!”


15. Erin L.

“The kitties have a great time when Erin comes. They get to play and she goes the extra mile to clean up and give me an update on their food intake and mood for the day. Thanks Erin!”


16. Tessa N.
About: I have had animals my entire life and love meeting new ones! I would love to help your family and meet your furry friends! T I am currently working part time so I will have plenty of time to play with your furry friends! I have a pretty flexible schedule and I am willing to work with you. I have a puppy of my own and she is the light of my life! She is full of life and I love brininging her on walks and playing with her. I would treat your furry friends as I treat my own !


17. Michaela C.

“We loved having Michaela look after our puppy, and or puppy loved her! We’ll definitely be rebooking her next time we go on vacation.”


18. Haylee L.
About: I’ve grown up around animals of all kinds - dogs and cats included. I love animals and wish to make a career out of providing pet care. I am pet first aid & CPR certified and I am bonded and insured. I strive to provide nothing but the best care possible! I have trained my service dog all by myself and have trained my other dog myself! I also have experience with training other dogs — I specialize in service dogs and problem behaviors in dogs! I do my best to be very flexible with scheduling. I do have occasional appointments but those can typically be worked around. I would very much appreciate having recurring customers, this also makes it easier to fit new clients into my scheduling. I have a portal system for easy scheduling and invoicing as well! I enjoy being active and I wish to work to become more active. I have a standard poodle who is my service dog. I also have a younger standard poodle that I have trained myself. I do not always bring my service dog with me, it is all dependent on how our dogs interact. Also if you would like for me to teach your dogs I would be happy to talk more!


19. Kelly C.

“Kelly is the best!! The care she provided for our pets while we were away for an extended amount of time was top notch. We couldn't ask for a better pet caretaker! She was on task 100% of the time, She truly loves our pets and treated them as if they were her own. We can't thank her enough and hope to use her many more times in the future.”


20. Robert B.
“Robert (Bobby) treats our animals like the family they are. We often tease thee that our home is owned and operated solely for the comfort and convenience of our dogs! He will treat anyones pets as his own, and take exceptional care of them for you!”
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 Apr 2025 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 Apr 2025, there are 13 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, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available 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 13 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.
