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.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Pittsfield pet sitters

About: I have many years of experience with animals . Growing up , we always had cats & dogs. Since I've been an adult, I've had many people who rely on me time & time again to watch their pets & homes. I'm looking to add new clients. I'd love to watch your fur babies in your home. I can do day, night or week, drop ins and walks. Whatever, you need I'm sure we can come to an agreement! Let's chat! I currently work full time in Middlebury Monday - Friday 7:30 -3:15. I am available around those times. Overnights, weekends and some holidays if needed. I unfortunately can't do lunchtime drop ins. However, I could drop in after or before work. School will be out soon I'll have more availability. I currently can't have pets in my home. I'd love to take care of your pets in their own home if you're okay with that. I do work so I'd be gone for part of the day but will make sure I'm there right after work. I work at a school so I have all summer available. Extra love for your furbabies .

About: I’ve grown up with dogs and have been caring for them since I was a young girl. They’ve always been a part of my family, so I’m comfortable with everything from dog walking to pet sitting, feeding, and even bathing. Whether it's playing with puppies or giving extra attention to senior dogs, I want to make sure each pet feels comfortable and loved. My schedule is pretty flexible! During the week, I’m available after 5 pm, mostly for dog walks. On weekends, I’m free all day and can help with dog walking, pet sitting, house sitting, or whatever your pet needs. I don’t have any dogs at home right now, but your dog will be treated like part of the family! I focus on creating a safe and comfortable environment where your dog can relax, play, and enjoy their time. I make sure to follow your pet’s routine and give them the love and attention they deserve.

About: My adult daughter brought home a pup 4 years ago and I have been forever changed. I now get the unconditional love thing. I want to be around animals more than I do people!!! SO I am relatively new at it but very enthusiastic and want to help the owners. For the summer, I wanted a little more freedom in my life so I am choosing to try pet care for three days a week, Tuesday, Wednesday and Thursday. Currently, I am not available for weekends - although there might be an occasional weekend I might be available. I am happy to care for pets in your home and will adhere to all your guidelines! I would also love to care for your dog in my home, although it is rather small.

About: I grew up with pets and have always felt that they complete a home! I’m here to help care for your pets so you can travel worry-free. I work full time but can be remote or take breaks midday to check on pets. I don’t have children so there is a lot of flexibility in my evenings as well! I can provide overnight stays for up to seven nights consecutively. I have done housesitting occasionally for years and have no problem helping your pets adjust to your absence.

About: I've taken care of animals of all kinds since I was very young. I currently own dogs, cats, a guinea pig, and chickens, and if there are others that need attention, I'm happy to drop in with detailed instructions. I'm a mom and elementary school nurse. I am relatively flexible, mostly on weekends, but happy to work out the details for when you need someone to be with your babies. At this time, my services will be mainly checking in and providing care and attention to pets in your home. I am thorough and conscientious.

“Carl the cat was in great hands with Sheryl!! She sent daily pictures and Carl didn't even seem like he missed me that much when I got home. I would absolutely have Sheryl cat sit again!”


“Laura has been dependable and shows up when she says. Our pup, Ozzy, really benefits from the playtime and getting outside. Laura is great at communicating. She has recurring visits with Ozzy each week.”

“Morgan did a great job catsitting for our four cats. Two of our cats are on special diets, so we use microchip feeders that require different foods and portions, as well as cleaning every few days, and daily washing of food bowls. We also have three litter boxes to scoop and three water fountains to keep filled. Needless to say it can be overwhelming to keep up with. Morgan managed all of these very well and still had a good amount of time to sit and visit and play with our cats. We were confident that all the cats were well cared-for while we were away. He was quick in responding to messages and giving daily updates. We would certainly ask Morgan to catsit for us again in the future.”


About: With experience as a kennel attendant, I have worked with hundreds of different dogs, and am comfortable walking the smallest toy breeds to giant breeds like mastiffs or Great Danes. I have worked with a variety of different personalities and am capable of caring for terminally ill, disabled, or special needs pets! I am currently a college student and mostly spend my time studying if not hanging out with my own pets. I’m available for drop-in visits Monday morning-afternoon, all day Tuesday, Wednesdays and Thursdays after 3, and Fridays until 2 at this time. I am also available Saturdays and Sundays after 4! I care for everyone’s pets as if they’re my own - following their owner’s schedule as closely as possible to ensure their comfort and keep them stress-free! I also like to send owners updates with photos to ease any anxiety about being away from your baby!

About: I have about 10 years of hands-on dog experience and a solid understanding of dog body language, behaviour, and psychology. I am also currently working on gaining my first dog training certification (expected July 2025). My training specialty has landed on service dogs, but I still have experience with basic obedience, tricks, and behaviour modification. While I do work a regular job, I dedicate the rest of my time to helping you and your dog(s) in whatever way you need. Be it check-ins, house sitting, or walks! No matter what, I prioritise your pup’s comfort and safety. I pay close attention to body language and behaviour changes to make sure they stay safe, happy, and stress-free. Any instructions are followed closely to ensure your pup’s routine is kept consistent, medications are given on time, and any preferences are respected. For walks and drop-ins I focus on creating a fun, enriching experience while still prioritising safety. For house sitting, I treat your home with care and respect. I stick to your dog’s regular routine as close as possible and make sure that their needs are met. I’m also able to take your pup to veterinary and grooming appointments if needed. We can even go for a hike or to the beach with your permission! But please note I do NOT take dogs to dog parks.

About: I have taken care of my neighbors dogs and cats since I was around 8, (I am now 18), whenever they have needed me. I have always been the most loving animal person and will always take up an opportunity to take care of dogs! I’m currently working part time, and also in school for cosmetology. I am available Sundays and Saturdays all day, and Tuesdays and Thursdays after 3pm. I have grown up owning dogs of all sizes and lots of breeds and I recognize their emotions. I am confident in taking control over situations in the proper way to keep all pets safe.

About: Hello, I’ve taken care of dogs, cats, and turtles. For the past four years, I’ve mostly been house-sitting/taking care of a good neighbor/friend turtle who I love dearly. I’ve put her to bed and cleaned her cage, along with feeding her while sitting with her for 3+ hours most days. I’ve learned to care for pets as if they are my own and love all animals. :)) Pet care is a vital and seamless part of my daily and weekly routine. Over the past four years, I have taken care of dogs, cats, and especially a neighbor's turtle, who I have grown to love dearly. Each day, I ensure that she is fed and her cage is cleaned, and I spend over three hours sitting with her, ensuring she feels loved and cared for. This routine has taught me to care for pets as if they were my own and deepened my love for all animals. Incorporating pet care into my schedule is crucial to me. I ensure my pet is happy and healthy, from morning walks to evening snuggles. Every activity, whether feeding, brushing, or playing, is an opportunity to deepen our bond and show my pets the love and attention they deserve. Balancing pet care with my other responsibilities, such as my involvement in ROTC at Norwich University for the past three years, has honed my discipline and time management skills. In addition to my ROTC commitments this summer, I am taking summer courses and have lacrosse practices. Despite these busy schedules, I always ensure that pet care remains integral to my routine, reflecting my dedication to their well-being. As a dedicated pet caregiver/Owner, my approach to pet care is tailored to the pet's needs and the environment. I prioritize creating a safe and nurturing space in my own home or while providing services for clients. This includes regular feeding schedules, enriching activities such as walks or playtime, administering medications if needed, and maintaining cleanliness through regular grooming and sanitation practices. Additionally, I strive to provide ample affection and attention to ensure each pet feels valued and loved, whether under my roof or in the comfort of a client's home.

About: My family had a couple cats growing up and I've cat sat / cared for cats over the years for neighbors. My fiancé and I both hope to get a cat or dog in the near future so any experience and exposure to caring for an animal would be really helpful. I’ve been around dogs plenty but not specifically cared for them other than through association with friends. Love every moment. I am very flexible right now and have availability during the week Monday to Thursday at this time and will update as my schedule evolves. I hope to offer the utmost trust and reliability to my clients while creating a safe, caring and fun environment for their beloved pets. I enjoy hiking and long walks, so would definitely love an exercise buddy to help me achieve my step goals.
Loving pet sitters in your neighborhood
Search Results


Jade M.

“Jade and Tom were amazing and attentive. They made sure I felt comfortable and kept me updated! Super sweet and great with animals! I would highly recommend and use them again!!”


Kaya M.

“Kaya was responsible and good at communicating & sending pictures of my cats when I was gone for the weekend. I’d definitely book her again.”


Thomas W.

“Tom and Jade were amazing! Very attentive and made sure I was comfortable. They sent lots of updates and are very great with animals. Definitely would recommend and use again!!”


Laura S.

“Laura has experience with a variety of different pets, and very quickly becomes comfortable with new animals as needed. She has a flexible schedule and is willing to work with her clients to ensure proper care and coverage is available for your furry friends. Not only that, but she also has a huge heart and passion for caring for pets while their owners are away. She takes care of animals as if they were her own!”


Anesa L.
About: I’ve grown up with dogs and have been caring for them since I was a young girl. They’ve always been a part of my family, so I’m comfortable with everything from dog walking to pet sitting, feeding, and even bathing. Whether it's playing with puppies or giving extra attention to senior dogs, I want to make sure each pet feels comfortable and loved. My schedule is pretty flexible! During the week, I’m available after 5 pm, mostly for dog walks. On weekends, I’m free all day and can help with dog walking, pet sitting, house sitting, or whatever your pet needs. I don’t have any dogs at home right now, but your dog will be treated like part of the family! I focus on creating a safe and comfortable environment where your dog can relax, play, and enjoy their time. I make sure to follow your pet’s routine and give them the love and attention they deserve.


Mary M.
“Mary is a happy, positive person, she loves dogs and helping people. She is smart and responsible. She would provide safe, loving care and dependable service for you & your pet.”


Danielle S.
“The Venn diagram of Dani’s level of responsibility/reliability compared to her love of animals is a circle. You want your pet to be cared for with the same attention to detail and thoroughness as Leslie Knope? Dani is your person. You want your pet to be safe protected at all costs with the fierceness of a secret service agent? Dani is your person. You want your pet to be doted on with the love and adoration of a very present grandparent? Dani is your person. You cannot go wrong here folks. Unrelated to animals but a Testament to her skills and personality: Dani is always my first answer for “who would you want on your zombie apocalypse team”… she’s level headed, common sense, dependable, resilient, medical knowledge, ecological knowledge, a great leader etc etc. If she could confidently take on the zombie apocalypse, this position will literally be a walk in the park. (In terms of actual reference, i have a dog and cat that she has cared for for me for almost a decade) Take my word for it, your pet will be in GREAT hands!”


Jared A.

“Jared took great care of Mouse and my apartment. Thank you!”


Rebecca H.
About: I've taken care of animals of all kinds since I was very young. I currently own dogs, cats, a guinea pig, and chickens, and if there are others that need attention, I'm happy to drop in with detailed instructions. I'm a mom and elementary school nurse. I am relatively flexible, mostly on weekends, but happy to work out the details for when you need someone to be with your babies. At this time, my services will be mainly checking in and providing care and attention to pets in your home. I am thorough and conscientious.


Kasey B.

“Kasey did an amazing job caring care of our cats while we were away. She was friendly, responsive, and went above and beyond. Would highly recommend!”


Sheryl C.

“Carl the cat was in great hands with Sheryl!! She sent daily pictures and Carl didn't even seem like he missed me that much when I got home. I would absolutely have Sheryl cat sit again!”


Laura R.

“Laura has been dependable and shows up when she says. Our pup, Ozzy, really benefits from the playtime and getting outside. Laura is great at communicating. She has recurring visits with Ozzy each week.”


Jacklyn A.

“Perfect. Super attentive. Jacklyn was a lifesaver and I’m very grateful for her”


Morgan W.

“Morgan did a great job catsitting for our four cats. Two of our cats are on special diets, so we use microchip feeders that require different foods and portions, as well as cleaning every few days, and daily washing of food bowls. We also have three litter boxes to scoop and three water fountains to keep filled. Needless to say it can be overwhelming to keep up with. Morgan managed all of these very well and still had a good amount of time to sit and visit and play with our cats. We were confident that all the cats were well cared-for while we were away. He was quick in responding to messages and giving daily updates. We would certainly ask Morgan to catsit for us again in the future.”


Marissa D.
“Marissa has pet sat for my family multiple times and I can honestly say I’ve never been more satisfied with the way my pets have been treated. She’s attentive, responsible, loving, and passionate about caring for animals. She has my upmost respect and gratitude for how she has treated my animals.”


Ellery D.
About: I have about 10 years of hands-on dog experience and a solid understanding of dog body language, behaviour, and psychology. I am also currently working on gaining my first dog training certification (expected July 2025). My training specialty has landed on service dogs, but I still have experience with basic obedience, tricks, and behaviour modification. While I do work a regular job, I dedicate the rest of my time to helping you and your dog(s) in whatever way you need. Be it check-ins, house sitting, or walks! No matter what, I prioritise your pup’s comfort and safety. I pay close attention to body language and behaviour changes to make sure they stay safe, happy, and stress-free. Any instructions are followed closely to ensure your pup’s routine is kept consistent, medications are given on time, and any preferences are respected. For walks and drop-ins I focus on creating a fun, enriching experience while still prioritising safety. For house sitting, I treat your home with care and respect. I stick to your dog’s regular routine as close as possible and make sure that their needs are met. I’m also able to take your pup to veterinary and grooming appointments if needed. We can even go for a hike or to the beach with your permission! But please note I do NOT take dogs to dog parks.


Cristina K.

“Cristina was awesome! Always on time and communicative. It gave us real peace of mind that our kitties were well taken care of while we were away.”


Sydney G.
“Sydney is the most caring person when it comes to animals. She has always been so loving towards them and always makes sure they are happy and safe.”


Elijah H.
“Elijah took amazing care of our 3 y/o bully fur baby Agape for 2 weeks. He gave him his meds, eyedrops, fed and walked him often and played with him as much as Agape wanted. Oddly enough, Agape accepted Elijah almost instantly (it’s odd because Agape is a rescue) and following Elijah around the house within 2-3 hours. When we return, Agape missed Elijah and was sitting by the door for over 20 mins awaiting his return. Thank you so much Elijah for taking sure great care of our fur baby. You’re apart of his pack now.”


Samantha H.
About: My family had a couple cats growing up and I've cat sat / cared for cats over the years for neighbors. My fiancé and I both hope to get a cat or dog in the near future so any experience and exposure to caring for an animal would be really helpful. I’ve been around dogs plenty but not specifically cared for them other than through association with friends. Love every moment. I am very flexible right now and have availability during the week Monday to Thursday at this time and will update as my schedule evolves. I hope to offer the utmost trust and reliability to my clients while creating a safe, caring and fun environment for their beloved pets. I enjoy hiking and long walks, so would definitely love an exercise buddy to help me achieve my step goals.
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 Aug 2025 was about $25 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 Aug 2025, there are 17 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 17 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.
