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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Top rated Pittsfield pet sitters

“This was my first time ever using this service so I was extremely nervous about it. Erin was awesome and informed me of the entire process! My fur baby is usually really timid when it comes to new people but not this time! Thanks again for the kind support!”


“This is the third time Angela has taken care of our pup and he always seems so happy and tired when we come back to him! She takes great notes on her visits, which is so reassuring when we miss him!”


“Jeanne was amazing! Our dogs absolutely loved her. She attended their needs so well and they were very happy. She sent lots of pictures and our pups were smiling in all of them. We 100% recommend her for your pets needs!”


About: I’ve had animals my entire life growing up. From a young age, I’ve had a love and soft spot for animals. I’ve had anywhere from new born puppies to elder rescues. I’ve had dogs who free feed, ones who have specific feeding schedules and diets. At the moment I have six dogs and one of them is partially paralyzed. He has a belly band for lifting/incontinent purposes. I also give him medication as recommended by the vet. I truly believe that every dog deserves a chance at having a happy life no matter if they need a little extra care. I work two jobs so unfortunately I only have some mornings open. Mondays, tuesdays, thursdays and sundays are the only days I have open in the mornings up until 4 pm. I will do what ever steps it takes for the owner to feel comfortable. Whatever instructions they leave, I will always follow and if there’s any questions or concerns, i will reach out immediately. If dogs need leashes or harnesses to go out, that’s no problem. My dogs free roam in our fenced in back yard and only needs occasional supervision. We love to play with them. There’s toys and plenty of running room. We use treats to reward good behavior. If there’s anything specific that your dogs needs, I’m always happy to do so.

About: I am very proud to be a "fear free handler". That's a big thing for me, if an animal is uncomfortable, I am 100% uncomfortable along with them.. learning their little quirks and finding ways to do things in the best way possible for that specific animal is what I do and I absolutely love doing it. I promise your animal will be cared for deeply while in my care. My passion has always been working with animals, providing them with the care and respect they deserve and I have extensive experience in the field. I’ve worked in horse barns, animal shelters, and dog boarding facilities, and I’m skilled in administering all types of medications, including insulin. Whether it’s feral cats or reactive dogs, I have the patience and expertise to help them adjust and thrive, including building trust with new people. I understand how intimidating change can be for animals, and I’m dedicated to making those transitions as smooth as possible. Currently, I’m expanding my skills in training dogs with behavioral challenges. I’m already working with a client who has made tremendous progress under my guidance. Additionally, I’ve dedicated countless unpaid hours to caring for animals, driven solely by my love and commitment to their well-being. When you entrust me with your pet, I promise to care for them as if they were my own, providing compassion, patience, and unwavering dedication in every situation. I am pretty open with my schedule. I will love your babies like my own and am currently doing rover full time so there's no job getting in the way of your animals care. I am a perfectionist. If you tell me you want something done in a specific way or at a certain time, please let me know!! I'd be more than happy to jump through hoops to give your baby(s) what they need when and how they need it. I will put your animal above everything else, that's what I'm paid for and that's what I love doing.

About: Evy, 13, and her mom Sharisa have a soft spot for one of our favorites of God’s creation: the dog. We have many years experience caring for and loving our three dogs ranging from scared rescue puppy, on- alert adult rescue momma, to 15 year old forgetful deaf senior! We know the difficulty in finding someone to come into your pets home to care for them in their environment so we would like to provide that service to you! Evy enjoys training commands and tricks, while Sharisa soaks in the kisses and snuggles and loves long walks. Let us know how we can help you and your furry companion! We are a homeschooling family so we have quite a flexible schedule to be able to meet morning, middle of day, and evening needs for drop in home visits and dog walking. We specifically offer drop in visits in client’s home and dog walking in your neighborhood. We are happy to give medications or other special attention.


“Cassandra was fantastic! She stopped by the week before for a meet-and-greet and immediately sat on the floor to let our three dogs meet her. They took to her immediately. She provided lots of pictures and information when she came over, so we knew just how the dogs were. Highly recommended!”


About: I am familiar with giving medications, and know way to much about giving treats. Would love to take your pet on my daily walks, could always use a companion. I do have a full time job as a restaurant manager, so my schedule is all over the place all the time, but I am happy to fit your needs in! As needed, your pets will be walked, watered, fed, medicated as if you’ve been home this whole time. Happy to do endless playtimes ending in lots of pets, cuddles, and treats.

“Emily was AMAZING with our two kitties! She stopped in a few times while we were on vacation. She sent great updates with several photos each time! Super easy to communicate with. And so wonderful that she came over for a meet and greet! Would definitely look to book Emily in the future.”


“Karrie provided excellent care for my kids last minute. She came over for a meet and greet the day before and the dogs liked her right away. She arrived when she said she would and updated me as promised. I look forward to using Karrie in the future.”


About: i’m a nurse at a hospital in Green Bay so I only work 3, 12s a week and have a lot of free time my other 4 days and I love being active and enjoying the nice outdoors. Every day I make sure I get 10 to 15,000 steps, me and your furry friend will be sure to be tired out! I have a lot of free time during the week as I only work three days a week which makes my availability very flexible & changes weekly. I live near a dog park that I spend quite a bit of time at, my yard is half fenced in & I have lots of neighborhood furry friends that love to play!

About: Ive taken care of peoples pets and have had all typesof pets all my life. Whatever your pet needs I can provide. Pets, love, toys, just to be around from afar. Experienced in giving medicine as well. I’m currently home full time and am willing to fill my free time with taking care of your pet’s special needs. I want to take the time to give your pet what they need and give them a fun, comfortable experience while you are gone. I have a large, unfenced yard, runnable tie out and a fenced in dog run if needed. Kiddy pool for pooches that love water! I also have two friendly dogs and a cat.

About: I have volunteered at the Humane Society as a dog walker for 6+ months and now I currently volunteer providing vet services, worked at The Animal House as a kennel assistant, and working on a dairy farm while at college. My work experience has taught me how to medicate, walk, feed, and groom all breeds of dogs and cats! I am currently a student at UW-Platteville for pre-veterinarian/animal science and working at the campus dairy farm. I love spending my time every day playing with my own pets, pet sitting for friends on weekends, and of course going to work. At your home, I will treat it just as mine. I understand the level of trust there is to allow someone into your home and I will respect you and your space.

About: Hello all, I’m Larissa! I’ve been working with animals for the past 5 years in many different ways and currently am in school for Vet Med. I have a lot of experience with a lot of different types, temperaments, and ages of furry and non-furry friends and would be more than able and happy to provide any special care your babies may need! I currently work part time at an animal shelter and do school on some of my of my off days but I still have many days a week where I am available for walk to full-time around the clock care for your babies. Your pet’s safety is my top priority. I carefully follow all client instructions, including feeding schedules, medication needs, and home access rules. I make sure doors and gates are securely closed, avoid leaving out harmful items, and keep a close eye on your pet’s behavior and comfort. I also send regular updates so you always know your furry friend is safe, happy, and in great hands.

About: Hi! I’m Priscilla, and I have had dogs all my life until 2024 when mine (pictured with me) passed. I used to be incredibly active and am particularly interested in dog walking after recovering from some health issues that caused weight gain so if you have a dog that likes to be active we could be a great fit! I’m experienced with a wide variety of animals - I’ve cared for dogs, cats, chickens, rabbits, horses, and cows. I enjoy all dogs from small to large and love dog walking. I also love cats. I have a calm demeanor that most animals respond great to and can gently correct rowdy pets. I am dependable - if I say I’ll be there, I will. I can’t wait to meet you and your dog! (Or cat!) Let’s schedule a meet and greet to see how we all get along. I have a pretty flexible winter / spring in 2025 and since losing my dog would love to walk dogs again so feel free to message me and get on my calendar. Please provide me with any specific details that I should be aware of when entering your home and caring for your pet. I will do my very best to respectfully adhere to them.

“Great communication and visits were preformed as requested. My cat is a loaner cat and Oscar even got MoMo to play a bit during the visits. Feeding instructions were followed as requested. We would use Oscar again.”

Loving pet sitters in your neighborhood
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Erin L.Star Sitter

“This was my first time ever using this service so I was extremely nervous about it. Erin was awesome and informed me of the entire process! My fur baby is usually really timid when it comes to new people but not this time! Thanks again for the kind support!”


Angela K.Star Sitter

“This is the third time Angela has taken care of our pup and he always seems so happy and tired when we come back to him! She takes great notes on her visits, which is so reassuring when we miss him!”


Jeanne K.Star Sitter

“Jeanne was amazing! Our dogs absolutely loved her. She attended their needs so well and they were very happy. She sent lots of pictures and our pups were smiling in all of them. We 100% recommend her for your pets needs!”


Erin P.
About: I’ve had animals my entire life growing up. From a young age, I’ve had a love and soft spot for animals. I’ve had anywhere from new born puppies to elder rescues. I’ve had dogs who free feed, ones who have specific feeding schedules and diets. At the moment I have six dogs and one of them is partially paralyzed. He has a belly band for lifting/incontinent purposes. I also give him medication as recommended by the vet. I truly believe that every dog deserves a chance at having a happy life no matter if they need a little extra care. I work two jobs so unfortunately I only have some mornings open. Mondays, tuesdays, thursdays and sundays are the only days I have open in the mornings up until 4 pm. I will do what ever steps it takes for the owner to feel comfortable. Whatever instructions they leave, I will always follow and if there’s any questions or concerns, i will reach out immediately. If dogs need leashes or harnesses to go out, that’s no problem. My dogs free roam in our fenced in back yard and only needs occasional supervision. We love to play with them. There’s toys and plenty of running room. We use treats to reward good behavior. If there’s anything specific that your dogs needs, I’m always happy to do so.


Christina S.
“Tina is a real dog whisperer! She has so much love and patience for any and all animals and they are drawn to her. Any time I need advise with my pups she's the one I call! It's not a hobby for her it's a passion and truly is her calling to work with dogs.”


Macy F.

“Macy was great! She had great communication and followed our instructions. Our pups seemed to like her and were happy as well! We will definitely be using Macy in the future.”


Sharisa R.
“Sharisa and Evy are absolutely wonderful! From the moment they met my dog Winston, it was clear how much they genuinely care about animals. They’re both incredibly sweet, reliable, and knowledgeable when it comes to pet care. Whether it’s a walk or a drop-in visit, they always go the extra mile to make sure Winston is happy, comfortable, and well taken care of. He adores them—and honestly, so do I! It gives me real peace of mind knowing he’s in such loving and capable hands. I highly recommend Sharisa and Evy to anyone looking for trustworthy and compassionate pet sitters or dog walkers. They treat your pet like family!”


Noah M.Star Sitter

“this was my second time booking with noah and i will definitely be booking again when i need a sitter! he’s great with my dog :)”




Cassandra S.

“Cassandra was fantastic! She stopped by the week before for a meet-and-greet and immediately sat on the floor to let our three dogs meet her. They took to her immediately. She provided lots of pictures and information when she came over, so we knew just how the dogs were. Highly recommended!”


Aimee G.

“Aimee was great with my dogs. They didn't want to go outside, but she managed to get them to go. I hope she will be able to drop in more in the future”


Anna N.
“Anna has grown up with dogs and cats. Animals are as much a part of her life as breathing. She has always been very kind and considerate with all the animals she has met and cared for. I believe Anna would be a wonderful pet guardian for your pet. You can rest assured that whatever your pet needs, she will take great care to provide the proper food, walk, exercise, water and play your pet needs.”


Emily H.

“Emily was AMAZING with our two kitties! She stopped in a few times while we were on vacation. She sent great updates with several photos each time! Super easy to communicate with. And so wonderful that she came over for a meet and greet! Would definitely look to book Emily in the future.”


Karrie H.

“Karrie provided excellent care for my kids last minute. She came over for a meet and greet the day before and the dogs liked her right away. She arrived when she said she would and updated me as promised. I look forward to using Karrie in the future.”


Madyson B.
“Mady was amazing with my dog! She wa reliable, communicative, and clearly have a genuine love for animals. My dog came home happy, well-cared-for, and relaxed. I appreciated the updates and photos while I was away—it gave me real peace of mind. I would absolutely trust Mady to watch my dog again and highly recommend her to anyone looking for a caring, responsible sitter.”


Stacey R.
About: Ive taken care of peoples pets and have had all typesof pets all my life. Whatever your pet needs I can provide. Pets, love, toys, just to be around from afar. Experienced in giving medicine as well. I’m currently home full time and am willing to fill my free time with taking care of your pet’s special needs. I want to take the time to give your pet what they need and give them a fun, comfortable experience while you are gone. I have a large, unfenced yard, runnable tie out and a fenced in dog run if needed. Kiddy pool for pooches that love water! I also have two friendly dogs and a cat.


Ava H.
“Ava has had pets her whole life. Even when family (including my own) has asked her to care for theirs, she isn't hesitant to say yes. Even when not asked, she assumes the responsibility and is always willing to help. She treats every dog that she comes in contact with as if they are her own loving pets. She would work well with any type of dogs, with any personality.”


Alaina M.

“Thank you so much”


Larissa S.
About: Hello all, I’m Larissa! I’ve been working with animals for the past 5 years in many different ways and currently am in school for Vet Med. I have a lot of experience with a lot of different types, temperaments, and ages of furry and non-furry friends and would be more than able and happy to provide any special care your babies may need! I currently work part time at an animal shelter and do school on some of my of my off days but I still have many days a week where I am available for walk to full-time around the clock care for your babies. Your pet’s safety is my top priority. I carefully follow all client instructions, including feeding schedules, medication needs, and home access rules. I make sure doors and gates are securely closed, avoid leaving out harmful items, and keep a close eye on your pet’s behavior and comfort. I also send regular updates so you always know your furry friend is safe, happy, and in great hands.


Priscilla B.
About: Hi! I’m Priscilla, and I have had dogs all my life until 2024 when mine (pictured with me) passed. I used to be incredibly active and am particularly interested in dog walking after recovering from some health issues that caused weight gain so if you have a dog that likes to be active we could be a great fit! I’m experienced with a wide variety of animals - I’ve cared for dogs, cats, chickens, rabbits, horses, and cows. I enjoy all dogs from small to large and love dog walking. I also love cats. I have a calm demeanor that most animals respond great to and can gently correct rowdy pets. I am dependable - if I say I’ll be there, I will. I can’t wait to meet you and your dog! (Or cat!) Let’s schedule a meet and greet to see how we all get along. I have a pretty flexible winter / spring in 2025 and since losing my dog would love to walk dogs again so feel free to message me and get on my calendar. Please provide me with any specific details that I should be aware of when entering your home and caring for your pet. I will do my very best to respectfully adhere to them.


Oscar R.

“Great communication and visits were preformed as requested. My cat is a loaner cat and Oscar even got MoMo to play a bit during the visits. Feeding instructions were followed as requested. We would use Oscar again.”
Popular requests near you
Select a filter and find qualifying Pittsfield sitters!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!
The median cost per night for pet sitting in Pittsfield is $20
Why Choose Rover?
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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.
Sitters in Pittsfield average 5 repeat pet sitting clients
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 $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 Aug 2025, there are 114 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 5 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 114 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.
