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

“Meagan is wonderful with our cat Murphy. He loves affection and she is always happy to give him lots of love. She is very reliable and has even checked on our mail and paper deliveries that were supposed to be held and brings them in when the hold isn't followed. Meagan is definitely our 'go to' person whenever we need to leave Murphy for a few days, or longer.”


“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!”


“Sienna was great! Adapted to how my Lily enjoys being looked after and was very communicative during my time away from home. Ill absolutely be booking her again when I have to travel without my kitten.”


“Wonderful pet sitter!!! Em did drop-ins with our two dogs for about six weeks on the days I work while my daughter was out of the country. Both dogs loved her - Casey and Mavley always had big smiles on their Rover cards! 😀”


About: I have always been an animal lover and care deeply about pets. Spending quality time, playing with them, walking them, or just being around them brings me joy. I’ve been a pet owner for over 10 years, ready to make new feline or doggy friends. Currently available most days of the week for pet-sitting, overnight watching, walks, or play dates. Boarding currently unavailable but willing to spend time at your own personal home! I prioritize each pet’s comfort, safety, and routine. I follow their feeding, walking, and play schedules closely, provide a calm and clean environment, and give them plenty of love and attention. I ensure they get daily exercise, mental stimulation, and cuddles if they want them—making them feel at home, wherever they are.

About: I’ve worked with all types of dogs most of life, being my own, family members or friends pets. I have done all types of tacks including bath time, walking and feeding. I am currently looking for a more permanent job. So right now I am pretty much completely available until I have more information on that. I am available for drop in visits and walks, when I come over to see your fur babies I am able take them outside in your yard if accessible or walking however needed with no problem

“Thank you for taking care of Jack”


“Becca did an amazing job!! She is so kind and I highly recommend her!! Thank you Becca! I appreciate everything you did for Maggie and Bear while we were away!!”


About: I’m an experienced dog care professional who has had a variety of different sizes and breeds of dogs my entire life. I have worked professionally in the animal care industry for 7 years now, which has helped me develop a wide range of skills. I am highly experienced with behaviorally challenged dogs, older / hospice dogs, and puppies. I am also trained to administered any medication on an as needed basis. I am comfortable with any breed and size of dog as well. I am currently in between jobs and, as I have this break, would like to continue my passion with animals. I plan to continue to utilize Rover and continue to pet sit when I do start working again. I am a highly trained pet care professional with years of experience doing a variety of skills within the industry. I am highly confident in administering any medications, behaviorally challenged animals, and medically challenged / hospice animals. I plan to care for your animals like they are my own. I will provide the utmost respect to your animals, their needs, and your household. Animals are quite literally my entire life, my one true love. I am highly trustworthy and am happy to be of assistance to you and your family.

“Alex was wonderful with my dog Cruz - he loved her! She was very responsive and came to our rescue on a holiday weekend when we had another sitter on Rover deal with an unexpected family situation. Alex showed up on time, gave Cruz plenty of love & sent great updates so I knew all was well at home. I will definitely be booking with Alex again!”


“Thank you for walking my 🐶”


About: I have owned animals all my life and have plenty of enrichment activities- snuffle matts, snuffle balls, puzzle toys, regular toys, and a big yard to play in! I love animals and this is currently a full time job for me being a pet sitter and owner. I make my dog my life and we go for walks and adventures daily. I make a schedule for my own dog, which includes puzzle toys for breakfast, an afternoon walk or adventure, snuffle mats and balls for later, and plenty of cuddles throughout the day!

“Tara was amazing with my cats. She played with them, fed them, gave them some love and was just an overall perfect fill-in for my absence. She truly cares for your animals and goes above & beyond. Thank you, Tara, for your service and being so attentive & caring to help me out for an extra day. I appreciate it.”


“This was my first time using Rover and I was really nervous to try it. We have a senior dog that doesn’t travel well and we usually have people come stay or check in on him, but none of them could do it. I searched Rover for people who had good reviews and repeat customers. Leilani agreed to help last minute and it was much appreciated. She checked on our senior guy twice while we were gone overnight, took care of his diaper, and cleaned up any messes he had. She also fed him. She sent pictures and communicated any problems. It looks like he didn’t want to get out of bed so she brought his food to him for one of the feedings, which was a super sweet way to make sure he got food. We would hire her again.”


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


About: I have 4 years of experience taking care of dogs of all sizes, ages, and energy levels. And 4 years experience taking care of cats and being a cat owner myself! I work as a self employed artist, so my schedule is completely flexible to meet yours and your furry friends needs. I can do pop ins and longer stays. I am dependable on whatever your furry friends need, whether its a walk, a fresh water and food refill, or a cuddle buddy, I am there with kindness.

About: From Chihuahuas and Dachshunds, to German Shepards and Pit Bulls, I am no stranger to dogs of all shapes and sizes. Cats, guinea pigs, hermit crabs, I've cared for them all! No matter your pets needs, I am sure I can deliver. I am work from home during the week which offers great flexibility. With Fridays, Saturdays, and Sundays off I am able to fully accommodate you and your pets! I have my own car, and am able to check-in on your fur babies throughout the day as needed. I prioritize personalized care, whether that's providing regular exercise, meals, medication, grooming, etc. I ensure pets feel loved and secure through companionship and communication with owners, while also being prepared for emergencies.

“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!”


“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”


“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!”

Loving pet sitters in your neighborhood
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Meagan S.Star Sitter

“Meagan is wonderful with our cat Murphy. He loves affection and she is always happy to give him lots of love. She is very reliable and has even checked on our mail and paper deliveries that were supposed to be held and brings them in when the hold isn't followed. Meagan is definitely our 'go to' person whenever we need to leave Murphy for a few days, or longer.”


Kaitlyn O.Star Sitter

“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!”


Sienna C.

“Sienna was great! Adapted to how my Lily enjoys being looked after and was very communicative during my time away from home. Ill absolutely be booking her again when I have to travel without my kitten.”


Em B.

“Wonderful pet sitter!!! Em did drop-ins with our two dogs for about six weeks on the days I work while my daughter was out of the country. Both dogs loved her - Casey and Mavley always had big smiles on their Rover cards! 😀”


Jessica C.
About: I have always been an animal lover and care deeply about pets. Spending quality time, playing with them, walking them, or just being around them brings me joy. I’ve been a pet owner for over 10 years, ready to make new feline or doggy friends. Currently available most days of the week for pet-sitting, overnight watching, walks, or play dates. Boarding currently unavailable but willing to spend time at your own personal home! I prioritize each pet’s comfort, safety, and routine. I follow their feeding, walking, and play schedules closely, provide a calm and clean environment, and give them plenty of love and attention. I ensure they get daily exercise, mental stimulation, and cuddles if they want them—making them feel at home, wherever they are.


Alizabith C.
“I had Alizabith pet sit for me a few time, for both my cat and dog, she was absolutely lovely and the animals loved her. My dog is an American bully (mostly pitbull) and she handled him well. He would run to the door with excitement anytime she would show up.”


Brittany G.

“Thank you for taking care of Jack”


Becca S.Star Sitter

“Becca did an amazing job!! She is so kind and I highly recommend her!! Thank you Becca! I appreciate everything you did for Maggie and Bear while we were away!!”


Erica N.
About: I’m an experienced dog care professional who has had a variety of different sizes and breeds of dogs my entire life. I have worked professionally in the animal care industry for 7 years now, which has helped me develop a wide range of skills. I am highly experienced with behaviorally challenged dogs, older / hospice dogs, and puppies. I am also trained to administered any medication on an as needed basis. I am comfortable with any breed and size of dog as well. I am currently in between jobs and, as I have this break, would like to continue my passion with animals. I plan to continue to utilize Rover and continue to pet sit when I do start working again. I am a highly trained pet care professional with years of experience doing a variety of skills within the industry. I am highly confident in administering any medications, behaviorally challenged animals, and medically challenged / hospice animals. I plan to care for your animals like they are my own. I will provide the utmost respect to your animals, their needs, and your household. Animals are quite literally my entire life, my one true love. I am highly trustworthy and am happy to be of assistance to you and your family.


Alex e.Star Sitter

“Alex was wonderful with my dog Cruz - he loved her! She was very responsive and came to our rescue on a holiday weekend when we had another sitter on Rover deal with an unexpected family situation. Alex showed up on time, gave Cruz plenty of love & sent great updates so I knew all was well at home. I will definitely be booking with Alex again!”


Lauren O.

“Thank you for walking my 🐶”


Hannah R.
“Hannah loves every animal she meets, and they all tend to love her back! She cares very deeply about all animals, even those that need special care and attention, and makes sure those she’s responsible for are well taken care of.”


Tara A.

“Tara was amazing with my cats. She played with them, fed them, gave them some love and was just an overall perfect fill-in for my absence. She truly cares for your animals and goes above & beyond. Thank you, Tara, for your service and being so attentive & caring to help me out for an extra day. I appreciate it.”


Leilani W.

“This was my first time using Rover and I was really nervous to try it. We have a senior dog that doesn’t travel well and we usually have people come stay or check in on him, but none of them could do it. I searched Rover for people who had good reviews and repeat customers. Leilani agreed to help last minute and it was much appreciated. She checked on our senior guy twice while we were gone overnight, took care of his diaper, and cleaned up any messes he had. She also fed him. She sent pictures and communicated any problems. It looks like he didn’t want to get out of bed so she brought his food to him for one of the feedings, which was a super sweet way to make sure he got food. We would hire her again.”


Mikayla R.

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


Madison S.
“My cat is very anxious and sometimes aggressive but Madison handles her very well and really respects her boundaries. Madison is a pleasure to hire and is always my first choice whenever I have to leave my cat alone.”


Reilley M.Star Sitter
“Reilley has been my go to pet caregiver for quite some time. She is reliable, compassionate and exceptionally trustworthy. My animals are always excited when she comes over and I know they will receive the best care with Reilley. Whether its walking my dog or giving my cat medicine, I trust her completely with my animals.”


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!”


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”


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 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 Jul 2025, there are 122 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, 82% 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 122 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.
