Pet Sitting Pittsfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 12 pet parents in Pittsfield have booked pet sitting
Pittsfield, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”
“Erin was wonderful with our cat Bella, who can be a little wary of new people. She got Bella to come out everyday and sent us fantastic pictures. I highly recommend Erin to anyone looking for a friendly, reliable pet-sitter. We are so, so grateful for the peace of mind she gave us while we were away!”
About: I have taken care of family, friends, and neighborhood, pets since I was young! From meeting all of the new pets I have learned that each has their own unique personality-no two pets are the same! With that comes different approaches to earn their trust and create a bond. I am currently on summer break from teaching so my days are pretty available for the next few weeks. Once school starts my availability will change to the later afternoon. I am a very versatile pet sitter! I have spent time with pets where they just need some company and they get all the love, some want all the love and a nice walk outside. My two fur babies are polar opposite energy wise so I know how important it is to meet the needs and play with one of my cats, and how the other just needs someone to give her a lot of love while she naps!
“Erin did great! Excellent communication, took great care of Bosco. An unexpected house accident happened (a window broke) and Erin handled it really well. Would definitely book again!”
“Rachel provided wonderful care for our three dogs and 2 cats while we were away. She stopped by for drop-in visits and stayed for two overnights. She was very professional and continued to provide photo and written updates through the Rover app. She was attentive to the needs and individual personalities of our pets. Our pets appeared relaxed and happy under her care. We definitely recommend Rachel's services and would love to have her sit for us again!”
“Carla provided exceptional care for our cat during our 2-week trip. Communication was excellent and the daily photos of our cat assured us that all was well. Our cat is very emotionally expressive and she looked 100% happy to be in Carla's lap. We will definitely hire Carla again the next time we need a sitter.”
About: My name is Andreas, and I am a Maine/NYC-based actor/singer/dancer/dog-lover! I grew up in the beautiful, rural forests of Maine, and my family always had at least two dogs in our family while growing up! I have cared for dogs my whole life, and I have done it professionally for over 10 years. I am passionate about health/fitness, and I will happily share my healthy habits with your best friend! Whether on a walk, on a run, cuddling on the couch, feeding your pet breakfast/dinner, I will always care for Man's Best Friend with my 100% heart. Your pup will be in safe paws with me! Fun fact: I have played "MAX" (The Grinch's dog!) on The Broadway National Tour of How The Grinch Stole Christmas: The Musical for three years, so I know the mind of a dog quite well...! I’m currently working part-time with plenty of time for walking, sitting, boarding, playing, and taking care of pets! I have various clients who I work with independently but am happy to accept new Rover clients. I have taken care of a wide variety of dogs with various needs! Very happy to go case-by-case and make sure that you feel your best friend is getting all the care and attention they need. Whether it’s long nature adventures, or cuddling on the couch, I’m happy to spend quality time with your pet.
“Stephanie was insanely helpful in a pinch and was really good about keeping me updated regarding Cinder. She was prompt and efficient, and incredibly accommodating. Highly recommend.”
“Melissa struck me as a mature, articulate, cheerful, and responsible adult. She did a wonderful job dropping in and taking care of my kitties and my home for 4 days. She also would’ve been available an extra day had my travel plans gone awry. Her communications and photos were timely and thorough. This trip was during a time of below zero temperatures outside, so it was nice to not worry about home/heat/freeze issues. My cats seem to have enjoyed her too. Thank you!”
About: I know dogs need exercise, discipline, and affection. I know it can be challenging to find the right pet care that is trustworthy and reliable. I’ll do my best to give your pet the care they need! I am a massage therapist for part of the week and I homeschool my children when I’m not working. My schedule is somewhat flexible and I have extra time to fill here and there with pet care. I will feed, walk, or give your animals attention based on clients request and animals requirements. Whether it’s In the yard, taking them for a walk or just sitting petting them, I’ll give them what they need.
About: Iv been raising newborn kittens and fish my entire life. I grew up with big dogs too! Past co-workers would often say I have a funny personality and a calm demeanor. My attention to detail is my strongest skill. I have done volunteer work for camp sunshine, the animal refugees, and we run a youth group called Gaming for Christ. Im an artsy person; im in college for horticulture and I hope to work as an agricultural specialist. Veterinary assistant experience from York County Community College. I have five years of customer service experience. Looking for long-term work with friendly people who will make a list of specific details (if needed) for your pets. I take a great time making sure your pets are happy and comfortable! Completely open to any time or date that your furry friend needs me! Holidays and special occasions included! Im going to school online so I can always be available. I am very knowledgeable in Pet CPR. Fast reaction skills and attention to detail. Very capable on keeping environment clean and safe for any pet.
About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
“Brandon was great to work with and took good care of our cat. Our house was also in good shape and as we left it. . Quixo was happy and healthy when we returned from our trip. I would hire Brandon again and recommend him to others .”
About: I’ve worked at 2 doggy daycares in the last few years where we did boarding. I’ve also worked in a cat boarding facility and have worked at pet stores for about 5-6 years. I was trusted with cleaning up after and giving medications to pets that needed it. I’m currently working part time in Freeport so I’ll have plenty of time to take care of your pets and spend time with them and take them on walks depending on weather. I live in a wooded area with access to tie outs so your pets and I could sit outside on good days and play. I have an extra room in the house where I can easily board your pet but would require you to bring a crate if they’re crate trained depending on the size of the pet. I do have two crates available that I could use if you’re unable to bring their crate. I have 2 cats in the household along with my fiance so they would have to be cat and man friendly.
The median cost per visit for pet sitting in Pittsfield is $25
Pet parents share their Rover experiences - Pittsfield
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for pet sitting - Pittsfield
Select a filter and find qualifying sitters offering pet sitting.Sitters in Pittsfield average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Pittsfield
Frequently asked questions about Rover
The average cost for Pet Sitting in Pittsfield on Rover is $21.8 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 170 sitters on Rover offering Pet Sitting across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Pittsfield stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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