Pet Sitting Pittsfield
Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.
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.
About: I've been caring for animals my entire life and truly treat every pet like family. I have experience with dogs of all sizes and personalities, as well as cats, and I'm comfortable with feeding, administering medications if needed, walks, playtime, and giving plenty of love and attention. As a pet owner myself, I understand how important it is to know your furry family member is safe, happy, and well cared for while you're away. I currently have a 1 year old Labradoodle, a 12 year old Golden Retriever and a cat, so I'm used to managing different pet needs and routines. Whether your pet is energetic and loves to play or prefers quiet cuddles and companionship, I'll make sure they feel comfortable and cared for. I'm dependable, attentive, and will keep you updated with photos and messages so you can enjoy peace of mind while you're away. My goal is to make your pet feel at home and give them the same care I'd want for my own. I currently stay at home with my 11 and 9 year old for the summer but am a nurse by trade and work remotely and sometimes as a private caregiver. My schedule is very flexible 🙂 I have a 2 acre lot with lots of room to run. I use a wireless fence. All of my animals and extremely friendly and love other animals
“Has been such a big help during the day and great with my fur babies! Easy to get a hold of and works with adjustment as needed. Definitely recommend Troy for anyone looking for someone to help with their fur babies!”
About: I’ve been caring for pets for [40+], from energetic puppies and curious kittens to senior pets who just want a comfy cuddle and a slow walk. Growing up with dogs and cats taught me how important it is to give each animal the patience, love, and attention they deserve. I have experience with: • Daily walks, playtime, and exercise for high-energy dogs 🐕 • Administering medications (oral and topical) when needed 💊 • Providing gentle care and comfort for senior pets ❤️ • Keeping feeding schedules consistent and clean-up stress-free 🐾 Whether it’s long walks, belly rubs, or just quiet company, I always treat pets like family and make sure they feel safe, happy, and loved while you’re away. As a retired law enforcement female, pet care doesn’t feel like a task—it’s something I truly enjoy and look forward to every day. Animals make my heart smile. 😊 When pets stay in my home - I do have two beagle pups. Huckleberry and Callie-Lilly. I will make sure your fur baby feels comfortable and safe by keeping to their usual routines—regular walks, feeding schedules, and plenty of playtime. I provide cozy spaces for rest, lots of attention, and supervision so they always feel at ease. When I care for pets in a client’s home, I treat it with the same respect as my own. I follow all instructions closely—whether it’s feeding, administering medications, or keeping up with exercise. I also love spending quality time with pets, giving them affection, play, and companionship so they don’t feel lonely while you’re away. No matter where I’m caring for them, I focus on creating a calm, happy environment where pets feel loved, safe, and cared for.
“Keith is a very pleasant and flexible dog sitter. He took care of Ollie while we went up skiing; was quick to respond about logistics, and sent us photos of Ollie throughout the day. I highly recommend his services.”
The median cost per visit for pet sitting in Pittsfield is $16
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?
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 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
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pittsfield sitters!Sitters in Pittsfield average 3 repeat pet sitting clients
FAQs for Drop-In Visits - Pittsfield
Frequently asked questions about Rover
As of July 2026, there are 69 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.
The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Pittsfield pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Pittsfield, PA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Pittsfield pet sitters and avoid the kennel.
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