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 13 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.
“Courtney came through for us when our previously booked sitter had to cancel the day before. She is very responsive and our pets loved her. We plan to use her again in the future!”

“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 .”

“Erin was really helpful and communication was great! She was able to give oral meds to my two cats as it was an unexpected issue right before I left. Lots of good photos to keep me updated! Will be rebooking again on my next trip :)”

About: Hi! I’m Ashley — a lifelong animal lover with hands-on experience caring for a wide variety of animals including dogs, cats, reptiles, ferrets, and more. I’ve worked in a veterinary office and previously ran my own daycare, so I’m confident handling pets of all sizes, temperaments, and energy levels. I have experience with large and strong dogs, high-energy and working breeds, and multi-pet households. I’m also comfortable caring for multiple species, including exotics, and have a strong understanding of animal behavior and safety. I can recognize the difference between play, stress, and aggression, which helps keep your pets safe and comfortable at all times. Whether your pet needs exercise, structure, or calm companionship, I adjust my care to fit their personality and needs. I pride myself on being reliable, punctual, and communicative, and I always treat every pet like they’re my own. I’m happy to send photo and message updates so you always have peace of mind while you’re away. Early mornings, afternoons, Saturdays for all services. Sundays I am available for boarding only at this time — I do my best to stay flexible for my clients! I care for your pet as you would want them cared for. I love taking pictures, it's up to you if I share them with everyone or just you!
“Honestly- I don't know what we would do without Liseli. We hate leaving our anxious and sweet old dog Elvis. Liseli puts our minds at ease and when we mention her name to Elvis he definitely perks up- looking forward to each visit!!”

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.
The median cost per visit for pet sitting in Pittsfield is $25
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.
How to book pet sitting

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 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 Pet Sitting - Pittsfield
Frequently asked questions about Rover
The average cost of Pet Sitting in Pittsfield is $22 per visit as of October 2026. Most bookings cost between $10 and $72 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 169 sitters on Rover offering Pet Sitting across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Pittsfield. On Rover:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
