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 31 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.
“Meagan was outstanding. She was at my home every morning at the same time and took great care of my three cats. The oldest cat needs shots at the same time everyday and she took care of that with no problem. Her daily updates with pictures were really nice to receive everyday. I highly recommend Meagan for your pets care.”


About: My love for animals started at a really young age and it only grew from there. I grew up with all different breeds from shitzus to Mastiffs each hold a special place in my heart. At 16 I started volunteering at a rescue. There I tended and cared for all different animals from horses and goats to cats and dogs. I’ve cared for many animals at all different life stages from newborn puppies, kittens, and kids to senior pets all the way up until their last day. I have 8 years experience not only with rescue dogs but one with high anxiety, as I even have one of my own. I am currently a Veterinay assistant and work about 40 hours a week. I have 5 years worth of veterinary knowledge and can meet your pet where they are at. I currently have 3 dogs and 1 cat all at different life stages. My pets are my world and I will do anything for them. I will care for your pet as I would my own. I will ensure their safety, health and wellbeing while giving them all the love they need and deserve. Trying to stray away from my full time job and make this my full time job. Caring for pets is my top priority and brings me joy. My pets are my world and mean everything to me. I will do anything for them. When I am taking care do your pet I will treat them as my own and give them nothing but outstanding care.
“It was a very nice meeting Lani. She was on time, very cordial, definitely had a rapport with our Berniedoodle, Sophie, who lay right by her feet. We all spent time together so she could get to know our Sophie. We all look forward to having her back very soon. Thank you Lani.”


About: I am a mom to a wonderful 4 year old boy! I am a server at the moment, also looking to fill up some of my free time by spending time with and looking after some pups and cats since I am not allowed to have my own full time at the place I currently live! I have been around animals almost my entire life, mainly dogs, but also cats; birds, ferrets, guinea pigs, and also a chameleon! When I was around 7 up until age 12, I helped my aunts take care of over 20 miniature pinchers, as well as a Doberman, 5 cats, 3 ferrets, and two birds! And afterwards, I’ve lived with three pups that have absolutely all of my heart. Since moving out of my parents a several years ago though, I only get to see my pups a few times a week, and god do I miss being around them for snuggles, walks, and playtime outside. I cherish every moment with them. I don’t currently have any pups living with me at my own place, the stars haven’t aligned quite yet to take in a dog of our own, which is why I’ve decided to become apart of this community so that I am able to still spend more time with pups and also help out others who need their’s watched and cared for! I know most dogs (and some cats depending on their mood aha) just need lots of love and attention, and it can be super nerve wracking for them to be away from their owners, but also nerve wracking for the owners to leave their pets with a stranger. Dogs and cats are more than pets, they’re family. Trusting in me to care and look after your pet is something that will never be overlooked, and I will do whatever I can to ensure that they are cared for and kept safe, as well as doing whatever is needed to give you complete piece of mind that your loved one(s) are in the greatest of hands✨ I look forward to meeting you and your pups or kittys!! I have Monday-Wednesday off, varying things going on during those three days so availability will vary! Fridays I’m available anytime after 4 ! Weekends I usually do doubles so I don’t have much time on those days Although I don’t have a fenced in yard, there are plenty of parks around for exploring and play time, as well as some yard space just right outside my home if you don’t feel comfortable with your pup being brought elsewhere! My place isn’t too big but my home is their’s for as long as they’re here! I can give baths if needed, walks, snuggles, and playtime!
About: I have taken care of pets, including dogs, cats and farm animals, since I was a small child. I currently have two active dogs, one of which has epilepsy and requires multiple daily meds, therefore I have a great deal of experience keeping up with medication schedules and administering appropriate meds. I trained one of my own dogs to be a therapy dog and we are a current therapy team. My husband and I travel with our dogs whenever we can, but sometimes it's not possible to take them. Because of this I easily understand the importance of finding pet care givers who we can trust and rely on. I am a responsible, retired professional looking to help give others that peace of mind. I retired from my full time career a year ago and in general have flexibility to pet sit at any time. My husband takes care of our own pets when I am away. I will manage care for your pets according to your wishes, including walking, playing, giving medications, crating, etc. I will give them kisses and cuddles if they allow it and will enjoy getting to know them and their personalities.
About: I have a beautiful Siberian Husky who loves her walks. All pets deserve their time outside to sniff and stretch their paws. I will give your pet the fresh air and exercise they need (and maybe a treat or two) I work in education so I have the summers off. I enjoy nothing more than spending time in the fresh air with furry, four legged friends. I have experience working with the plethora of animals. I understand the importance of keeping your pets safe. Prior to my first walk/house visit, I ask the client to give me a summary of command words, routines, and your own expectations of your pet and myself for an easy transition and happy experience for your pet.
About: I have been taking care of animals as long as I can remember! I have grown up with cats and dogs, and have experience raising puppies from birth. I've owned small animals, fish, and birds in the past as well. In addition, I have dogsitting experience, and briefly had a job helping out at a grooming salon bathing dogs, which I really enjoyed. I love being out and about with dogs and taking them to explore the world. When I dog-sit, keeping to a dog's normal schedule is a goal, so that the dog is as happy and comfortable as possible. I believe asking questions is never a bad thing, so I will be armed with knowledge before any pet-sitting or dog walking appointment. I hope that I can be of service to you and your four-legged family member!! I'm currently working part time M-F 12-4:30 PM, and have weekends free. I am able to work overnights, early mornings, or late nights. I work right in Keene, so I am available right before/right after my shifts as well. I would prefer to take care of pets in their own home, as that's where they are likely most comfortable and familiar. In a pinch, however, I might be able to accommodate another animal at my home. My roommate owns a senior teacup yorkie, so depending on the demeanor/size of your animal, we might be able to make it work. I have an SUV that is perfect for transporting pups to walking/hiking trails!
“Alex is very reliable and has exceptional communication skills. I definitely felt peace-of-mind relying on her to care for my cats while away. I would use her services again. Thanks Alex!!”

“Kayla was great! She was up front about how long she had left before she had to move back to Manchester for college and that communication continued throughout all of the walks she took my dog on. Highly recommend!”

About: I grew up with dogs, cats, and a bunch of other animals, and I have always loved taking care of them. My family, neighbors, and friends have all relied on me to take care of their pets over the years, whether it's for walks, check-ins, or overnights, and I would love to do the same for your pet. I'm a college student living back at home for the summer and have plenty of time during the week for quick check-ins and walks, and I will be able to stay overnight most weekdays and over the weekends. I am very comfortable around dogs and would have no problem going on walks, crating your dog, administering most medicine, or doing any other tasks that may be required.
About: I have always been around dogs since I was a kid. Between my own, family members and neighbors, I have cared for dogs of all breeds and sizes for many years and been able to adjust to each dog’s needs with no problem at all. I am great at tiring pups out with play or long walks or hanging with them if they are on the lazier side! I work part time in Concord so I’m looking to take care of dogs for fun and some extra cash! I am available differing days of the week depending on my schedule, but when I am free I will be able to tire out the pups with long walks or extended play sessions if they so desire! I will easily be able to navigate client homes and learn a dogs likes and dislikes quickly to make for a smooth and comfortable experience for the pups.
“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!”


About: From the comfort of your own home to the comfort of mine, a stress free environment can be provided to your loving pet. My knowledge of animal care does not just stop at fluffy fur I have the knowledge to care for your scaly family too. I can administer medicine as well as offer tank care. no, need to shake things up and remove your pet from the home when the same amount attention and care can be brought to you. If you need an outdoor bud for your four legged family member look no further, I can offer long hikes and high energy calisthenics to wear them out. I look forward to offering your family love and attention and all the fun a fur kiddo needs. I have a flexible schedule and I able to comprise with many pet owners to ensure their family member is well cared for during their holiday. I have a large fenced back yard with a tall secure fence. I’m able to offer safe crate care and work with dogs that have particular needs, ie. Separate quarters, monitored feeding and reactive dog walking. I understand that walking needs special attention and being aware of surroundings.
“Sandra took care of our two large labs for their evening routine . She sent us lots of photos and kept us up to date during her visit. She took extra great care of them. Thanks Sandra!”

The median cost per visit for pet sitting in Pittsfield is $25
Pet parents share their Rover experiences - Pittsfield
Meagan is the absolute best. Our cat, Murphy, loves attention and cuddles and Meagan never disappoints. She is very caring and conscientious and communicates well. I always hate leaving him, but feel better knowing Meagan is there caring for him. I don't know what I would do without her!

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 Rover works

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 6 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 $23.31 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 1,138 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 with handling special pet needs in Pittsfield. On Rover:
- 94% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 93% 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 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.







