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 1 pet parents in Pittsfield have booked pet sitting
Pittsfield, Find top rated pet sitting
“Casey did a great job with our elderly cat, especially helping to work on her grooming issues. He also notified us of a power outage and offered to make an extra trip to check on our house. I highly recommend him!”
About: Mother and daughter dog team . Kaysyn (daughter) is a prior vet receptionist and assistant and we have had dogs, cats, and horses our whole lives. We have a fenced backyard and 2 playful dogs to provide daily entertainment. We are also able to administer medicine if needed. We live in an excellent neighborhood for walks. Because Kendra works from home, she’s able to provide around the clock care for your pet. Kaysyn is available 24/7 for all your pets needs. We have 3 acres including a fenced in dog yard and live on a cul-de-sac which is safe for walks. We have 2 playful dogs ready to have fun with your pet.
“We just love having Hannah care for our cats. She is quick to respond with the app and always gives great updates with the check-ins. And you know she is great with animals because even our shy cat comes out to visit her. 10/10 would recommend!!”
“Shadia was so wonderful with our pets! I am thankful to have found a trustworthy sitter that loves our pets as we do! She went so above and beyond even bring in mail for us and putting out our garbage cans. She is wonderful! Thank you Shadia!”
About: For in-home doggy daycare, I will make sure the doggies are played with, pet, and fed. I have a lot of love to give! If I am checking in on your dog in your own home I will make sure they feel some love that day and are given the attention they deserve. I have had animals my whole life from horses to dogs to chickens. I have had large dog breeds weighing over 150 lbs (caucasian Shepherds) and small beagles. Your dog will have potty breaks as often as they need, I have a very large yard for them to play in. With your permission and weather permitting they will be out as often as they would like! Dog park visits with prior approval after first stay. I currently work partly remote. I will only accept overnight care for animals that I can be home with also during the day. For visiting I’m wrapped up by 4, and have plenty of time for walks and visits. Love and respect go a long way for me! I try to treat animals as kindly and respectfully as we can. Safety is a huge part of my beliefs and will take the utmost responsibility to ensure all pups are safe. We take things slowly to make sure all humans and dogs are safe and happy.
About: I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals.
About: I’m comfortable caring for pets of all ages, including puppies, seniors, and those with specific routines. I focus on consistency, safety, and making sure each pet feels secure and comfortable while you’re away. I also offer drop-in visits, walks, and basic care like feeding, bathing, and litter box maintenance. I have a flexible schedule that allows me to provide consistent care throughout the day. Pets are not left alone for long periods, and I’m able to accommodate most feeding, potty, and medication schedules. I also offer flexible pickup and drop-off times when my schedule allows. I follow each pet’s routine closely, including feeding schedules, potty breaks, and any specific instructions. I can separate pets if needed and always prioritize safety. For drop-in visits, I am respectful of your home and ensure your pet is cared for reliably and consistently.
About: Hey there! I’m Kristen. I’ve taken care of dogs and cats of every kind since I was in elementary school! I have experience taking care of and owning small and large dog breeds, cats, and even farm animals like goats, pigs, turkeys and cows! I also worked at a local public alpaca farm, Majestic Meadows, and provided love, care and husbandry for a variety of exotic and farm animals, including horses, donkeys, alpacas, llamas, and more! I have experience working with animals who have special dietary needs, special medication needs, senior pets, and pets who have physical disabilities and need extra care and aid! I can brush your pet, clean their ears and teeth (if they will let me and it is safe to do so), and give them a simple bath if you would like! Lastly I do have experience in basic behavior training for dogs, including click/reward training to teach sitting, lay down, and release, however I am NOT a professional dog trainer and cannot sit for dogs that experience highly aggressive behaviors or biting towards people. I am currently doing Rover full time, so I will have plenty of time for your pets needs and for playtime, and am able to make sure that bathroom breaks and meal/snack times are not spaced too far apart :) For house sitting I cannot stay full time around the clock as I often have doctors appointments I need to attend, so I may have to come and go, but I would not be gone for longer than 3-4 hours at any given time, so if your fur baby can be alone for 3-4 hours, then I can accommodate for that 😊 I make sure to closely follow any given instructions for pet care, including instructions for a special diet or medications, and if the pet needs any special needs care or aid with grooming! I like to go over the details with clients of how their pet may like to play, how they get along with other animals/people, how they like to be pet, how they do on walks, what their favorite snacks are, and of course any special needs such as oral medications, special dietary needs, etc… to make sure that I am offering the highest quality of care and comfortability for their fur baby! I also make sure to pay close attention to timing between meals, snacks and potty breaks so their pets don’t become uncomfortable or have any accidents. Lastly, I make sure to give lots of love and attention to their pet so they don’t feel lonely!
“Sabrina did an excellent job and kept me informed on her visits. Even sent me pictures. I definitely recommend her and will use her again. Rover is very professional . I highly recommend them.”
“Raegan was phenomenal. She not only gave us updates of our 3 kitties but also sent pictures along with it, which gave us peace of mind. She played with them to keep them entertained and made sure they were safe! My cats are my kids and she treated them as such.”
“Aliyah is absolutely the best! She has learned my dog and gives him what he needs regardless of what I may have thought he needed. He literally SMILES when she takes pics of him and my anxiety and dog mommy guilt vanishes. I just love how they love each other!”
About: I have been a pet owner and lover my entire life since I was a young girl I C always wanted to take care and charge of my family pets I have had numerous pets at a time I offer my full attention and love and concern always take my dogs to vets for any reasons any concerns because I want them extra healthy. I love dogs The most but I do enjoy all animals the same. I take pride in my care and affection and dedication to all dogs and their happiness every single day they make my day and so many others day a better day. Happy to serve your dogs any way I can! I am currently self employed I can work any time my schedule is very flexible I can visit and watch as many times as you need I’m very open and available for you. I have my dogs to attend to as well as yours:) I have a chain and fence for my dogs and my dogs are well trained they hardly even need any chain. I watch for any other dogs for possible interactions. I can walk yours I have a large neighborhood i with lots of space or yours as well
The median cost per visit for pet sitting in Pittsfield is CA$20
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 6 repeat pet sitting clients
FAQs for Pet Sitting - Pittsfield
Frequently asked questions about Rover
As of November 2026, there are 1,312 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 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:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
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