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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.
“Hannah did a great job taking care of my two Maine Coon cats, Rocky and Moose. She sent me informative updates and photos on a daily basis which were much appreciated! Five Stars!!”
About: As a former pet owner I understand how important it is to make sure your pets are safe and comfortable. I have over 10 years of experience with all breeds and types of dogs and cats. I grew up fostering dogs out of our childhood home. I was very involved even at the age of 6. We stopped fostering when I was around the age of 19. I have experience administering medication to dogs. I have experience with training. And I have LOTS of experience, cuddling with dogs🥰 I am currently a part-time RBT. My current schedule is Wednesday, Friday 3:30pm-7:30 and Saturday 9:30am-1:30. I’ll only be gone for around 4-5 hours those days if I do end up staying with your fur-babies I will adjust to your dogs schedule. I love walking and playing with energetic dogs, or cuddling with the sleepy ones! Daily updates are not a problem if you ask for them. However I will send updates sparingly if not requested in respect for personal pace/ if you’re on vacation.
About: I've always had a deep love for animals and understand that every pet has their own personality, routine, and needs. I provide patient, dependable care that helps pets feel safe, comfortable, and loved while you're away. Whether it's energetic puppies, playful adult dogs, gentle senior pets, or cats who prefer a calm approach, I tailor my care to each animal. I'm happy to follow feeding schedules, administer basic medications if needed, provide plenty of exercise, playtime, cuddles, and regular updates with photos. I can accommodate feeding schedules, walks, playtime, potty breaks, and plenty of affection based on your pet's individual needs. I understand the importance of keeping pets on their normal routine and will make sure they feel comfortable, cared for, and loved while you're away. I carefully follow all care instructions, including feeding routines, exercise needs, medications, and any special requests. In your home, I respect your space, keep doors and gates secure, and maintain a clean environment. I stay alert during walks, use secure leashes and harnesses, and always make sure pets are safe, comfortable, and receiving the loving care they deserve.
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: From young pups to aging/declining dogs, I have cared for their specific needs. I have also taken care of friendly cats as well as scaredy cats. My personality seems to make animals feel safe and loved. I work part time for The Cleveland Metroparks. I believe health & fitness is good for us and for our fur babies! I can help. I am flexible and can follow the routine you provide for your pet. I enjoy being friendly to all animals and truly care for them.
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!
About: I have had pets since childhood. Right now I am petless😞 so would love to take care of your babies! Please know you can trust they will get lots of love! I am currently unemployed and have lots of time to spend with your pet, playing or just sitting and loving them. Thank you for trusting and considering me. I will care for them by listening to what the owner instructs in either my home or theirs. Personally I think the pet is more comfortable in their familiar surroundings.
About: I love dogs have been around dogs all my life!!I always had dogs of my own, also I worked for other people dogs like my neighbors family and friends doggie sitting and walking there dogs. I even use to bring in strays homeless dogs in my home as a child. My mom accepted it and let me take care of the dogs.I always had a special connection to dogs I'm the doggie whisper I will treat your dog like my own. I love playing with dogs, I love to make new activities for them to do. I also like to train them and I have my own dog! She is a toy dog and I love to shop for her lol clothes are so cute I just love dogs!!
“Cara was fantastic! She was able to hop in on short notice after another pet sitter canceled. She was on time, followed directions, and my dog loved her. Could not recommend her enough!”
About: When it’s time to go outside it’s time. Clean up areas where the pet(s) have pooped @. Please make sure they are trained with handling strangers. Thank you ! Currently, I am currently working part-time after almost a 9 months of unemployment. I have time for pet care services. Just a American putting effort in the American Dream for myself. Since I will take them out to poop, pee & food I’m going to be diligent on that note ! Close & lock doors is a must !
The median cost per visit for pet sitting in Pittsfield is $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 1,325 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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