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.
About: I’ve had animals since birth. I grew up near farms and have experience with dogs, cats, and livestock. I presently have two dogs, two cats and four chickens I work Tuesday to Friday and am available all nights and weekends. My dogs are very social and love to come see new friends or have new friends visit us. My animals are my babies. I take care of all of them and show them more love then they want sometimes and bring my dogs to all social events.
“Alex was amazing and my dogs love her! I was nervous leaving them for the first time and Alex came over and made me much better! She clearly loves dogs and is very knowledgeable! Highly recommended!”

About: I have taken care of family, friends, and neighborhood, pets since I was young! From meeting all of the new pets I have learned that each has their own unique personality-no two pets are the same! With that comes different approaches to earn their trust and create a bond. I am currently on summer break from teaching so my days are pretty available for the next few weeks. Once school starts my availability will change to the later afternoon. I am a very versatile pet sitter! I have spent time with pets where they just need some company and they get all the love, some want all the love and a nice walk outside. My two fur babies are polar opposite energy wise so I know how important it is to meet the needs and play with one of my cats, and how the other just needs someone to give her a lot of love while she naps!
“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 .”

“Rachel provided wonderful care for our three dogs and 2 cats while we were away. She stopped by for drop-in visits and stayed for two overnights. She was very professional and continued to provide photo and written updates through the Rover app. She was attentive to the needs and individual personalities of our pets. Our pets appeared relaxed and happy under her care. We definitely recommend Rachel's services and would love to have her sit for us again!”

“The kitties have a great time when Erin comes. They get to play and she goes the extra mile to clean up and give me an update on their food intake and mood for the day. Thanks Erin!”

“Erin did great! Excellent communication, took great care of Bosco. An unexpected house accident happened (a window broke) and Erin handled it really well. Would definitely book again!”

About: I’ve always been an animal lover and I typically volunteer once or twice a month at the animal shelter to care for the animals there. I’m also an avid hiker and love to take the dogs out with me so that they can get some outside time in the beautiful parks or trails around the area. As I work part-time, I have plenty of time to take care of animals during the weekday and weekend. From Tuesdays through Fridays, I’m typically available in the mornings before 10:30am and early evenings after 3pm. Saturdays through Mondays are my days off. I have an un-fenced yard and two other dogs in the home to keep your baby company. Both dogs are fixed and up to date on all shots. I personally have 3 very spoiled cats of my own who are also dog-friendly and up to date on all shots. Should you require your dogs to be crated during the night, that’s easily handled.

About: I’ve take. care of dogs since i was about 10. It hasn’t been professional until about 4 years ago. I belive every dog/animals deserves the right to fair care and love even if they can’t speak! I currently work part time at a dog and cat boarding place. I take my job very seriously to ensure that the pets are happy! I am willing to commute to you and work with you how ever you need! if you want your dog taken out i will happily take them wherever you’d like!
“Carla provided exceptional care for our cat during our 2-week trip. Communication was excellent and the daily photos of our cat assured us that all was well. Our cat is very emotionally expressive and she looked 100% happy to be in Carla's lap. We will definitely hire Carla again the next time we need a sitter.”

About: My name is Andreas, and I am a Maine/NYC-based actor/singer/dancer/dog-lover! I grew up in the beautiful, rural forests of Maine, and my family always had at least two dogs in our family while growing up! I have cared for dogs my whole life, and I have done it professionally for over 10 years. I am passionate about health/fitness, and I will happily share my healthy habits with your best friend! Whether on a walk, on a run, cuddling on the couch, feeding your pet breakfast/dinner, I will always care for Man's Best Friend with my 100% heart. Your pup will be in safe paws with me! Fun fact: I have played "MAX" (The Grinch's dog!) on The Broadway National Tour of How The Grinch Stole Christmas: The Musical for three years, so I know the mind of a dog quite well...! I’m currently working part-time with plenty of time for walking, sitting, boarding, playing, and taking care of pets! I have various clients who I work with independently but am happy to accept new Rover clients. I have taken care of a wide variety of dogs with various needs! Very happy to go case-by-case and make sure that you feel your best friend is getting all the care and attention they need. Whether it’s long nature adventures, or cuddling on the couch, I’m happy to spend quality time with your pet.
“Melissa struck me as a mature, articulate, cheerful, and responsible adult. She did a wonderful job dropping in and taking care of my kitties and my home for 4 days. She also would’ve been available an extra day had my travel plans gone awry. Her communications and photos were timely and thorough. This trip was during a time of below zero temperatures outside, so it was nice to not worry about home/heat/freeze issues. My cats seem to have enjoyed her too. Thank you!”

“Jessica is super reliable, always on time and very responsive, providing lots of photos. I always feel comfortable having Jessica do drop in care visits for my cat. I know she'll be well cared for!”

About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
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.
About: Hey everyone I'm Ella and I've always had a house hold full of pets. Growing up my parents allowed a wide variety of animals to stay in our home. I love animals so much that I'm going in to a career field that is dedicated solely on the help of marine organisms. I currently live with a dog, cat, bearded dragon, leopard gecko and a ton of fish. So basically I can care for any pet needed. I work part time so I have a ton of free time on my hands. I’m trying to find better ways to spend my time rather than always going out. Hanging with any pet is always so fun and usually a better time then going out to begin with! Each pets different, all come with special likes and dislikes. I usually love to take dogs for walks but some may not be able to walk, and in those situations I like to do mind puzzles. For pet sitting I’d come over to the clients home and spend a few hours with them unless it’s a sleep away care. Pet walks would last min 30 minutes just to give the dogs some fresh air longer than normally done during days.
About: I’ve worked at 2 doggy daycares in the last few years where we did boarding. I’ve also worked in a cat boarding facility and have worked at pet stores for about 5-6 years. I was trusted with cleaning up after and giving medications to pets that needed it. I’m currently working part time in Freeport so I’ll have plenty of time to take care of your pets and spend time with them and take them on walks depending on weather. I live in a wooded area with access to tie outs so your pets and I could sit outside on good days and play. I have an extra room in the house where I can easily board your pet but would require you to bring a crate if they’re crate trained depending on the size of the pet. I do have two crates available that I could use if you’re unable to bring their crate. I have 2 cats in the household along with my fiance so they would have to be cat and man friendly.
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.
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
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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 on Rover is $22 per visit as of October 2026. Most bookings cost between $10 and $72 per visit. 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 170 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 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 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.



