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 103 pet parents in Pittsfield have booked pet sitting
Pittsfield, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Amanda did a great job with our 3 dogs! They loved her and we felt secure knowing they were well cared for. Amanda was very flexible when we added an additional day to our trip. We’ll definitely have Amanda pet sit again!!?”
“Tara took excellent care of our two cats while we were away, both were given lots of love and attention. She even managed to get our scaredy-cat to come out and play which is very rare with new people. Highly recommend”
“Sandy is an absolutely wonderful sitter! She was gentle and patient with my shy kitty, and made my vacation super stress free. She's an awesome person, and I'll definitely be using her again next time I'm out of town.”
“Felt super comfortable that my dog would be well cared for from the moment I met Adrienne. She has a wonderful, warm, calm energy and I'd have her back again in a heartbeat.”
About: I have had pets my whole life. I pride myself on caring for dogs the way you would. Walks, play and snuggles are just a must every day. Our 151/2 year old Wheatlie was given a ride/park adventure every day! My favorite activity of the day is walk-let me help you when you don’t have time to get out-your pet will feel good after a brisk walk! I am currently semi-retired so I am available for walks and care during the day. Our senior dog has passed so my attention is on caring for your pet the way I cared for my Wheatlie. I have a large yard for lots of fun! A typical day would involve play time, walks, treats, snuggles and scratches. Your pet is part of my family.
“McKenna was amazing with our 2 cats, Pepper and Maggie. She was very reliable and easy to contact. We would definitely use her services again. We can't thank you enough!”
“Alyson stopped in each day to feed and spend a little time with our 4 month old cat, Luna. As new cat owners, we were very apprehensive leaving someone to take care of her. Alyson was the perfect choice and we will definitely be using her again!!”
About: Compassionate and experienced pet caregivers with a proven track record of providing top-notch care for dogs, including those with special needs. I am skilled in managing medical conditions such as convulsions and cancer, and I take a gentle, loving approach with every pet. I’m also well-versed in supervising curious eaters who love to snack on anything they can find! My husband, Nick, and I work as a team to ensure pets are cared for throughout the day. I’m home until 3 PM to handle mornings, walks, and plenty of daytime love and attention. Nick takes over in the evenings and overnight, so your pets continue to receive care, comfort, and companionship. Above all, we shower every furry friend with affection, making sure they feel safe, happy, and adored while in our home. As a dog walker, pet care is a regular part of my morning routine. I typically schedule dog walks Monday through Saturday, usually between , 8am-12pm. This allows me to provide a fun and energizing start to the day for the dogs in my care. I provide fun and safe dog walking services, giving your furry friend the exercise and attention they deserve. Here's how I care for your dog: - 30-minute to 1-hour walks tailored to your dog's individual needs and energy level - Safe and secure walks on a leash, with regular checks for comfort and happiness - Plenty of praise, affection, and treats to keep your dog happy and engaged - Regular updates and photos so you can stay connected with your dog's adventure Your dog's safety, comfort, and happiness are my top priority. I'll work with you to understand their unique needs and personality, ensuring a fun and enjoyable experience for both of us!
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!
About: I have prior pet sitting experience and it's something I genuinely love doing. I'm comfortable with feeding, walking, playtime, giving attention, and keeping pets on their normal routines. My 20 years of experience has taught me the importance of patience, reliability, attentiveness, and building trust with both pets and owners. I understand how important it is for families to feel comfortable leaving their pets in someone else's care. I always make sure pets are safe, loved, and well cared for. I am an educator so I have summer time flexibility. During the school year, I am available before and after school hours, evenings, weekends, holidays, and school breaks. In the summer months, I have full availability and plenty of time to dedicate to pet sitting, walks, visits, and providing attentive care. My schedule allows me to be dependable, consistent, and flexible for pet owners' needs. When caring for pets in a client's home, I do my best to keep their normal routine consistent so they feel comfortable and secure while their owners are away. I make sure they are fed on schedule, have fresh water, receive exercise, and get plenty of attention and affection. I also keep the home tidy by cleaning litter boxes, picking up after pets, and making sure everything stays safe and organized. I pay close attention to each pet's personality and needs, whether they enjoy lots of interaction or prefer a calmer approach. My goal is always to provide loving, dependable care while helping pets feel relaxed in their familiar environment.
About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.
About: I've taken care of animals since I was a young child. I have always felt love and responsibility to our animal friends. I worked with cats, dogs, reptiles, birds, horses, guinea pigs, and rabbits. I want to fill my days with helping wonderful pet parents provide the attention and care their pets deserve. I have multiple dog walks daily and will make sure your pet gets lots of love too. I am able to stay away from home for periods of time while my family helps care for my animals and home. I have 2 separate unoccupied bedrooms to allow for private space for animals. I live across from springside park and have a mostly fenced yard with leads. I'm dedicated to pet care. I have daily walks generally in the mid-afternoon. I have online meetings Wednesday and Saturday which I can attend in your home, mine or anywhere with internet access. I have separate spaces available for each animal in my care at any time. I will use provided equipment for transportation. Your pets safety is number one.
“Emily was great! I scheduled last minute and she came over for a meet and greet the day before I went away. She totally understood the sometimes tricky dynamic of my pups and went above and beyond when she came over. Communication was great, and got a full report with pics after her drop-in. I would definitely hire her again…. And plan on it!”
“Becca is very reliable and wonderful. We are ever so grateful to have her. We get lots of photos and details on her drop ins and she spends quality time while she’s caring for our dog, Emma.”
About: I have been loving and caring for dogs my entire life! Nothing makes me happier than spending quality time with a furry friend. I have experience with basic obedience training and grooming (including nail trimming), and I'm more than happy to take your dog on a long-distance walk if needed. I work from home, so your pet will enjoy around-the-clock company! I can board throughout the week and am available for short or long-term stays. I have a very friendly Beagle who will love becoming your pet's next best friend! If needed, I'm able to crate small dogs (below 25 lbs). Though I don't have a backyard, I'm near plenty of green spaces where your pet can enjoy time outside. Your pet can expect multiple daily walks, plenty of play time, and an experienced and caring sitter.
The median cost per visit for pet sitting in Pittsfield is $25
Pet parents share their Rover experiences - Pittsfield
Tara did a wonderful job taking care of my skittish cat this weekend! She even deep-dived under my couch to look for him and ensure that he was safe, braving dust kitties and lots of toys! I plan on asking her to come back again, and I would definitely recommend her to care for furry loved ones. !
Amanda was so great with our kitty Butters when we needed a sitter after other plans fell through! She was quick to respond to my request, and she always sent great photos and updates on how he was doing at each visit. I couldn’t be happier with her excellent service and care for Butters! I wouldn’t hesitate to recommend her or rebook in the future. I felt so much better and less worried on my trip knowing Butters was in such good hands.
Daniella took such amazing care of our sweet Gandalf, while he was sick and needed to take medicine orally. He didn’t make it easy but she was patient, kind, and kept our home in great condition while we were away so it was lovely to return home to. THANK YOU DANIELLA!
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 $22.2 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 726 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
- 100% can help with giving oral medications or injections
- 98% 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.
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