Pet Sitting in Pittsfield

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Pittsfield pet sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Amanda W.
Verified Enhanced Background Check
Amanda W.
$20
total per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Pittsfield, MA, 01201

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!!?

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Jane J.
Sitter Profile Image: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

Took good care of our fog

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Scott B.
Sitter Profile Image: Aura G.
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Aura G.
$28
total per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

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!

Sitter Profile Image: Sandy M.
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Sandy M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
112 reviews
36 repeat clients
40 years of experience
Pittsfield, MA, 01201

Sandy took great care of Jazz and sent many pictures and detailed updates during her visit. I would use her again and Im so thanful my little one was taken care of so well.

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Sarah E.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$34
total per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene took care of my two kitties very well. They are very shy and didn’t come out to see her, but she made sure they had food and cleaned up after them.

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Betsy K.
Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per visit
20 years of experience
Pittsfield, MA, 01201

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.

Sitter Profile Image: Tara D.
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Tara D.
$28
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
30 years of experience
Pittsfield, MA, 01201

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

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Adam C.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna is an amazing pet sitter! She is absolutely wonderful with our cats, and we are always impressed with the care and attention she gives them each visit. Would highly recommend working with McKenna!

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Erin W.
Sitter Profile Image: Alyson V.
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Alyson V.
Star Sitter
$23
total per visit
5.0 out of 5 stars
24 reviews
12 repeat clients
11 years of experience
Dalton, MA, 01226

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!!

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Sara S.
Sitter Profile Image: Adrienne H.
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Adrienne H.
$28
total per visit
5.0 out of 5 stars
88 reviews
24 repeat clients
20 years of experience
Pittsfield, MA, 01021

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.

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Rose S.
Sitter Profile Image: Deborah L.
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Deborah L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
50 years of experience
Pittsfield, MA, 01201

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.

Sitter Profile Image: Michelle T.
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Michelle T.
$17
total per visit
20 years of experience
Pittsfield, MA, 01201

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.

Sitter Profile Image: Karla C.
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Karla C.
$17
total per visit
5.0 out of 5 stars
7 reviews
7 years of experience
Lenox, MA, 01240

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.

Sitter Profile Image: Gabrielle H.
Verified Enhanced Background Check
Gabrielle H.
$17
total per visit
15 years of experience
Pittsfield, MA, 01201

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!

Sitter Profile Image: Trista S.
Verified Enhanced Background Check
Trista S.
Star Sitter
$17
total per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊

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Alana L.
Sitter Profile Image: Dana G.
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Dana G.
$34
total per visit
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

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Nathaniel B.
Sitter Profile Image: Emily P.
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Emily P.
$20
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Pittsfield, MA, 01201

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!

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Brooke M.
Sitter Profile Image: Jess L.
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Jess L.
$39
total per visit
5.0 out of 5 stars
86 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

Very timely and took good care of Luna

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Dave T.
Sitter Profile Image: Alison B.
Verified Enhanced Background Check
Alison B.
$28
total per visit
5 years of experience
Pittsfield, MA, 01201

About: Hello! My name is Alison, and I’d love to get to know you and your furry friend(s)! I’ve grown up with both cats and dogs my whole life, and have done many cat and dog sitting/walking gigs throughout the years (for pets of all ages). Additionally, I completed a 3 credit college course on pet behavior, so I am familiar with pet safety, the importance of body language, mental enrichment, and much more. I look forward to hearing from you and discussing potential opportunities! Feel free to reach out any time. I am a part-time employee, generally working around 30 hours a week, so I am often free before 10 am and after 5 pm. However, I do have flexibility, and I don’t work everyday of the week. I feed my pets two times a day and take my dog on walks three times. For clients, however, I can absolutely accommodate to your needs— let me know what works for you!

Sitter Profile Image: Becca S.
Verified Enhanced Background Check
Becca S.
$17
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Pittsfield, MA, 01201

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.

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Moira C.
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Over 118
pet parents in Pittsfield have booked pet sitting

Pittsfield pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Trista has been great with all our pets and very communicative. We are so appreciative of how reliable she is, even on such short notice! Thank you again 😊

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Alana L.
Drop-In Visits
5.0 out of 5 stars

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

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Adam C.
Drop-In Visits
5.0 out of 5 stars

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.

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Peyton C.
Drop-In Visits
5.0 out of 5 stars

Kelsey is extremely reliable and great at watching my cats. She does a wonderful job of feeding and taking care of them.

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Betsy K.
Drop-In Visits
5.0 out of 5 stars

Irene took care of my two kitties very well. They are very shy and didn’t come out to see her, but she made sure they had food and cleaned up after them.

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Betsy K.
Drop-In Visits
5.0 out of 5 stars

Hayleigh did an amazing job with my babies. She checked in with me often and made sure to ask questions when needed. My babies were happy and well taken care of when I came back home. Definitely will use her for future trips as well.

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Darlene D.
Drop-In Visits
5.0 out of 5 stars

Emma is great! I went on vacation with peace of mind knowing that my three cats were in capable hands.

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Andrea L.
Drop-In Visits
5.0 out of 5 stars

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!

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Noelle B.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Pittsfield is $25

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your pet 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.

Sitters in Pittsfield average 4
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Pittsfield on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Pittsfield pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 47 pet sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 94% of Pittsfield pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Pittsfield.

Rover makes it easy to find Pittsfield pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 47 pet sitters in Pittsfield on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.