Pet Sitting in Cherry Plain
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 Cherry Plain pet sitters

“Deborah was 100% reliable, punctual, sent feedback with photos every time, and went out of her way to help us. I would use her again and again. I highly recommend Deborah to everyone.”


“McKenna was kind and professional - our little guy can be a little anxious and by the time we returned, they had become best buds. Definitely will book with her again!”


“Sarah was great! Super communicative and conscientious. I highly recommend Sarah for your pet sitting needs. She took great care of my little fella.”


“Michelle is an excellent pet sitter. She sent lots of pictures and a few videos, which kept me at ease knowing my fur baby was well taken care of while I was away. 100% recommend Michelle and will book her services in the future.”


“Suzanne was great! Despite the cold and icy weather She visited my house once a day to feed my two cats and exchange the water for my chickens. She sent me multiple photos each day which was very reassuring while I was away. I would recommend Suzanne!”


“Amanda was great with my dogs and helped me out tremendously so I could go on vacation. She was very friendly and provided updates and communication promptly and often!”


“I booked Iris to walk my Sukie while I was on vacation in Western Massachusetts and attending a music festival. Iris took great care of Sukie while I was away and was a great communicator. I would highly recommend Iris!”


“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!!”


“Aubrey took great care of my 3 cats while I was away for a week. I'll certainly turn to her first the next time I need some catsitting.”


About: I’ve taking care of many different types of dogs, both big and small. I’m very comfortable with most dogs. Friends and family have relied on me to walk and feed their pets. I have summer off so I have plenty of time during the day to care for your pets. Weekends I can be pretty flexible, week nights are depending. I have a standard goldendoodle. She is very loving to me and high energy. She is crated when she is home alone. I have a lead in the back yard she can run around

About: I am at responsible Pet Lover who puts the needs of pets first. I love to spend time with pets, dog walk, do basic grooming, and I am very attentive when a pet is in my care. I have had pets of my own. I have 1 cat now, who prefers to stay at home. I have experience with all many types and breeds of dogs. I also have experience with pets of all ages, including pets with special needs or medical issues. I do have a couple of per diem home care jobs. My hours are sporadic, but never long shifts (5 hours or less). I have prior engagements for an hour each Sunday-Tuesday nights. I always make sure that the pet is fed and walked before leaving the house. I am very attentive to the needs of a pet. I make sure that they are well taken care of. I spend as much time with them as possible. I am able to feed a pet twice a day, walk them twice to three times a day, have time for play, basic grooming, and other activities.

About: I’m a volunteer for Guiding Eyes for the Blind and help train service animals. I’ve worked with all ages of dogs and get to know each of them for who they really are. I’ve worked with 8 week old puppies and 10 year old dogs too! I’m currently working part time so I have plenty time to walk and watch over pups! I’m pretty active so I love to go on adventures and play around! I have a semi fenced in yard and 3 playful dogs! My personal pets aren’t crated but I have plenty of experience housing pups that are! I have a spacious backyard for lots of running and playing too!

“Danielle is a caring responsible animal lover. I am very comfortable with her coming into my home to care for my pets. Even when Danielle faces a challanging situation, she comes up with creative solutions to make sure the pets receive their care.”


About: My name is Jess! Thank you for stopping by! ☺️ I’m 27 and work from home in Adams, MA. I have a fairly flexible schedule and am a classic Berkshire native. I have been a pet owner and lover my entire life! My boyfriend and I currently have a black cat named Binx, who is the love of our lives. My family has two havanese pups, that Are in their golden years. We were pervious owners of a chocolate lab and poodle mix. I spent a good portion of my life around German Shepard’s and cats! I will care for your pets just as you would and am happy to provide in home care in their own space to provide the best comfort. I am confident in handling all types of breds and needs of pets. I’ve been an experienced dog sitter for over 10 years! Please consider me for your pets next walk, meal, or sleepover! I currently work from home full time! I prefer to chat to see if the conditions work for both myself and the pets! Always open to questions/concerns/inquiries! My message box is always open. I prefer to care for pets just as you would! I love to understand their current routine and try to keep things as normal as possible for them to prevent anxieties.

About: I’ve interned at my local vet clinic for two years now and have recently moved to a paid position as an assistant! through this internship i have not only learned substantial knowledge regarding pet care, such as how to most effectively administer medications, but also discovered my love for pet sitting, as i have become one of the veterinarian’s permanent pet sitter! i also plan to go to vet school after i earn my bachelors degree! i am currently working various part time jobs, so i will need at least two weeks notice for a majority of the services i provide. i will try my best to arrange my schedule for your convenience! i’ll treat your furry family like my own! i come with treats ready (with permission of course) and never leave without a game of fetch or whatever else your babies might enjoy! they’ll definitely be the highlight of my day, so i’ll try to be there’s too!

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

About: In our home, your pet will almost never be alone- someone is home nearly all the time. In your home, Danielle will be the primary pet sitter, with Charles available as “backup” for any necessary extra visits or schedule shuffles. Danielle has been an animal lover her entire life. She began caring for animals by walking neighborhood dogs when she was 10. 30 years later, she’s an experienced pet owner and the family regularly pet sits for dogs, cats, and chickens. Pets have become a true family affair; we train and dote on our pets as a team ensuring their physical, mental and emotional needs are constantly met. We believe in creating a safe, loving environment where pets live their best lives. In our home- your dog(s) will get outside to play, walk and/or potty every 2-3 hours during the day. Puppies get extra breaks at night. In your home, we’re available before 8 am and after 2:30 pm every day. We are available to stay overnight if needed. On weekends and holidays, we are available all day. In our home- your dog(s) will get outside to play, walk and/or potty every 2-3 hours during the day. Puppies get extra breaks at night. We have many acres to walk and play, and are experienced with all life stages. We will follow your dog’s schedule, and your dog(s) would never go more than 3-4 hours without getting outside. In your home, we let your schedule and habits be our guide!


About: I have raised 3 dogs from puppy through adulthood with great love and attention. Looking forward to helping others with their beloved pets! Our home is heaven for any dog or cat. My wife and I both work from home so we're always around to provide attention, playtime, walks, feedings, grooming, etc. Our dog Moreno is super friendly and agreeable with other dogs and cats. Our son loves them too! Multiple walks a day, leashed or off depending on the dog. Gated porch for fresh air time. Dog beds, toys, lots of space for people and pets!

About: Hi. I have been working with and training dogs for over 30 years. I am a Positive Reinforcement Trainer. I love all breeds and ages of dogs and belive that all interactions with dogs are training moments. I am an A.K.C. Certified Canine Good Citizen Trainer/ Evaluator. I am also certified in Dog and Cat CPR and First Aid. Cats, and other small animals are not out of my comfort zone. I am a full time dog trainer. I love being outside year-round. Hikes on the trail, a paddle around the lake, or a stroll around town with your pup is my ideal day off. I can feed and play with your pets while you are away. I live in a small comfortable apartment, in a rural area. An overnight would be like home away from home for your furry friends. If a drop in visit is all you need, I'd be happy to provide some mid day attention to your cat or dog.

“I can’t recommend Bella enough! From the moment I met her, I knew my pups were in great hands. She took the time to get to know my dogs and their routines, which made me feel so at ease. Throughout my time away, Bella sent me daily updates and adorable photos of my pups playing and enjoying their time. Each picture captured their happiness—tails wagging and big smiles! It was such a relief to see them so content and well cared for. She truly went above and beyond, providing not just care but also love and attention. I will definitely be booking Bella again for future trips. If you’re looking for someone reliable and caring, look no further!”

Loving pet sitters in your neighborhood
Search Results


Deborah F.
Star Sitter


“Deborah was 100% reliable, punctual, sent feedback with photos every time, and went out of her way to help us. I would use her again and again. I highly recommend Deborah to everyone.”


McKenna P.
Star Sitter


“McKenna was kind and professional - our little guy can be a little anxious and by the time we returned, they had become best buds. Definitely will book with her again!”


Sarah E.Star Sitter

“Sarah was great! Super communicative and conscientious. I highly recommend Sarah for your pet sitting needs. She took great care of my little fella.”


Michelle G.Star Sitter

“Michelle is an excellent pet sitter. She sent lots of pictures and a few videos, which kept me at ease knowing my fur baby was well taken care of while I was away. 100% recommend Michelle and will book her services in the future.”


Suzanne R.

“Suzanne was great! Despite the cold and icy weather She visited my house once a day to feed my two cats and exchange the water for my chickens. She sent me multiple photos each day which was very reassuring while I was away. I would recommend Suzanne!”


Amanda S.Star Sitter

“Amanda was great with my dogs and helped me out tremendously so I could go on vacation. She was very friendly and provided updates and communication promptly and often!”


Iris F.Star Sitter

“I booked Iris to walk my Sukie while I was on vacation in Western Massachusetts and attending a music festival. Iris took great care of Sukie while I was away and was a great communicator. I would highly recommend Iris!”


Alyson V.

“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!!”


Aubrey H.

“Aubrey took great care of my 3 cats while I was away for a week. I'll certainly turn to her first the next time I need some catsitting.”


Megan L.
“Megan is the best dog mom! I would trust her with my dog, and I don’t trust him with many people. She is responsible and caring. I would absolutely recommend her to anyone looking for a dog walker.”


Heather C.
About: I am at responsible Pet Lover who puts the needs of pets first. I love to spend time with pets, dog walk, do basic grooming, and I am very attentive when a pet is in my care. I have had pets of my own. I have 1 cat now, who prefers to stay at home. I have experience with all many types and breeds of dogs. I also have experience with pets of all ages, including pets with special needs or medical issues. I do have a couple of per diem home care jobs. My hours are sporadic, but never long shifts (5 hours or less). I have prior engagements for an hour each Sunday-Tuesday nights. I always make sure that the pet is fed and walked before leaving the house. I am very attentive to the needs of a pet. I make sure that they are well taken care of. I spend as much time with them as possible. I am able to feed a pet twice a day, walk them twice to three times a day, have time for play, basic grooming, and other activities.


Marlee C.
About: I’m a volunteer for Guiding Eyes for the Blind and help train service animals. I’ve worked with all ages of dogs and get to know each of them for who they really are. I’ve worked with 8 week old puppies and 10 year old dogs too! I’m currently working part time so I have plenty time to walk and watch over pups! I’m pretty active so I love to go on adventures and play around! I have a semi fenced in yard and 3 playful dogs! My personal pets aren’t crated but I have plenty of experience housing pups that are! I have a spacious backyard for lots of running and playing too!


Danielle P.


“Danielle is a caring responsible animal lover. I am very comfortable with her coming into my home to care for my pets. Even when Danielle faces a challanging situation, she comes up with creative solutions to make sure the pets receive their care.”


Jessie L.
“Jessie was amazing...took such loving care of our 18 year old dog while we were vacationing. Very patient, conscientious, trustworthy and reliable. We highly recommend.”


Rita M.
About: I’ve interned at my local vet clinic for two years now and have recently moved to a paid position as an assistant! through this internship i have not only learned substantial knowledge regarding pet care, such as how to most effectively administer medications, but also discovered my love for pet sitting, as i have become one of the veterinarian’s permanent pet sitter! i also plan to go to vet school after i earn my bachelors degree! i am currently working various part time jobs, so i will need at least two weeks notice for a majority of the services i provide. i will try my best to arrange my schedule for your convenience! i’ll treat your furry family like my own! i come with treats ready (with permission of course) and never leave without a game of fetch or whatever else your babies might enjoy! they’ll definitely be the highlight of my day, so i’ll try to be there’s too!


Christina D.
“Christina is an amazing, delightful and joyful person who carries that over to the pets she takes care of. She is excellent with dogs and always makes sure they have a great, fun and attentive experience with her, as if they were her own! I highly recommend Christina, she is very dependable, safe, and incredibly caring, If you are looking for a great individual to walk your dog who has a lot of fun doing it, then Christina is the person for the job!”


Danielle & Charles T.
About: In our home, your pet will almost never be alone- someone is home nearly all the time. In your home, Danielle will be the primary pet sitter, with Charles available as “backup” for any necessary extra visits or schedule shuffles. Danielle has been an animal lover her entire life. She began caring for animals by walking neighborhood dogs when she was 10. 30 years later, she’s an experienced pet owner and the family regularly pet sits for dogs, cats, and chickens. Pets have become a true family affair; we train and dote on our pets as a team ensuring their physical, mental and emotional needs are constantly met. We believe in creating a safe, loving environment where pets live their best lives. In our home- your dog(s) will get outside to play, walk and/or potty every 2-3 hours during the day. Puppies get extra breaks at night. In your home, we’re available before 8 am and after 2:30 pm every day. We are available to stay overnight if needed. On weekends and holidays, we are available all day. In our home- your dog(s) will get outside to play, walk and/or potty every 2-3 hours during the day. Puppies get extra breaks at night. We have many acres to walk and play, and are experienced with all life stages. We will follow your dog’s schedule, and your dog(s) would never go more than 3-4 hours without getting outside. In your home, we let your schedule and habits be our guide!




Ivan O.
“Alex Olchowski demonstrates exceptional ability in animal care, a dog lover and displays utmost responsibility, making him a highly recommended individual for dog care services.”


Heather M.
“Heather has been amazing. My dog and I have learned so much. If it wasn’t for Heather I wouldn’t be receiving the support I need from my dog chief. Because of Heather my dog is learning to be a very polite puppy. I would recommend Heather to any dog lover like myself. Not only do I think Heather is amazing, my dog, chief, loves her too”


Bella G.
Star Sitter


“I can’t recommend Bella enough! From the moment I met her, I knew my pups were in great hands. She took the time to get to know my dogs and their routines, which made me feel so at ease. Throughout my time away, Bella sent me daily updates and adorable photos of my pups playing and enjoying their time. Each picture captured their happiness—tails wagging and big smiles! It was such a relief to see them so content and well cared for. She truly went above and beyond, providing not just care but also love and attention. I will definitely be booking Bella again for future trips. If you’re looking for someone reliable and caring, look no further!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 Cherry Plain is $24
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 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 Cherry Plain average 8 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 Cherry Plain on Rover as of Jul 2025 was about $24 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.
As of Jul 2025, there are 121 pet sitters in Cherry Plain. 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, 86% of Cherry Plain pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 8 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 Cherry Plain.
Rover makes it easy to find Cherry Plain 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 121 pet sitters in Cherry Plain 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.
