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

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Sitter Profile Image: Deborah F.
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Deborah F.
Star Sitter
from
$26
per visit
5 out of 4.9 stars
76 reviews
27 repeat clients
45 years of experience
Bennington, VT, 05201

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.

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Christine S.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
324 reviews
128 repeat clients
8 years of experience
Lenox, MA, 01240

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!

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Cecilia L.
Sitter Profile Image: Sarah E.
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Sarah E.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
31 reviews
11 repeat clients
13 years of experience
Cheshire, MA, 01225

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

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Sarah K.
Sitter Profile Image: Michelle G.
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Michelle G.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
82 reviews
20 repeat clients
15 years of experience
Brunswick, NY, 12180

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.

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Patricia R.
Sitter Profile Image: Suzanne R.
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Suzanne R.
from
$20
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
30 years of experience
Averill Park, NY, 12018

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!

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Jenny M.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
32 reviews
13 repeat clients
25 years of experience
Pittsfield, MA, 01201

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!

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Angela J.
Sitter Profile Image: Iris F.
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Iris F.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
48 reviews
11 repeat clients
10 years of experience
North Adams, MA, 01247

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!

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Ann D.
Sitter Profile Image: Alyson V.
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Alyson V.
from
$20
per visit
5 out of 5.0 stars
16 reviews
9 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: Aubrey H.
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Aubrey H.
from
$28
per visit
5 out of 5.0 stars
10 reviews
6 repeat clients
21 years of experience
North Adams, MA, 01247

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.

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Emily B.
Sitter Profile Image: Megan L.
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Megan L.
from
$15
per visit
15 years of experience
East Schodack, NY, 12063

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

Sitter Profile Image: Heather C.
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Heather C.
from
$20
per visit
30 years of experience
Adams, MA, 01220

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.

Sitter Profile Image: Marlee C.
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Marlee C.
from
$15
per visit
2 years of experience
West Sand Lake, NY, 12196

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!

Sitter Profile Image: Danielle P.
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Danielle P.
from
$15
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
44 years of experience
Adams, MA, 01220

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.

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Cynthia T.
Sitter Profile Image: Jessie L.
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Jessie L.
from
$35
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients
17 years of experience
Adams, MA, 01220

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.

Sitter Profile Image: Rita M.
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Rita M.
from
$20
per visit
18 years of experience
North Adams, MA, 01247

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!

Sitter Profile Image: Christina D.
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Christina D.
from
$20
per visit
20 years of experience
Pittsfield, MA, 01201

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.

Sitter Profile Image: Danielle & Charles T.
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Danielle & Charles T.
from
$24
per visit
5 out of 5.0 stars
2 reviews
30 years of experience
Averill Park, NY, 12018

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!

Sitter Profile Image: Ivan O.
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Ivan O.
from
$25
per visit
5 out of 5.0 stars
5 reviews
20 years of experience
New Lebanon, NY, 12125

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!

Sitter Profile Image: Heather M.
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Heather M.
from
$20
per visit
30 years of experience
New Ashford, MA, 01237

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.

Sitter Profile Image: Bella G.
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Bella G.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

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!

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Bonnie V.
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Sitter Profile Image: Deborah F.
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Sitter Profile Image: Deborah F.
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Deborah F.
Rover 101
Star Sitter

Experienced, caring pet lover
Bennington, VT, 05201
19.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per visit
5 out of 4.9 stars
76 reviews
27 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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McKenna P.
Rover 101
Star Sitter

Avid Dog Lover and Sitter
Lenox, MA, 01240
16.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
324 reviews
128 repeat clients
Profile image

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!

Availability updated 49 days ago
Sitter Profile Image: Sarah E.
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Sitter Profile Image: Sarah E.
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Sarah E.
Star Sitter

Lover of cats and dogs alike!
Cheshire, MA, 01225
10.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
31 reviews
11 repeat clients
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Sarah was great! Super communicative and conscientious. I highly recommend Sarah for your pet sitting needs. She took great care of my little fella.

Availability updated 8 days ago
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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Michelle G.
Star Sitter

Furbaby watcher
Brunswick, NY, 12180
15.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
82 reviews
20 repeat clients
Profile image

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.

Availability updated 14 days ago
Sitter Profile Image: Suzanne R.
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Sitter Profile Image: Suzanne R.
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Suzanne R.

Compassionate care for your pet
Averill Park, NY, 12018
8.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
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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!

Availability updated 10 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter

Dogs, Cats and Chicks!
Pittsfield, MA, 01201
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
32 reviews
13 repeat clients
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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!

Availability updated 8 days ago
Sitter Profile Image: Iris F.
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Sitter Profile Image: Iris F.
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Iris F.
Star Sitter

Vet Tech student who loves Animals
North Adams, MA, 01247
14.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
48 reviews
11 repeat clients
Profile image

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!

Availability updated 19 days ago
Sitter Profile Image: Alyson V.
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Sitter Profile Image: Alyson V.
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Alyson V.

Flexible schedule, love walking
Dalton, MA, 01226
14.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
16 reviews
9 repeat clients
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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!!

Availability updated 37 days ago
Sitter Profile Image: Aubrey H.
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Sitter Profile Image: Aubrey H.
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Aubrey H.

Ready to Love your Fur Babies♥️
North Adams, MA, 01247
11.6 mi. away
Drop-In Visits, Dog Walking
from
$28
per visit
5 out of 5.0 stars
10 reviews
6 repeat clients
Profile image

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.

Availability updated over 1 year ago
Sitter Profile Image: Megan L.
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Sitter Profile Image: Megan L.
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Megan L.

Ready to Care for Your Furry Friend
East Schodack, NY, 12063
15.1 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
3 reviews

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.

Availability updated 10 days ago
Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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Heather C.

Responsible Pet Lover
Adams, MA, 01220
12.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
30 years of experience

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.

Availability updated 5 days ago
Sitter Profile Image: Marlee C.
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Sitter Profile Image: Marlee C.
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Marlee C.

Dog lover since the day i was born!
West Sand Lake, NY, 12196
12.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
2 years of experience

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!

Availability updated 25 days ago
Sitter Profile Image: Danielle P.
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Sitter Profile Image: Danielle P.
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Danielle P.
Rover 101

DOES ROVER NEED EXERCISE?
Adams, MA, 01220
12.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

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.

Availability updated 49 days ago
Sitter Profile Image: Jessie L.
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Sitter Profile Image: Jessie L.
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Jessie L.

Will care for your pets like you!
Adams, MA, 01220
12.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients

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.

Availability updated 7 days ago
Sitter Profile Image: Rita M.
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Sitter Profile Image: Rita M.
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Rita M.

i’ve always loved animals! ❤️
North Adams, MA, 01247
13.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
18 years of experience

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!

Availability updated 25 days ago
Sitter Profile Image: Christina D.
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Sitter Profile Image: Christina D.
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Christina D.

Zen & Zoomies Dog Walks
Pittsfield, MA, 01201
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
3 reviews

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!

Availability updated 6 days ago
Sitter Profile Image: Danielle & Charles T.
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Sitter Profile Image: Danielle & Charles T.
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Danielle & Charles T.

Treating your pets like family
Averill Park, NY, 12018
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
2 reviews

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!

Availability updated 16 days ago
Sitter Profile Image: Ivan O.
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Sitter Profile Image: Ivan O.
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Ivan O.

Peaceful farmhouse on quiet road!
New Lebanon, NY, 12125
10.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
5 reviews

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.

Availability updated yesterday
Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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Heather M.

Your dog pulls? Challenge Accepted!
New Ashford, MA, 01237
5.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
6 reviews

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

Availability updated 80 days ago
Sitter Profile Image: Bella G.
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Sitter Profile Image: Bella G.
Verified Enhanced Background Check

Bella G.
Rover 101
Star Sitter

Huge animal lover
lanesborough, MA, 01237
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

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!

Availability updated yesterday

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 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

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Frequently asked questions about Rover