Pet Sitting Great Barrington
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 17 pet parents in Great Barrington have booked pet sitting
Great Barrington, 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%.
“Sydney did a great job taking care of Maya, our 50 lb lab mix. She was very responsive during the booking process, arrived right on time, and sent pictures of their walk together. She is very friendly and personable as well as being reliable, we would happily book her again the next time we are in town.”
“What a joy to meet someone so genuinely devoted to taking care of my beloved beast! Mary Kate was wonderful—reliable, caring, and clearly passionate about dogs. She is trustworthy and a joy to work with. Highly recommend.”
“Makayla is so sweet with our dog - making sure he's having fun and getting all his needs met. She is timely and an excellent communicator which gives us great peace of mind. We highly recommend her!”
“McKenna has so much experience with dogs and understanding what they need. I am able to leave my dog with her and not worry at all. She is friendly, a good communicator and very punctual and detail oriented. My dog adores her!”
“Taylor was new to our two cats. Even though they were shy, she stayed to help them meet a new person. Taylor was very thoughtful to check the house for safety as well. I would definitely book Taylor again!”
About: I have been doing Rover on and off for years in various locations. I’m a pet lover and would be happy to treat your dogs and cats as if they are my own. I am very flexible with my schedule and basically have open availability. Happy to provide more specific information to see if this would be a fit. I can have well behaved dogs who like to play with other dogs at my house. My dog is very high energy! I have a fenced in yard.
“We were very happy to meet Andrew ! Our dog adored him as Andrew went out of his way to make him feel comfortable during his first visit. Andrew was very interested in learning everything about our fur baby, he asked important questions and he actively listened our recommendations. We can tell that Andrew loves his job, he is passionate about connecting with both, dogs and humans, and he wants to make his clients feel that they are leaving their pet in safe, warm, and caring hands. We look forward to continue working together!”
“Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!”
“Ashley was amazing! We were in constant communication, she sent a ton of pictures, and I could enjoy being away knowing my three kitties were well taken care of. There was inclement weather and she still found a way to get to my place and take care of my kitties. Thank you so much Ashley!!”
About: As a dog and cat owner myself, I’m happy to treat any pets as my own. I have two pets, an elder dog and a cat who both have unfortunately needed medication throughout the years, so I’m experienced in administering medicine to pets. I’ve also fostered dogs and cats with all types of different personalities, and love running along with dogs and cats alike. 😸🐶 I’m a college student and have finished all my classes for the semester, meaning I have plenty of time to help out with fur babies. I’m used to incorporating my own pets into my routine, so any pet schedule works with my own! I’ve fostered both dogs and cats before, so I’m experienced with crating and transporting dogs or cats. Whatever you need for your pets in your home I’m happy to offer!
“Keri was fantastic, and I am looking forward to rebooking with her. Highly professional, great communication, and lots of pet love. Also, she went above and beyond to help me out last minute.”
About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.
“Abigail was perfect taking care of our dogs when we were away for a week! She worked with my family on a schedule for morning, afternoon & evenings. Everything went smoothly and she was prompt on letting me know if anything changed!”
About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .
About: I’ve had dogs and cats in my life for 20+ years. Would love to care for yours now. I am physically fit and strong enough to walk large dogs. I work full time do am really only available for house sitting on Sundays(all day and night) and Monday mornings. I am though available for drop in visits or dog walking on other days. If you live local to me and your animal is ok to be left alone while i am at work then maybe I could watch your animal other days during the week. Happy to hang out with pets. Love taking dogs for walks!!! Giving medicine is not a problem. I am good with dogs and cats of all ages.
About: Growing up with my wonderful childhood dog led me to have a deep love for four legged friends! At 14, I began working as a dog grooming assistant... I can do all the basic pet grooming: bathing and drying, brushing, nail clipping, ear cleaning, and teeth brushing (just don't actually cut hair). Throughout my young adult life, I've had the privilege of living with my roommates animals. From playing with a shy shelter dog, to leash training with puppies, and cuddling with various temperamented dogs and cats. I enjoy the love and happiness that pets spread! I recently relocated to the Berkshires while on a journey of self love and discovery. Currently, I have open availability and I am able to take care of your pets on your schedule! I take extreme pride in keeping my own home cleanly and organized and I will always ensure to treat your home the same way. And when it comes to your furry friends, I will be your pup's new best friend for tail-wagging walks and cozy companionship!
The median cost per visit for pet sitting in Great Barrington is $25
Pet parents share their Rover experiences - Great Barrington
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Great Barrington
Select a filter and find qualifying sitters offering pet sitting.Sitters in Great Barrington average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Great Barrington
Frequently asked questions about Rover
The average cost for Pet Sitting in Great Barrington on Rover is $17.76 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 498 sitters on Rover offering Pet Sitting across Great Barrington. 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 Great Barrington 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 Great Barrington. On Rover:
- 98% of sitters can help with special care needs
- 98% 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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