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 16 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.”

“Taylor was delightful to deal with. She was prompt, professional and yet warm and friendly. She went the extra distance to clean up around my dog's bowl after meals and seemed very focused while still being engaging and playful with my 16 month old Maltese. I look forward to reaching out to her the next time I will be in her area. She's the kind of young woman who breeds confidence in me that my little one is in good hands! Highly recommend Taylor!”

“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 was very patient, kind, and thoughtful in caring for our two dogs. Especially one of our dogs she spent time going out of her way to build trust with her. We felt very comfortable trusting her to care of our dogs, highly recommend!”

“Clara was wonderful! If you’re looking for someone who is responsible and great with animals, then Clara is the right choice. We were away all day so Clara came by to walk and hang out with our very energetic yellow Labrador named Lulu. She did a great job and Lulu was nice and calm when we got back home! Thank you Clara!”

“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 fantastic in taking care of our cat. She also helped us with the mail and plants. We’ll definitely reach out to her again when we need a cat sitter. Highly recommended!”

“First time using Rover and I’m glad we went in this direction. Keri was a great local find and was patient with our request to come out to meet our two dogs prior to us being out of town. She provide notifications upon arrival and departure and sent us pictures each day. Thank you so much Keri, we’ll definitely call you in the coming weeks for our next trip.”

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️
“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!”

“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!”

The median cost per visit for pet sitting in Great Barrington is $25
Cat 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 September 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 September 2026, there are 485 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:
- 97% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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.









