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.

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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%.

1 / 1
Sitter Profile Image: Tania T.
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Tania T.
$18
total per visit
50 years of experience
Great Barrington, MA, 01230

About: Growing up on a farm , animals and pet care was a priority & joy to have in my life . I am a softspoken and empathetic Mom , already knowing how to put my children’s and pets needs in front of my own. I’m currently working part time ,which is flexible . I have mornings available for dog walking I am off on Tues ,Thurs ,and Sundays . My back yard is fenced in , and the neighborhood is great for dog walking . I am physically fit and strong for dog walking requirements .i have room for a crate in my home if needed

Sitter Profile Image: Scarlett R.
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Scarlett R.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Lee, MA, 01238

“Scarlette was super helpful with stopping in while I was out of the house for a few days. She came in, made sure my pups were fed, played with them, and updated me whenever needed. She was great!”

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Angela J.
Sitter Profile Image: Sydney R.
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Sydney R.
$45
total per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Sheffield, MA, 01257

“Sydney dropped in to help out with our sweet but cranky beagle mix, Sunny, and has been great about communication, flexibility and responsiveness. Sunny would give two rhumbs up, if she had any thumbs!”

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Richard K.
Sitter Profile Image: Danielle C.
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Danielle C.
$45
total per visit
4.8 out of 5 stars
• 10 reviews
1 repeat client
30 years of experience
Hillsdale, NY, 12529

“Thanks again Danielle for coming through with such short notice!!”

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Jeremy C.
Sitter Profile Image: Clara M.
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Clara M.
$50
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

“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!”

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Lisa
Sitter Profile Image: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“As always, our dogs were SUPER excited to see Kelly!”

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Eric L.
Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

“Lovely, high energy, reliable Dog Sitter! Looking forward to having Reymon again.”

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Elizabeth S.
Sitter Profile Image: Lydia A.
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Lydia A.
$23
total per visit
5 years of experience
Lanesborough, MA, 01237

About: I have had several wonderful experiences caring, walking and looking after dogs. I have several family members as well as family friends with furry friends that they have let me walk and look after while they are away. I love to play and sit in the yard as well as cuddle up spend time with my animals when we're not going for a walk. I don't have any dogs but I do have two lovely indoor cats at home which I make sure have their every need taken care. I do the same with any animals I am taking care of at the time because I know how important these dogs are to me and to the family that they are apart of! If treats or fun playful activities such as fetch are apart of these dog's lives then I love to partake as well! I work part time which leaves plenty of time to look after your pets! I take care of my kitties whenever I am home and leave plenty of toys for them to play with when I’m not home. I can walk and visit dogs and cats at your home or take in a cat at mine. I do have two cats of my own living with me.

Sitter Profile Image: Jeffrey S.
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Jeffrey S.
$62
total per visit
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

Sitter Profile Image: Katie O.
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Katie O.
$45
total per visit
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

Sitter Profile Image: Angelica R.
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Angelica R.
Star Sitter
$178
total per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

About: Hey there! My name is Angie! I’ve taken care of dogs for 7 years. I have a Standard F1B goldendoodle who is 4 years old, a Mini F1BB goldendoodle who is 3 years old and a Newfoundland who is 8 months old! I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I’m currently a nanny for a 2 year old baby. My schedule varies weekly so i do have alot of time on my hands throughout the week. I am available almost every weekend as well! I prefer sitting at clients home, with that being said i will be attentive outside and inside. I will make sure dogs are safe outside whether there’s a fence or just making sure they are safe and away from the road. I also would make sure they will not wonder off, attentive is my #1 priority. Making sure their safe in their home and not being mischievous is also a big priority for me and your furry babies!

Sitter Profile Image: Anna C.
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Anna C.
$28
total per visit
5.0 out of 5 stars
• 21 reviews
9 repeat clients
20 years of experience
East Longmeadow, MA, 01028

“Anna is absolutely amazing! I was so nervous to hire a “stranger” last minute for my trip but Anna made everything soooo stress free!!! She took perfect care of my pup, sent daily updates & was easily accessible via message! Anna is the best of the best!! ♥️♥️ so happy she is no longer a stranger !”

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Gianna H.
Sitter Profile Image: Mair H.
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Mair H.
$56
total per visit
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

“Mair took great care of our cats, Matilda and Chips, while we were out of town. They’re usually scared and will hide when company is over but Mair had them out and playing from her first visit. She was also great with sending updates, photos, and videos. She was fantastic and we’ll definitely book with her again when we’re next away!”

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Deirdre F.
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The median cost per visit for pet sitting in Great Barrington is $25

Pet parents share their Rover experiences - Great Barrington

1 / 1
5.0 out of 5 stars

Camille is a sweetheart- arrives in time, sends lots of pictures, and most importantly, my cat was very content!

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Jennifer B.
Drop-In Visits
1 / 1
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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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 Pet Sitting - Great Barrington

Frequently asked questions about Rover

The average cost of Pet Sitting in Great Barrington is $18 per visit as of October 2026. Most bookings cost between $0 and $25 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 481 sitters on Rover offering Pet Sitting across Great Barrington. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , 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:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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