Pet Sitting in Great Barrington

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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1. Heather H.

Retired, dog & cat loving mom
West Stockbridge, MA, 01266
9.8 mi. away
Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$20
per visit

She loves our cat very much and takes care of our cat very well, she is a very reliable person, we will ask her to continue taking care of our cat in the future。

Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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2. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit

Maeve was easy to schedule / plan with and took good care of our dog when we were away. Her check ins were prompt and left us at ease. Thanks again!

Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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3. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$20
per visit

Teresa has cared for many of her dogs and countless foster dogs for most of her years on this planet. She has deep knowledge about all things dog from puppy to end of life care. Her experience is hard to beat but the heart she puts into every dog in her care cannot be beat. Teresa is a beautiful person who many dogs have had the great fortunate to meet and love and be loved by her. You cannot go wrong if you choose to put your dog in Teresa’s care♥️ 🐕 ♥️

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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4. Andrea L.

I got you covered!
Great Barrington, MA, 01230
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$28
per visit

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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5. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
6 repeat clients
from
$29
per visit

Very timely and took good care of Luna

Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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6. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
17.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$30
per visit

Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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7. Tetiana M.

I care for the dogs
Lenox, MA, 01240
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per visit

Tetiana was so sweet to our Bardo and very communicative. She took care of him while we were away and he was recovering from hip surgery. Reliable and very loved by our pup! Would highly recommend

Sitter Profile Image: Tracy H.
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Sitter Profile Image: Tracy H.
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8. Tracy H.

Animal, life and nature lover
Sandisfield, MA, 01255
11.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
5 repeat clients
from
$25
per visit

I highly recommend Tracy! She’s popped in to care for my 2 pups (older 11 year old girl, and energetic 1 1/2 year old huge puppy). Tracy is really tuned in and easily gauges and provides individual attention to my two pets who’s needs are very diverse. Tracy is very responsible, competent and I trust my dogs are well cared for, my house is also safe. I trust her and super glad we found her!

Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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9. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$25
per visit

My dog loves Ashley! I'm so glad that shes available to let my dog have a bathroom break, some lunch and belly scritches or play time. I highly recommend Ashley to anyone.

Sitter Profile Image: Abigail H.
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Sitter Profile Image: Abigail H.
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10. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
8.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$25
per visit

Abigail was the perfect cat sitter. I was so nervous leaving my cats for so long but it turns out, I didn't have to worry at all. She came for a meet and greet, learned all their names, and followed every instruction during the entire two week period. I needed twice a day drop ins for one hour each. She stayed for the entire hour, played with the cats, fed them, pet them, cleaned food bowls, replaced water bowls and cleaned their litter. She took pictures of them every time and by the end, my cats were so comfortable with her. I would hundred percent recommend her if you want a sweet, caring sitter who you can rely on.

Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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11. Robert W.

I am full of pawsitivity
Lee, MA, 01238
9.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per visit

Once again, Robert was Excellent ‼️

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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12. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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13. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$16
per visit

All good.

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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14. Chloe O.

For the DOGaholics!
Lee, MA, 01238
9.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$25
per visit

Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!

Sitter Profile Image: Brandi D.
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Sitter Profile Image: Brandi D.
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15. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$30
per visit

Brandi took great care of my babies! She sent lots of photos and when we returned they looked happy and healthy, we will be requesting Brandi again :)

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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16. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per visit

Shelby was great with our pups. The check-ins and photos after each visit were wonderful as well. We hope to work with her again!

Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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17. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$30
per visit

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!

Sitter Profile Image: Olivia N.
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Sitter Profile Image: Olivia N.
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18. Olivia N.

animal lover is an understatement.
New Marlborough, MA, 01230
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
per visit

About: I’ve lived with animals for as long as I can remember. I understand that not all dogs and cats are the same some need more affection and attention than others, some need more exercise, certain diets etc. i’ve also had experience pet sitting in addition to caring for my own animals. I love all fur friends and feel that we need them just as much as they need us. I will care for your pet as my own and be sure that all of its needs are met. I will pay special attention to its needs and know how to handle emergency situations. I also have a car if transportation is needed. I am home for the time being and have plenty of free time, I work Mondays, Wednesdays and Fridays but it’s flexible where I can go to check on the dog during those times. I have a huge yard and live far from main roads so traffic safety will not be an issue, I also live quite spread out from other houses.

Sitter Profile Image: Teresa M.
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Sitter Profile Image: Teresa M.
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19. Teresa M.

Caring, loving, compassion .
Great Barrington, MA, 01230
0.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$30
per visit

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 .

Sitter Profile Image: Sean S.
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Sitter Profile Image: Sean S.
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20. Sean S.

I’ll love them just like you do!
Monterey, MA, 01245
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per visit

Sean did a wonderful job caring for my cat while I was away. He's responsable, responsive, and very affectionate with pets. Communication was great as well.

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Great Barrington Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Great Barrington are rated on average 5 out of 5 stars based on 8 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Great Barrington:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Great Barrington pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Great Barrington, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Great Barrington pet sitters and avoid the kennel.

Drop-In Visits