Pet Sitting in West Stockbridge

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
0.7 mi. away
Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$20
per visit
Profile image

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
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit
Profile image

Maeve is amazing with my pup - remembering all his little quirks and needs. She's easy to communicate with, so kind, and attentive. Buster is always happy to see her!

Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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3. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$25
per visit
Profile image

Took good care of our fog

Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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4. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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5. Andrea L.

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

I care for the care of your pets
Pittsfield, MA, 01201
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
9 repeat clients
from
$30
per visit
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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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7. Jennifer M.

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

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$25
per visit
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Logan was great with our two pups. Very attentive and professional. They loved him.

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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9. Tetiana M.

I care for the dogs
Lenox, MA, 01240
6.0 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
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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: Janet C.
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Sitter Profile Image: Janet C.
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10. Janet C.

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

All good.

Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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11. Kai C.

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

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
7.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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13. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$30
per visit
Profile image

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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14. Robert W.

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

Once again, Robert was Excellent ‼️

Sitter Profile Image: Grace E.
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Sitter Profile Image: Grace E.
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15. Grace E.

Responsible, communicative
Lenox, MA, 01240
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$25
per visit

Grace is very responsible and on task in every aspect of her life and especially so in caring for dogs. She is active and fun and will bring the same care and attention to pets that she does to everyone she meets.

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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16. Chloe O.

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

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

Sitter Profile Image: Shayla H.
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Sitter Profile Image: Shayla H.
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17. Shayla H.

PAWSOME opportunities for your dog!
Lenox, MA, 01240
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
from
$25
per visit

Shayla is amazing! She came and picked Nala up and brought her on an amazing 3 mile hike. She made sure I was comfortable by sending me pictures and letting me know that Nala was ok. Very professional - and my pup came home very happy and exhausted! Highly recommended

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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18. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per visit
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Thank you for your help today. So grateful! ☺️

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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19. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 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: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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20. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
6.6 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
Profile image

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!

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Rover also offers other services in West Stockbridge:

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 West Stockbridge 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 West Stockbridge, 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 West Stockbridge pet sitters and avoid the kennel.
Drop-In Visits