Dog Walkers in West Stockbridge, MA

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Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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1. Emma K.

Star Sitter
Unleashing Quality Pet Care
Pittsfield, MA, 01201
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
22 reviews
13 repeat clients
Profile image

Emma is walking my dog several times a week & she is wonderful! My dog Gigi is usually timid with new people but went to Emma immediately & stood up on her for kisses & pets, so Emma is obviously a dog person. She’s also very reliable & I highly recommend!

Availability updated 5 days ago
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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2. McKenna P.

Rover 101
Star Sitter
Avid Dog Lover and Sitter
Lenox, MA, 01240
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5.0 out of 5 stars
319 reviews
124 repeat clients
Profile image

You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!

Availability updated 62 days ago
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
from
$15
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients

Caitlin is wonderful. She has been taking care of our very shy rescue for over a year any time we go away. Caitlin has watched the pup for anywhere from a night to up to 3 weeks. She is wonderful with our dog and also extremely reliable and responsive. I trust her to take care of my fur baby and also to hold down the fort at our house. We're lucky to have Caitlin around.

Availability updated 4 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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4. Amanda S.

Star Sitter
Dogs, Cats and Chicks!
Pittsfield, MA, 01201
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
Profile image

On time, Bailey was well taken care of, prompt communication.

Availability updated 11 days ago
Sitter Profile Image: Connie R.
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Sitter Profile Image: Connie R.
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5. Connie R.

Caring for a pet is a blessing! I
Pittsfield, MA, 01201
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
1 repeat client

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Availability updated 68 days ago
Sitter Profile Image: Daniella S.
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Sitter Profile Image: Daniella S.
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6. Daniella S.

Passionate animal lover!
Pittsfield, MA, 01201
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
Profile image

She was pleasant and communicated when needed. We appreciated her help and will reach out to her again in the future.

Availability updated yesterday
Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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7. Keri H.

Rover 101
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
5.0 out of 5 stars
36 reviews
13 repeat clients
Profile image

My dog LOVES Keri! I felt very comfortable leaving my pup in her hands, and even loved the pictures she sent! Will definitely book her again :)

Availability updated today
Sitter Profile Image: Alister A.
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Sitter Profile Image: Alister A.
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8. Alister A.

Caring and trustworthy dog lover
Spencertown, NY, 12165
6.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per walk
5.0 out of 5 stars
51 reviews
20 repeat clients
Profile image

We are truly lucky to have found Alster. Our princess is nothing less than a spoiled girl and because we both work Leaving her with another person sounded like a nightmare but not with Alster. He is reliable, flexible, caring and professional. Maggie loves him and we are happy that she is enjoying such great care with him.

Availability updated 6 days ago
Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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9. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
9.0 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5.0 out of 5 stars
4 reviews
1 repeat client

Emily is an amazing dog sitter! She fully understands the details that come with caring for a pet, and you can just tell that she adores animals. She was kind and compassionate with my dog and very flexible with scheduling, and my dog loved her. She even sent pictures periodically. Would highly recommend Emily!

Availability updated 5 months ago
Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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10. Robert W.

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

Robert and McGee seemed to do very well today for their 1st walk/visit. I appreciate Robert’s being so diligent and caring for McGee. I would like to continue with Robert and I hope he enjoyed McGee‼️

Availability updated today
Sitter Profile Image: Lucy C.
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Sitter Profile Image: Lucy C.
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11. Lucy C.

Flexible Schedule, Cats and Dogs
Great Barrington, MA, 01230
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
2 reviews

I am delighted to have Lucy‘s help caring for my cat Angel. Lucy is reliable, respectful of my home, and is consistently gentle and loving with him. It is very apparent that every time Lucy visits Angel, when I return home, his calmness is the proof he’s been loved up. .

Availability updated 13 days ago
Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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12. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
10.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
13 reviews
11 repeat clients
Profile image

Janet was wonderful

Availability updated over 1 year ago
Sitter Profile Image: Bailey Y.
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Sitter Profile Image: Bailey Y.
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13. Bailey Y.

Fig & Honey Horse Care for Pets!
Pittsfield, MA, 01201
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
1 review

I couldn’t ask for a better dog walker and caregiver! Bailey is incredibly kind, knowledgeable, and responsible, always showing up on time and treating my dog with the utmost care. Their love for animals is evident in the way they handle every walk, ensuring my pup gets the exercise, attention, and affection they need. I trust them completely and highly recommend their services to anyone looking for a reliable and caring pet caregiver!

Availability updated 12 days ago
Sitter Profile Image: Ivan O.
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Sitter Profile Image: Ivan O.
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14. Ivan O.

Peaceful farmhouse on quiet road!
New Lebanon, NY, 12125
9.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
3 reviews

Alex Olchowski demonstrates exceptional ability in animal care, a dog lover and displays utmost responsibility, making him a highly recommended individual for dog care services.

Availability updated 3 months ago
Sitter Profile Image: Sally M.
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Sitter Profile Image: Sally M.
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15. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per walk
5.0 out of 5 stars
38 reviews
10 repeat clients

Sally is a total dog magnet! She is and has always been an animal lover, and they are truly drawn to her. She has provided our dogs with such tender loving care over the years, so much so that they perk up even when we mention her name! Sally is kind, loving, caring, compassionate and professional, sincerely the perfect human to be caring for dogs.

Availability updated 7 days ago
Sitter Profile Image: Maggie T.
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Sitter Profile Image: Maggie T.
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16. Maggie T.

You love dogs? Me too!
Lenox, MA, 01240
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
Profile image

Maggie is a super good communicator and reliable. I would recommend her to anyone needing a walk for their pooch!

Availability updated 57 days ago
Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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17. Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Sandra was excellent! Easy to communicate with and came on time for each walk. Highly recommend her!

Availability updated 47 days ago
Sitter Profile Image: Grace E.
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Sitter Profile Image: Grace E.
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18. Grace E.

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

I could not ask for a better companion while I am away from my furry friends! Grace is the most reliable, caring, and thoughtful dog sitter one could ever imagine. She continuously goes above and beyond for our pets. Now that she has moved away from our area, I want to encourage others to utilize her skillsets! She is just that good. 100% incredible human AND dog sitter. Thanks, Grace!

Availability updated 6 months ago
Sitter Profile Image: Caroline W.
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Sitter Profile Image: Caroline W.
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19. Caroline W.

Remote Grad Student Loves to Dogsit
Lenox, MA, 01240
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
3 reviews
Profile image

Great communication and was able to help me out in a pinch!

Availability updated 7 days ago
Sitter Profile Image: William M.
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Sitter Profile Image: William M.
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20. William M.

Typical pet lover
Richmond, MA, 01240
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
1 review

Will is the most responsible and caring pet lover. He has had dogs his whole life and has never met one that didn't love him!

Availability updated 72 days ago

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