Dog Walkers in Stockbridge, MA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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1. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
11.7 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
$20
per walk

Tiffany is professional, communicative, and responsive. I feel very comfortable with her taking care of my pup and I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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2. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
11.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$15
per walk

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.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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3. Andrea L.

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

Andrea was so, so wonderful taking care of my pup, even accommodating last minute changes when my travel changed. I absolutely recommend her for your pets!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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4. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
9.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$18
per walk

Teresa Diaz would most assuredly be a very responsible and caring pet caregiver. I have known Teresa for approximately 10 years when Teresa served as a foster parent for They Have The Right To Live Rescue. She was an excellent foster who helped save many dogs from euthanasia. The Rescue is extremely grateful to Teresa for all her years of dedication and support. The Rescue hopes to find other foster parents like Teresa.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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5. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$25
per walk

About: Calm, experienced, loving, empathic and conscientious - I am your dog’s next best friend 🩷 I’ve trained Australian Shepherd’s since I was 13, reaching amateur level junior competitions throughout high school. Today I have two rescue dogs of my own - a border collie mix and a beagle /chihuahua/pit mix (lots of energy). Because of my two dogs, I hike everyday. I love spending time outside in nature with animals, and will be sure to keep your pup happy and healthy! I am an organic vegetable farmer during the growing season (April-November) and work seasonal odd jobs and non profit work when I am in the off season. I have a lot of flexibility in my schedule and love to walk/hike/swim/adventure at all times of day and during any weather. In my house, pets rule. We have done agility, obedience and scent training with both dogs so I have a lot of tools in my toolbox to keep a dog busy and occupied.

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Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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6. Kai C.

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

Ashley is great, and takes great care of Luna! She has been super flexible and responds very quickly (my schedule is crazy). It is a great feeling knowing she is taking care of Luna while I am at work!

Confirmed availability: Memorial Day Weekend
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
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$20
per walk

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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8. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
11.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$16
per walk

Emily would certainly make a wonderful addition to your service. She is a loving, warm and caring individual! She has had pets,dogs and cats, most of her life. She takes very good care of them and considers them part her family. Do not hesitate to hire her as she would be a very responsible employee!

Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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9. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
12.5 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 walk

Dana is the best! Our pets love her, we love her, I trust her entirely going into my home. Highly recommend.

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
13.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
per walk

About: I’m a pre-veterinary college student with a love for all animals, but especially dogs! I’ve been dog sitting + walking for family and friends since I was 14, and have two dogs and a cat of my own. I really enjoy pet care, so I’m trying to gather a few more clients! I have 3 repeat clients that I’ve met through rover, and I’ve enjoyed having their pups as a constant in my life! It’s so special to be the part of the week that a dog looks forward to!! Booking a few weeks in advance is a good way to ensure I work around YOUR schedule! I take pride in caring for your pets like they are my own! As a dog owner myself, I understand the importance of not only respecting your dog’s boundaries, but also the rules you have for your dog! If you or your pet need to be accommodated in any way I’ll do my best to make it happen!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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11. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
12.3 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
$19
per walk

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

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Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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12. Robert W.

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

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‼️

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
6.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$22
per walk

Janet was wonderful

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Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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14. Colleen W.

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

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!

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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
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$25
per walk

Words to describe Grace: uber responsible, trustworthy, goes above and beyond, true dog lover, playful, great communicator and simply a lovely young woman who shows up in all areas of her life with a smile. Example: Grace has come to my house during the day, taken Lola (our cockapoo) out to pee and play and she always sends me a picture of Lola to let me know she has been to the house. I would trust Grace with any level of need: walks, overnights, and you know dogs know a good person when they smell one!! She’s the best.

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
4.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$28
per walk

Chloe was always quick to respond and kept me updated with pictures. She was fantastic with my energetic pup!

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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17. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$30
per walk

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: Renee F.
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Sitter Profile Image: Renee F.
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18. Renee F.

Caring, experienced animal lover!
Lee, MA, 01238
3.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$50
per walk

Renee had been fantastic! She returns messages quickly and communicates very clearly. Our dog is very happy when we get home after a walk with Renee!

Sitter Profile Image: Shayla H.
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Sitter Profile Image: Shayla H.
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19. Shayla H.

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

Appreciated the feedback and photos.

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
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$30
per walk

Andrew thank you for taking care of Gabo on my busiest day at work! Dave told me that when you arrived to our house, Gabo was excited and happy to see you! Licking you and going over you ! I appreciate the love that you share for my furry baby! Take care

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Stockbridge Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Stockbridge are rated on average 5 out of 5 stars based on 13 reviews.

Rover also offers Dog Walking in:

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When you use Rover to discover dog walking services in Stockbridge, MA, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes premium pet insurance, 24/7 support, and a reservation guarantee.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

Speaking of payment, the cost of dog walking in Stockbridge, MA may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

Need to find a dog walker near Stockbridge, MA? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Stockbridge walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Stockbridge, MA to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

In other words, when you use Rover to find Stockbridge dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Stockbridge, MA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

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