Dog Walking in Winchester

Find a reliable dog walker to take your dog for one-off or regular walks

664 results for Dog Walking in Winchester, MA

Sitter Profile Image

Justin H.

(10)
5 repeat clients
from $12.00
per walk

Justin did an awesome job tiring out my pharaoh hound.

Sitter Profile Image

James T.

(101)
39 repeat clients
from $45.00
per walk

Dropping another review on here because James is the absolute best. He’s been walking my dog potato every week day for months. They get along so well. Potato is a happier dog thanks to him. James also sends the best walkie pics. I’ve been through many dog walkers on rover, but james goes above and beyond. He’s on time, he’s consistent, and I can tell he loves dogs. He lets you know when he see little changes like an itchy paw or out of sync routine. The peace of mind is worth every penny. Potato adores him and that’s what really matters.

Sitter Profile Image

Jade M.

(3)
from $19.00
per walk
Sitter Profile Image

Shawn V.

(137)
43 repeat clients
from $34.00
per walk

Shawn was amazing! She responded quickly to a last minute request and helped us out of a bind. She was professional, flexible and very kind. Will absolutely be reaching out again!

Sitter Profile Image

Angela R.

(126)
47 repeat clients
from $30.00
per walk

Our pup loves when Angela comes over! She is great with our energetic dog and our hectic schedule. Angela has great communication and has worked with our changing schedule.

Sitter Profile Image

Sanela F.

(27)
8 repeat clients
from $34.00
per walk

Sanela is absolutely great. From the moment she met my dog she was so kind, loving, caring, and passionate about taking care of animals. It was very obvious to me from the meet and greet that she absolutely loves animals. This is exactly what I’m looking for as a dog owner. I highly recommend her. I will continue to use her going forward for my pup.

Sitter Profile Image

Audrey B.

from $23.00
per walk
Sitter Profile Image

Cierra K.

(8)
5 repeat clients
from $28.00
per walk
Sitter Profile Image

Jacqueline A.

(28)
11 repeat clients
from $23.00
per walk

Easy to work with, and gave my puppy a fun, appropriately exhausting outing

Sitter Profile Image

Noila A.

(12)
3 repeat clients
from $28.00
per walk

Noila was very responsive and Tommy really enjoyed his walk. I’d recommend her

Sitter Profile Image

kathryne a.

(9)
3 repeat clients
from $28.00
per walk

Katie was excellent with our two senior whippets and they loved their walks with her! Highly recommend!

Sitter Profile Image

Alexandra S.

(15)
3 repeat clients
from $27.00
per walk

Zuli loves his time with Alex!

Sitter Profile Image

Hannah L.

(57)
21 repeat clients
from $34.00
per walk

Hannah has been great with my dog, Wilson! He’s an old man and needs a bit of extra love, and she’s done an awesome job taking care of him. She’s always very responsive and punctual, a very reliable dog walker. I definitely recommend her for any of your dog walking needs!

Sitter Profile Image

Katiana M.

(6)
1 repeat clients
from $23.00
per walk
Sitter Profile Image

Kimm & Kenn S.

(218)
110 repeat clients
from $36.00
per walk

Kimm came to meet my dog, Joy and I, and to take Joy for a walk. Joy loves to go on walks and when they came back, Joy layed down in the front yard and didn't want to come in! Kimm was very patient and kind with her. Kimm and Kenn will be walking Joy on days that I am working beginning May 3. We are looking forward to more walks!

Sitter Profile Image

Rebecca S.

(123)
59 repeat clients
from $39.00
per walk

Rebecca is absolutely awesome! She took fantastic care of my dog who is a quite a bit skittish around new people. I will certainly call her again for dog walking!

Sitter Profile Image

Cheryl R.

(556)
108 repeat clients
from $32.00
per walk

Cheryl is great! Very reliable, my dog absolutely loves her. Cheryl is efficient & does her job well. I am always happy to read through Cheryl’s note post walk, always makes me smile. Cheryl is a dog lover for sure. I’ve continued to rebook with her & am a happy Rover customer!

Sitter Profile Image

Rachel L.

(3)
1 repeat clients
from $22.00
per walk
Sitter Profile Image

Amy N.

from $17.00
per walk
Sitter Profile Image

Alma M.

(14)
5 repeat clients
from $40.00
per walk

Find Dog Walking in Winchester

Trusted and local dog walkers

Are you looking for Dog Walking in Winchester to take care of your beloved dog? You are in the right place! We currently have 664 experienced, loving and background-checked dog care specialists in Winchester. Our sitters offer a variety of pet services such as home dog boarding, dog walking and doggy daycare. Make an informed decision based on reviews, response rates and contact at least 3 approved Dog Walking professionals. Your dog will be delighted to be looked after by our loving dog sitters.