Dog Walkers in Windsor, MA

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1. Bryan

Dog lover with big farm

Averill Park, NY, 12018

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"I contacted Bryan at the last minute after my former arrangement bailed. He was quick to respond and easy to communicate with. His farm is about 30 minutes a... (more)"

Available this weekend
2. Kelsey

Home Full Time Pet Sitter

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Kelsey was great. We were staying nearby at Stockbridge and Kripalu and needed our big English Mastiff looked after for the evening. He had a perfect stay ... (more)"

3. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I was passing through the area and Kristin was very accommodating about fitting my dog into her home for the few hours in the afternoon and evening that I ne... (more)"

Available this weekend
4. Lydia

I'll go on adventures with your dog

Northampton, MA, 01060

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"I have never known anyone with as much love for man's best friend as Lydia. They show care for any dog as if it were their own! I wouldn't look for anyone el... (more)"

5. Katie

Friendly & dependable pet care!

North Adams, MA, 01247

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Katie was wonderful: easygoing, flexible, accommodating and considerate. She took first-rate care of our dog, Pip, and made our visit to Mass MoCa not only p... (more)"

6. Melani

Vet Student for Your Furry Friend

Williamstown, MA, 01267

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Melani was terrific. She was super accommodating on drop-offs and pick-ups, and our pup, River, took to her immediately. You can tell that she's an experienc... (more)"

7. Haeree

Day & Night Care - Vet Tech

Amherst, MA, 01002

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Haeree is awesome!! She is very attentive and loving of all animals. With the aspiration of becoming a veterinarian, there is no one better whom I would trus... (more)"

Available this weekend
8. Maria

I love playing outdoors w/dogs!

Hadley, MA, 01035

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I absolutely love animals, dogs especially. I have 12 years of experience in caring for dogs.I started by watching my neighbors Rhodesian Ridgeback... (more)

9. Adriana

Adriana's Doggie Care

North Amherst, Amherst, MA, 01002

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

About: Hi! I'm an animal lover missing the presence of four legged friends in my life while i'm at school. I love to play with dogs and cats and snuggle u... (more)

10. Katrin

Large fenced yard - walking trails!

Haydenville, MA, 01039

Dog Boarding, Doggy Day Care, Dog Walking

"Katrin is a caring conscientious person who loves and appreciates dogs. I would have complete confidence in her abilities as I have seen her in action on man... (more)"

11. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Danielle and I have been watching dogs forever. I am currently a manager at a local dog daycare and the citys muncipal animal shelter a... (more)

12. Devin

Trustworthy outdoor adventures

Hadley, MA, 01035

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had a special place in my heart for dogs ever since I can remember. My dogs Honey and Fritz were the first true friends I had as a child; I ... (more)

13. Nicole

Nicole's Doggie Resort

Wilmington, VT, 05363

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Nicole makes an excellent dog sitter. I having been using Nicole as my sitter for 5 years. She truly cares about your animals.. Nicole is very Loving. My... (more)"

14. Bethany

Big or small, I've done it all.

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: I was raised in a family that broke horses and trained dogs. I have worked at multiple doggie daycares, and am not intimidated by any dog ... or nu... (more)

15. Anna

Fun reliable duo for furry friends!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Anna and Sri are my go to dog walkers. They (more)"

16. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Great dog sitter! Melissa cared for our dog in her home for nearly two weeks and we were very pleased with the attention and care that she provided. She has ... (more)"

17. Desiree

Animals always come first! (;

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Desiree is one of the most passionate person when it comes to animals!! Especially dogs!! She will give them more than 100% attention and keep that tail wagg... (more)"

18. Silas

Fenced yard, home during the day

Florence, MA, 01062

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Silas is a true dog whisperer. He has such a big heart for all animals, especially dogs, and takes care of them all like they are his own. Our sweet Blue (ol... (more)"

19. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Ava is a dream with our boys! She made them so happy in our home and consistently kept in touch. Our pups were well cared for and so was our home. We are so ... (more)"

20. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

9 repeat clients

"Excellent care. Maya really loved her time with Ryan and especially with his dog, Willow! She was quite happy and tired when I got her home. (more)"

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Learn About Premier

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Windsor dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Windsor, MA. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.