Pet Sitting in Winchendon

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Jordan Verified Background Check

If your dog wants to run, we run 😂

Wilton, NH, 03086

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jordan was fantastic with Murphy and made the experience extremely easy and comfortable. She is very responsive and personable. Her demeanor with dogs makes it… (more)"

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2. Jessica Verified Background Check

Experienced Vet Tech

Fitchburg, MA, 01420

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

"I’ve known Jessica for over 25 years. In that time, I’ve seen her love of all animals shine through in every aspect of her life from her personal life to her… (more)"

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3. Kathy Verified Enhanced Background Check

Quality care while you're not there

Swanzey, NH, 03446

House Sitting, Drop-In Visits, Dog Walking

"If you are looking for peace of mind while you are away, that is exactly what you will get when you leave your pet with Kathy. I have known Kathy for about ei… (more)"

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4. Becca Verified Enhanced Background CheckRover 101

Experienced Animal Caretaker

Orange, MA, 01364

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

"We were so pleased with Becca's care and attention to our cat Ginger. Ginger doesn't do well with being alone overnight and we were concerned, but after meetin… (more)"

5. Luiz Verified Background Check

we love animals, they're family too

Gardner, MA, 01440

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

"My dog stayed with them. They are a very Friendly people, great environment , They care for your dog as one of their own. Highly recommend !!! (more)"

6. Mary jo Verified Background Check

Love all Animas

Fitchburg, MA, 01420

House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is Mary jo. Im a local collage student. I grew up with animals of all sizes. I love animals and can’t wait to meet your 4 legged friend (… (more)

7. Kaylyn Verified Enhanced Background Check

Kaylyn & Kyle pet sitting/boarding

Athol, MA, 01331

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

About: Kaylyn and Kyle are experienced pet owners that are home full time with their home schooled children who love animals. We live on a dead end dirt ro… (more)

8. Jessica Verified Background Check

Active and caring animal lover

Jaffrey, NH, 03452

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I have had pets my entire life and have cared for a wide range of animals. As an athlete and runner, I am willing to take your dog on long wa… (more)

9. Stephanie Verified Background Check

Pet lover of all breeds!

Winchendon, MA, 01475

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

About: I have owned pets my whole life from little rodents to cats and dogs. I do not discriminate size or breed or even temperament. I love them all I live… (more)

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10. Lauren Verified Background Check

I’ll love your pet, as if my own!

Ashburnham, MA, 01430

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

"Lauren arrived on time and was wonderful with Trixie. I highly recommend her. (more)"

11. Susan Verified Background Check

Fur-Babies Need Love Too

Winchendon, MA, 01475

Drop-In Visits, Dog Walking

"Wonderful experience so far! Was able to accommodate last minute help, which was absolutely fantastic! Came 3 times, to take care of my wild 5 month old puppy!… (more)"

12. Lindsey-Marie Verified Background Check

I am your Fairy Dog Mother 🧚‍♀️

Ashburnham, MA, 01430

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

About: I keep a lovely woodland home where I welcome your friendly beast to play whilst you're away. I am highly sensitive to the emotional needs of animals… (more)

13. Gabriella Verified Background Check

Passionate Animal Lover

Jaffrey, NH, 03452

Drop-In Visits, Dog Walking

About: Hello, my name is Gabby! I’m a mom of one little boy, two dogs, and two cats. I am a huge animal lover, and can’t remember a time I haven’t been aro… (more)

14. Marissa Verified Background Check

Flexible and trustworthy sitter

Rindge, NH, 03461

House Sitting, Drop-In Visits, Dog Walking

"Marissa fed and took care of our 20 year old cat for five days while we were away. I got notifications when she arrived and left our house, a daily picture of… (more)"

15. Samantha Verified Background Check

Dog loving social worker

Rindge, NH, 03461

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Samantha is a very caring and loving dog lover/owner. She takes the time to make sure any dog gets the attention they need. She is very aware of her surroundin… (more)"

16. Cayla Verified Background Check

Animal lover for your furbabies!

Baldwinville, MA, 01436

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello, my name is Cayla and I have owned animals my entire life and love my furbabies with all my heart! I currently own two of my own puppies and tw… (more)

17. Hannah Verified Background CheckRover 101

Dog-Lover but sadly a non dog owner

Ashburnham, MA, 01430

House Sitting, Drop-In Visits, Dog Walking

About: 5 stars on Wag! And volunteer at BARCS. I’m a dog lover who would like to pet every dog I walk by and would love to help care for your dog. I wish I … (more)

18. Tabitha Verified Background Check

Love to take dogs on long walks

Winchendon, MA, 01475

House Sitting, Drop-In Visits, Dog Walking

About: I've been caring for pets (cats,dogs,bunnies,guinea pigs, etc) for about 6 years and watching dogs for 6 years, I have a big fenced in back yard with… (more)

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19. Nicole Verified Enhanced Background Check

Everything you need under one Woof!

Gardner, MA, 01440

Dog Boarding, Drop-In Visits, Doggy Day Care

"From childhood Nicole liked taking care of all animals. She then went along to college to earn a degree in animal science. She loves her fury friends and she i… (more)"

20. Victoria Verified Background Check

Lover of all furbabies big & small

Winchendon, MA, 01475

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

About: I managed a dog daycare/sleepover no-kennel business in Baton Rouge, Louisiana as well as in New Orleans, LA. I've owned dogs, cats, horses, and bi… (more)


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 Winchendon 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 Winchendon, 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 Winchendon pet sitters and avoid the kennel.