Pet Sitting & Drop In Visits in Winchendon, MA

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

1. Caroline

Furry Friend Philosopher

Townsend, MA, 01474

House Sitting, Drop-In Visits, Dog Walking

"Caroline is a responsible and loving caregiver. I first had Caroline watch my kitten, dog, and kitten. When Caroline first came in, my Pomeranian ran up to h... (more)"

2. Susan

Dog & Cat sitter

Winchendon, MA, 01475

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"The critters loved Susan. She even got crickets for my bearded dragon Frank. Now that I've found this service, I'm much more likely to have vacations away. I... (more)"

3. Dakota

Animal lover studying Vet Med!

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

"We could not have been happier with the care my dogs got while we went camping! Dakota was great and even tidied up while we were gone! Definitely will be co... (more)"

4. Makayla

This work is what I live for.

Fitchburg, MA, 01420

House Sitting, Drop-In Visits, Dog Walking

"MaKayla is a hard working, high energy and caring person. She cares for you're animal as much as you and has the energy to keep up with them too. (more)"

5. Christopher

Hey! I'm a nice dog guy.

Fitchburg, MA, 01420

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

"A few months ago I broke my leg and Chris offered to help out by walking my dog Captain. He showed up in the morning before he left for work and in the eveni... (more)"

6. Lura

LGBTQ-friendly, loving, & reliable!

Worcester, MA, 01604

House Sitting, Drop-In Visits, Dog Walking

"It wasn't until I had Lura come over and meet my pup that I was finally able to feel comfortable leaving my baby and going away with the family. Lura truely ... (more)"

7. Theresa

Dogs think I'm one of them

Lunenburg, MA, 01462

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

"I highly recommend Theresa for dog-sitting, She has always been an animal lover, especially dogs. She is very caring and has always been an advocate for anim... (more)"

8. Rachael

To make all dogs feel at their best

Gardner , MA, 01440

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

About: Growing up I have had animals of my own, I have one six year old lab of my own! Rondo he is my everything! I've been volunteering at an animal resc... (more)

9. Ashley

Ashley.21. 5 years experience :)

Templeton, MA, 01468

House Sitting, Drop-In Visits, Dog Walking

About: I currently work at a kennel in Orange, Ma. I have five years experience boarding, babysitting, walking, and administering medication to dogs as we... (more)

10. Sierra

Experienced Walker & Healer

Peterborough, NH, 03458

Drop-In Visits, Dog Walking

"Sierra watches and walks my dog ziggy. He is extremely energetic and alittle aggressive at times. Sierra is such a calming presence for him. Her immediate to... (more)"

11. Hannah

Dog-Lover, Enjoys walks

Winston-Salem, NC, 27106

House Sitting, Drop-In Visits, Dog Walking

About: I have always taken care of our family dogs. I always grew up with dog. Our family breed has been dachshunds. I have cared for larger breeds as ... (more)

12. Rachel

"you had me at woof"

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

About: Note: I currently live on campus about an hour away from my hometown and will be home for this upcoming summer. Looking to book any dates between m... (more)

13. Kellee

Teacher on Break! Looking to help!

LEOMINSTER, MA, 01453

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with dogs my whole life and truly enjoy being around man's best friend! I would love to have a dog of my own but as a single teacher I'm ... (more)

14. Maranda

A dog lover of all breeds!

Fitchburg , NH, 03071

Drop-In Visits, Dog Walking

About: I'm an avid dog lover all all breeds. I have more than ten years of experience with pet sitting, waking, and feeding. I have two dogs of my own tha... (more)

15. Jeannine

Making Tails Wag

Lunenburg, MA, 01462

House Sitting, Drop-In Visits, Dog Walking

About: I am a fun loving sitter that candidly wants to provide the best dog sitting. I am dedicated to providing you and your dog with love, care and res... (more)

16. Kasandra

Lifetime Owner & Lover of Dogs

leominster, MA, 01453

House Sitting, Drop-In Visits

About: From an early age I have always loved and owned dogs (big or small I love them all!) I am reliable, and have my own transportation. Whether your do... (more)

17. Mandy

Vet Tech of 10 years, dog lover

Bolton, MA, 01740

Drop-In Visits, Dog Walking

2 repeat clients

"Amanda was born to love dogs. She's my little sister and the only person I will ever be able to trust caring for my extreme escape artist, Hewi the hound dog... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.