Pet Sitting & Drop In Visits in Holliston, MA

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

Confirmed Memorial day Availability
1. Gabby

Dogs are my favorite!

Framingham, MA, 01702

Drop-In Visits, Dog Walking

"Obi and Luna absolutely love gabby! She does great with them, shes been taking them on walks for the past couple of months! She always keeps me updated with ... (more)"

2. Becca

Caring, Experienced, Dog Lover

Medfield, MA, 02052

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Becca has taken care of our puppy twice for us and we couldn't be more thrilled to have found such an easy going, caring, and responsible dog lover to take c... (more)"

3. Devan

Teacher by day, pet lover always!!

Hopkinton, MA, 01748

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

About: I am a dog owner of a 12 year old yellow lab and he is the center of my world. I live in a ranch with a large yard and a lake for swimming. I live ... (more)

4. Rebecca

All about the quality of care

Medway, MA, 02053

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

"Rebecca has been watching my three dogs for over 5 years, it is such a great feeling to be able to travel and know my dogs are in such responsible and carin... (more)"

5. Alysa

All dog everything #woof

Framingham, MA, 01702

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Alysa for years, and one of the first and most important things I learned about her was her love for animals. She has three cats whom she adores a... (more)"

6. Angela

Active dog lover with fenced yard!

Milford, MA, 01757

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

10 repeat clients

"Angela was awesome. She arrived on time for each visit and took great care of our Pebbles. She even went above and beyond to make our dog comfortable during ... (more)"

7. Nicole

Dog Lover & Cat Enthusiast

Medfield, MA, 02052

House Sitting, Drop-In Visits, Dog Walking

"Nicole is such a great dog sitter/ walker. She truly loves dogs and gives them all of her attention. She enjoys playing with the dogs as much as they do! ... (more)"

8. Mary Ann

Doggie Companion Wanted

Millis, MA, 02054

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mary Ann is one of the most trustworthy and reliable people I know. Her love for animals and especially dogs is unmeasurable. I leave my dog Leo with her e... (more)"

9. Jenna

I will be active with your dog

Natick, MA, 01760

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: Hello my name is Jenna, I love being around all dogs. I have grown up with a dog in my house. I had a yellow lab at first named Ladyand when she pa... (more)

10. Allie

Never met a dog I didn't like

Milford, MA, 01757

Drop-In Visits, Dog Walking

"I would highly recommend Allie to care for your dog! She has 2 dogs herself and is a great dog mom. She is very attentive and cares about the well being of a... (more)"

11. Laura

Wicked Pawz Pet Care

Sherborn, MA, 01770

House Sitting, Drop-In Visits, Dog Walking

"Laura has been taking care of our dogs and cat for many years. She's trustworthy, flexible, and reliable. Always communicates with us. While away once our do... (more)"

12. Jillian

Under My Woof or Yours

Medway, MA, 02053

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

6 repeat clients

"Fantastic! I was so nervous having anyone take care of my two high energy Dobermans, but Jillian went above and beyond making me feel comfortable. My dogs to... (more)"

13. Erica

Outgoing, energetic dog lover!

Medway, MA, 02053

House Sitting, Drop-In Visits, Dog Walking

About: Hi, My name is Erica, I am an energetic, outgoing dog lover. I have walked my neighbors two golden retrievers for 10 years, from when they were ... (more)

14. Ashley

My fur balls are my FAMILY!

Medway, MA, 02053

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

"Ashley has been my best friend since I was 5. Ever since then I can remember she's always told me about her love for animals & giving them the best care ther... (more)"

15. Kirsty

Home Full time, love walking dogs!

Natick, MA, 01760

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

"Tony has a fabulous time with Cooper, Kirsty and her family! He always races up the drive way and waits impatiently for the door to open! Then he bounds in... (more)"

16. Kendall

I will play and run with your dog!

Medway, MA, 02053

House Sitting, Drop-In Visits, Dog Walking

About: If your dog is hyper and playful I will play with him/her until tired or if your dog is tired and sleepy I will sit and pet/cuddle. I have much exp... (more)

17. Lisa

Active Dog Walker and Pet Companion

Hopkinton, MA, 01748

Drop-In Visits, Dog Walking

"Lisa has been walking and caring for my rescue dog for over a year now. She is reliable, great with him, and always returns him to me exhausted and happy! He... (more)"

18. Andrea

Doggy Treehouse

Ashland, MA, 01721

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

9 repeat clients

About: Our spacious house was a happy home for our dog for over fifteen years (she's the beautiful beagle in our photos!). We considered her a family memb... (more)

19. Andrea

I love all dogs!

Holliston, MA, 01746

Drop-In Visits, Dog Walking

About: I have two whippet mixes that we rescued from Baypath. One is a six month old puppy Nova and the other is two years old Cookie Monster. I love taki... (more)

20. Michelle

For the Love of Dogs!!

Holliston, MA, 01746

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

1 repeat client

About: I am a dog lover and have owned dogs most of my life. I had two dachshunds who recently passed away from old age, one at the age of 13 and the oth... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Holliston pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Holliston, MA who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.