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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.

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Devan

Teacher by day, pet lover always!!

Hopkinton, MA, 01748

Drop-In Visits, 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)

Confirmed availability
4th of July
2. Alexander

Experienced dog owner/walker

Medway, MA, 02053

House Sitting, Drop-In Visits, Dog Walking

"Alex has watched my pups several times over the years for extended periods of time and done a great job! He truly understands how to interpret the dog's ener... (more)"

Confirmed availability
4th of July
3. Hope

Love and care for your special pup

Natick, MA, 01760

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

"Hope has cared for three of my dogs over more than ten years. She is extremely reliable, observant, kind, and trustworthy. She has cared for the dogs both wh... (more)"

4. 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)"

5. Jenna

I will be active with your dog

Natick, MA, 01760

House Sitting, Drop-In Visits, Dog Walking

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)

6. Caroline

Will care for your dog like you do!

Sherborn, MA, 01770

House Sitting, Drop-In Visits, Dog Walking

"Caroline grew up with a very large, lovable Old English Sheepdog whom she has taken good care of when we have been away. She also loves to just "hang out" w... (more)"

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7. Mary Ann

Doggie Companion Wanted

Millis, MA, 02054

House Sitting, Drop-In Visits, Dog Walking

"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)"

Calendar Recently Updated
8. Nicole

Fenced yard and treated like family

Norfolk, MA, 02056

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

"She has a gift with dogs. Very loving and will smother your pet with affection. You could not choose a better sitter for your pet. (more)"

Confirmed availability
4th of July
9. 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)"

10. Madeleine

Friendly energetic dog enthusiast!

Medway, MA, 02053

House Sitting, Drop-In Visits, Dog Walking

"Madeleine is responsible, energetic, and has the sense of humor necessary to deal with anything our dogs can dish out. She is a real animal lover, will treat... (more)"

Calendar Recently Updated
11. Caroline

Personalized dog care for any breed

Holliston, MA, 01746

House Sitting, Drop-In Visits, Dog Walking

"Caroline has been our dog sitter for the last two years. She gets along great with our rather exuberant labradoodle, Peanut. Caroline and Peanut have a ... (more)"

12. Bliss

lover of all dogs-flexible schedule

Sherborn, MA, 01770

House Sitting, Drop-In Visits, Dog Walking

"Bliss has watched my Ziggy many times, and he is always excited to see her. By far, she is the best pet sitter I ever had. She always checks in with me daily... (more)"

Calendar Recently Updated
13. Jillian

Under My Woof or Yours

Medway, MA, 02053

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

"Jillian is absolutely fantastic! I can't say enough about how great our experience was. This was the first time we had a drop-in dog sitter and it was the be... (more)"

14. Adriana

Adriana's Doggie Care

Ashland, MA, 01721

House Sitting, Drop-In Visits, Dog Walking

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)

Confirmed availability
4th of July
15. Jaime

Experienced & Loving Dog Sitter!

Medway, MA, 02053

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

About: I am a teacher looking to fill my afternoons and summer vacations doing what I love most... playing with dogs! I have two of my own. Beast (8) and ... (more)

16. Ashley

My fur balls are my FAMILY!

Medway, MA, 02053

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

"Ashley is a fantastic person! She's watched my animals for over 5 years. She's very professional and truely cares about the animals needs. Would absolutely r... (more)"

Calendar Recently Updated
17. Megan

Lover of all dogs and lover walks!

Medway, MA, 02053

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

"Megan is very caring and loving towards dogs. She would treat any dog the way she treats hers which is in all the best ways possible and is very responsible. (more)"

Calendar Recently Updated
18. Alexandra

I will take scenic pictures of them

Ashland, MA, 01721

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

"Alexandra helped care for my cat while I was on vacation for a week and my cats fur was much shinier than when I last left. She brushed my cat every day, gav... (more)"

Confirmed availability
This weekend
19. Nicole

For the love of dogs

Ashland, MA, 01721

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

About: I have been an animal lover for as long as I can remember. I grew up with birds, cats, dogs, fish, hamsters, bunnies and more. I will be persueing ... (more)

20. 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)


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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.