House Sitting in Holliston

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
1. Julie Verified Enhanced Background CheckRover 101

Doggie Suite & Fenced in yard!

Bellingham, MA, 02019

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

"Julie did a great job watching our two dogs and one cat while we were in Florida for a week. She updated us with details and pictures daily, so we always kn... (more)"

2. Kathryn Verified Background Check

On leash/off leash hikes/adventures

Holliston, MA, 01746

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

"Kate is nothing short of AMAZING!!! Kate stayed at our house and took care of our dog and two cats while we were away for a week. We weren't quite sure th... (more)"

Confirmed availability
Thanksgiving
3. Hope Verified Background Check

Thoughtful care for your pet!

Natick, MA, 01760

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

"Hope accommodated us very last minute and was so nice to work with! She was very communicative and thoughtful, and we were so glad to have her stay with our ... (more)"

Calendar Recently Updated
4. Melissa Verified Background Check

I do it for my cats

Framingham, MA, 01702

House Sitting, Dog Walking

"Amazing. Awesome. Outstanding. It’s been hard to find reliable and mature sitters on Rover. Melissa is one amazing individual who actually cares about you ar... (more)"

Confirmed availability
This weekend
5. Ashley-Taylor Verified Background Check

A Cat Owner Who Misses Having A Dog

Milford, MA, 01757

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Ashley! I have been a dog owner/lover since I was 3 years old and my mom brought in a beautiful Golden Retriever from Golden Rescue. We the... (more)

Calendar Recently Updated
6. Tiffany Verified Background Check

Experienced Vet Tech

Medfield, MA, 02052

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

"Tiffany was wonderful! She immediately connected with Jaycee. She was very kind and caring. She was great in sending notes and pictures which was important t... (more)"

Confirmed availability
Thanksgiving
7. Jack Verified Background Check

Dog owner and Dog lover

Natick, MA, 01760

House Sitting, Drop-In Visits, Dog Walking

"Jack is a hard working and considerate individual. The kind way he treats his own dog and others is a testament to the services he will provide. You would be... (more)"

Confirmed availability
This weekend
8. Dori Verified Background Check

Your pets will never feel alone!

Hopkinton, MA, 01748

House Sitting, Drop-In Visits, Dog Walking

"Dori was an absolute god send with our black lab Maximus, he was entirely too much for my wife to handle and I worked very arduous hours. Some friends sugg... (more)"

9. Leah Verified Background Check

Here to help you and your pet!

Ashland, MA, 01721

House Sitting, Drop-In Visits, Dog Walking

"She’s great with Piper (more)"

Calendar Recently Updated
10. Kathryn Verified Background Check

Keeping Your Dog Happy at Home

Ashland, MA, 01721

House Sitting, Drop-In Visits

About: Hello! I'm Kathryn and I have one dog of my own (Rubi) who I love to pieces. Due to a semi-recent move, she's currently staying with my parents, wi... (more)

Calendar Recently Updated
11. Craig Verified Background Check

For The Love Of Dog!

MEDWAY, MA, 02053

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

About: Over six years of experience pet sitting all over the greater Los Angeles area - doing dog walks, play visits, and overnights for a large variety o... (more)

Confirmed availability
Thanksgiving
12. Amy Verified Enhanced Background Check

Love for animals of any kind!

Millis, MA, 02054

House Sitting, Drop-In Visits, Dog Walking

"Amy is always the one sitting on the floor with the dog! She is the first to have a leash in hand ready to take the pup for a walk. Our pup is always anxious... (more)"

Confirmed availability
Thanksgiving
13. Naomi Verified Background CheckRover 101

Walk, Play & Snuggle in Natick

Ashland, MA, 01721

House Sitting, Drop-In Visits, Dog Walking

"My husband and I were very fortunate that Naomi could stay with our dog while we were on vacation for a week. We have an older dog who is on daily medication... (more)"

Confirmed availability
Thanksgiving
14. Saskia Verified Enhanced Background Check

young-professional pet lover

Ashland, MA, 01721

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

"Best experience with a housesitter/dog sitter. Cannot recommend Saskia highly enough. I made a mistake when sending her written instructions and was out of t... (more)"

Calendar Recently Updated
15. Minerva Verified Background Check

Home full-time, love cats & dogs!

Holliston, MA, 01746

House Sitting, Drop-In Visits, Dog Walking

"Minerva did a wonderful job caring for our two dogs and fish! She kept us updated while we were away and her communication was always clear and timely. We... (more)"

Calendar Recently Updated
16. Brittney Verified Background Check

No kids just fur babies!

Holliston, MA, 01746

House Sitting, Drop-In Visits, Dog Walking

About: I am a dog mom to a 6 year old French Bulldog named Franklin and a “sister” to my parents 9 year old Bullmastiff! Needless to say I am experienced ... (more)

Confirmed availability
Thanksgiving
17. Eric Verified Enhanced Background Check

Reliable, safe, and FIT !

Holliston, MA, 01746

Dog Boarding, House Sitting, Dog Walking

About: Growing up with dogs in New Hampshire taught me that an active dog, is a well behaved dog. As a seasoned fitness professional, I understand anatomy... (more)

Calendar Recently Updated
18. Haylie Verified Background Check

Your best friend's new best friend!

Medway, MA, 02053

House Sitting, Drop-In Visits, Dog Walking

"Haylie was able to step in with very short notice when we had last minute plans and take care of our 2 dogs. She made the time to come and meet us first and ... (more)"

Confirmed availability
This weekend
19. Kiersten Verified Background Check

I just want to love your dogs!

Holliston, MA, 01746

House Sitting, Drop-In Visits, Dog Walking

About: I am a huge dog lover; I've never met a dog I didn't like! I have house, dog, and baby sat throughout college and before giving me about 8 years ex... (more)

Confirmed availability
Thanksgiving
20. Zachary Verified Enhanced Background Check

You gotta love are 4 legged friends

Holliston, MA, 01746

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

About: I will send updates ever 2 hours communication is key. I am willing to send videos of your furry friend playing and even resting. If there is a cer... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Holliston house sitting needs. On Rover, it's easy to find a loving dog sitter in Holliston who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Holliston house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Holliston for your dog — people who'll treat him like family.