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
Julie G.
1.
Doggie Suite & Fenced in yard!Bellingham, MA, 02019
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Julie was fantastic caring for my two senior dogs. She kept me informed and connected to my girls with daily updates & pictures. I would definitely recommend Ju… (more)

from
$60
per night
Calendar Recently Updated
Michelle H.
I Love Every Dog Like it was My OwnDedham, MA, 02026
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Way overdue to write this, but Michelle stayed with my dog and cats for several days this summer while I was out of town and I was so impressed from the moment … (more)

from
$50
per night
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Kaly D.
3.
People call me a dog whisperer!Needham, MA, 02494
House Sitting, Drop-In Visits, Dog Walking

Kaly did a wonderful job taking care of Sadie while we were away. Sadie loved her immediately when we had our meet-and-greet. We received lots of pictures, and … (more)

from
$50
per night
Calendar Recently Updated
Jessica C.
YOUR PET'S NEW FAVORITE FRIEND!Bellingham, MA, 02019
House Sitting, Drop-In Visits, Dog Walking

Jessica did a fantastic job caring for our cat and dog. She brought her dog as well, and our dog loved having a playmate -- the cat not so much, but, in her de… (more)

from
$50
per night
Confirmed availability: Memorial day
Alexandra M.
Will take scenic pictures of ur dogMarlborough, MA, 01752
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alex had an instant connection with my pit mix. She is a very loving and responsible dog walker and my dog absolutely loves her. He would be so excited every vi… (more)

from
$90
per night
Confirmed availability: Memorial day
6.
Life Long Animal LoverWalpole, MA, 02081
House Sitting, Drop-In Visits, Dog Walking

Anna was wonderful, very responsive and caring. Sent many photos and kept in touch during my trip, always letting me know the pets were happy and well taken car… (more)

from
$60
per night
Confirmed availability: Memorial day
7.
Flexible and loving sitterFramingham, MA, 01702
House Sitting, Drop-In Visits, Dog Walking

Sarah is an amazing and caring individual. My dog looks forward to having Sarah walk and play with her each day we go off to work. She is also a huge asset wh… (more)

from
$140
per night
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8.
Trustworthy and always punctual!Framingham, MA, 01701
House Sitting, Drop-In Visits, Dog Walking

Hi! I highly recommend Lauren G as a dog sitter! She loves dogs, has great customer service skills and has sat for dogs in the past, both daily and for weeks at… (more)

from
$50
per night
Confirmed availability: Memorial day
Dogs are the best thing in lifeWellesley, MA, 02482
House Sitting

Kristen is a wonderful dog walker. She loves dogs and they enjoy her. She has been walking dogs in our neighborhood for years and is diligent, hardworking and… (more)

from
$35
per night
Confirmed availability: Memorial day
10.
Responsible dog owner / lover!Walpole, MA, 02081
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Erin has both pet sit and walked my dogs for the last 13 years and I can attest she is the best. She was amazing at taking care of my senior dog when we went o… (more)

from
$32
per night
Confirmed availability: Memorial day
Mature, reliable and fun!Bellingham, MA, 02019
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Aside from caring for friends, neighbors and family pets, I been exposed to all different types of behaviors through my 8 years of volunteering. I wi… (more)

from
$40
per night
Confirmed availability: Memorial day
12.
Cat-loving graduate studentWestborough, MA, 01581
House Sitting, Drop-In Visits

Chelsey was great with my cat! She was very attentive and kept me in the loop while I traveled to Europe. I left my fur baby in good hands, and helped ease my m… (more)

from
$40
per night
Confirmed availability: Memorial day
Do-It-All Dog Lover at Your ServiceFramingham, MA, 01702
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I can provide a fun structured space for your dog while you are away! I have experience with younger hyper dogs as well as the slower older dogs. I l… (more)

from
$40
per night
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14.
I Love your animals like my ownHolliston, MA, 01746
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gabby was very good with my 7 year old pup. Our dog is normally very timid and she was very comfortable when we left her to stay with Gabby. I would definitely … (more)

from
$60
per night
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15.
calling all the good boys!Milford, MA, 01757
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have experience taking care of my own dog for the past 6 years, as well as dog sitting and walking for friends and family. I am comfortable with an… (more)

from
$40
per night
16.
Experienced Vet TechMedfield, MA, 02052
House Sitting, Drop-In Visits, 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 to m… (more)

from
$45
per night
17.
I prefer animals over people!Framingham, MA, 01702
House Sitting, Drop-In Visits, Dog Walking

Lindsey is the BEST dog sitter. Our shepherd LOVES her. She attracts animals and it comes so natural to her! She’s responsible and sends pictures while she has … (more)

from
$70
per night
Confirmed availability: Memorial day
18.
Proud Dog Mama~Love for AllMedway, MA, 02053
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Laura was great with my Boxer, Sperry! She took wonderful care of him, stayed in touch and shared pictures and maintained communication about my plans and expec… (more)

from
$60
per night
Calendar Recently Updated
19.
Canine, be mine?Holliston, MA, 01746
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi, I'm Amber, and I am a dog lover through and through. I have always had dogs in my life and recently adopted one of my own, who has completely sto… (more)

from
$27
per night
Confirmed availability: Memorial day
Looking to let the pawz outMedway, MA, 02053
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I am very pleased to be writing a letter of recommendation on behalf of Thaislaine. She has been with us for a couple years in August it’ll make 3 years. It’s b… (more)

from
$30
per night

Rover also offers House Sitting in:


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.