House Sitting Holliston

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 108
pet parents in Holliston have booked house sitting

Holliston, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Becki C.
Verified Background Check
Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
• 45 reviews
19 repeat clients
20 years of experience
Holliston, MA, 01746

“Becki did a great job taking care of Sonny and my house. Seeing Sonny feeling safe and comfortable while I was away allowed me to better enjoy my trip.”

Profile image
Joe D.
Sitter Profile Image: Julianna C.
Verified Enhanced Background Check
Julianna C.
Star Sitter
$123
total per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
10 years of experience
Framingham, MA, 01702

“Julianna took great care of our two dogs in our home for several nights. She was especially good with our skittish dog, taking things slow and moving at our nervous dog's pace. We also got plenty of pictures while we were away and came home to a clean house and two happy dogs.”

Profile image
Deirdre D.
Sitter Profile Image: Julie-Anne D.
Verified Enhanced Background Check
Julie-Anne D.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 58 reviews
15 repeat clients
10 years of experience
Framingham, MA, 01701

“Julie-Anne was great with our mini labradoodle! She took good care of him over the weekend and he was his happy and usual self when we got back. They got lots of walks in, she texted frequent updates and photos, and he had a great time. We're already looking forward to them staying together again!”

Profile image
Chris M.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
$73
total per night
5.0 out of 5 stars
• 60 reviews
30 repeat clients
10 years of experience
Milford, MA, 01757

“My dogs loved Anna so much that I think they were disappointed I came home. We have a complicated schedule (daycare for 1 dog with very specific hours) and medical needs (2 meds for the elderly gentleman) and Anna juggled it all for us. So appreciated!!!”

Profile image
Kaitlin H.
Sitter Profile Image: Nicholas C.
Verified Enhanced Background Check
Nicholas C.
$111
total per night
5.0 out of 5 stars
• 30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

“This was our first time with a pet sitter and we know our boy (labs - 85lbs and 70lbs) are a handful, but Nicholas did a great job! Both pups were tired and happy when we came back. Nicholas was very patient with them, sent us a bunch of pictures of the boys having a good time, was punctual and we would absolutely have Nicholas watch them again!”

Profile image
Alison B.
Sitter Profile Image: Joshua V.
Verified Enhanced Background Check
Joshua V.
$50
total per night
3 years of experience
Milford, MA, 01757

About: Animal care is a big part of my life — I have four pets including a pit-bull, two lab mixes and a cat of my own, plus a year of experience walking and house sitting dogs and cats through my partner's pet care business. I treat every pet like my own, and your animal's safety and comfort always come first. I have just recently left my full time teaching job, so I can now give my full time, attention and effort into your furry family I care for pets by sticking to their normal routine — feeding, water, and exercise on schedule. Since I don't watch dogs at my own home, visits happen at the client's house, whether that's a drop-in, walk, or house sitting. I do a quick safety check, send photo updates, and leave things just as I found them.

Sitter Profile Image: Carolyn F.
Verified Background Check
Carolyn F.
$250
total per night
4.9 out of 5 stars
• 90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

“Carolyn was an amazing sitter for Missy. We received lots of updates and it was clear Missy really appreciated Carolyn, when we got home she went back to snuggle with Carolyn! Thank you so much for taking care of our sweet girl!”

Profile image
Kerry W.
Sitter Profile Image: Salina B.
Verified Enhanced Background Check
Salina B.
$111
total per night
5.0 out of 5 stars
• 65 reviews
18 repeat clients
37 years of experience
Westwood, MA, 02090

“Salina was very responsive and kept us well informed of the happenings while we were away. She maintained and kept the house clean and tidy while making sure that our kitty was well cared for and felt like she had a companion with her during our absence. We will definitely be booking with Salina again!”

Profile image
Kirsten S.
Sitter Profile Image: Cassandra M.
Verified Enhanced Background Check
Cassandra M.
$84
total per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
8 years of experience
Bellingham, MA, 02019

“Cassie was great with our dogs and cats. She sent the greatest pictures of the pets, which made us smile! She was great to work with and we'll hire her again.”

Profile image
Maria G.
Sitter Profile Image: Lindsay D.
Verified Enhanced Background Check
Lindsay D.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“After using Rover for the past 6 years with multiple different overnight sitters for our doodle, we had our best experience ever with Lindsay. She is by far the most professional sitter we have ever had. She stayed for four nights, starting relatively early on day 1 and ending relatively late on day 5. We received updates in the mornings and at night along with photos and videos. When we got home, the sheets were washed and the best was made, the house was spotless, and our dog was happy and well cared for. I would highly recommend Lindsay.”

Profile image
Caroline B.
Sitter Profile Image: Cheryl M.
Verified Enhanced Background Check
Cheryl M.
$36
total per night
35 years of experience
Milford, MA, 01757

About: I have rescued 2 senior dogs in the past and understand their unique needs. One of my senior dogs and others I have cared for struggled with anxiety and required a quiet calm environment. I do work full time but am able to work from home at times or can check in through the day and adjust my schedule as needed. If I was caring for your pet in your home I would strive to maintain the schedule and routines that is most familiar to them. If your pet is in my home, it is a quiet calm environment with a fenced in yard that allows freedom to run and explore. I live in a quiet neighborhood perfect for taking walks.

Sitter Profile Image: Adam B.
Verified Enhanced Background Check
Adam B.
$139
total per night
5 years of experience
Framingham, MA, 01702

About: I’ve had dogs for a majority of my life. I specialize in dogs that pull, are reactive, or have trouble walking on a leash. I provide full-time pet care and dog walking services and am fully committed to delivering the highest standard of care for your animal. I am available as needed and consistently go the extra mile to ensure your pet’s well-being and comfort. I strive to provide the same level of care your pet receives at home. This includes following their established routine for meals, walks, and other daily needs as closely as possible

Sitter Profile Image: Cynthia C.
Verified Background Check
Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
• 224 reviews
87 repeat clients
15 years of experience
Boston, MA, 02119

“Thank you for coming through and taking care of our fur babies! She also brought packages on in while we were gone. She’s amazing and a great communicator.”

Profile image
Samaiah P.
Sitter Profile Image: Dana C.
Verified Enhanced Background Check
Dana C.
$89
total per night
15 years of experience
Milford, MA, 01757

About: I've spent more than 5 years as a licensed pet groomer, building strong relationships with dogs and their owners. I'm certified through the National Dog Groomers of America and skilled in full grooming, bathing, and nail care for all breeds. I take time to learn each dog's unique personality so they feel safe and comfortable in my care. Happy to provide house-sitting with the added benefit of professional grooming experience. I know that pet care needs don’t always follow a schedule, which is why I offer flexible availability, including weekends and holidays. I’m happy to consider last-minute requests whenever my schedule and travel distance allow. My goal is to make finding reliable care for your pets as easy and stress-free as possible! N/A to my household. More focused on home ownerships rules and in case of emergency I would have instructions to contact the owners veterinary clinic and depending on the situation I am certificated in K9 CPR.

Sitter Profile Image: Andrew T.
Verified Enhanced Background Check
Andrew T.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 183 reviews
59 repeat clients
15 years of experience
Medford, MA, 02155

“Andrew was great with our 80lb hound mix for three nights. He maintained Red's routine perfectly including brushing his teeth, which was very impressive. Highly recommend Andrew, we will definitely book him again.”

Profile image
Mahima P.
Sitter Profile Image: Marie S.
Verified Enhanced Background Check
Marie S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 45 reviews
14 repeat clients
50 years of experience
Smithfield, RI, 02917

“Marie was an excellent catsitter and housesitter. She was patient with our precious boy R2-D2 and left the house as she found it. She communicated well and responded to messages quickly. Marie is a great choice to care for your pet!”

Profile image
Matt J.
Sitter Profile Image: Leland B.
Verified Enhanced Background Check
Leland B.
$195
total per night
5.0 out of 5 stars
• 14 reviews
20 years of experience
Millis, MA, 02054

“I can’t even express how fortunate we are to have found Leland to care for our dogs! We ran into a bit of an emergency and he graciously housesat and cared for our 2 active dogs for an extended weekend with little notice. He kept us updated and reassured throughout the entire time away, sending us pictures and videos which kept our minds at ease knowing they were having a great time. Leland truly connected and bonded with our dogs immediately; he is such a kind and caring person and sitter! It was clear he treated our dogs as his own and we (and our pups) can’t wait for our next visit with him. 🤩”

Profile image
Shayna J.
Sitter Profile Image: Sara K.
Verified Enhanced Background Check
Sara K.
$45
total per night
4.6 out of 5 stars
• 10 reviews
6 repeat clients
9 years of experience
Wayland, MA, 01778

About: I have worked for the WAG! app for over a year now. I've always enjoyed caring for friends and neighbors pets when they were away from home. I've also always had at least 2 pets of my own. I'm currently taking the year off to go back to school. Since all of my courses are online, I am able to remain home each day to care for the animals in my care. I have a large yard that is partially fenced in with a very long run setup across the yard. I also live extremely close to walking trails and have private beach access.

Sitter Profile Image: Anna K.
Verified Enhanced Background Check
Anna K.
$95
total per night
5.0 out of 5 stars
• 57 reviews
22 repeat clients
15 years of experience
Norwood, MA, 02062

“Anna was wonderful with our 2 boys, Frank and Eddie. She communicated daily with many pictures which made being away so easy and stress free. It was easy to see from the pictures how happy they were during her stay at our house. Thank you for taking such great care of our boys!”

Profile image
Leslie O.
Sitter Profile Image: Tauryn D.
Verified Enhanced Background Check
Tauryn D.
$89
total per night
5.0 out of 5 stars
• 8 reviews
7 years of experience
Roslindale, Boston, MA, 02131

About: I am a medical student who loves pets! I grew up with dogs in my home and always have one around me if I can help it. Experience boarding and walking dogs of all ages and sizes. Great at giving necessary medications and caring for any needs that arise. I’ve walked for Wag previously. I’m currently studying full time, so I’ll be able to fit in dog walks and give lots of love and attention! We have a big backyard so potty breaks will happen often. The weekends almost always work unless I’m out of town. I have a fenced yard. Currently no other pets in the home, but furniture is dog friendly. I’ve raised dogs for 14 years of my life and regularly pet sit for friends and coworkers. From the miniature breeds to the breeds that weigh hundreds of pounds, I’m comfortable with them all.

1 / 1
View more

The median cost per night for house sitting in Holliston is $63

Pet parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Salina is an exceptionally qualified, experienced and talented pet and home sitter. She recently watched our two cats and home for 7 days while traveling out of state. We received updates and images multiple times daily and a spotless house with two very content kitties asking us when will Salina come back to visit and play.

Profile image
Michael L.
House Sitting
5.0 out of 5 stars

Riley is a fantastic dog sitter! We’d highly recommend her. Our dogs were so well taken care of and treated like part of the family.

Profile image
Danielle V.
House Sitting
5.0 out of 5 stars

Brenda was amazing and did a great job with my two pups. Would definitely book her again in the future😊

Profile image
Dorinda H.
House Sitting
5.0 out of 5 stars

Becki did a great job taking care of Sonny and my house. Seeing Sonny feeling safe and comfortable while I was away allowed me to better enjoy my trip.

Profile image
Joe D.
House Sitting
5.0 out of 5 stars

Carolyn did an amazing job with Russell! She made our trip to California stress free because we knew Russell was in good hands! Highly recommend using her!

Profile image
Marie T.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Holliston

Select a filter and find qualifying sitters offering house sitting.

Sitters in Holliston average 4
repeat house sitting clients

FAQs for House Sitting - Holliston

Frequently asked questions about Rover

The average cost of House Sitting in Holliston is $70 per night as of November 2026. Most bookings cost between $34 and $118 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 6,626 sitters on Rover offering House Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Holliston walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Holliston maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge