Pet Sitting Holliston

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

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Over 144
pet parents in Holliston have booked pet sitting

Holliston, Find top rated pet sitting

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

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Sitter Profile Image: Keri M.
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Keri M.
Star Sitter
$32
total per visit
5.0 out of 5 stars
71 reviews
30 repeat clients
18 years of experience
Medway, MA, 02053

Keri was very responsive and made herself available around family obligations. She was timely, sweet and attentive ith my senior pups and my finicky Coco was even comfortable with her. Thank you Keri!

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Nan A.
Sitter Profile Image: Jessica G.
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Jessica G.
$23
total per visit
5.0 out of 5 stars
44 reviews
17 repeat clients
30 years of experience
Hopkinton, MA, 01748

This was our first time using a pet sitter for our elderly cats, and we were a bit nervous, but Jessica did a great job, everything we asked her to do. Our boys seemed to take to her right away and it was comforting for us to know that their needs were being met so that we could enjoy our trip. She sent pictures of both of them everyday and gave a nice report, letting us know how they were doing and what she had done in interacting with them. I would highly recommend Jessica and we will definitely use her again!

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Debra L.
Sitter Profile Image: Deirdre H.
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Deirdre H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
43 reviews
19 repeat clients
12 years of experience
Framingham, MA, 01702

I’m incredibly grateful to Deirdre for stepping in on such short notice to care for my 80 lb German Shepherd puppy. It was our first time using this service and I couldn’t have asked for a better experience. She was warm, professional, and attentive to my dog’s needs. Her thoughtful updates and excellent communication instantly put me at ease. I’m so happy to have found someone I can trust, and I look forward to reaching out to her for future visits!

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Nina N.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
55 reviews
21 repeat clients
6 years of experience
Dover, MA, 02030

Samantha was a wonderful cat-sitter. She took great care of our cats, and gave us real peace of mind that they were in good hands while we were away.

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Frank L.
Sitter Profile Image: Danya E.
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Danya E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
112 reviews
40 repeat clients
10 years of experience
Framingham, MA, 01702

Danya was terrific! She kept me updated with info and plenty of pictures and exquisitely handled care for 3 cats who had supplements and medications. They were in such great hands with her.

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Katherine K.
Sitter Profile Image: Kate S.
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Kate S.
$24
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Medway, MA, 02053

Our two kitties have the best time with Kate! She is always on board with anything we request when it comes to caring for our girls and is very communicative. Highly recommend her!

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Madelyn H.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
38 reviews
16 repeat clients
6 years of experience
Ashland, MA, 01721

Second time having Sarah watch Cedar over the holiday break! She's great with our timid cat and follows directions very well. I highly recommend Sarah!

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Majestia P.
Sitter Profile Image: Robert (Chip) D.
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Robert (Chip) D.
$28
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
50 years of experience
Holliston, MA, 01746

About: I grew up on a farm, and always cared for multiple dogs at the same time. My wife and I have had, or cared for dogs almost all our adult lives. I enjoy caring for dogs and spending time walking with them, playing with them, and just being with them. I recently retired, and my wife works from home, so we’re both here all day. I take daily walks, and spend a lot of time outdoors. I have a good-sized yard, live in a quiet neighborhood, and my property borders conservation land. I can easily accommodate a crate, dog bed, etc.

Sitter Profile Image: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$38
total per visit
5.0 out of 5 stars
213 reviews
112 repeat clients
15 years of experience
Medfield, MA, 02052

Such great service! Great with all three of our dogs and super communicative! Will be using again for sure!

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Samantha H.
Sitter Profile Image: Maanya L.
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Maanya L.
$17
total per visit
4.6 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Ashland, MA, 01721

Maanya was great! We have an older dog that take a good bit of care and she was so patient and communicative while we were away. Would recommend her to anyone!

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Caroline W.
Sitter Profile Image: Brenda S.
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Brenda S.
$25
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
35 years of experience
Medway, MA, 02053

Brenda was great! She was able to come last minute to check in and feed my cat and communicated the whole time. I felt comfortable being away knowing she was in such good hands!

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Jackie R.
Sitter Profile Image: Eliza G.
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Eliza G.
$17
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Medway, MA, 02053

About: I have done many dog and cat sitting jobs since I was 12, for multiple people in my neighborhood. I am an animal behavior major and love working with animals! I also have two dogs and cats of my own who I love very much! I am currently home from college for the summer and have lots of free time! I am available any day of the week day or night! I am happy to care for your pets in any capacity you need! Your pets will get lots of love and exercise while I am there!

Sitter Profile Image: Salina B.
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Salina B.
$24
total per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Ashland, MA, 01721

Salina took excellent care of my kitty! She was very punctual and attentive for all drop in visits. She was respectful of our home, and always provided informative updates and cute pictures. Thank you Salina!

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Cristina R.
Sitter Profile Image: Sophia C.
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Sophia C.
$28
total per visit
4.8 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

Sophia thank you. Dipper loves you. And we are so glad you can stop for a visit today.

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Shaima A.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
137 reviews
57 repeat clients
20 years of experience
Framingham, MA, 01702

Brittany was an amazing sitter that was able to help us out on short notice. I really appreciated her excellent communication and how quickly she responded to questions/requests about the upcoming booking. She took great care of our cat, and I won't hesitate to have her as a sitter again.

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Bryan D.
Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$28
total per visit
5.0 out of 5 stars
74 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was fantastic. She was able to help out last minute, and was very flexible with the timing of visits. Each visit she sent lots of pictures of our 3 kitties, which was great! She took great care of our cats while we were away, and I would not hesitate to recommend her.

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Paula L.
Sitter Profile Image: Nat S.
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Nat S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
66 reviews
20 repeat clients
15 years of experience
Framingham, MA, 01702

Nat was pretty great in taking care of my babies. She was also very accommodating when my flight got canceled, so I needed her for an extra day. I will use her again.

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Dianna O.
Sitter Profile Image: Kimberly A.
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Kimberly A.
$19
total per visit
1 year of experience
Hopkinton, MA, 01748

About: Hey there! My goal is to help ease the stress of leaving your pet at home when you can't take them with you. I have had dogs since I was a kid, 4 Newfoundlands, a Black Lab-Brittnay Spaniel mix, and I now have Charlie, a 9 yr old German Shepherd-Black Mouth Cur mix and Finn, a 1 yr old Heeler. Finn came to us as a puppy, so I have plenty of experience dealing with those puppy messes and temperaments. Most of our newfoundlands had hip problems near the end of their life, so I have no problem helping with senior dogs that need a little more care. I have also had multiple cats throughout my life and now have Luna, she is 11. Summer is here! If you need someone to check in on your dog while you take a day trip to the beach, I'm happy to stop in and spend time with your furry one. I would ask that we plan a meet and greet prior, then we're all set for those last minute plans! I have 2 boys that are in school, so I'd like to spend time during the day helping other pet parents. My flexible schedule gives me the ability to be available on short notice. I am willing to fit in weekend time, but just need a little heads up due to family activities. I am happy to walk and play with your pet while I visit. If they like a good brush, I'm happy to bond with them in that way, too.

Sitter Profile Image: Emily G.
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Emily G.
Star Sitter
$37
total per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
15 years of experience
Norfolk, MA, 02056

Thank you Emily for taking such good care of Quinnie. Happy we have found a friendly and reliable sitter Hope Quinnie. Will book again when we travel

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Barbara S.
Sitter Profile Image: Alessandra M.
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Alessandra M.
$20
total per visit
9 years of experience
Medway, MA, 02053

About: I have 2 dogs and 2 cats, they are my everything! I used to do dog walking when I was younger and am excited to start again! I am working part time right now but am a full time dog AND cat mom so I always have to make sure their needs are first! I helped train my dogs when they were younger so they are very good and listen well. I know they trust me and I trust them.

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The median cost per visit for pet sitting in Holliston is $24

Pet parents share their Rover experiences - Holliston

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5.0 out of 5 stars

Brenda was great! She was able to come last minute to check in and feed my cat and communicated the whole time. I felt comfortable being away knowing she was in such good hands!

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Jackie R.
Drop-In Visits
5.0 out of 5 stars

Michelle always does a wonderful job taking care of our kitties. She spends lots of time playing with our cats and they absolutely adore her. We love getting the detailed updates she sends along with lots of pictures and even a few videos! We have already booked Michelle for our next vacation and it's comforting to know our cats will be in such great hands.

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Michelle S.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

Always love having Lauren come visit Elwood!! She always goes above and beyond, and my kitty loves her!

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Abigail B.
Drop-In Visits
5.0 out of 5 stars

Followed our instructions, including providing prescription food for one cat and non-prescription food for the other, and spent lots of time playing with our cats. She was a great sitter!

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Catherine S.
Drop-In Visits
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Holliston average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Holliston

Frequently asked questions about Rover

The average cost for Pet Sitting in Holliston on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 11,311 sitters on Rover offering Pet Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holliston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 90% of sitters can help with special care needs
  • 96% 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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