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%.

1 / 1
Sitter Profile Image: Jill M.
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Jill M.
$28
total per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
30 years of experience
Medway, MA, 02053

Jill is always reliable and caring with our two cats..she also leaves great pictures and updates from every visit which gives us a peace of mind when we are away.

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Jamet P.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Holliston, MA, 01746

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: Samantha L.
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Samantha L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
60 reviews
24 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: Georgina H.
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Georgina H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
128 reviews
22 repeat clients
45 years of experience
Ashland, MA, 01721

Thank you, Georgina, for taking such good care of our cat, Grace. She is usually very shy, but it was great to see she warmed up to you right away!

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

Keri is awesome with my almost 14 year old Golden. During these hot days when it is too hot for him to walk, she comes in, plays and interacts with him. She has made leaving him during the day so much easier. Keri is just a kind person as well as wonderful with animals!!

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Lisa C.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
399 reviews
156 repeat clients
10 years of experience
Framingham, MA, 01701

Just the sweetest! Our very shy doggies loved Lucy. She went at a speed that was comfortable for them. Reliable and sent lots of updates and kept great notes!

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Alexandra W.
Sitter Profile Image: Kate S.
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Kate S.
Star Sitter
$24
total per visit
5.0 out of 5 stars
10 reviews
3 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: Kerry S.
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Kerry S.
$26
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Milford, MA, 01757

We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️

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Briana P.
Sitter Profile Image: Lauren D.
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Lauren D.
$34
total per visit
5.0 out of 5 stars
76 reviews
30 repeat clients
12 years of experience
Holliston, MA, 01746

Couldn’t have asked for a better sitter for my precious fur baby. Communication was excellent and the photos along with videos made me so relaxed knowing she was being so well taken care of. I can’t say enough good things.

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

This is the second time Danya say for me, and she was again terrific - great communication, food everything she was asked, wonderful updates. My 3 cats have a bit of a complicated routine, so I really appreciated her diligence.

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Katherine K.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$34
total per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
4 years of experience
Framingham, MA, 01702

Ana is the absolute best!! She is truly phenomenal with our high energy, large dog. She is extremely loving with our pup and she treats him like her own. She is also reliable, trustworthy, and punctual. It’s great to know that our dog is in such capable and loving hands while we are away! I cannot recommend Ana highly enough.

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Julia B.
Sitter Profile Image: Tricia R.
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Tricia R.
$28
total per visit
5.0 out of 5 stars
84 reviews
30 repeat clients
27 years of experience
Framingham, MA, 01702

Auntie Trish has been a life saver for our family! She is accommodating, responsive and always happy to spend time with our pups. One of our dogs is reactive and can be super slow to take to new people and she was his best friend by the end of our first meeting. Highly recommend Tricia!!

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Kelsey C.
Sitter Profile Image: Carolyn F.
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Carolyn F.
Star Sitter
$56
total per visit
4.9 out of 5 stars
90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

Wonderful, kind, knowledgeable, professional, patient. My fur babies responded well after a little rocky start. Carolyn patiently gave them time to warm up. She accompanied my need for a sitter for a few hours over a drop in. Will be using her again and again!

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Tammy B.
Sitter Profile Image: Daniel H.
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Daniel H.
$23
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Framingham, MA, 01701

Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.

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Kienan M.
Sitter Profile Image: Amruta K.
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Amruta K.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Framingham, MA, 01702

Amruta was very nice and great with Scooby! She is a natural with dogs - when he met her and started jumping (still a pup learning his manners) she turned her back and immediately went into trainer mode which was great. Thanks Amruta!

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

Great service - happy that my cat had company & was looked after while I was away on a few things I needed to attend. Very responsive, fun to see the check-in photos!

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Anthony C.
Sitter Profile Image: Brianna P.
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Brianna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
52 reviews
23 repeat clients
20 years of experience
Milford, MA, 01757

Brianna was an awesome cat sitter! She sent photos and updates everyday. My cats love her. Even my very shy cat, who normally hides from everyone but me, came out to say hi to her!

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Diana 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 great with our big, overly friendly pups. She knew how to handle them. She was on time and very responsive to use in arranging for her to dog sit. We will work with Nat again.

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Judith D.
Sitter Profile Image: Carley L.
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Carley L.
Star Sitter
$50
total per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Riverside, North Smithfield, RI, 02896

Carley is awesome! I would definitely have her take care of my 2 dogs again! She is reliable, professional, friendly, thoughtful and resilient. Highly recommend!

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Diana D.
Sitter Profile Image: Christine L.
Verified Enhanced Background Check
Christine L.
$28
total per visit
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

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The median cost per visit for pet sitting in Holliston is $25

Pet parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Michelle L. Is a fantastic cat sitter. My cat, who is a little shy, adores her. I receive photos every day from Michelle’s visits, and they help reassure me that my little kitty is well taken care of. She’s the best!!

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Susan O.
Drop-In Visits
5.0 out of 5 stars

Jill is always reliable and caring with our two cats..she also leaves great pictures and updates from every visit which gives us a peace of mind when we are away.

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Jamet P.
Drop-In Visits
5.0 out of 5 stars

Franciane took great care of my cat, Bunny! She was respectful, responsive, and great about giving updates and pictures. I will definitely be booking her again in the future!

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Elio H.
Drop-In Visits
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

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
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Holliston

Select a filter and find qualifying sitters offering pet sitting.

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 September 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 September 2026, there are 11,179 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
  • 94% 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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