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 145
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
• 79 reviews
30 repeat clients
18 years of experience
Medway, MA, 02053

“If you are looking for a confident, outstanding, trustworthy person to come take care of your fur babies, look no further ! Keri takes amazing care of my large goofball Captain, not being scared away by his weird barking habits in the crate. Within two minutes of meeting her he was rolling over on his belly and giving her kisses! I don’t need to worry at all about the safety and care of my dog with Keri ❤️book with her !!!!”

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Katharine B.
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
• 219 reviews
114 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: Jamie P.
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Jamie P.
$20
total per visit
10 years of experience
Medway, MA, 02053

About: I have taken care of dogs for as long as I can remember, and I’ve not lived a single day without having one or two dogs in my home. I have such a special place in my heart for dogs and no matter what kind how big, how mean, or nice it is I will make sure it is cared for and loved as much as it can be. I work part time at a nursing home in Medway, but my hours are not extremely long, and I have the flexibility to leave when needed to care for pets if they are located nearby. During the school year, I am a student at Bridgewater State University, so I will primarily be looking for pet care services in that area. My classes end no later than noon each day, which gives me plenty of availability in the afternoons and evenings, as well as in the mornings when needed before class. When caring for pets in my home, I treat them like family. I love spending time with them, playing with them, and giving them plenty of attention to make sure they feel loved and not ignored. My dogs at home and I spend a lot of time on walks and hikes. I also have a fenced in backyard where they can safely run and play. I am very comfortable handling larger dogs on leash and can manage any that may pull. When I care for a pet at a client's home, I make sure they have everything they need while I am there, like fresh food and water. I also make sure they get lots of playtime and attention, and toys to keep them entertained. I will ALWAYS follow every pet's individual routine and make sure they are comfortable, safe, and cared for at all times.

Sitter Profile Image: Peggy M.
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Peggy M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 38 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

“Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!”

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Julie G.
Sitter Profile Image: Salina B.
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Salina B.
$34
total per visit
5.0 out of 5 stars
• 64 reviews
18 repeat clients
37 years of experience
Ashland, MA, 01721

“Salina is the best of the best. My cranky old lady cat continues to be a huge fan. I can’t put into words what a relief it is to know that my girl is in good hands when I have to leave town for a few days. Many, many thanks, Salina.”

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Allyson B.
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

“We used to find a neighborhood youth to take care of our outdoor cat when we went away. Our cat is now older and needs transdermal medication applied to his ears twice a day - so 14 visits. It was time to find a reliable adult. Through Rover we connected with Jill who lives nearby and has her own senior cat. We could not be more satisfied with the care she provided. The daily notification of visits with photos were much appreciated - although they did make me miss my pet more. Thank you Jill!”

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Mark R.
Sitter Profile Image: Bo & Xiaosong C.
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Bo & Xiaosong C.
Star Sitter
$19
total per visit
5.0 out of 5 stars
• 67 reviews
22 repeat clients
2 years of experience
Natick, MA, 01760

About: My family began taking care of different dogs at the beginning of 2024. Our licensed home kennel is a single large house with a fenced yard where the dogs can play. I work mostly from home, and my mom is a housewife, so we’re both able to spend plenty of time caring for the dogs. We’ll also share photos and videos with you to make sure you feel confident that they’re having a great stay with us! We would like to schedule a meet-and-greet (a one-night trial is preferred) before the actual stay to ensure everyone feels comfortable. To follow state regulations, we require that your pets have an up-to-date rabies vaccination and that you provide the records for us to keep on file. We also need your pets to wear a collar with their current license attached. My parents and I love dogs and cats very much. We know they are part of your family, and we will treat them as part of ours as well. Thank you for trusting us! Since I work mostly from home and my mom is a housewife, we’re both home throughout the day. This gives us plenty of time to care for the pets, supervise them, and play with them as part of our daily and weekly routine. I have a clean, dedicated bedroom that can be used as a private space for pets if they need their own room. I also have a backyard that is partially fenced where pets can safely play. Whenever they are outside, I stay with them to provide supervision and ensure they are safe and comfortable.

Sitter Profile Image: Lauren S.
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Lauren S.
$20
total per visit
5.0 out of 5 stars
• 1 review
1 year of experience
Hopkinton, MA, 01748

“we were very impressed at the thoroughness and care for our cats during the booking! we loved all the notes, photos, and videos”

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John G.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$29
total per visit
5.0 out of 5 stars
• 414 reviews
163 repeat clients
10 years of experience
Framingham, MA, 01701

“Amazing! We feel so comfortable leaving our dog with Lucy, we don’t have to worry and we enjoy ourselves on vacation. We have used Lucy numerous times and she always exceeds our expectations every time!”

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Joel R.
Sitter Profile Image: Michael G.
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Michael G.
$23
total per visit
12 years of experience
Medfield, MA, 02052

About: Dogs have been part of my life as long as I can remember — I grew up with a black Lab (12 great years), have had my own dog for almost 7, and regularly watch a close friend's dog when they travel. So I'm used to slipping into someone else's routine and earning a new dog's trust while making sure they are enjoying themselves. On walks I'm patient and attentive: no phone-scrolling, pace matched to your dog, and a photo update after every visit. Happy to do a meet-and-greet first if your dog is nervous, senior, or just particular. Message me anytime. I am a Marketing Consultant by trade so I typically have time during my days to come meet up with a dog who needs some care. That's why I started my Rover profile. I love dogs and have time for them! I have two young kids and a dog at home so I'm accustomed to taking direction. Happy to follow any directions you have to care for your dog - every dog has a 'thing' :) My main goal is to always make sure the dog gets the essentials - exercise, food, water - and from there it's about happiness. I'll play, give pets, take outside in the yard...whatever the dog needs!

Sitter Profile Image: Kate S.
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Kate S.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
35 years of experience
Medway, MA, 02053

“Kate was so amazing with our two cats! Even our very shy girl came out to see her and play. So grateful for the care she provided while we were away. She went above and beyond! Would definitely book with her again if she is available!”

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Kathryn S.
Sitter Profile Image: Emily G.
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Emily G.
Star Sitter
$37
total per visit
5.0 out of 5 stars
• 54 reviews
17 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: Jessica T.
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Jessica T.
$19
total per visit
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Franklin, MA, 02038

About: I’ve been walking my family’s dogs for almost a decade now - a high energy Brittany spaniel & a very large husky/shepherd mix. 7 years ago I rescued a German shepherd/pit bull mix (Layla) who I’ve trained extensively and take on daily adventures. Then, a year ago I rescued Dixon (a German shepherd/Australian cattle dog mix) and he’s been reactive to humans & dogs alike. I’ve completed extensive training in classes with him alongside professionals. I’ve taken that experience and can apply many basic training concepts to dogs of all sizes/ages. I’m currently available throughout the work week from 2pm into the early evening. Book early to save a spot right at 2! I can also do special requests for weekends (although it says I am not available - shoot me a message and we can discuss!) I know a wide variety of trails/walking spots in the local area, so your pup will always be enriched & happy! I make sure to carry some kind of dog deterrent (PetSafe SprayShield or Pet Corrector) in case of emergency, and try to engage in positive reinforcement training throughout walks. This looks like rewarding the dog(s) with treats when they check in with me, stay in a heel, or keep loose tension on the leash. Within your home, I’ll always change/refill the water for the dog(s) after the walk.

Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
18 years of experience
Natick, MA, 01760

About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!

Sitter Profile Image: Elsa S.
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Elsa S.
$28
total per visit
30 years of experience
Milford, MA, 01757

About: Lifelong animal lover and wildlife rescuer, here for you and your pets About: I've cared for animals my whole life: dogs, cats, birds, lizards, and fish. I'm the person friends, family, and neighbors call when they need someone they trust with their pets, for walks, feeding, playtime, or just good company. I'm also the one who stops for hurt wildlife and brings them to the Tufts wildlife rehab clinic, so I stay calm in unexpected situations and I'm comfortable with animals of every temperament. I have a flexible daytime schedule, which means I'm available for weekday walks, drop-in visits, and day care. Your pet gets real attention plus plenty of updates and photos while you're away. I treat every animal like my own. I have a large yard where dogs get plenty of supervised outdoor time, plus a dog park just a 3-minute walk away for extra play and socializing. Dogs are never left unattended outside, and I keep a close eye on every pup in my care.

Sitter Profile Image: Julia G.
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Julia G.
$26
total per visit
5 years of experience
Millis, MA, 02054

About: I’ve cared for dogs my whole life, and my family and I have two of our own. I’ve also taken care of pets for neighbors, family, and friends, so I’m comfortable with all ages, personalities, and routines. Pet care fits easily into my routine because I run my own business and am home most of the time. I plan my day around visits so each pet gets steady attention. I care for pets by following their normal routines, paying close attention to their behavior, and keeping their environment calm and comfortable. In a client’s home, I respect their space, follow instructions carefully, and make sure pets feel safe and relaxed.

Sitter Profile Image: Kiara A.
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Kiara A.
$19
total per visit
2 repeat clients
10 years of experience
Framingham, MA, 01701

About: I have owned dog my whole life and trained dogs for about 5 years. I will always treat your pet as if they were my own. I get out of work between 10 am-12 pm Mondays, Tuesdays, Wednesdays, Saturdays, and Sundays. I am off Thursdays and Fridays. I am very flexible, reliable, and am willing to work with you to figure things out. I have an open door policy for all pets as long as they can get along with other animals. But I do have the space and room to keep your pet separated if needed.

Sitter Profile Image: Lily R.
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Lily R.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
22 years of experience
Milford, MA, 01757

“Great sitter! Lily was very sweet and accommodating. We were very relieved to have her during out trip. Highly recommend!”

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Nina S.
Sitter Profile Image: Katherine M.
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Katherine M.
$23
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Sherborn, MA, 01770

About: I am a college student home for breaks! I have 3 dogs and 1 cat at home who I love to hang out with and care for. I have done at home care for senior dogs, walks and run around with younger dogs and puppies, cat sitting, and lots in between. I am home for a few weeks in January and lots of time in the summer, so I would love to help with your animals anytime when I am home, especially if you’re headed on any vacations. I care deeply for your animals and will carefully follow any instructions and specific requests you may have. I want to make sure you and your animals are as comfortable as possible while they are in my care, so I am very flexible.

Sitter Profile Image: Isabell M.
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Isabell M.
$34
total per visit
5.0 out of 5 stars
• 59 reviews
27 repeat clients
10 years of experience
Norfolk, MA, 02056

“Isabell is great! She came over to let Lyra out while we were gone for the day. Her communication before and during the visit were perfect. We'll definitely use her again in the future.”

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

Pet parents share their Rover experiences - Holliston

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5.0 out of 5 stars

We had such a wonderful experience with Brenda! She took amazing care of our two cats for a full week, visiting twice a day and sending us daily updates, which gave us so much peace of mind while we were away. She was incredibly attentive and went above and beyond, not only caring for the cats, but also keeping our house tidy. We came home to happy cats and a clean home, which was such a treat! We would absolutely recommend her and will definitely be booking with her again.

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John W.
Drop-In Visits
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

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

Sarah has been fantastic, visiting twice a day. She made friends with our highly anxious cat, which we never thought would be possible. The pictures she sent were amazing. Very glad to have found her and would book her again in a heartbeat.

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Paula L.
Drop-In Visits
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Holliston

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Sitters in Holliston average 6
repeat pet sitting clients

FAQs for Pet Sitting - Holliston

Frequently asked questions about Rover

The average cost of Pet Sitting in Holliston on Rover is $28 per visit as of October 2026. Most bookings cost between $18 and $33 per visit. 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 October 2026, there are 11,253 sitters on Rover offering Pet Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , 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
  • 95% 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 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 .

sitters on Rover set their own , 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.

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