Dog Sitting Boylston

Book a Boylston dog sitter to watch your dog in your sitter’s home or yours.

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Boylston, Find top rated dog 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: Alison B.
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Alison B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
20 years of experience
Worcester, MA, 01609

This was my 2nd time booking with Alison, I was so happy to know she was available for the time I was away again. She’s great to communicate with and always sends tons of photos during her visits 😊

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Ashley D.
Sitter Profile Image: Logan T.
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Logan T.
$23
total per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Northboro, MA, 01532

About: What sets me apart is my genuine love for animals and my hands-on experience caring for pets every day. I help my mom care for our two dogs and also have three cats of my own, so I'm very familiar with the daily needs, routines, and personalities of both dogs and cats. I understand the importance of patience, consistency, and making pets feel safe and comfortable while their owners are away. Whether it's feeding, walks, playtime, administering basic care, or simply giving them attention and affection, I treat every pet like they're part of the family. While I don't have professional training experience, I'm comfortable caring for pets of different ages and energy levels, including puppies who need extra patience and supervision, as well as senior pets who may require a gentler approach and more attentive care. Animals have always been a huge part of my life, and nothing makes me happier than spending time with dogs and cats. My goal is to make sure every pet feels loved, comfortable, and well cared for while you're away. Pet care fits naturally into my daily routine because I already help care for my family's two dogs and three cats. I'm used to feeding, providing fresh water, cleaning up after pets, giving them attention, and making sure they're comfortable and happy throughout the day. Since I'm home for the summer, my schedule is very flexible, which allows me to accommodate a variety of pet care needs, including walks, drop-in visits, feeding schedules, playtime, and companionship. I have plenty of availability throughout the week and can adjust my routine to meet the specific needs of each pet and their owner. My flexible schedule also means I can provide consistent care and give pets the attention they deserve. I love spending time with animals and making sure they feel happy, safe, and comfortable. I enjoy playing fetch, giving them lots of attention, and spending quality time snuggling and bonding with them. I often join my mom on long walks with our dogs, so I am comfortable exercising and caring for pets of different energy levels. I am responsible, patient, and knowledgeable about basic pet care, including feeding, providing fresh water, cleaning up after pets, and following their daily routines. I treat every pet as if they were my own and always make their well-being my top priority.

Sitter Profile Image: Lila M.
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Lila M.
$18
total per visit
4 years of experience
Shrewsbury, MA, 01545

About: I’ve grown up with dogs surrounding me! 6 throughout my own home life, and more through friends and family. I’ve taken care of the young and the old, the sick and the energetic, from chihuahua to mastiff! My schedule revolves around them, not the other way around. It’s my personal mission to keep any pet in my care safe and happy, or safe and content if it takes a while for them to get used to me. Your dog(s) will be well-fed, stress-free and will hopefully have gained a new friend :) I work part time 2-3 days a week, so lots of time for pups! I’m used to staying up late and waking up early for my own. I’ve yet to meet a dog that doesn’t like me! Exercise/play: - happy to take walks or just play in a yard/play area - tennis balls, tug-of-war and puzzle enrichment toys are fair game Food: - dry kibble, fresh food, homemade dietary food, I’ve made it and given it! - I love to bake, so let me know if your buddy would appreciate a homemade treat! Health/safety: - any safety instructions given will be strictly followed - any and all allergies will be taken extremely seriously - I have experience in administering most forms of oral and topical medications, if needed - happy to give a brush-through, but baths and nails are out of my wheelhouse for now

Sitter Profile Image: Jadine R.
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Jadine R.
$39
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Worcester, MA, 01606

Thank you!

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Michael K.
Sitter Profile Image: Gabriela R.
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Gabriela R.
$39
total per visit
5.0 out of 5 stars
21 reviews
12 repeat clients
14 years of experience
Worcester, MA, 01604

Thank you Gabriela! Charlie & Frank were well taken care of while we were away. We appreciate that we can count on you to show up and provide caring and attention :) . You have been so helpful

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Leslie C.
Sitter Profile Image: Jay R.
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Jay R.
$26
total per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
8 years of experience
Lancaster, MA, 01523

6 out of 5 stars!! My little Daisy loved Jay and we got plenty of picture and video updates every day. I’m already booking her for my next vacation! Daisy says Meow too!!!!

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Stephen H.
Sitter Profile Image: Tosya F.
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Tosya F.
$22
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
22 years of experience
Holden, MA, 01520

About: I like to watch it’s me or the dog every night. And my cat from hell. I’m interested in getting my dog training certificate in the nearest future. My cat brings me such joy. He is a 16 year old black cat and such a good boy! He can even go on walks with us. I work for the Worcester Public schools and have all school vacations off. I am able to come and do house calls in the evening time (4-late night) or house sit overnight on weekdays or weekends. Also during school vacations including the summer. We have an indoor house cat. He’s declawed and very friendly. We also have a fenced in area in the backyard with very high fences. There is possibility that borders could be segregated from the cat if necessary. We are in a good neighborhood for walking and very near some good trails.

Sitter Profile Image: Jacquie A.
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Jacquie A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Holden, MA, 01520

About: My whole life as long as I remember I was the biggest pet lover. I had my own pets and I’ve taken care and walked the dogs of my neighborhood. I just love them. I work part time, which gives me a lot of time to do my favorite thing: pet sitting!!! I work part time and have a lot of time for my favorite hobby which is caring for these lovely creatures. I have a fenced in yard and I love walking in the woods with the doggies. I have a fenced in yard and I walk the dogs three times a day. My 2 lovely dogs will keep your dogs company. I will make sure they are spoiled.

Sitter Profile Image: Shea & Damien W.
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Shea & Damien W.
$34
total per visit
5.0 out of 5 stars
66 reviews
17 repeat clients
40 years of experience
Worcester, MA, 01605

Shea and Damien are amazing. Very conscientious, communicative, and responsible. I never have any concerns or worries when I know they are caring for our three dogs. Our dogs, in turn, are very comfortable and excited when they see them so I know that they are happy and well cared for when we are away.

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CA W.
Sitter Profile Image: Christina C.
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Christina C.
$23
total per visit
20 years of experience
Holden, MA, 01520

About: Animals have always been part of my life. I’ve raised five dogs from puppyhood and have worked with many breeds, ages, and personalities. I also have experience caring for cats, reptiles, and small mammals, making me a reliable choice for families with diverse pets who need patient, knowledgeable support. I offer fully open availability, providing flexible, reliable care whenever your pets need support. My schedule is built around consistency and convenience for pet parents, and every visit reflects my commitment to animal welfare. As I grow my business, I’m also working toward my long‑term dream of opening a multi‑species rescue to help even more animals thrive. I care for pets in the way that keeps them happiest and most comfortable. In your home, I follow your routines exactly—feeding, walks, playtime, enrichment, medication, and any house rules your pet already knows—so their day feels familiar and stress‑free. In my home, pets enjoy a safe, supervised environment with structured potty breaks, cozy rest areas, and plenty of attention. Whether it’s walks, drop‑ins, boarding, or overnights, I make sure every pet gets individualized care, consistent communication, and a calm, loving experience.

Sitter Profile Image: Maeve P.
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Maeve P.
$18
total per visit
10 years of experience
Worcester, MA, 01605

About: I've lived with dogs my entire life. I have dog sat for numerous families over 10 years from puppies to elder dogs, no matter the size. I am a High School teacher who will be off for the summer and I will be taking graduate courses in the late afternoon. My peak availability is mornings until 2:30 during the week and from Friday to Sunday all day. I will follow any instructions from the pet owner to meet each dogs unique needs. Including exercise, quiet company or to just play with your pet!

Sitter Profile Image: Lee J.
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Lee J.
Star Sitter
$43
total per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
57 years of experience
West Boylston, MA, 01583

About: Since I was 4, I've been caring for all kinds of animals, especially dogs. At one time as a kid, we had 4 Great Danes! I've had mixed breeds and purebreds, athletes and couch potatoes, puppies, seniors, and special needs. I've also trained them although I've never been certified. Something common that friends say after their dog has spent a week or more with me is "how come my dog is now better behaved?" Your neighborhood or mine, the local park, the dog park, or on dog friendly trails. One dog or many. Having had all kinds of pets, including a 23 year old cat who required daily fluids and Miralax because of kidney failure and old cat dry colon, a dog that suffered seizures, and others. I even had a big 7 pound black and white adult rabbit that I found dumped in the state forest; she was litter box trained, had the run of the house, used the big dog crate as her private home, and would take turns playing chasing the 93 pound dog. I've just always seemed to understand them and vice versa. I even enjoy caring for dogs that are hyper! Just let me know first in case I've got low energy dogs with me. I work remotely, set my schedule, and nothing makes me happier that being with and doing things with dogs. Dog park? Trails? Sure, if your beast is up for it. Play dates? Why not! Up for playing with my dog who is vaccinated for probably everything and wants to chase and be chased? Not a problem. Special needs or a senior? Just let me know. I have a fenced yard and a happy, boisterous 6 year old, 57 pound dog who adjusts his play style to what other dogs like. If he's too much for your dog, he takes correction from them, no problem, or I can put them in different places. He even lets little dogs beat him up without protest and if your dog likes rough play, he'll accomodate. He's happy and loves people and dogs. He has zero resource guarding issues; if your's does, he'll give them space.

Sitter Profile Image: Erinn O.
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Erinn O.
$56
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Holden, MA, 01520

Erinn was amazing. She was always helpful as my cat was recovering from spinal surgery and required more than just feeding. Her experience as a vet tech was invaluable. She never missed a beat and my cats both love her. I cannot recommend her enough !!!

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Cheryl L.
Sitter Profile Image: Mae M.
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Mae M.
$34
total per visit
5.0 out of 5 stars
4 reviews
3 years of experience
Hudson, MA, 01749

About: I’ve been caring for dogs and cats for over 3 years and have experience with pets of different ages, sizes, and temperaments. I provide reliable feeding, walks, playtime, companionship, and basic care while owners are away. I’m responsible, attentive, and genuinely enjoy spending time with animals. Whether your pet needs an energetic walk, lots of playtime, or a calm companion, I will make sure they feel safe, comfortable, and well cared for. I’m a college student with a flexible summer schedule and plenty of time to devote to your pets. I’m available most weekday mornings and almost all weekends for drop-in visits, walks, and pet sitting. I’m reliable, responsive, and committed to making sure your pets receive the attention, exercise, and care they need while you’re away. Your pet’s safety and comfort are my top priorities. I carefully follow all instructions regarding feeding, medication, exercise, and routines. I understand that every pet has different needs and personalities, and I take the time to build trust with them. I’ll provide regular updates and photos so you can feel confident that your pet is happy, safe, and well cared for while you’re away.

Sitter Profile Image: Bryana S.
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Bryana S.
$18
total per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Worcester, MA, 01608

About: I am a reliable dog sitter for friends and family. I owned 2 of my own dogs in the past, a boxer and cocker spaniel mix. I have a pretty flexible/varied schedule. Please send me a message and we can definitely work something out to fit the needs of your pet! Whichever directions or specifications you have for your pet I will always do my best to follow them! I do not offer home services at the moment.

Sitter Profile Image: Mackenna B.
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Mackenna B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Worcester, MA, 01606

Thank you!

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Roman A.
Sitter Profile Image: Lila N.
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Lila N.
Star Sitter
$34
total per visit
4.9 out of 5 stars
21 reviews
8 repeat clients
8 years of experience
Worcester, MA, 01604

Lila is amazing with my pup - it was too hot for a walk so she made sure my dog had some one-on-one time, a bathroom break, and lots of attention!

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Margaret H.
Sitter Profile Image: Kyle P.
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Kyle P.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Hudson, MA, 01749

About: I’ve grown up around dogs my whole life and love spending time with them. I’m comfortable with feeding, walks, playtime, and keeping a calm, safe environment. I’ll treat your pet with respect and care while you’re away. I work full-time during the week, so I’m available for pet care on weekends (Friday through Sunday). I keep a consistent schedule, so your dog will have predictable feeding, walks, and playtime. I enjoy spending time with dogs and make sure they get attention, exercise, and a calm environment while you’re away. I provide a safe, clean, and calm space for pets in my apartment. Dogs have a cozy area to rest, and I follow any routine or instructions you provide, including feeding, walks, and play. I supervise pets at all times, and I can send regular updates and photos so you know your dog is happy and comfortable. Your pet’s safety and well-being are my top priority.

Sitter Profile Image: Kevin L.
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Kevin L.
$28
total per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
20 years of experience
Northboro, MA, 01532

Kevin took great care of our pups! We had peace of mind knowing they were in good hands. We will definitely be booking him again in the future!

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Katarina F.
Sitter Profile Image: Nicole L.
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Nicole L.
$36
total per visit
4.9 out of 5 stars
72 reviews
26 repeat clients
20 years of experience
Worcester, MA, 01604

Nicole has been fantastic with Avery and Cody. She's great with them, she's great at providing updates on every visit and we will be continuing to use her services as much as possible.

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Jessica M.
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The median cost per visit for dog sitting in Boylston is $24

Dog parents share their Rover experiences - Boylston

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5.0 out of 5 stars

Maegan watched our goats and chickens for a week. Unfazed by the complicated instructions and our shifting plans, sent cute photos--felt very good to leave them in her competent and reliable hands.

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Sanjay G.
Drop-In Visits
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  • 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

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  • 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 dog 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 Boylston average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Boylston

Frequently asked questions about Rover

As of July 2026, there are 9,018 sitters on Rover offering Dog Sitting across Boylston. 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 Boylston 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.

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 Boylston 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!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Boylston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 91% 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.

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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