Pet Sitting Winterport

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 77
pet parents in Winterport have booked pet sitting

Winterport, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Shaun M.
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Shaun M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
85 reviews
20 repeat clients
30 years of experience
Hampden, ME, 04444

We are so grateful that Shaun stepped up to check in on our pup as we quickly needed more help caring for her during the day. Shaun is kind, caring, communicates clearly. I love getting a note about Shaun’s visit with Louise, who is hesitant with new routines but who is doing great with Shaun.

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Grace J.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 reviews
10 repeat clients
6 years of experience
Hampden, ME, 04444

We needed a last minute check in on our pugs while we were out for the day and Sarah took the spot. We had a video call the day before and she was very communicative. We got a lot of great pictures of the pugs and when we got back it even looked like she had cleaned their food bowls after they ate! Would definitely love to have her watch them again!

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Allison M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$35
per visit
5.0 out of 5 stars
9 reviews
20 years of experience
Bucksport, ME, 04416

About: Hello! I'm Jess - I'm originally from Northern California and moved to Maine in 2025. Growing up I always had dogs (and sometimes cats), and learned to take care of pets from a young age. I was the go-to person in my neighborhood for petsitting, drop-in visits and dog-walking. I look forward to meeting you & your fur babies! I'm currently only working through Rover, so my schedule is very flexible right now! I'm available for drop-ins, all-day stays and overnights, as well as for long-term pet-sitting in your home. I love making every animal feel cared for - from playing with them, going on long walks outside, providing pets and cuddles, giving them occasional treats, etc. I care for every pet as if they were my own. I also love to send little text and video updates, so you can check in on them while you're away. I've even done FaceTimes with pets and their owners!

Sitter Profile Image: Bethany B.
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Bethany B.
from
$25
per visit
15 years of experience
Winterport, ME, 04496

About: What truly sets me apart is that dog care isn’t just a service I offer, it’s a central part of my everyday life! I’ve raised dogs from day one, all the way through their golden years. I am incredibly comfortable with all life stages. Having owned and loved dogs my entire life, I have a deep, intuitive understanding of canine behavior, and what it takes to keep a pup feeling secure when their owner is away or when they are in a new environment. I am currently a proud dog mom to two pups of my own, meaning my home is already a fully equipped, dog friendly environment, where your pet can seamlessly blend into my safe and comfortable daily routine. I am an avid outdoor enthusiast, which means your dog won't just be letting themselves out into a yard, they will be getting true mental and physical exercise. From neighborhood strolls to exploring fresh air trails, I love keeping dogs active, stimulated, and happy. If your dog has energy to burn, they will find the perfect match here! As a stay at home mom, my days are spent right here at home, which gives me incredible flexibility. Pet care isn’t something I have to rush through before or after a work shift. It is naturally woven right into the heart of my daily family routine. I am always around, so your pup will benefit from constant supervision, a predictable schedule, and plenty of companionship. My approach to pet care is rooted in safety, structure, and treating your dog exactly like a member of my own family. Safety is my top priority. If being boarded at my home, I have a fully fenced in yard where your dog can run, and play completely securely under my close supervision. During my pop in visits, I handle all the essentials, including walking, feeding, refreshing water bowls, and managing potty breaks. You will always receive a quick update and a photo, so you can have total peace of mind knowing exactly how much fun your pet is having!

Sitter Profile Image: William W.
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William W.
from
$25
per visit
4.6 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Winterport, ME, 04496

Always fast on response and taking time to care for my doggos!

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Lina S.
Sitter Profile Image: Libby N.
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Libby N.
from
$20
per visit
4.9 out of 5 stars
71 reviews
11 repeat clients
10 years of experience
Winterport, ME, 04496

Libby was easy to work with. It was nice to be able to leave town unexpectedly and have the peace of mind that my high maintenance kitties would get all of their medications. They must have liked Libby, because they barely acted like they missed me at all whe. I got home.

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Sharon M.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
69 reviews
20 repeat clients
10 years of experience
Winterport, ME, 04496

What a relief it was to have Taylor looking after our puppy. I got a detailed update every time she went over. My puppy had playtime, snuggle time and belly rubs. We will definitely be using Taylor again. ❤️

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Christy P.
Sitter Profile Image: MaryBeth F.
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MaryBeth F.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Bangor, ME, 04401

About: Animals have always been a huge part of my life, and caring for them is more than just a job, it’s something I genuinely love. I am the owner of Mindsett Paws, my pet care business dedicated to providing safe, reliable, and personalized care for dogs and cats. In addition to running my own pet care business, I have worked at a dog daycare and boarding facility for the past year, where I’ve gained hands-on experience caring for dogs of all breeds, sizes, ages, and personalities. This experience has taught me how to safely manage group play, recognize canine body language, administer medications when needed, and ensure pets are comfortable, happy, and well cared for. I have experience with puppies, senior dogs, high-energy breeds, and dogs that may need a little extra patience and reassurance. Whether your pet loves adventures, playtime, snuggles on the couch, or simply sticking to their normal routine, I tailor my care to their individual needs. As a pet parent myself, I understand how important it is to find someone you trust with your furry family member. My goal is to provide the same level of care, communication, and attention that I would want for my own pets. You can expect regular updates, photos, and peace of mind while you’re away. I am also a veteran, dependable, and detail-oriented, and I take great pride in creating a safe, loving environment for every pet in my care. Pet care is a natural part of my daily routine. As the owner of Mindsett Paws and someone who has worked professionally in dog daycare and boarding, caring for animals has become a regular part of my lifestyle, not just a side job. My schedule allows me flexibility throughout the day for walks, drop-in visits, feeding schedules, potty breaks, playtime, enrichment activities, and plenty of one-on-one attention. I am an active person who enjoys spending time outdoors, so dogs in my care receive plenty of exercise, mental stimulation, and companionship. At home, my family and I have friendly, well-socialized dogs of our own, so our days are already centered around pet care, routines, and creating a safe, comfortable environment for animals. Whether your pet is staying overnight, stopping by for daycare, or needs a drop-in visit, I work hard to maintain their normal routine and make them feel right at home. I also prioritize communication and provide regular updates and photos so pet parents can feel confident and connected while they’re away. Your pet’s safety, comfort, and happiness are always my top priorities. Whether I am caring for your pet in my home or yours, I strive to maintain their normal routine as closely as possible to help them feel relaxed and secure. In my home, pets are treated like family. I provide a clean, safe, and supervised environment with plenty of attention, exercise, potty breaks, enrichment, and affection. I carefully introduce dogs when appropriate, monitor interactions, and never leave pets unattended in situations that could compromise their safety. I follow feeding instructions, medication schedules, and any special care requirements provided by the owner. For drop-in visits and walks, I treat every client’s home with the same respect and care I would expect for my own. I ensure pets have fresh water, meals, potty breaks, exercise, playtime, and companionship while you’re away. I pay close attention to each pet’s behavior and well-being and will communicate any concerns immediately. As a pet care professional and dog daycare employee, I have experience recognizing canine body language, monitoring group interactions, and creating positive experiences for dogs with different personalities, energy levels, and needs. I also provide regular photo and video updates so you can feel confident knowing your pet is safe, loved, and well cared for while you’re away. My goal is simple: to provide dependable, trustworthy care and make every pet feel comfortable, safe, and at home.

Sitter Profile Image: Sara A.
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Sara A.
from
$35
per visit
5.0 out of 5 stars
104 reviews
18 repeat clients
20 years of experience
Hampden, ME, 04444

Sara was amazing with my 3 cats! One of my cats is insulin-dependent and requires injections twice daily. Sara was more than up for the task and came to my home ahead of time to go over all medication and feeding instruction so she was fully prepared. Will definitely be using her again! Thanks again Sara.

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Kara D.
Sitter Profile Image: Lily K.
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Lily K.
Star Sitter
from
$14
per visit
4.9 out of 5 stars
51 reviews
23 repeat clients
10 years of experience
Bangor, ME, 04401

Lily was great with my two cats and followed a very long set of directions wonderully! Both have daily medications that she was able to give with no problems, and her daily photos and notes let me know how they were doing. She's easy to talk to and very kind, which my cats both picked up on quickly. They aren't usually friendly with newcomers, but they let her pet and play with them almost immediately. Thanks, Lily!

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Phil B.
Sitter Profile Image: Jazlynne W.
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Jazlynne W.
from
$20
per visit
5.0 out of 5 stars
67 reviews
22 repeat clients
10 years of experience
Bangor, ME, 04401

Jaz was an excellent caregiver. She was available at the last minute as I had to attend a funeral at the last minute. She sent pictures and the dogs connected with her easily. I would be glad to recommend her. Thanks Jazz.

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Lisha G.
Sitter Profile Image: Justin & Eva M.
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Justin & Eva M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
46 reviews
15 repeat clients
6 years of experience
Bangor, ME, 04401

We’ve booked them twice now and are really satisfied with their services!! When you book with Justin and Eva, you know your animals will be well cared for!!

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Matthew C.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$30
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
30 years of experience
Bucksport, ME, 04416

We hired Jessica for 6 days of drop in visits for our 2 dogs and 1 cat. She did a great job and we were very comfortable leaving our fur family in her care! She is a knowledgeable and caring animal lover and we would trust her with our pets any time!

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Katy H.
Sitter Profile Image: Adrienne M.
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Adrienne M.
from
$18
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
25 years of experience
Hampden, ME, 04444

Adrienne does great job.. I have her 3 days a week to come over for a potty break and playtime.. she sends pics of each day and committed how’s he doing.. he always happy to see here when she comes.. I highly recommend her.

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Rachel J.
Sitter Profile Image: Isaiah A.
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Isaiah A.
from
$20
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Hermon, ME, 04401

No complaints

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HAROLD H.
Sitter Profile Image: Mckenna W.
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Mckenna W.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Newburgh, ME, 04444

McKenna was a GREAT pet sitter. She was on time and did all the tasks asked and even filled the bird feeders. Best of all, Stormy was excited to see her each day for food and pets. Her photos were so appreciated and so well done. I really appreciated her daily updates.

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Ellen P.
Sitter Profile Image: Cailen A.
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Cailen A.
from
$20
per visit
7 years of experience
Bangor, ME, 04401

About: Hello! My name is Cailen and I am currently a Veterinary Assistant. I also have years of experience working at an animal shelter. I am reliable, patient, and passionate about animals. I can guarantee that I will take care of every pet as if they were my own! Growing up, I had a big beautiful dog named Mac. In my early adulthood, I have adopted/rescued a few cats named Nora, Baby, Liza, Mikey and Slater. I now have a sweet cat named Wanda. Over the last five years, I have frequently pet/home sat for friends and co-workers. I love both dogs and cats very much, and would be happy to work with either or both. I would love to chat with you about your pet(s) and their needs! I have a fixed schedule at work. I have availability before and after work, along with the 3 days off every week, Tuesday and the weekend. I care for my clients pets as if they are my own. I want to keep your pets as happy as possible while they are in my care. For dogs, I am comfortable doing walks/hikes and outdoor play. For cats, I will keep their areas clean and am willing to spend extra time to let them adjust to me and feel comfortable.

Sitter Profile Image: Madison S.
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Madison S.
from
$10
per visit
10 years of experience
Brewer, ME, 04412

About: I would love to cat sit for you! I have 3 cats of my own. I can administer medications. I can dog sit as well but they need to be very calm doggies. I have experience dog sitting for small to medium sized dogs and a variety of cats. I work 3, 12 hour night shifts a week. I can be available any day I'm off work and I can do visitation before and after my shifts! I can do drop in visits during the day and will stay as long up to 30 minutes. I cannot have any additional animals in my apartment though.

Sitter Profile Image: Caden B.
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Caden B.
from
$15
per visit
15 years of experience
Bangor, ME, 04401

About: I provide love and care to animals. While I don’t have professional experience, I do have personal experience with animals. Whether in or outside of my family I have provided care to animals in need most of my life and I enjoy it every time! I take my dog on walks just about everyday and get her plenty of outside time and indoor play time! I am also able to take care of her with food, water, and love! I show them love, care, and the provide necessities where it’s needed. Whether it’s walks, treats, or love, your dog will get it!

Sitter Profile Image: Richard A.
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Richard A.
from
$15
per visit
5.0 out of 5 stars
1 review
6 years of experience
Swanville, ME, 04915

About: Extensive hands-on experience caring for dogs and cats, including feeding, walking, routine care, behavior monitoring, and maintaining safe, structured environments. I have been around pets my whole life. I just returned from Active Duty with the Marine Corps and am looking for work that will be fulfilling and I would enjoy. I am not currently pre-engaged with any other duties and would give my whole time and effort towards your fur family. I have two beagles, who are taken on runs everyday. We have a fenced in portion of the yard for them and they are given food and water at regular intervals throughout the day. I have three indoor cats, as well, who are taken care of in the same manner, to include changing out litter boxes and giving out treats.

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The median cost per visit for pet sitting in Winterport is $22

Pet parents share their Rover experiences - Winterport

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5.0 out of 5 stars

Chloe is always amazing - our kitties love her and she's very conscientious, caring, and thorough in her care of them. We always feel completely confident leaving our cats' care to Chloe when we are away. Thank you Chloe for being so awesome! <3

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

Constance went WAY above and beyond for my fosters! She was patient and stayed over her time with Amelia who is a bit skiddish and reserved to help her get more comfortable. THEN!! Asked if she could help me pooper scoop!! I'm keeping her for all things dogs. Even offered her services at home with her dogs to help socialize my puppies!!! If there were 10 stars she would get them all.

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Jessica R.
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

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  3. 3. Book & Pay

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Sitters in Winterport average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Winterport

Frequently asked questions about Rover

The average cost for Pet Sitting in Winterport on Rover is $22.2 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 194 sitters on Rover offering Pet Sitting across Winterport. 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 Winterport 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 Winterport. On Rover:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 90% 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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