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: Jessica B.
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Jessica B.
from
$35
per visit
5.0 out of 5 stars
11 reviews
20 years of experience
Bucksport, ME, 04416

Jessica provided me with detailed updates of her visit along with several photos. Very helpful to know she was taking good care of my cat.

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Erin C.
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

Taylor is great! Very organized , communicative and accommodating ! We book drop ins with her for our lil kitty when we are away so he is not alone the whole time. . Milo loves playing on the floor with her and is happy to see her when she arrives. We will definitely book again!

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Michele D.
Sitter Profile Image: William W.
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William W.
from
$25
per visit
4.6 out of 5 stars
11 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: Sarah M.
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Sarah M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
30 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: Amber L.
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Amber L.
from
$20
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
8 years of experience
Orrington, ME, 04474

Amber is very attentive and reliable! Such a lovely person. I felt at ease being away from my 3 kitties as I knew they were in good hands. My shy, feral kitty Poppy warmed up to Amber right away - I have never seen Poppy do that before. Amazing!

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Laura T.
Sitter Profile Image: Shaun M.
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Shaun M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
89 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: Jazlynne W.
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Jazlynne W.
from
$20
per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
10 years of experience
Bangor, ME, 04401

Jazlynne is outstanding at what she does and really demonstrates love and care for my dog, making sure I was updated at work with photos and messages! I would recommend her to anyone.

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Amee M.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$30
per visit
5.0 out of 5 stars
25 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: 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

There’s no one we trust more with our babies than Libby! Our cats adore her, and we will be sure to keep having Libby sit for us whenever we can.

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Aspen R.
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 has just been fantastic with my nervous dog. She is quickly winning her over, and has been flexible with scheduling and totally reliable.

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Erin W.
Sitter Profile Image: Lily K.
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Lily K.
Star Sitter
from
$14
per visit
4.9 out of 5 stars
52 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: Justin & Eva M.
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Justin & Eva M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
47 reviews
16 repeat clients
6 years of experience
Bangor, ME, 04401

Easy communication and very flexible. My dog loved spending time with them. Justin went above and beyond always updating us about Annie with pics and how to visits went. Definitely booking again next time.

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Leryanne R.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$15
per visit
5.0 out of 5 stars
1 review
25 years of experience
Brewer, ME, 04412

Excellent communication! Would definitely book again!

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Katelyn 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

Dependable, no issues

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HAROLD H.
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: Kiana W.
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Kiana W.
from
$50
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
2 years of experience
Bangor, ME, 04401

Kiana took great care of my old lady while I was on a trip!

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Emma B.
Sitter Profile Image: Miranda K.
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Miranda K.
from
$17
per visit
7 years of experience
Hampden, ME, 04444

About: I have had two dogs since I was 4 years old. Growing up I was always in charge of walking and feeding my dogs. I volunteered at a humane society when I was 15-18 years old where I learned how to professionally walk dogs in a safe manner for both of us. I also have experience in dog sitting for my neighbors during the summer. I am currently part-time so I am able to walk some doggies Monday mornings, Tuesday Mornings, Midday Wednesdays, Thursday mornings, and Friday-Sunday at any time. I can easily crate and feed dogs upon request, I am willing to work with whatever you would like inside your home as long as it is specified.

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.
Verified Enhanced Background Check
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.

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

Pet parents share their Rover experiences - Winterport

1 / 1
5.0 out of 5 stars

Jessica provided me with detailed updates of her visit along with several photos. Very helpful to know she was taking good care of my cat.

Profile image
Erin C.
Drop-In Visits
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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  • 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?

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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.

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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Popular requests for pet sitting - Winterport

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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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