Pet Sitting Winterport
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 68 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.
“Jessica is super reliable, always on time and very responsive, providing lots of photos. I always feel comfortable having Jessica do drop in care visits for my cat. I know she'll be well cared for!”

“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.”

“Sarah made me feel very comfortable with leaving our pups in her care. She came for a meet + greet and asked questions and made sure she had all the info needed. She left updates and pictures which we appreciated! I would highly recommend her.”

“Taylor took wonderful care of our senior dog. He was comfortable with her and did great while we were away. She is very caring and conscientious and communicates so well! We would love to have her back to sit for us again.”
“Jazlynne was awesome for our senior cat who struggled while we were away in March. Not this time! She administered two insulin shots daily with no issue. She’s attentive to the pet’s needs and cares for them if they were her own.”


About: I’ve had pets my whole life! I’ve had cats for as long as I can remember, as well as several dogs, so I’m no stranger to the responsibility of keeping animals. I currently work for a theatre company, but I'm usually available most weekdays. In the evening, I'm available before 5pm and after 9pm, but that changes from time to time. Everyone's pet care is different and I know a lot of animals benefit from having a familiar routine. So if you have a certain way of doing things, I'll do my best to keep that consistent for your pet!
“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!”

“This couple made a stressful week so much better. We did not have to worry about our dog while our daughter was born. We will definitely use them in the future. Thank you both.”

“jessica went above and beyond for us and delivered exceptional care! my kitty loki so clearly loved her and she was so amazing, sending pictures and little notes each visit!! jessica you are amazing and we appreciate you so much! merry Christmas!!”

“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.”

“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.”

“What a joy! Katie saved the day when I needed last minute Christmas cat care. She came through despite there being two snow storms! I appreciate all of the pictures she sent of Kitty Boy. She did a wonderful job keeping him fed and entertained. It was relaxing knowing he was in good hands, and equally great to come home to a spotless house and a happy cat. Thanks Katie :-)”

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.
“Emily is an incredible animal caretaker! My two dogs are perfect, of course, but also have a ton of energy & can be a bit reactive in certain scenarios. From the first meet & greet, Emily asked thoughtful questions about my girls & made me feel at ease with their knowledge of dogs. Since then, they have been great at communicating any concerns as well as offering in depth general updates about my ladies during their visits. Emily is reliable, intuitive, trustworthy & brings so much joy to my sweet girls. I am grateful to have someone I can’t count on to not only show up, but to truly care for my animals!”

The median cost per visit for pet sitting in Winterport is $22
Cat parents share their Rover experiences - Winterport
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. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Winterport
Select a filter and find qualifying sitters offering pet sitting.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 $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 189 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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.






