House Sitting Winterport
Find a loving house sitter to watch over your pets and your home.
Over 37 pet parents in Winterport have booked house sitting
Winterport, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jessica is great and the Littles and Henry the cat loved her. I appreciated the photos and checkins while I was away and did not worry. Everyone had fun. Jessica arrived on time, stayed at my home and was there when I returned. Everything went smoothly. Thank you so much! Doreen”
“Alison took such great care of our senior dog. She sent updates and pictures and our dog was clearly very happy and at ease with her. Not having to worry about our dog while we were away made our trip that much more fulfilling.”
About: I grew up on a farm with horses, pigs, sheep, cows, a dog and a cat. I particpated at a young age taking care of them (feeding, brushing, removing manure). Throughout my life I have had personal pets as well as helped care for pets of family and friends. I currently work full-time remotely M-F 8:00am-5:00pm. I also have a 9 year old son. I am typically available weekday evenings after work and weekends. I have a runner that extends from the side entrance of my house to my detached garage with a partially fenced backyard. I live in a safe neighborhood and have great neighbors. Three of my neighbors on my street work for the police department.
About: I have had experience with pets since I was I child, my family and I love all kind of pets , I am from Costa Rica so I always had a pet in my house and around from friends and family. I am available most of the time, I am super open to work holidays, weekends and nights, just contact me before booking to check availability. I have my own farm house in Swanville Maine, a very quiet and very peaceful place without many neighbors around, perfect for pets and very near from Belfast.
About: I am always the first to be called when a friend needs doggy daycare or house sitting with dogs, cats, and often other animals. I’ve fostered and found homes for rescues internationally and domestically. I’ve worked for a doggy daycare where I was responsible for 50-70 dogs with a crew of 2-4 people. I also spent a few months off and on taking care of 10-22 huskies while part of the herd were sled racing. I’m comfortable with dogs of all sizes and enjoy seeing all of their unique personalities. I’ve loved animals since I was small. We always had cats when I was little, as well as ducks, chickens, guinea pigs, rabbits, my turtle boy China B, parakeets, and a Senegal parrot foster. I was surprised with a rescue dog when I was 10, Hemingway. It was an amazing experience and I helped train Hemmy to be a service dog for my grandmother who was visually impaired. Winter rates are now $250/day for basic overnights, includes 3 pets. Will adjust include extra rates accordingly to animals and household needs. I’m self employed and have the flexibility to set my daily schedule around your animals needs and regular routine. Lots of scritches, play time and love are part of my commitment to your pets. I am available for short and long walks (depending on your animals needs and ability), playtime, companionship, love and affection, meals and snacks as well as monitoring medication if needed.
“Our little dog was in the best of hands with Jessica. She kept us updated with how he was doing, stayed attentive to his needs throughout the weekend, and offered a safe, comfortable indoor and outdoor space to explore. Highly recommend!”
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!
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.
“Katherine was so great with our puppy and made sure she got a lot of walks and stimulation while we were at work for the day! We came home to a tired puppy! Would definitely recommend her”
“Thomas took wonderful care of my fur family while I was out of state for three days. He provided regular updates and was considerate of their routine. I felt very at easy with them in his care and will rebook in the future!”
“Bohni was a treat on all levels!!! She stayed with my cat for 3 nights and 4 days.. I think my cat likes her more. The house was better than I left it.. Angel was calm and happy.. I was able to be away from her for the first time and feel confident in her STELLAR care.. if there were 10 stars she would get them all!!!!! Got photos all well everyday!!!! Happy customer”
“Thank Ann! She was everything we hoped for and more. We have a cat who can be a challenge, with his funny ways and she rolled with it - even turning him into a friend. Can’t thank her enough! Also, she left the house as near or neater than when we left! Truly grateful!!”
About: I will NEGOTIATE PRICES!! Especially with higher priced stays. It's all dependent on your animals level of needs/length of stay amongst other things. 🙂 Please just ask, there are just no extra settings in the app for this. 🙂 I offer discounts for smaller dogs, as well as well trained dogs. I also offer $20 off your FIRST booking with me with code ELIZAD92501 I've cared for a variety of animals all my life. I really enjoy walking, I LOVE everything about the ocean, as well as the woods and I've spent the majority of my childhood outside in nature. ❤️Animals have gotten me through some of the worst parts of my life and have always been there for me in ways another human could not. I'm good with specialty care, as I've owned rats in the past for quite a few years! They require a very specific healthy diet/great air quality and require much more extensive care than people realize. They require expensive, careful care and planning, much more than your average pet. I've also had pet cats, dogs, mice, birds, guinea pigs, rabbits, fish, and chickens in the past. My dream is to live on a farm someday and animals have always been a big part of my life. I know that ALL creatures are very sentient and feel just as deeply as we do, if not deeper. Animals are very intelligent creatures and often know and see things we do not! My environment here is laid back and I'm a very chilled out down to earth kind of person. I like to have everything set up for my pets I'm watching as soon as I get in the door. I'm very attentive and empathetic as well. I'm always sure to send regular updates and photos. If you ever need or want anything during a stay just ask, I'm always very understanding. My boyfriend and I live together and he also enjoys helping care for the pets I take care of. He's is a very loving, intelligent, kind hearted person and just all around a great guy with a pure heart ❤️ I'm at home full time right now, I live next to a park with a walking trail and many side streets where I and other people regularly walk their dogs. If I'm not at home my boyfriend is and vice versa. I usually wake up early in the morning. I've cared for a variety of animals all my life. I really enjoy walking, I LOVE everything about the ocean, as well as the woods and I've spent the majority of my childhood outside in nature. ❤️ I'm a deep thinker and I genuinely care about others emotions deeply. Others Pain, hurt, and happiness affect me as if it were my own and that's probably one of my greatest weaknesses in life. People aren't always there for you, but animals are! They have gotten me through the worst parts of my life and have always been there for me in ways when another person wasn't. I take my own path in life, you could call me a loner lol. I've always been a little different from others and I don't fit in with the big crowd. I'm also part native American and I've always felt and known there is a deeper meaning and connection to everything in life, although I don't know if the two are connected lol. I'm good with specialty care, as I've owned rats in the past for quite a few years! They require a very specific healthy diet/great air quality and need much more extensive care than people realize. They require expensive, careful care and planning, much more than your average pet, I know alot about them. I've also had pet cats, dogs, mice, birds, guinea pigs, rabbits, fish, and chickens in the past. My dream is to live on a farm someday and animals have always been a big part of my life. I know that ALL creatures are very sentient and feel just as deeply as we do, if not deeper. Animals are very intelligent creatures and often know and see things we do not! My environment here is laid back and I'm a very chilled out down to earth kind of person. I love spontaneous adventures. I like to have everything set up for my pets I'm watching as soon as I get in the door. I'm very attentive and empathetic as well. I'm always sure to send regular updates and photos. If you ever need or want anything during a stay just ask, I'm always very understanding. My boyfriend and I live together and he also enjoys helping care for the pets I take care of. He's is a very loving, intelligent, kind hearted person and just all around a great guy with a pure heart I always make sure my pets have fresh food and water / clean bowls. I'm accommodating so just ask! Water change at least 2× a day. I like to make sure that they have their food and water station all set up, and their bed and toys set out right after they come in the door so they feel at home. I pick up on cues easily and most always know when to take them out. I also note care details down and keep everything in mind. I send updates regularly and lots of photos. I'm attentive and empathetic too! Having an animal next to me while I'm having family time makes my place feel cozy and homey ❤️ I always double check with the owner about what their pets can and can't have when I want to give snacks or extra treats, and I also have knowledge of what's okay to give them and not.
“Charlotte was exceptional! She loved on our pup and cat like crazy. She sent many, many updates, videos, and pictures. Her warm and kind spirit made all of us love her instantly. We think the pets had a better vacation than we did! Last- the house looked as though she’d never been there (other than the thoughtful note she left). We HIGHLY recommend Charlotte for pet sitting!”
“Our pups were so happy with Kirsten. She walked them daily cuddled with them and sent lots of pics to let us know how things were going. She was amazing and we would not hesitate to book with Kirsten again. Great experience for all of us!”
The median cost per night for house sitting in Winterport is $55
Pet parents share their Rover experiences - Winterport
Jessica, Deb and I could not be more pleased with the care you gave Maggie and Tilley. I know Maggie is a challenge and thank you for being here for her. And thank you for taking Tilley swimming! I recommend you to all who are seeking great care for their pets!
Wish I could give Chloe 10 stars. She’s stayed at our house multiple times to watch our old pup, and bunny. House is always clean, and well kept when we return. She even went above, and beyond caring for our house plants, and garden. Great daily updates, and photos. Nice to know a responsible person is keeping an eye on our place.
Della was amazing! She took excellent care of our dog and chickens while we were away. It’s obvious that she truly cares about animals and was very considerate of our home space in and outdoors. Great communication and beautiful picture updates made us feel comfortable being away from our pets. 10/10 recommend Della!
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 house sitting
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Popular requests near you
Select a filter and find qualifying Winterport sitters!Sitters in Winterport average 3 repeat house sitting clients
FAQs for House Sitting - Winterport
Frequently asked questions about Rover
The average cost for House Sitting in Winterport on Rover is $66.6 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 121 sitters on Rover offering House Sitting across Winterport. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winterport walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winterport maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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 Winterport 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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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.
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