House Sitting Winterport

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Over 38
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.

1 / 1
Sitter Profile Image: Jessica B.
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Jessica B.
from
$65
per night
5.0 out of 5 stars
12 reviews
20 years of experience
Bucksport, ME, 04416

This was our first time using Rover. We have an anxious puppy and weren’t sure how it would go. Jessica made several house visits ahead of time so Nieva could get to know her. Nieva was excited to see her and sad when her new friend left. We’ll definitely be using her in the future. I was able to relax knowing she was in good hands.

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Dana A.
Sitter Profile Image: William W.
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William W.
from
$52
per night
4.6 out of 5 stars
11 reviews
3 repeat clients
11 years of experience
Winterport, ME, 04496

Great communication and prompt responses. Super easy and great pet sitter.

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Jami D.
Sitter Profile Image: Jasmine S.
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Jasmine S.
from
$175
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
25 years of experience
Prospect, ME, 04981

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.

Sitter Profile Image: Lincey W.
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Lincey W.
from
$27
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Belfast, ME, 04915

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.

Sitter Profile Image: Amber B.
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Amber B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
13 reviews
2 repeat clients
30 years of experience
Brewer, ME, 04412

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.

Sitter Profile Image: Alison M.
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Alison M.
from
$50
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
60 years of experience
Searsport, ME, 04974

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.

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Stephanie W.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$75
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
30 years of experience
Bucksport, ME, 04416

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!

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Anne E.
Sitter Profile Image: Katie A.
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Katie A.
from
$45
per night
10 years of experience
Belfast, ME, 04915

About: I have always worked with dogs. I have a specialty in dog grooming and can add that service if requested. I care for dogs like they are my family because they are. I work full time in my grooming business I am flexible and will do my best to fit anyone in to make sure their animals are well cared for in all capacity I have an outdoor kennel and grooming station in my home I have a big backyard and animals safety and care is always my top priority.

Sitter Profile Image: Kiana W.
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Kiana W.
from
$85
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
2 years of experience
Bangor, ME, 04401

Max was so well taken care of by Kiana. She kept us updated and sent tons of pics. He seemed very content and happy with her. Would definitely use her again

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Lynette M.
Sitter Profile Image: Jazlynne W.
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Jazlynne W.
from
$50
per night
5.0 out of 5 stars
68 reviews
22 repeat clients
10 years of experience
Bangor, ME, 04401

Jazlynne took SUCH good care of our pets! She was even willing to take on a semi-potty trained young puppy, and all of our pets ADORED her! Left our home spotless, took care of all of the animals needs, and even was willing to take on an extra day last minute when our plane home got delayed. Absolutely plan on using her services again!

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Kymberly H.
Sitter Profile Image: Thomas T.
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Thomas T.
from
$30
per night
5.0 out of 5 stars
2 reviews
13 years of experience
Bangor, ME, 04401

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!

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Anna L.
Sitter Profile Image: Cailen A.
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Cailen A.
from
$48
per night
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: Shmerl B.
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Shmerl B.
from
$45
per night
5.0 out of 5 stars
34 reviews
16 repeat clients
30 years of experience
Brewer, ME, 04412

Molly was wonderful, enthusiastic, great with my 8 year old lab who is obsessed with frisbee and her dog, Leon, was a gem. Highly recommend her.

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Kate M.
Sitter Profile Image: Libby N.
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Libby N.
from
$40
per night
4.9 out of 5 stars
71 reviews
11 repeat clients
10 years of experience
Winterport, ME, 04496

Libby was an excellent sitter. I was in town for a graduation celebration at the University of Maine and Libby watched my puppy while I attended an event. She arrived on time at my vacation rental and took excellent care of my puppy. I am so grateful that I was able to leave my puppy with someone I could trust and he had so much fun with Libby. I highly recommend Libby for all your pet needs.

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Cherilyn W.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$30
per night
5.0 out of 5 stars
1 review
25 years of experience
Brewer, ME, 04412

About: I provide one-on-one, personalized care, ensuring each pet gets the attention and love they deserve. I have experience with senior pets, dogs with anxiety, and those with special medical or dietary needs. I send daily updates with pictures, so you’re always in the loop about how your pet is doing. I offer flexible scheduling and last-minute bookings, and I’m always reliable—your pet’s care comes first. For active dogs, I can offer long walks, hiking trips, and plenty of playtime, ensuring they’re exercised and entertained. I am self employed and manage my day to day schedule with lots of flexibility. I am happy to coordinate my schedule to accommodate you and your pet's needs! When caring for pets in either my home or a client’s home, I focus on creating a safe, comfortable, and fun environment that caters to each pet’s specific needs. My home is fully pet-proofed and provides cozy spaces for lounging, sleeping, and playing. I ensure that pets have access to toys, beds, and safe areas to explore. I follow the pet's regular feeding and potty schedules to keep their routine consistent. I take time to learn about their habits to make them feel at home. Depending on the pet’s needs, I offer regular walks, backyard play, or indoor activities to ensure they stay active and happy. If the pet is anxious or shy, I provide a quiet space to relax and make sure they feel secure with gradual introductions to new surroundings. In your home I maintain the pet’s normal routine, from feeding and walks to playtime and bathroom breaks. I ensure their home is kept tidy and comfortable for both them and the pet parent. Many pets feel more secure in their familiar environment. I take care to create a calm atmosphere by minimizing disruptions and ensuring they have their favorite toys, bed, and comfort items. I offer tailored care based on the pet’s unique needs, whether that’s medication, specific diets, or behavioral routines. Just like in my home care, I update the client regularly with pictures and reports, ensuring they are always in the loop.

Sitter Profile Image: Bohni K.
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Bohni K.
from
$145
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
50 years of experience
Searsport, ME, 04974

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

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Sarabelle G.
Sitter Profile Image: Katherine L.
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Katherine L.
from
$65
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Bangor, ME, 04401

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

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Kathryn M.
Sitter Profile Image: Ann W.
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Ann W.
from
$75
per night
5.0 out of 5 stars
12 reviews
1 repeat client
30 years of experience
Camden, ME, 04843

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!!

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Rick M.
Sitter Profile Image: Kirk S.
Verified Enhanced Background Check
Kirk S.
Star Sitter
from
$68
per night
5.0 out of 5 stars
47 reviews
21 repeat clients
40 years of experience
Mount Desert, ME, 04660

Kirk did an outstanding job pet/house sitting for us. He is dependable and arrived on time for the stay. He is a great communicator and kept us informed by text and with photos and videos. Kirk is cognizant of situations that may need attention; there was a medical issue about which Kirk informed us. After visiting with us, Kirk confidently resolved the issue and took the best care of our dog. Kirk took great care of our house as well. Mail was brought in; plants were watered; floors were vacuumed; kitchen, bathroom, bedroom were cleaned. It was as if we had never left. Our dog was happy to see us but was very calm and content. It was obvious to us that Kirk had provided a secure stay for him. We had absolutely no worries about our dog or the house while Kirk was in our home. We highly recommend Kirk and will rebook with him in the future without hesitation.

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James C.
Sitter Profile Image: charlotte e.
Verified Enhanced Background Check
charlotte e.
Star Sitter
from
$148
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
15 years of experience
Trenton, ME, 04605

Charlotte was a fantastic sitter for my two dogs, one older and slower, one younger and very energetic. She sent me pictures throughout her stay with them and left the house beautifully clean. She even came back and gave them an extra walk when my plane was delayed. She is caring and clearly loves her job! I highly recommend Charlotte to everyone!

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Rachel K.
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The median cost per night for house sitting in Winterport is $55

Pet parents share their Rover experiences - Winterport

1 / 1
5.0 out of 5 stars

Jessica is great! She took great care of our dog - Baxter - sending multiple pictures/videos, taking him on hikes, scratching his tummy as he lay across her lap, and more. Having Jessica in our home also provided wonderful peace-of-mind about our place. This is such a better solution than boarding Baxter at a kennel. We will definitely be clients again with Jessica.

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Anna B.
House Sitting
5.0 out of 5 stars

Once again Chloe was truly the best caregiver and sitter for our dog, Maple. We went away for 5 days to visit family and Chloe stayed at our home. She was so responsive, gave the best and most detailed daily updates, including photos, and we just knew that our little love bug was being cared for as well as if we were home with him. She left our home spotless and Maple was happy as can be when we came through the door. We would recommend Chloe to anyone and everyone who needs thoughtful care for their dog. Can’t recommend her enough. We’ve already booked again for December!

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Kelly O.
House Sitting
5.0 out of 5 stars

Libby is easy to work and communicate with and it is obvious that she adores animals as Maverick loves her visits. I know he is in good hands, I trust her to treat my dog well. No one would go wrong having Libby in their corner.

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Joelle Y.
House Sitting
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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.

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    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 house sitting
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Popular requests for house sitting - Winterport

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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 August 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 August 2026, there are 114 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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