House Sitting in Winterport

Find a loving house sitter to watch over your pets and your home.

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Top rated Winterport house sitters

Prices are estimates per night. 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
$60
per night
5.0 out of 5 stars
8 reviews
20 years of experience
Bucksport, ME, 04416

Jess communicated well before and throughout the stay, sent updates and pictures, and gave us peace of mind while we were away. When our travel plans were delayed, she was flexible and stayed later than planned so Rollo wouldn’t have to be alone too long, which we really appreciated. Most importantly, Rollo was happy and content when we got home.

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

William went above and beyond and sent many photos! Highly recommend again!

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Lina S.
Sitter Profile Image: Emma N.
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Emma N.
from
$30
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
5 years of experience
Brewer, ME, 04412

Emma did a fantastic job taking care of our dog and cat over a 1.5 week period. Our house was also well looked over while we were away on vacation. On top of that, she is a wonderful caring person and easy to work with.

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

Alison was great with our three kitties! She kept us updated on how they were doing and sent pictures. We loved that she stayed at the house as they are very social indoor kitties. We would definitely use Alison again!

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Sharon G.
Sitter Profile Image: Jazlynne W.
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Jazlynne W.
from
$50
per night
5.0 out of 5 stars
65 reviews
21 repeat clients
10 years of experience
Bangor, ME, 04401

Jazlynne is wonderful! She gave us lots of updates and pictures- and as first time users of this app made us feel so comfortable leaving our pup in her care. It’s easy to tell she genuinely loves animals. I would ask her to care for our dog again in a heartbeat!

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Michelle P.
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: Amber B.
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Amber B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
10 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: Jessica R.
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Jessica R.
from
$75
per night
5.0 out of 5 stars
22 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: 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: Caden B.
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Caden B.
from
$35
per night
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: 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: Lincey W.
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Lincey W.
from
$27
per night
5.0 out of 5 stars
3 reviews
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: Sydney J.
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Sydney J.
from
$50
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
10 years of experience
Bangor, ME, 04401

Thank you for taking such great care of Pep! Always quick to respond and communicates well when we are away. Pepper seems happy and well cared for when we get home!! Thank you!

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Alison G.
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: 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: Bohni K.
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Bohni K.
from
$145
per night
5.0 out of 5 stars
12 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: Richard A.
Verified Enhanced Background Check
Richard A.
from
$40
per night
5.0 out of 5 stars
1 review
6 years of experience
Swanville, ME, 04915

Richard was great with my two girls Sadie, the great Pyrenees and Stella, the fluffy cat. He communicated great and sent pictures and took great care of the house. I definitely plan to book Richard again.

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Laurie P.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$30
per night
5 years of experience
Hampden, ME, 04444

About: A lifetime animal lover with 5+ years of experience. I pride myself on my thoroughness and dedication to providing for you and your furry family members! I am a teacher, so come summer time I will have a large amount of availability to walk or pet sit! As of right now, I work M-F 7:45-2:45 but could arrange to let your dog out for a potty break around 11:30. I am very attentive and always make sure to keep your pet’s safety a number 1 priority. Monitoring them when in the house/on walks is a must and keeping in contact with you about any possible issues that may come up are always important.

Sitter Profile Image: Elle P.
Verified Enhanced Background Check
Elle P.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Orono, ME, 04473

Elle was amazing. Very kind and patient with our rescue from a hoarding situation. Owen is very scared, all the time. But Elle worked with him and he would no longer run away when time to be leashed up to go outside, and took treats from her, too! Elle’s very patient and kind and was just what our little fur nuggets needed.

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Bridget O.
Sitter Profile Image: Elizabeth B.
Verified Background Check
Elizabeth B.
from
$85
per night
4.7 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Bangor, ME, 04401

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.

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Over 37
pet parents in Winterport have booked house sitting

Winterport pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.

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Chad M.
House Sitting
5.0 out of 5 stars

Jess communicated well before and throughout the stay, sent updates and pictures, and gave us peace of mind while we were away. When our travel plans were delayed, she was flexible and stayed later than planned so Rollo wouldn’t have to be alone too long, which we really appreciated. Most importantly, Rollo was happy and content when we got home.

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Tabatha C.
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
5.0 out of 5 stars

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!

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Sharon U.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Winterport average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winterport on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Winterport house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 119 house sitters in Winterport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 93% of Winterport house sitters respond in under an hour.

House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winterport.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winterport house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.