House Sitting Winterport

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

When are you returning?
Search

Over 30
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: William W.
Verified Enhanced Background Check
William W.
from
$52
per night
4.7 out of 5 stars
13 reviews
4 repeat clients
11 years of experience
Winterport, ME, 04496

Really awesome! Took really good care of my critters :) thank you !

Profile image
Boris S.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Bucksport, ME, 04416

Jessica was an exceptional caregiver for my 14 year old Cavalier. She was diligent in giving medicine and made sure he was comfortable at all times. She stayed in my home for a week and kept it spotless. Jessica sent pictures, updates and videos daily, which was greatly appreciated. My dog loved her. I definitely recommend her and hope to have her stay with my dog again.

Profile image
Susan P.
Sitter Profile Image: Katie A.
Verified Enhanced Background Check
Katie A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Belfast, ME, 04915

Katie was great with our 2 dogs. She knows her stuff when it comes to dog care. We were so comfortable with leaving the house and dogs in her care. Our girls are old and settled in their ways, but they loved her and Freya.

Profile image
Kim B.
Sitter Profile Image: Chuck D.
Verified Enhanced Background Check
Chuck D.
from
$75
per night
5.0 out of 5 stars
153 reviews
55 repeat clients
40 years of experience
Ellsworth, ME, 04605

It was love at first sight for Chuck and our dogs. He's an excellent dog and house sitter and we so appreciate his stepping in for us on short notice. Can't recommend him highly enough.

Profile image
Jaci H.
Sitter Profile Image: Jasmine S.
Verified Enhanced Background Check
Jasmine S.
from
$150
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.
Verified Enhanced Background Check
Amber B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
15 reviews
3 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: Jazlynne W.
Verified Background Check
Jazlynne W.
from
$50
per night
5.0 out of 5 stars
72 reviews
24 repeat clients
10 years of experience
Bangor, ME, 04401

This was the second time Jazlynne took care of our beloved Jack. She stayed at our home & feed Jack a special diet. She also gave him daily medications. She took time to play frisbee with him. Jazlynne took wonderful care of both Jack & our home. She is conscientious & communicates in a timely manner. I highly recommend her & will certainly look to hire her again.

Profile image
Susan S.
Sitter Profile Image: Kiana W.
Verified Enhanced Background Check
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

Profile image
Lynette M.
Sitter Profile Image: Thomas D.
Verified Enhanced Background Check
Thomas D.
from
$35
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Eddington, ME, 04428

Thomas was amazing with my large dog and moody cat! Very attentive to details about their care :) highly recommend and will be rebooking !!

Profile image
Boris S.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
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!

Profile image
Anne E.
Sitter Profile Image: Cailen A.
Verified Enhanced Background Check
Cailen A.
from
$45
per night
5.0 out of 5 stars
1 review
7 years of experience
Bangor, ME, 04401

Calendar was a wonderful dog and house sitter. Bear loved being with her. She sent great photos of Bear to show that he was enjoying his time with her. I would definitely book Cailen again.!

Profile image
Kristine H.
Sitter Profile Image: Katherine L.
Verified Enhanced Background Check
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

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

Kirk is a great pet/house sitter! He is dependable and reliable; he is an excellent communicator. He provides numerous photos of Stanley during his stay. He administers medications and continues Stanley’s daily routines. He leaves the house clean and tidy. We love having Kirk stay with Stanley-he is the best!

Profile image
James C.
Sitter Profile Image: Bohni K.
Verified Enhanced Background Check
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

Profile image
Sarabelle G.
Sitter Profile Image: Brandon T.
Verified Background Check
Brandon T.
from
$105
per night
4.9 out of 5 stars
14 reviews
6 repeat clients
5 years of experience
Newport, ME, 04953

Our animals were happy and healthy when we returned. Branson communicated and sent pictures so we felt very secure.

Profile image
Barbara M.
Sitter Profile Image: Katie B.
Verified Enhanced Background Check
Katie B.
from
$100
per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Swanville, ME, 04915

Very reliable and took good care of my "girls".

Profile image
Laurie P.
Sitter Profile Image: charlotte e.
Verified Enhanced Background Check
charlotte e.
Star Sitter
from
$144
per night
5.0 out of 5 stars
35 reviews
13 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!

Profile image
Rachel K.
Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
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: Rebecca A.
Verified Enhanced Background Check
Rebecca A.
from
$50
per night
12 years of experience
Ellsworth, ME, 04605

About: I’ve been caring for animals for over 12 years and genuinely love spending time with dogs of all personalities and energy levels. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their dogs while they’re away. I’m patient, dependable, attentive to routines, and committed to making pets feel safe, comfortable, and loved. I’m also comfortable caring for puppies, senior pets, and animals that may need extra patience or attention. I work per diem as an OR nurse, which gives me a flexible schedule and plenty of time to provide attentive pet care. I’m available most evenings after 5:30 PM and have open availability on weekends. I enjoy staying active and love spending my free time walking, playing with, and caring for pets while making sure they feel safe and comfortable. Your pet’s safety and comfort are always my top priorities. I take time to learn each pet’s routine, personality, and needs so they feel as stress-free as possible while you’re away. I’m attentive, reliable, and experienced caring for pets with different energy levels and temperaments.I’ll provide a calm, clean, loving environment with plenty of attention, playtime, walks, and updates for peace of mind.

Sitter Profile Image: Carla V.
Verified Enhanced Background Check
Carla V.
from
$70
per night
4.9 out of 5 stars
45 reviews
9 repeat clients
5 years of experience
Waterville, ME, 04901

Carla took extra time to get to know our anxious little dog before she came to stay with him while we were traveling. He was relaxed and happy when we came home and she was the perfect guest, so considerate. We have already asked her to return.

Profile image
Michelle G.
1 / 1
View more

The median cost per night for house sitting in Winterport is $60

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.

Profile image
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!

Profile image
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.

Profile image
Joelle Y.
House Sitting
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Winterport

Select a filter and find qualifying sitters offering house sitting.

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 $72.15 per night (as of September 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 September 2026, there are 115 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge