Pet Sitting in Winslow

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

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Top rated Winslow pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Erin L.
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Erin L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Waterville, ME, 04901

Erin was awesome! My cats were well taken care of, fed, watered, played with and litters were cleaned. MY shy Sophie girl usually hides from everyone, and she took the time to find her and sent me a pic to show me she was okay. Highly recommend!

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Natacia F.
Sitter Profile Image: Jennifer E.
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Jennifer E.
from
$18
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
12 years of experience
Boyle Heights, Waterville, ME, 04901

About: I provide compassionate care to all sorts of pets, ranging from dogs, cats, and other small critters. As a pet owner who has had all sorts of animals, I understand how difficult it could be to find a reliable pet sitter for your furry family members while you’re away, so I like to highlight my experience beyond our canine and feline friends 😊 I have volunteer experience providing foster homes for cats and kittens awaiting adoption. This included providing oral medication. My own rats have had to undergo tumor removal surgery, so I have experience providing post-op care with rats. I have provided Rover/pet sitting services in Colorado Springs and Los Angeles, so despite not having a lot of bookings on Rover, I come with references. Of course, I also have my own dog who keeps me on my toes while on walks and has allowed me to learn more about dog behavior and care. I was born and raised in LA, but lived in other states where I worked in a completely different field. I lived in Waterville for close to 5 years to attend college. I moved back here in April of 2026 and instead of continuing my line of work in psychology/criminal justice, I have decided to take a break from that to do what brings me joy - which is caring for animals in any way that I can. In other words, my time is all dedicated to your fur babies. I prioritize your pet’s safety and comfort once I’m with them, including the security of your home. I follow any instructions meticulously, like feeding schedules, exercise routines, medication instructions, etc., to ensure your pet’s well-being. I like to leave spaces as I have left them, if not cleaner, and ensure your pet does not have access to anything hazardous, especially if I must step away during our time together. I like to communicate with my clients daily to give them peace of mind while away from home.

Sitter Profile Image: Madelyn S.
Verified Background Check
Madelyn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
105 reviews
34 repeat clients
13 years of experience
Fairfield, ME, 04989

Madelyn continues to impress with her attention to detail and cat whispering skills. She makes it easy to be away and know Ferdinand is well taken care of.

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Tyler P.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$30
per visit
5.0 out of 5 stars
36 reviews
8 repeat clients
7 years of experience
Waterville, ME, 04901

Sarah was simply amazing!!! I can't say enough good things about her. She truly cared for our two kitties while we were away as if they were her own. It's so freeing to feel able to travel again knowing we have such a caring, reliable sitter. Will absolutely use Sarah's services again!

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Vince A.
Sitter Profile Image: Grace B.
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Grace B.
from
$20
per visit
4.9 out of 5 stars
15 reviews
3 repeat clients
8 years of experience
Waterville, ME, 04901

Grace did wonderful dropping in to feed my cat for a few nights in a row and made sure to send pictures every time!

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Graeme P.
Sitter Profile Image: Kimberly M.
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Kimberly M.
from
$20
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
6 years of experience
Oakland, ME, 04963

Kim was extremely communicative and excellent with my pets. I highly recommend her because she was professional and very kind. It's obvious that she loves animals.

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Dawn-Marie H.
Sitter Profile Image: Erin D.
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Erin D.
from
$32
per visit
4.9 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Benton, ME, 04901

Erin did great! Excellent communication, took great care of Bosco. An unexpected house accident happened (a window broke) and Erin handled it really well. Would definitely book again!

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Jessamine B.
Sitter Profile Image: Alex L.
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Alex L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
58 reviews
28 repeat clients
10 years of experience
Benton, ME, 04901

Alex was amazing and my dogs love her! I was nervous leaving them for the first time and Alex came over and made me much better! She clearly loves dogs and is very knowledgeable! Highly recommended!

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Sharisse P.
Sitter Profile Image: Carla V.
Verified Enhanced Background Check
Carla V.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
44 reviews
8 repeat clients
5 years of experience
Waterville, ME, 04901

Carla provided exceptional care for our cat during our 2-week trip. Communication was excellent and the daily photos of our cat assured us that all was well. Our cat is very emotionally expressive and she looked 100% happy to be in Carla's lap. We will definitely hire Carla again the next time we need a sitter.

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Beth C.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$31
per visit
5.0 out of 5 stars
40 reviews
12 repeat clients
10 years of experience
Fairfield, ME, 04937

Another great visit by Emma. My dog clearly likes her! She responded today on short notice freeing me up to have some fun after a stressful work week, and weekend. She is awesone!

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Becky H.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$40
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
13 years of experience
Winslow, ME, 04901

Melissa struck me as a mature, articulate, cheerful, and responsible adult. She did a wonderful job dropping in and taking care of my kitties and my home for 4 days. She also would’ve been available an extra day had my travel plans gone awry. Her communications and photos were timely and thorough. This trip was during a time of below zero temperatures outside, so it was nice to not worry about home/heat/freeze issues. My cats seem to have enjoyed her too. Thank you!

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Lisa C.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$28
per visit
5.0 out of 5 stars
3 reviews
22 years of experience
Vassalboro, ME, 04989

About: Hi! I’m Ashley — a lifelong animal lover with hands-on experience caring for a wide variety of animals including dogs, cats, reptiles, ferrets, and more. I’ve worked in a veterinary office and previously ran my own daycare, so I’m confident handling pets of all sizes, temperaments, and energy levels. I have experience with large and strong dogs, high-energy and working breeds, and multi-pet households. I’m also comfortable caring for multiple species, including exotics, and have a strong understanding of animal behavior and safety. I can recognize the difference between play, stress, and aggression, which helps keep your pets safe and comfortable at all times. Whether your pet needs exercise, structure, or calm companionship, I adjust my care to fit their personality and needs. I pride myself on being reliable, punctual, and communicative, and I always treat every pet like they’re my own. I’m happy to send photo and message updates so you always have peace of mind while you’re away. Early mornings, afternoons, Saturdays for all services. Sundays I am available for boarding only at this time — I do my best to stay flexible for my clients! I care for your pet as you would want them cared for. I love taking pictures, it's up to you if I share them with everyone or just you!

Sitter Profile Image: Kaitlyn C.
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Kaitlyn C.
from
$28
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
13 years of experience
Fairfield, ME, 04937

Hope to see you soon thanks for stopping in

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Shane S.
Sitter Profile Image: Amber C.
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Amber C.
from
$25
per visit
20 years of experience
Winslow, ME, 04901

About: I love being outdoors and exploring, so I would be happy to take your best friend wherever their heart desires. I have always grown up with pets, and I currently have two pups, Kona and Angie. Safety and following owner's requests are always my number one priority, followed by fun! My availability fluctuates some on the weekends, but I currently own my own business and attend college online making my schedule very flexible and accommodating during the weekdays. Ensuring safety and trust for your pets is top priority. In my home we take measures to create hazard-free spaces. Outside of my home, adapting to your pets environment is their top need, and my main focus. No doubt, your pet will receive the dedicated love and care they deserve.

Sitter Profile Image: Ascher t.
Verified Enhanced Background Check
Ascher t.
from
$15
per visit
25 years of experience
Vassalboro, ME, 04989

About: Hi! I’m a lifelong animal lover with experience caring for a wide range of pets, including dogs, cats, and horses. Growing up around animals has given me a deep understanding of their needs, personalities, and behaviors. I’m attentive, patient, and committed to making sure every pet feels safe, comfortable, and loved while you’re away. Whether it’s going for walks, playtime, or just providing companionship, I treat every animal as if they were my own. I’m also experienced in administering medications and can confidently follow any specific care instructions to ensure your pet stays happy and healthy. You can count on me to provide reliable, compassionate care and plenty of updates so you have peace of mind while you’re away! Pet care fits naturally into my routine, especially during evenings and weekends when I’m most available. I make it a priority to be there for pets when their owners are busy, traveling, or just need an extra hand after a long day. I’m consistently available for evening drop-in visits, making sure pets are fed, exercised, and given plenty of attention and companionship before settling in for the night. On weekends, I have even more flexibility and can accommodate multiple visits, extended care, or last-minute bookings. Caring for animals is something I truly enjoy, so I build my schedule around giving them the time, consistency, and care they deserve. I tailor my care based on each pet’s needs and the service requested, whether I’m in my home or yours. My goal is always to keep pets comfortable, safe, and as close to their normal routine as possible. In a client’s home, I focus on maintaining your pet’s usual schedule feeding, walks, playtime, and any special care instructions so they feel secure in their familiar environment. I keep things clean and organized, and I’m respectful of your space while making sure your pet gets plenty of attention, affection, and exercise. I also provide regular updates and photos so you always know how your pet is doing. If caring for pets in my home, I provide a calm, safe, and pet-friendly environment where they’ll receive lots of supervision, love, and attention. I make sure they have a comfortable place to relax, consistent potty breaks, and plenty of playtime. I’m attentive to details and experienced in administering medications if needed, and I’m always mindful of each pet’s personality, energy level, and comfort. My priority is making sure every pet feels happy, safe, and well cared for while you’re away.

Sitter Profile Image: Lea O.
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Lea O.
from
$10
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Winslow, ME, 04901

About: I have worked at dog and cat boarding facility for awhile now. I also did an internship with a dog trainer for almost a year. I also have experience with horses as I do barrel racing I am currently working part-time at a dog and cat boarding facility. I am also a senior in high school and am taking college classes to get my certificate in dog grooming and will be taking a class in animal assisted therapy. I have a crate avaliable for your pet when I am not home. I do not have a fenced in yard, so when we are outside, your dog will be on a leash

Sitter Profile Image: April M.
Verified Enhanced Background Check
April M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
41 reviews
15 repeat clients
20 years of experience
Belgrade, ME, 04917

April was very attentive, open, and communicative while I was away visiting family. I will definitely rebook her to care for my senior kitty.

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Kris L.
Sitter Profile Image: Hannah H.
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Hannah H.
from
$25
per visit
10 years of experience
Fairfield, ME, 04937

About: I grew up with dogs around, specifically a Boxer and Boston terrier. I now have three cats of my own! I have done it all from walks to ear cleaning to baths to fetch to administering medications and inhaler treatments - I can do whatever is needed! I work full time with crazy hours! You tell me what times and days are needed, I can try to work it in somehow. Some days I am out at 11pm, others 3pm, it all depends. I will always have two days off a week and can do more for you those days. I can pick on animal cues pretty easily, as I have had non-dog friendly dogs growing up. Patience is something I pride myself on with animals and making sure they feel safe in their environment, as I’m just the visitor.

Sitter Profile Image: Wyatt G.
Verified Enhanced Background Check
Wyatt G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
4 years of experience
Winslow, ME, 04901

About: Hi, I’m Wyatt! I have hands-on experience caring for dogs and cats with medical needs, behavioral challenges, and anxiety. From administering medications to handling shy or high-energy pets, I provide safe, compassionate care tailored to each animal. Your furry friend’s health, happiness, and safety are my top priorities! I’m available early mornings before work and after 6 PM on weekdays, as well as anytime on weekends. I can do walks, or drop-in visits depending on your pet’s needs I prioritize your pet’s safety, comfort, and happiness above all else. I’m experienced with pets of all temperaments, including those with behavioral or medical needs, and I create a calm, secure environment for them. You can trust that your furry family member will be treated with love, patience, and respect at all times

Sitter Profile Image: Josephine C.
Verified Enhanced Background Check
Josephine C.
from
$20
per visit
6 years of experience
Belgrade, ME, 04917

About: I’ve had pet dogs and cats since I was 5 years old. I’ve always loved taking care of them, and being someone that they can rely on. Caring for animals is a big part of my life and something I hope to be forever passionate about! I am working full-time for the summer. I am a college student who will be going back to part time in the fall to finish my last year. I’m mostly free in the evenings and on odd days during the week since I work a rotating schedule. The fall will look different as I’ll be working part-time while also going to school! I’ve been handling large dogs since I was a young teenager, so I’m very comfortable with all types of breeds. I’d consider myself very gentle when it comes to animal care.

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Winslow pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

This was our first time booking with Erin and she was great! We hope to book her for more drop ins and housesitting in the future. We appreciated that she came for a meet and greet ahead of time to meet and learn about our dog's needs. She left a detailed Rover card about the visit which I also really appreciated, including lots of pictures, letting us know that everything went well. Thank you Erin!

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Lisa L.
Drop-In Visits
5.0 out of 5 stars

Erin was amazing and flexible with covering for us last minute! She took great care of our pup and we will be keeping her on our short list for the future.

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Victoria A.
Drop-In Visits
5.0 out of 5 stars

Grace was excellent! She was very helpful, gave us daily updates, and managed to get our shy cats to come out of their shells.

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Ian M.
Drop-In Visits
5.0 out of 5 stars

Melissa struck me as a mature, articulate, cheerful, and responsible adult. She did a wonderful job dropping in and taking care of my kitties and my home for 4 days. She also would’ve been available an extra day had my travel plans gone awry. Her communications and photos were timely and thorough. This trip was during a time of below zero temperatures outside, so it was nice to not worry about home/heat/freeze issues. My cats seem to have enjoyed her too. Thank you!

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Lisa C.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for all the wonderful care of the kitties! It was a great source of comfort for me while away!

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Rebekah Q.
Drop-In Visits
5.0 out of 5 stars

Sarah was absolutely amazing! She watered our plants while we were away, and provided excellent care to our cat. She brought her treats and played with her and was determined to get her to warm up to her each time she visited. She took great photos and was always timely in her responses and made sure there were clear expectations with her visits. She was wonderful! We would 100% use her again

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Renee D.
Drop-In Visits
5.0 out of 5 stars

Sophia was grand. She communicated perfectly. Did per trip updates wirh photos. My Houston was happy and alert when I got home. I will definitely use her again.

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Joy R.
Drop-In Visits
5.0 out of 5 stars

Megan took wonderful care of my cat during the New Year holiday. She was reliable, gentle, and very attentive, which gave me great peace of mind while I was away.

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Lin G.
Drop-In Visits
5.0 out of 5 stars

Maddie is super nice and super helpful, she sent nice pics and kept us up to date on how Percy was tolerating the heat and activity. Percy definitely enjoyed his time in Maddie’s care.

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Rebekah Q.
Drop-In Visits
5.0 out of 5 stars

Tessa was prompt, professional, kind, communicative and caring to our kitties! She was so wonderful!

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Madison A.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a 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 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 pet sitting in Winslow is $25

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your pet 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 Winslow average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winslow on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Jun 2026, there are 35 pet sitters in Winslow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 94% of Winslow pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winslow.

Rover makes it easy to find Winslow pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 35 pet sitters in Winslow on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.