Pet Sitting Winslow
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 13 pet parents in Winslow have booked pet sitting
Winslow, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Erin was really helpful and communication was great! She was able to give oral meds to my two cats as it was an unexpected issue right before I left. Lots of good photos to keep me updated! Will be rebooking again on my next trip :)”
“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!”
“I don’t know how long she’ll keep doing this, but I hope it’s for a long time because I love how much I can trust that is safe with her. She leaves great comments and photos every day even when I don’t have time to reply highly recommend.”
“I feel very comfortable that my dog is taken care of, safe and getting just enough attention to help fill the void in her heart while Mom is at work. Sarah is very kind, professional but most of all interacts extremely well with my pup. She also explained how the rover app works and made several suggestions to go about entering my home that helped to sooth my nervous nerves upon using the app to begin with. I learned a ton about door locks I never knew existed! If your new to the app I absolutely recommend and I definitely recommend Sarah! 5 stars from me and a very big thank you!!”
About: I'm an animal lover of both cats and dogs. I love going on hikes and being outdoors so exercise/playing won't be an issue. I've always allowed pets on my couches/bed so they can get as comfy as they need and get some TLC as the same time. There is always fresh water available. I also have a 20x20ft dog play pen behind our house so they can run freely and not worry about getting loss, and the fence is plenty high enough for bigger dogs as well. I think if you give me the chance, your little one won't want to go anywhere else. I also know how to clip nails, and I have a brush to groom as well so they'll definitely feel plenty of love.
“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.”
“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.”
About: I have taken care of and interacted with many breeds and mixes of dogs, both my own and friends. Have taken care of multiple of cats and even interacted and helped care for several family ferrets. I currently work 3 overnights at a local hospital and am looking to spend some of my free time helping and interacting with local pets and pet parents in need of services, during the afternoons or nights on thur, fri, sat and Sundays. I work most Tuesdays, Wednesdays and Thursday therefor am not available on those days. I love and enjoy working with animals when I can outside of my healthcare career working with people. Having several pets of my own, as well as family companions, we take care of all their needs regarding food, play and exercise. Our own dogs spend multiple hours of the day playing inside and outside with each as well as with the people in our home. All pets are well taken care of and has their individual needs met. Their health and happiness is our privilege and priority.
“Emma was fantastic! She communicated with us and gave us video/pics of both cats. I appreciate that she took the time to hang with our kitties as they do not like to be alone. We’ll definitely use her services again.”
“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.”
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.
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.
“Michaela took wonderful care of my 3 huskies while I was away for the day. She was competent, confident and caring at the meet and greet, and I can tell from her descriptions of my pets’ behaviors in her updates that they really liked her. I would absolutely rebook Michaela and recommend her to others. Great sitter!”
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
“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!”
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!
About: I’ve worked at a doggy daycare for 2 years now giving me experience with dogs of all breeds, sizes, ages and temperaments. I love what I do and I love treating other peoples pets as if they’re my own! Im currently looking for another job and Im looking for something to fill up my time between now and then! Pet care is a huge part of my life and it’s what I love doing! I will keeps your pets routine exactly how you like it done! I like to keep in touch by sending updates/pictures! I always like when the owner leaves notes so everything is in writing!
The median cost per visit for pet sitting in Winslow is $25
Pet parents share their Rover experiences - Winslow
Erin did such a fantastic job acclimating my girls to a new place when I had to go out of town quickly after moving to Maine; i appreciate her communication and attention to detail to keep my girls as safe and well as possible during a transition period in our lives 🩷
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!
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!
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
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Winslow
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winslow average 4 repeat pet sitting clients
FAQs for Drop-In Visits - Winslow
Frequently asked questions about Rover
The average cost for Pet Sitting in Winslow on Rover is $23.31 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 180 sitters on Rover offering Pet Sitting across Winslow. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winslow stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Winslow. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
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.
Connect anywhere with the Rover app
